NP-MRD: Showing NP-Card for 20-hydroxyecdysone (NP0024638)

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Record Information

Version

2.0

Created at

2021-06-19 16:57:50 UTC

Updated at

2021-08-20 00:00:07 UTC

NP-MRD ID

NP0024638

Secondary Accession Numbers

None

Natural Product Identification

Common Name

20-hydroxyecdysone

Provided By

JEOL Database JEOL Logo

Description

Crustecdysone, also known as beta-ecdysterone or polypodin a, belongs to the class of organic compounds known as hydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or derivatives bearing at least hydroxyl group. Thus, crustecdysone is considered to be a sterol. Crustecdysone is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. 20-hydroxyecdysone is found in Achyranthes aspera , Achyranthes bidentata , Afrocarpus gracilior, Agelas dispar, Ajuga chamaecistus, Ajuga chamaepitys, Ajuga iva, Ajuga reptans, Amberboa moschata, Apis cerana, Ascaris lumbricoides, Asparagus filicinus, Athyrium yokoscense, Atriplex nummularia, Axyris amaranthoides, Biomphalaria glabrata, Blandfordia punicea, Bombyx mori, Brainea insignis, Charybdis japonica, Chenopodium album, Chenopodium pallidicaule, Chenopodium quinoa, Cistanche tubulosa, Cyanotis arachnoidea, Digitalis purpurea, Fibraurea chloroleuca, Froelichia floridana, Gagea serotina, Gomphrena haageana, Helleborus odorus, Helleborus purpurascens, Helleborus torquatus, Iotrochota birotulata, Tristagma uniflorum, Jasus lalandei, Klasea erucifolia, Lepidothamnus intermedius, Limnanthes alba, Limnanthes douglasii, Silene banksia, Lygodium japonicum, Lymantria dispar, Manduca sexta, Nezara viridula, Nierembergia hippomanica, Ourisia macrophylla, Panax japonicus, Paris polyphylla, Penianthus zenkeri, Penstemon venustus, Pfaffia glomerata, Pfaffia iresinoides, Plectocephalus americanus, Plenasium banksiaefolium, Plenasium banksiifolium, Polypodium vulgare, Poranopsis discifera, Anemone pratensis, Pycnogonum litorale, Rhaponticum carthamoides , Rhaponticum integrifolium, Sagina japonica, Schistocerca gregaria, Serratula coronata, Serratula strangulata, Serratula tinctoria , Sida spinosa, Sida szechuensis, Silene brahuica, Silene chalcedonica, Silene indica, Silene italica, Silene linicola, Silene nutans, Silene otites, Silene tatarica, Silene turkestanica, Silene viridiflora, Silene wallichiana, Spinacia oleracea, Stachyurus himalaicus, Stachyurus praecox, Tapinella atrotomentosa, Taxus brevifolia, Taxus wallichiana, Tinospora cordifolia, Trichobilharzia ocellata, Trillium erectum, Trisetum flavescens, Vitex canescens, Vitex cymosa, Vitex glabrata, Vitex madiensis, Vitex megapotamica, Vitex pinnata, Vitex thyrsiflora, Vitex tripinnata, Woodwardia orientalis and Zoanthus sp.. 20-hydroxyecdysone was first documented in 1979 (PMID: 494370). Based on a literature review a small amount of articles have been published on Crustecdysone (PMID: 15609826) (PMID: 25593010) (PMID: 8748375).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192123583D          

