NP-MRD: Showing NP-Card for (1's,2r,2's,3's,4'r,7's,8'e,10'e,12's,13's,14'r,15's)-12',14',15'-tris(acetyloxy)-3'-hydroxy-9'-(hydroxymethyl)-4',13'-dimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecane]-8',10'-dien-2'-yl acetate (NP0265906)

You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on NP-MRD.

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-08 10:03:48 UTC

Updated at

2022-09-08 10:03:48 UTC

NP-MRD ID

NP0265906

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1's,2r,2's,3's,4'r,7's,8'e,10'e,12's,13's,14'r,15's)-12',14',15'-tris(acetyloxy)-3'-hydroxy-9'-(hydroxymethyl)-4',13'-dimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecane]-8',10'-dien-2'-yl acetate

Description

(1'S,2R,2'S,3'S,4'R,7'S,8'E,10'E,12'S,13'S,14'R,15'S)-12',14',15'-tris(acetyloxy)-3'-hydroxy-9'-(hydroxymethyl)-4',13'-dimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]Heptadecane]-8',10'-dien-2'-yl acetate belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. (1's,2r,2's,3's,4'r,7's,8'e,10'e,12's,13's,14'r,15's)-12',14',15'-tris(acetyloxy)-3'-hydroxy-9'-(hydroxymethyl)-4',13'-dimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecane]-8',10'-dien-2'-yl acetate is found in Junceella fragilis. It was first documented in 2022 (PMID: 36104165). Based on a literature review a significant number of articles have been published on (1'S,2R,2'S,3'S,4'R,7'S,8'E,10'E,12'S,13'S,14'R,15'S)-12',14',15'-tris(acetyloxy)-3'-hydroxy-9'-(hydroxymethyl)-4',13'-dimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]Heptadecane]-8',10'-dien-2'-yl acetate (PMID: 36104164) (PMID: 36104163) (PMID: 36104162) (PMID: 36104161).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082212032D          

 41 44  0  0  1  0            999 V2000
    2.0501    1.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3552    0.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6227    1.1377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3928   -0.0660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1254   -0.4455    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8203   -0.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5528   -0.3804    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9323    0.3522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3770   -0.3428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5904   -1.2045    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3229   -1.5840    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1280   -0.9322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8079   -0.1579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6170   -0.3194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5432    0.6235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0179   -1.1394    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3290   -0.6854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7504   -1.5189    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7880   -2.3430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0931   -2.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1307   -3.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8632   -3.9913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3606   -2.4082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6656   -2.8528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9331   -2.4733    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2382   -2.9179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2758   -3.7421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0083   -4.1216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5808   -4.1867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8955   -1.6491    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2006   -2.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1630   -1.2696    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4680   -1.7143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7355   -1.3348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0406   -1.7794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6979   -0.5106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3377   -0.9395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9681   -0.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3476    0.5307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1524   -0.3254    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5730    0.2619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7  9  1  1  0  0  0
 10  7  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 25 30  1  0  0  0  0
 10 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
  5 32  1  0  0  0  0
 32 33  1  1  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 18 37  1  1  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 16 40  1  0  0  0  0
 40 41  1  1  0  0  0
M  END

     RDKit          3D

 77 80  0  0  0  0  0  0  0  0999 V2000
    4.7785    1.3006    2.4150 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4261    0.2696    1.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3577   -0.3725    0.8674 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0979    0.0325    1.0912 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7038   -0.9188    0.1601 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8895   -2.0473    0.8308 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8357   -1.2422    1.5491 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5285   -1.5282    2.9243 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3802   -0.4787    2.5790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6367    0.5953 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3571   -1.5207    0.4225 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4248   -2.1560   -0.8285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2571   -3.5102   -1.0650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3621   -4.0268   -2.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0205   -4.2546   -0.0837 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6763   -1.0013    0.9141 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7980   -1.0334    2.3167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2658    0.2023    0.3872 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1273    1.4899    1.0465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4919    2.5353    0.4875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4910    3.7668    1.3615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1487    4.7472    0.5899 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8714    2.5539   -0.8038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7253    2.1420   -1.2546 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3825    1.4844   -0.5115 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6111    2.1390   -0.7667 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3015    2.