 78 81  0  0  0  0            999 V2000
   -2.8452    4.6305    7.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2524    3.2713    6.6468 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6754    2.2065    7.6599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8271    3.3905    6.6883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6860    2.9276    5.2063 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2579    1.5667    4.6222 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7664    1.4521    4.2691 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0028    1.2572    5.4706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4065    0.2616    3.3072 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8919   -1.0709    3.8936 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0324    0.1966    3.2913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9249    0.5019    1.8562 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3682    1.8186    1.2349 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2453    1.5995   -0.2823 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0167    0.3030   -0.5378 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4134    0.6676   -0.5144 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8575   -0.4600   -1.8321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1904    0.0438   -2.8840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2381   -0.6055   -4.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4003   -0.1134   -5.1410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1643   -1.7897   -4.4111 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5380   -1.2746   -4.8741 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5296   -2.4128   -5.0855 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1052   -3.2282   -6.1874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6375   -3.3066   -3.8414 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4519   -4.4394   -4.1537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2662   -3.8086   -3.3791 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2299   -2.6758   -3.1359 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1529   -3.3606   -2.9545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6125   -1.7962   -1.8798 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5206   -2.5949   -0.5473 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6445   -1.7529    0.7327 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6772   -0.5507    0.7194 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7890   -1.0530    0.7011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5003    5.4176    6.3610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5186    4.9262    8.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9399    4.6128    7.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7535    2.0205    7.6219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1475    1.2618    7.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4162    2.5162    8.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5886    3.7485    7.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3227    3.7101    4.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7830    2.9642    5.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5494    0.7671    5.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8542    1.4296    3.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4032    2.3895    3.8340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1185    2.0812    5.9932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6392   -1.1542    4.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9752   -1.1887    3.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3939   -1.9213    3.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2906    0.3460    4.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0138    0.6213    1.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6111    2.0962    1.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0539    2.6474    1.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8123    1.5091   -0.5546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6586    2.4579   -0.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5621    1.2781   -1.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3406    0.9885   -2.8607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7300   -2.3866   -5.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9485   -0.5608   -4.1497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4087   -0.7217   -5.8136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5193   -2.0229   -5.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0664   -2.6558   -6.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1361   -2.7649   -3.0319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1505   -4.7308   -5.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8759   -4.5031   -4.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3918   -4.4309   -2.4850 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9254   -2.6572   -2.6290 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1101   -4.1749   -2.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4951   -3.8106   -3.8941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6683   -1.5106   -1.9763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3102   -3.3552   -0.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5766   -3.1435   -0.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6833   -1.4178    0.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4497   -2.4083    1.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396   -1.5799   -0.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5119   -0.2367    0.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9753   -1.7531    1.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 15  1  0  0  0  0
 33 32  1  0  0  0  0
 32 31  1  0  0  0  0
 23 22  1  0  0  0  0
 12  9  1  0  0  0  0
 22 21  1  0  0  0  0
  9  7  1  0  0  0  0
 28 27  1  0  0  0  0
  7  6  1  0  0  0  0
 28 21  1  0  0  0  0
  6  5  1  0  0  0  0
 12 33  1  0  0  0  0
  5  2  1  0  0  0  0
 15 14  1  0  0  0  0
  2  1  1  0  0  0  0
 25 23  1  0  0  0  0
 15 16  1  1  0  0  0
 33 15  1  0  0  0  0
  9 10  1  0  0  0  0
 28 30  1  0  0  0  0
  7  8  1  0  0  0  0
 21 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 18  1  0  0  0  0
  2  3  1  0  0  0  0
 18 17  2  0  0  0  0
  2  4  1  6  0  0  0
 30 17  1  0  0  0  0
 25 26  1  0  0  0  0
 23 24  1  0  0  0  0
 14 13  1  0  0  0  0
 21 59  1  6  0  0  0
 13 12  1  0  0  0  0
 28 29  1  1  0  0  0
 25 27  1  0  0  0  0
 33 34  1  6  0  0  0
 30 31  1  0  0  0  0
  9 11  1  6  0  0  0
 14 55  1  0  0  0  0
 14 56  1  0  0  0  0
 13 53  1  0  0  0  0
 13 54  1  0  0  0  0
 12 52  1  1  0  0  0
 25 64  1  1  0  0  0
 23 62  1  6  0  0  0
 22 60  1  0  0  0  0
 22 61  1  0  0  0  0
 27 66  1  0  0  0  0
 27 67  1  0  0  0  0
 18 58  1  0  0  0  0
 30 71  1  6  0  0  0
 32 74  1  0  0  0  0
 32 75  1  0  0  0  0
 31 72  1  0  0  0  0
 31 73  1  0  0  0  0
  7 46  1  6  0  0  0
  6 44  1  0  0  0  0
  6 45  1  0  0  0  0
  5 42  1  0  0  0  0
  5 43  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
 16 57  1  0  0  0  0
 10 48  1  0  0  0  0
 10 49  1  0  0  0  0
 10 50  1  0  0  0  0
  8 47  1  0  0  0  0
  3 38  1  0  0  0  0
  3 39  1  0  0  0  0
  3 40  1  0  0  0  0
  4 41  1  0  0  0  0
 26 65  1  0  0  0  0
 24 63  1  0  0  0  0
 29 68  1  0  0  0  0
 29 69  1  0  0  0  0
 29 70  1  0  0  0  0
 34 76  1  0  0  0  0
 34 77  1  0  0  0  0
 34 78  1  0  0  0  0
 11 51  1  0  0  0  0
M  END

     RDKit          3D

 78 81  0  0  0  0  0  0  0  0999 V2000
   -2.8452    4.6305    7.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2524    3.2713    6.6468 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6754    2.2065    7.6599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8271    3.3905    6.6883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6860    2.9276    5.2063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2579    1.5667    4.6222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7664    1.4521    4.2691 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0028    1.2572    5.4706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4065    0.2616    3.3072 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8919   -1.0709    3.8936 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0324    0.1966    3.2913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9249    0.5019    1.8562 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3682    1.8186    1.2349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2453    1.5995   -0.2823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0167    0.3030   -0.5378 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4134    0.6676   -0.5144 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8575   -0.4600   -1.8321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1904    0.0438   -2.8840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2381   -0.6055   -4.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4003   -0.1134   -5.1410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1643   -1.7897   -4.4111 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5380   -1.2746   -4.8741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5296   -2.4128   -5.0855 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1052   -3.2282   -6.1874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6375   -3.3066   -3.8414 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4519   -4.4394   -4.1537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2662   -3.8086   -3.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2299   -2.6758   -3.1359 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1529   -3.3606   -2.9545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6125   -1.7962   -1.8798 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5206   -2.5949   -0.5473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6445   -1.7529    0.7327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6772   -0.5507    0.7194 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7890   -1.0530    0.7011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5003    5.4176    6.3610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5186    4.9262    8.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9399    4.6128    7.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7535    2.0205    7.6219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1475    1.2618    7.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4162    2.5162    8.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5886    3.7485    7.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3227    3.7101    4.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7830    2.9642    5.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5494    0.7671    5.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8542    1.4296    3.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4032    2.3895    3.8340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1185    2.0812    5.9932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6392   -1.1542    4.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9752   -1.1887    3.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3939   -1.9213    3.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2906    0.3460    4.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0138    0.6213    1.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6111    2.0962    1.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0539    2.6474    1.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8123    1.5091   -0.5546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6586    2.4579   -0.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5621    1.2781   -1.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3406    0.9885   -2.8607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7300   -2.3866   -5.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9485   -0.5608   -4.1497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4087   -0.7217   -5.8136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5193   -2.0229   -5.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0664   -2.6558   -6.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1361   -2.7649   -3.0319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1505   -4.7308   -5.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8759   -4.5031   -4.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3918   -4.4309   -2.4850 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9254   -2.6572   -2.6290 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1101   -4.1749   -2.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4951   -3.8106   -3.8941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6683   -1.5106   -1.9763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3102   -3.3552   -0.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5766   -3.1435   -0.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6833   -1.4178    0.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4497   -2.4083    1.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396   -1.5799   -0.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5119   -0.2367    0.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9753   -1.7531    1.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 15  1  0
 33 32  1  0
 32 31  1  0
 23 22  1  0
 12  9  1  0
 22 21  1  0
  9  7  1  0
 28 27  1  0
  7  6  1  0
 28 21  1  0
  6  5  1  0
 12 33  1  0
  5  2  1  0
 15 14  1  0
  2  1  1  0
 25 23  1  0
 15 16  1  1
 33 15  1  0
  9 10  1  0
 28 30  1  0
  7  8  1  0
 21 19  1  0
 19 20  2  0
 19 18  1  0
  2  3  1  0
 18 17  2  0
  2  4  1  6
 30 17  1  0
 25 26  1  0
 23 24  1  0
 14 13  1  0
 21 59  1  6
 13 12  1  0
 28 29  1  1
 25 27  1  0
 33 34  1  6
 30 31  1  0
  9 11  1  6
 14 55  1  0
 14 56  1  0
 13 53  1  0
 13 54  1  0
 12 52  1  1
 25 64  1  1
 23 62  1  6
 22 60  1  0
 22 61  1  0
 27 66  1  0
 27 67  1  0
 18 58  1  0
 30 71  1  6
 32 74  1  0
 32 75  1  0
 31 72  1  0
 31 73  1  0
  7 46  1  6
  6 44  1  0
  6 45  1  0
  5 42  1  0
  5 43  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
 16 57  1  0
 10 48  1  0
 10 49  1  0
 10 50  1  0
  8 47  1  0
  3 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
 26 65  1  0
 24 63  1  0
 29 68  1  0
 29 69  1  0
 29 70  1  0
 34 76  1  0
 34 77  1  0
 34 78  1  0
 11 51  1  0
M  END


  Mrv1652306192123583D          

 78 81  0  0  0  0            999 V2000
   -2.8452    4.6305    7.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2524    3.2713    6.6468 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6754    2.2065    7.6599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8271    3.3905    6.6883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6860    2.9276    5.2063 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2579    1.5667    4.6222 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7664    1.4521    4.2691 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0028    1.2572    5.4706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4065    0.2616    3.3072 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8919   -1.0709    3.8936 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0324    0.1966    3.2913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9249    0.5019    1.8562 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3682    1.8186    1.2349 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2453    1.5995   -0.2823 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0167    0.3030   -0.5378 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4134    0.6676   -0.5144 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8575   -0.4600   -1.8321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1904    0.0438   -2.8840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2381   -0.6055   -4.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4003   -0.1134   -5.1410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1643   -1.7897   -4.4111 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5380   -1.2746   -4.8741 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5296   -2.4128   -5.0855 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1052   -3.2282   -6.1874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6375   -3.3066   -3.8414 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4519   -4.4394   -4.1537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2662   -3.8086   -3.3791 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2299   -2.6758   -3.1359 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1529   -3.3606   -2.9545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6125   -1.7962   -1.8798 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5206   -2.5949   -0.5473 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6445   -1.7529    0.7327 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6772   -0.5507    0.7194 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7890   -1.0530    0.7011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5003    5.4176    6.3610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5186    4.9262    8.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9399    4.6128    7.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7535    2.0205    7.6219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1475    1.2618    7.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4162    2.5162    8.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5886    3.7485    7.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3227    3.7101    4.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7830    2.9642    5.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5494    0.7671    5.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8542    1.4296    3.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4032    2.3895    3.8340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1185    2.0812    5.9932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6392   -1.1542    4.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9752   -1.1887    3.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3939   -1.9213    3.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2906    0.3460    4.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0138    0.6213    1.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6111    2.0962    1.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0539    2.6474    1.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8123    1.5091   -0.5546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6586    2.4579   -0.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5621    1.2781   -1.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3406    0.9885   -2.8607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7300   -2.3866   -5.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9485   -0.5608   -4.1497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4087   -0.7217   -5.8136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5193   -2.0229   -5.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0664   -2.6558   -6.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1361   -2.7649   -3.0319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1505   -4.7308   -5.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8759   -4.5031   -4.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3918   -4.4309   -2.4850 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9254   -2.6572   -2.6290 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1101   -4.1749   -2.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4951   -3.8106   -3.8941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6683   -1.5106   -1.9763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3102   -3.3552   -0.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5766   -3.1435   -0.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6833   -1.4178    0.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4497   -2.4083    1.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396   -1.5799   -0.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5119   -0.2367    0.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9753   -1.7531    1.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 15  1  0  0  0  0
 33 32  1  0  0  0  0
 32 31  1  0  0  0  0
 23 22  1  0  0  0  0
 12  9  1  0  0  0  0
 22 21  1  0  0  0  0
  9  7  1  0  0  0  0
 28 27  1  0  0  0  0
  7  6  1  0  0  0  0
 28 21  1  0  0  0  0
  6  5  1  0  0  0  0
 12 33  1  0  0  0  0
  5  2  1  0  0  0  0
 15 14  1  0  0  0  0
  2  1  1  0  0  0  0
 25 23  1  0  0  0  0
 15 16  1  1  0  0  0
 33 15  1  0  0  0  0
  9 10  1  0  0  0  0
 28 30  1  0  0  0  0
  7  8  1  0  0  0  0
 21 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 18  1  0  0  0  0
  2  3  1  0  0  0  0
 18 17  2  0  0  0  0
  2  4  1  6  0  0  0
 30 17  1  0  0  0  0
 25 26  1  0  0  0  0
 23 24  1  0  0  0  0
 14 13  1  0  0  0  0
 21 59  1  6  0  0  0
 13 12  1  0  0  0  0
 28 29  1  1  0  0  0
 25 27  1  0  0  0  0
 33 34  1  6  0  0  0
 30 31  1  0  0  0  0
  9 11  1  6  0  0  0
 14 55  1  0  0  0  0
 14 56  1  0  0  0  0
 13 53  1  0  0  0  0
 13 54  1  0  0  0  0
 12 52  1  1  0  0  0
 25 64  1  1  0  0  0
 23 62  1  6  0  0  0
 22 60  1  0  0  0  0
 22 61  1  0  0  0  0
 27 66  1  0  0  0  0
 27 67  1  0  0  0  0
 18 58  1  0  0  0  0
 30 71  1  6  0  0  0
 32 74  1  0  0  0  0
 32 75  1  0  0  0  0
 31 72  1  0  0  0  0
 31 73  1  0  0  0  0
  7 46  1  6  0  0  0
  6 44  1  0  0  0  0
  6 45  1  0  0  0  0
  5 42  1  0  0  0  0
  5 43  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
 16 57  1  0  0  0  0
 10 48  1  0  0  0  0
 10 49  1  0  0  0  0
 10 50  1  0  0  0  0
  8 47  1  0  0  0  0
  3 38  1  0  0  0  0
  3 39  1  0  0  0  0
  3 40  1  0  0  0  0
  4 41  1  0  0  0  0
 26 65  1  0  0  0  0
 24 63  1  0  0  0  0
 29 68  1  0  0  0  0
 29 69  1  0  0  0  0
 29 70  1  0  0  0  0
 34 76  1  0  0  0  0
 34 77  1  0  0  0  0
 34 78  1  0  0  0  0
 11 51  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0024638

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]([H])(C([H])([H])C([H])([H])C(O[H])(C([H])([H])[H])C([H])([H])[H])[C@@](O[H])(C([H])([H])[H])[C@@]1([H])C([H])([H])C([H])([H])[C@@]2(O[H])C3=C([H])C(=O)[C@]4([H])C([H])([H])[C@@]([H])(O[H])[C@@]([H])(O[H])C([H])([H])[C@]4(C([H])([H])[H])[C@@]3([H])C([H])([H])C([H])([H])[C@]12C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C27H44O7/c1-23(2,32)9-8-22(31)26(5,33)21-7-11-27(34)16-12-18(28)17-13-19(29)20(30)14-24(17,3)15(16)6-10-25(21,27)4/h12,15,17,19-22,29-34H,6-11,13-14H2,1-5H3/t15-,17-,19+,20-,21-,22+,24+,25+,26+,27+/m0/s1

> <INCHI_KEY>
NKDFYOWSKOHCCO-YPVLXUMRSA-N

> <FORMULA>
C27H44O7

> <MOLECULAR_WEIGHT>
480.6341

> <EXACT_MASS>
480.308703762

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
53.989944264217606

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,4S,5R,7R,11S,14S,15R)-4,5,11-trihydroxy-2,15-dimethyl-14-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-8-one

> <ALOGPS_LOGP>
1.30

> <JCHEM_LOGP>
0.6098622046666675

> <ALOGPS_LOGS>
-3.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.736204795082443

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.257479431680753

> <JCHEM_PKA_STRONGEST_BASIC>
-2.627423734269491

> <JCHEM_POLAR_SURFACE_AREA>
138.45000000000002

> <JCHEM_REFRACTIVITY>
128.87579999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.15e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,4S,5R,7R,11S,14S,15R)-4,5,11-trihydroxy-2,15-dimethyl-14-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-8-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 78 81  0  0  0  0  0  0  0  0999 V2000
   -2.8452    4.6305    7.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2524    3.2713    6.6468 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6754    2.2065    7.6599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8271    3.3905    6.6883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6860    2.9276    5.2063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2579    1.5667    4.6222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7664    1.4521    4.2691 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0028    1.2572    5.4706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4065    0.2616    3.3072 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8919   -1.0709    3.8936 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0324    0.1966    3.2913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9249    0.5019    1.8562 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3682    1.8186    1.2349 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2299   -2.6758   -3.1359 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -1.5206   -2.5949   -0.5473 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7890   -1.0530    0.7011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5003    5.4176    6.3610 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1475    1.2618    7.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4162    2.5162    8.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5886    3.7485    7.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3227    3.7101    4.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7830    2.9642    5.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5494    0.7671    5.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8542    1.4296    3.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4032    2.3895    3.8340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1185    2.0812    5.9932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6392   -1.1542    4.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9752   -1.1887    3.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3939   -1.9213    3.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2906    0.3460    4.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0138    0.6213    1.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6111    2.0962    1.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0539    2.6474    1.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6586    2.4579   -0.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5621    1.2781   -1.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7300   -2.3866   -5.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9485   -0.5608   -4.1497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4087   -0.7217   -5.8136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5193   -2.0229   -5.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0664   -2.6558   -6.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1361   -2.7649   -3.0319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1505   -4.7308   -5.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8759   -4.5031   -4.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3918   -4.4309   -2.4850 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9254   -2.6572   -2.6290 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1101   -4.1749   -2.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4951   -3.8106   -3.8941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6683   -1.5106   -1.9763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3102   -3.3552   -0.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5766   -3.1435   -0.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6833   -1.4178    0.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4497   -2.4083    1.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396   -1.5799   -0.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5119   -0.2367    0.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9753   -1.7531    1.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
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 33 32  1  0
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 23 22  1  0
 12  9  1  0
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  9  7  1  0
 28 27  1  0
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 21 19  1  0
 19 20  2  0
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  2  3  1  0
 18 17  2  0
  2  4  1  6
 30 17  1  0
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 23 24  1  0
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 14 55  1  0
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  7 46  1  6
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  6 45  1  0
  5 42  1  0
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  1 35  1  0
  1 36  1  0
  1 37  1  0
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 10 48  1  0
 10 49  1  0
 10 50  1  0
  8 47  1  0
  3 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
 26 65  1  0
 24 63  1  0
 29 68  1  0
 29 69  1  0
 29 70  1  0
 34 76  1  0
 34 77  1  0
 34 78  1  0
 11 51  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -2.845   4.630   7.041  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.252   3.271   6.647  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.675   2.207   7.660  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.827   3.390   6.688  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.686   2.928   5.206  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.258   1.567   4.622  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.766   1.452   4.269  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.003   1.257   5.471  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.407   0.262   3.307  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.892  -1.071   3.894  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.032   0.197   3.291  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.925   0.502   1.856  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.368   1.819   1.235  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.245   1.599  -0.282  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.017   0.303  -0.538  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.413   0.668  -0.514  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.858  -0.460  -1.832  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.190   0.044  -2.884  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.238  -0.606  -4.213  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.400  -0.113  -5.141  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.164  -1.790  -4.411  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.538  -1.275  -4.874  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.530  -2.413  -5.085  0.00  0.00           C+0
HETATM   24  O   UNK     0      -3.105  -3.228  -6.187  0.00  0.00           O+0
HETATM   25  C   UNK     0      -3.638  -3.307  -3.841  0.00  0.00           C+0
HETATM   26  O   UNK     0      -4.452  -4.439  -4.154  0.00  0.00           O+0
HETATM   27  C   UNK     0      -2.266  -3.809  -3.379  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.230  -2.676  -3.136  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.153  -3.361  -2.954  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.613  -1.796  -1.880  0.00  0.00           C+0
HETATM   31  C   UNK     0      -1.521  -2.595  -0.547  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.645  -1.753   0.733  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.677  -0.551   0.719  0.00  0.00           C+0
HETATM   34  C   UNK     0       0.789  -1.053   0.701  0.00  0.00           C+0
HETATM   35  H   UNK     0      -2.500   5.418   6.361  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.519   4.926   8.045  0.00  0.00           H+0
HETATM   37  H   UNK     0      -3.940   4.613   7.027  0.00  0.00           H+0
HETATM   38  H   UNK     0      -3.753   2.021   7.622  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.147   1.262   7.494  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.416   2.516   8.679  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.589   3.749   7.565  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.323   3.710   4.527  0.00  0.00           H+0
HETATM   43  H   UNK     0      -3.783   2.964   5.162  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.549   0.767   5.311  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.854   1.430   3.714  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.403   2.389   3.834  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.119   2.081   5.993  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.639  -1.154   4.957  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.975  -1.189   3.794  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.394  -1.921   3.420  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.291   0.346   4.226  0.00  0.00           H+0
HETATM   52  H   UNK     0      -2.014   0.621   1.932  0.00  0.00           H+0
HETATM   53  H   UNK     0       0.611   2.096   1.639  0.00  0.00           H+0
HETATM   54  H   UNK     0      -1.054   2.647   1.447  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.812   1.509  -0.555  0.00  0.00           H+0
HETATM   56  H   UNK     0      -0.659   2.458  -0.824  0.00  0.00           H+0
HETATM   57  H   UNK     0      -2.562   1.278  -1.257  0.00  0.00           H+0
HETATM   58  H   UNK     0       0.341   0.989  -2.861  0.00  0.00           H+0
HETATM   59  H   UNK     0      -0.730  -2.387  -5.226  0.00  0.00           H+0
HETATM   60  H   UNK     0      -2.949  -0.561  -4.150  0.00  0.00           H+0
HETATM   61  H   UNK     0      -2.409  -0.722  -5.814  0.00  0.00           H+0
HETATM   62  H   UNK     0      -4.519  -2.023  -5.348  0.00  0.00           H+0
HETATM   63  H   UNK     0      -3.066  -2.656  -6.975  0.00  0.00           H+0
HETATM   64  H   UNK     0      -4.136  -2.765  -3.032  0.00  0.00           H+0
HETATM   65  H   UNK     0      -4.151  -4.731  -5.039  0.00  0.00           H+0
HETATM   66  H   UNK     0      -1.876  -4.503  -4.137  0.00  0.00           H+0
HETATM   67  H   UNK     0      -2.392  -4.431  -2.485  0.00  0.00           H+0
HETATM   68  H   UNK     0       0.925  -2.657  -2.629  0.00  0.00           H+0
HETATM   69  H   UNK     0       0.110  -4.175  -2.224  0.00  0.00           H+0
HETATM   70  H   UNK     0       0.495  -3.811  -3.894  0.00  0.00           H+0
HETATM   71  H   UNK     0      -2.668  -1.511  -1.976  0.00  0.00           H+0
HETATM   72  H   UNK     0      -2.310  -3.355  -0.525  0.00  0.00           H+0
HETATM   73  H   UNK     0      -0.577  -3.143  -0.486  0.00  0.00           H+0
HETATM   74  H   UNK     0      -2.683  -1.418   0.841  0.00  0.00           H+0
HETATM   75  H   UNK     0      -1.450  -2.408   1.586  0.00  0.00           H+0
HETATM   76  H   UNK     0       1.040  -1.580  -0.224  0.00  0.00           H+0
HETATM   77  H   UNK     0       1.512  -0.237   0.793  0.00  0.00           H+0
HETATM   78  H   UNK     0       0.975  -1.753   1.522  0.00  0.00           H+0
CONECT    1    2   35   36   37                                             
CONECT    2    5    1    3    4                                             
CONECT    3    2   38   39   40                                             
CONECT    4    2   41                                                       
CONECT    5    6    2   42   43                                             
CONECT    6    7    5   44   45                                             
CONECT    7    9    6    8   46                                             
CONECT    8    7   47                                                       
CONECT    9   12    7   10   11                                             
CONECT   10    9   48   49   50                                             
CONECT   11    9   51                                                       
CONECT   12    9   33   13   52                                             
CONECT   13   14   12   53   54                                             
CONECT   14   15   13   55   56                                             
CONECT   15   17   14   16   33                                             
CONECT   16   15   57                                                       
CONECT   17   15   18   30                                                  
CONECT   18   19   17   58                                                  
CONECT   19   21   20   18                                                  
CONECT   20   19                                                            
CONECT   21   22   28   19   59                                             
CONECT   22   23   21   60   61                                             
CONECT   23   22   25   24   62                                             
CONECT   24   23   63                                                       
CONECT   25   23   26   27   64                                             
CONECT   26   25   65                                                       
CONECT   27   28   25   66   67                                             
CONECT   28   27   21   30   29                                             
CONECT   29   28   68   69   70                                             
CONECT   30   28   17   31   71                                             
CONECT   31   32   30   72   73                                             
CONECT   32   33   31   74   75                                             
CONECT   33   32   12   15   34                                             
CONECT   34   33   76   77   78                                             
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    1                                                            
CONECT   38    3                                                            
CONECT   39    3                                                            
CONECT   40    3                                                            
CONECT   41    4                                                            
CONECT   42    5                                                            
CONECT   43    5                                                            
CONECT   44    6                                                            
CONECT   45    6                                                            
CONECT   46    7                                                            
CONECT   47    8                                                            
CONECT   48   10                                                            
CONECT   49   10                                                            
CONECT   50   10                                                            
CONECT   51   11                                                            
CONECT   52   12                                                            
CONECT   53   13                                                            
CONECT   54   13                                                            
CONECT   55   14                                                            
CONECT   56   14                                                            
CONECT   57   16                                                            
CONECT   58   18                                                            
CONECT   59   21                                                            
CONECT   60   22                                                            
CONECT   61   22                                                            
CONECT   62   23                                                            
CONECT   63   24                                                            
CONECT   64   25                                                            
CONECT   65   26                                                            
CONECT   66   27                                                            
CONECT   67   27                                                            
CONECT   68   29                                                            
CONECT   69   29                                                            
CONECT   70   29                                                            
CONECT   71   30                                                            
CONECT   72   31                                                            
CONECT   73   31                                                            
CONECT   74   32                                                            
CONECT   75   32                                                            
CONECT   76   34                                                            
CONECT   77   34                                                            
CONECT   78   34                                                            
MASTER        0    0    0    0    0    0    0    0   78    0  162    0
END

RDKit          3D

78 81  0  0  0  0  0  0  0  0999 V2000
   -2.8452    4.6305    7.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2524    3.2713    6.6468 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6754    2.2065    7.6599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8271    3.3905    6.6883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6860    2.9276    5.2063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2579    1.5667    4.6222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7664    1.4521    4.2691 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0028    1.2572    5.4706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4065    0.2616    3.3072 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8919   -1.0709    3.8936 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0324    0.1966    3.2913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9249    0.5019    1.8562 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3682    1.8186    1.2349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2453    1.5995   -0.2823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0167    0.3030   -0.5378 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4134    0.6676   -0.5144 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8575   -0.4600   -1.8321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1904    0.0438   -2.8840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2381   -0.6055   -4.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4003   -0.1134   -5.1410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1643   -1.7897   -4.4111 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5380   -1.2746   -4.8741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5296   -2.4128   -5.0855 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1052   -3.2282   -6.1874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6375   -3.3066   -3.8414 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4519   -4.4394   -4.1537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2662   -3.8086   -3.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2299   -2.6758   -3.1359 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1529   -3.3606   -2.9545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6125   -1.7962   -1.8798 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5206   -2.5949   -0.5473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6445   -1.7529    0.7327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6772   -0.5507    0.7194 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7890   -1.0530    0.7011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5003    5.4176    6.3610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5186    4.9262    8.0450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9399    4.6128    7.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7535    2.0205    7.6219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1475    1.2618    7.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4162    2.5162    8.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5886    3.7485    7.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3227    3.7101    4.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7830    2.9642    5.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5494    0.7671    5.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8542    1.4296    3.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4032    2.3895    3.8340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1185    2.0812    5.9932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6392   -1.1542    4.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9752   -1.1887    3.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3939   -1.9213    3.4197 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2906    0.3460    4.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0138    0.6213    1.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6111    2.0962    1.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0539    2.6474    1.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8123    1.5091   -0.5546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6586    2.4579   -0.8235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5621    1.2781   -1.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3406    0.9885   -2.8607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7300   -2.3866   -5.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9485   -0.5608   -4.1497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4087   -0.7217   -5.8136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5193   -2.0229   -5.3481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0664   -2.6558   -6.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1361   -2.7649   -3.0319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1505   -4.7308   -5.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8759   -4.5031   -4.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3918   -4.4309   -2.4850 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9254   -2.6572   -2.6290 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1101   -4.1749   -2.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4951   -3.8106   -3.8941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6683   -1.5106   -1.9763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3102   -3.3552   -0.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5766   -3.1435   -0.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6833   -1.4178    0.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4497   -2.4083    1.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396   -1.5799   -0.2244 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5119   -0.2367    0.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9753   -1.7531    1.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 15  1  0
 33 32  1  0
 32 31  1  0
 23 22  1  0
 12  9  1  0
 22 21  1  0
  9  7  1  0
 28 27  1  0
  7  6  1  0
 28 21  1  0
  6  5  1  0
 12 33  1  0
  5  2  1  0
 15 14  1  0
  2  1  1  0
 25 23  1  0
 15 16  1  1
 33 15  1  0
  9 10  1  0
 28 30  1  0
  7  8  1  0
 21 19  1  0
 19 20  2  0
 19 18  1  0
  2  3  1  0
 18 17  2  0
  2  4  1  6
 30 17  1  0
 25 26  1  0
 23 24  1  0
 14 13  1  0
 21 59  1  6
 13 12  1  0
 28 29  1  1
 25 27  1  0
 33 34  1  6
 30 31  1  0
  9 11  1  6
 14 55  1  0
 14 56  1  0
 13 53  1  0
 13 54  1  0
 12 52  1  1
 25 64  1  1
 23 62  1  6
 22 60  1  0
 22 61  1  0
 27 66  1  0
 27 67  1  0
 18 58  1  0
 30 71  1  6
 32 74  1  0
 32 75  1  0
 31 72  1  0
 31 73  1  0
  7 46  1  6
  6 44  1  0
  6 45  1  0
  5 42  1  0
  5 43  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
 16 57  1  0
 10 48  1  0
 10 49  1  0
 10 50  1  0
  8 47  1  0
  3 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
 26 65  1  0
 24 63  1  0
 29 68  1  0
 29 69  1  0
 29 70  1  0
 34 76  1  0
 34 77  1  0
 34 78  1  0
 11 51  1  0
M  END

View in JSmol

Synonyms

Value	Source
20-OH Ecdysone	ChEBI
beta-Ecdysone	ChEBI
beta-Ecdysterone	ChEBI
Ecdysterone	ChEBI
b-Ecdysone	Generator
Β-ecdysone	Generator
b-Ecdysterone	Generator
Β-ecdysterone	Generator
20 Hydroxyecdysone	HMDB
Beta Ecdysone	HMDB
(2beta,3beta,5beta,22R)-2,3,14,20,22,25-Hexahydroxycholest-7-en-6-one	HMDB
(2Β,3β,5β,22R)-2,3,14,20,22,25-hexahydroxycholest-7-en-6-one	HMDB
(+)-20-Hydroxyecdysone	HMDB
(+)-Ecdysterone	HMDB
20-Hydroxy-alpha-ecdysone	HMDB
20-Hydroxy-α-ecdysone	HMDB
20-Hydroxyecdysone	HMDB
20R-Hydroxyecdysone	HMDB
2beta,3beta,14alpha,20beta,22alpha,25-Hexahydroxycholest-7-en-6-one	HMDB
2Β,3β,14α,20β,22α,25-hexahydroxycholest-7-en-6-one	HMDB
Commisterone	HMDB
Crustecdyson	HMDB
Ecdysten	HMDB
Ecdysteron	HMDB
Ekdisten	HMDB
Polypodin a	HMDB
Polypodin C	HMDB
Polypodine a	HMDB
Polypodine C	HMDB
beta-Ecydisone	HMDB
Β-ecydisone	HMDB
Crustecdysone	ChEBI

Chemical Formula

C₂₇H₄₄O₇

Average Mass

480.6341 Da

Monoisotopic Mass

480.30870 Da

IUPAC Name

(1R,2R,4S,5R,7R,11S,14S,15R)-4,5,11-trihydroxy-2,15-dimethyl-14-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-8-one

Traditional Name

(1R,2R,4S,5R,7R,11S,14S,15R)-4,5,11-trihydroxy-2,15-dimethyl-14-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-8-one

CAS Registry Number

Not Available

SMILES

[H]O[C@]([H])(C([H])([H])C([H])([H])C(O[H])(C([H])([H])[H])C([H])([H])[H])[C@@](O[H])(C([H])([H])[H])[C@@]1([H])C([H])([H])C([H])([H])[C@@]2(O[H])C3=C([H])C(=O)[C@]4([H])C([H])([H])[C@@]([H])(O[H])[C@@]([H])(O[H])C([H])([H])[C@]4(C([H])([H])[H])[C@@]3([H])C([H])([H])C([H])([H])[C@]12C([H])([H])[H]

InChI Identifier

InChI=1S/C27H44O7/c1-23(2,32)9-8-22(31)26(5,33)21-7-11-27(34)16-12-18(28)17-13-19(29)20(30)14-24(17,3)15(16)6-10-25(21,27)4/h12,15,17,19-22,29-34H,6-11,13-14H2,1-5H3/t15-,17-,19+,20-,21-,22+,24+,25+,26+,27+/m0/s1

InChI Key

NKDFYOWSKOHCCO-YPVLXUMRSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Achyranthes aspera	Plant	KNApSAcK
Achyranthes bidentata	Plant	KNApSAcK
Afrocarpus gracilior	LOTUS Database	35616633
Agelas dispar	LOTUS Database	35616633
Ajuga chamaecistus	LOTUS Database	35616633
Ajuga chamaepitys	LOTUS Database	35616633
Ajuga iva	LOTUS Database	35616633
Ajuga reptans	LOTUS Database	35616633
Ajuga turkestanica	KNApSAcK Database	22123792
Amberboa moschata	LOTUS Database	35616633
Apis cerana	LOTUS Database	35616633
Ascaris lumbricoides	LOTUS Database	35616633
Asparagus filicinus	LOTUS Database	35616633
Athyrium yokoscense	LOTUS Database	35616633
Atriplex nummularia	LOTUS Database	35616633
Axyris amaranthoides	LOTUS Database	35616633
Biomphalaria glabrata	LOTUS Database	35616633
Blandfordia punicea	LOTUS Database	35616633
Bolbitis subcordata	KNApSAcK Database	22123792
Bombyx mori	LOTUS Database	35616633
Brainea insignis	LOTUS Database	35616633
Charybdis japonica	LOTUS Database	35616633
Chenopodium album	LOTUS Database	35616633
Chenopodium pallidicaule	LOTUS Database	35616633
Chenopodium quinoa	LOTUS Database	35616633
Cistanche tubulosa	LOTUS Database	35616633
Cyanotis arachnoidea	LOTUS Database	35616633
Digitalis purpurea	LOTUS Database	35616633
Diploclisia glaucescens	KNApSAcK Database	22123792
Fibraurea chloroleuca	LOTUS Database	35616633
Froelichia floridana	LOTUS Database	35616633
Gagea serotina	LOTUS Database	35616633
Gomphrena celosioides	KNApSAcK Database	22123792
Gomphrena haageana	LOTUS Database	35616633
Helleborus odorus	LOTUS Database	35616633
Helleborus purpurascens	LOTUS Database	35616633
Helleborus torquatus	LOTUS Database	35616633
Iotrochota birotulata	LOTUS Database	35616633
Ipheion uniflorum	LOTUS Database	35616633
Jasus lalandei	-	KNApSAcK
Klasea erucifolia	LOTUS Database	35616633
Lepidothamnus intermedius	LOTUS Database	35616633
Limnanthes alba	LOTUS Database	35616633
Limnanthes douglasii	LOTUS Database	35616633
Lychnis fulgens	LOTUS Database	35616633
Lygodium japonicum	LOTUS Database	35616633
Lymantria dispar	LOTUS Database	35616633
Manduca sexta	LOTUS Database	35616633
Nezara viridula	LOTUS Database	35616633
Nierembergia hippomanica	LOTUS Database	35616633
Ourisia macrophylla	LOTUS Database	35616633
Panax Japonicus	LOTUS Database	35616633
Paris polyphylla	LOTUS Database	35616633
Penianthus zenkeri	LOTUS Database	35616633
Penstemon venustus	LOTUS Database	35616633
Pfaffia glomerata	LOTUS Database	35616633
Pfaffia iresinoides	LOTUS Database	35616633
Plectocephalus americanus	LOTUS Database	35616633
Plenasium banksiaefolium	-	KNApSAcK
Plenasium banksiifolium	LOTUS Database	35616633
Polypodium virginianum	KNApSAcK Database	22123792
Polypodium vulgare	LOTUS Database	35616633
Poranopsis discifera	LOTUS Database	35616633
Pulsatilla pratensis	LOTUS Database	35616633
Pycnogonum litorale	LOTUS Database	35616633
Rhaponticum carthamoides	Plant	KNApSAcK
Rhaponticum integrifolium	LOTUS Database	35616633
Sagina japonica	LOTUS Database	35616633
Schistocerca gregaria	LOTUS Database	35616633
Serratula coronata	LOTUS Database	35616633
Serratula inermis	KNApSAcK Database	22123792
Serratula strangulata	LOTUS Database	35616633
Serratula tinctoria	Plant	KNApSAcK
Sida spinosa	LOTUS Database	35616633
Sida szechuensis	LOTUS Database	35616633
Silene brahuica	LOTUS Database	35616633
Silene chalcedonica	LOTUS Database	35616633
Silene indica	LOTUS Database	35616633
Silene italica	LOTUS Database	35616633
Silene linicola	LOTUS Database	35616633
Silene nutans	LOTUS Database	35616633
Silene otites	LOTUS Database	35616633
Silene scabrifolia	KNApSAcK Database	22123792
Silene tatarica	LOTUS Database	35616633
Silene turkestanica	LOTUS Database	35616633
Silene viridiflora	LOTUS Database	35616633
Silene wallichiana	LOTUS Database	35616633
Spinacia oleracea	LOTUS Database	35616633
Stachyurus himalaicus	LOTUS Database	35616633
Stachyurus praecox	LOTUS Database	35616633
Tapinella atrotomentosa	LOTUS Database	35616633
Taxus baccata	KNApSAcK Database	22123792
Taxus brevifolia	LOTUS Database	35616633
Taxus chinensis	KNApSAcK Database	22123792
Taxus cuspidata	KNApSAcK Database	22123792
Taxus wallichiana	LOTUS Database	35616633
Tinospora cordifolia	LOTUS Database	35616633
Trichobilharzia ocellata	LOTUS Database	35616633
Trillium erectum	LOTUS Database	35616633
Trisetum flavescens	LOTUS Database	35616633
Vitex canescens	LOTUS Database	35616633
Vitex cymosa	LOTUS Database	35616633
Vitex glabrata	LOTUS Database	35616633
Vitex madiensis	LOTUS Database	35616633
Vitex megapotamica	LOTUS Database	35616633
Vitex pinnata	LOTUS Database	35616633
Vitex thyrsiflora	LOTUS Database	35616633
Vitex tripinnata	LOTUS Database	35616633
Woodwardia orientalis	LOTUS Database	35616633
Zoanthus sp.	JEOL database	Suksamrarn, A. , et al, J. Nat. Prod. 65, 1194 (2002)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or derivatives bearing at least hydroxyl group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Hydroxy bile acids, alcohols and derivatives

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	702.06 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	353.1 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	-0.270 (est)	The Good Scents Company Information System

Predicted Properties

Property	Value	Source
logP	1.3	ALOGPS
logP	0.61	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	13.26	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	138.45 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	128.88 m³·mol⁻¹	ChemAxon
Polarizability	53.99 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0030180

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00003654

Chemspider ID

4573597

KEGG Compound ID

Not Available

BioCyc ID

CPD-276

BiGG ID

Not Available

Wikipedia Link

20-Hydroxyecdysone

METLIN ID

Not Available

PubChem Compound

5459840

PDB ID

Not Available

ChEBI ID

16587

Good Scents ID

rw1223161

References

General References

Soriano IR, Riley IT, Potter MJ, Bowers WS: Phytoecdysteroids: a novel defense against plant-parasitic nematodes. J Chem Ecol. 2004 Oct;30(10):1885-99. doi: 10.1023/b:joec.0000045584.56515.11. [PubMed:15609826 ]
Fujimoto Y, Maeda I, Ohyama K, Hikiba J, Kataoka H: Biosynthesis of 20-hydroxyecdysone in plants: 3beta-hydroxy-5beta-cholestan-6-one as an intermediate immediately after cholesterol in Ajuga hairy roots. Phytochemistry. 2015 Mar;111:59-64. doi: 10.1016/j.phytochem.2014.12.019. Epub 2015 Jan 12. [PubMed:25593010 ]
Witten JL, Truman JW: Developmental plasticity of neuropeptide expression in motoneurons of the moth, Manduca sexta: steroid hormone regulation. J Neurobiol. 1996 Jan;29(1):99-114. doi: 10.1002/(SICI)1097-4695(199601)29:1<99::AID-NEU8>3.0.CO;2-2. [PubMed:8748375 ]
Kaplanis JN, Thompson MJ, Dutky SR, Robbins WE: The ecdysteroids from the tobacco hornworm during pupal-adult development five days after peak titer of molting hormone activity. Steroids. 1979 Sep;34(3):333-45. doi: 10.1016/0039-128x(79)90084-9. [PubMed:494370 ]
Suksamrarn, A. , et al. (2002). Suksamrarn, A. , et al, J. Nat. Prod. 65, 1194 (2002). J. Nat. Prod..

Showing NP-Card for 20-hydroxyecdysone (NP0024638)

MOL for NP0024638 (20-hydroxyecdysone)

3D MOL for NP0024638 (20-hydroxyecdysone)

3D SDF for NP0024638 (20-hydroxyecdysone)

3D-SDF for NP0024638 (20-hydroxyecdysone)

PDB for NP0024638 (20-hydroxyecdysone)

3D PDB for NP0024638 (20-hydroxyecdysone)

SMILES for NP0024638 (20-hydroxyecdysone)

INCHI for NP0024638 (20-hydroxyecdysone)

Structure for NP0024638 (20-hydroxyecdysone)

3D Structure for NP0024638 (20-hydroxyecdysone)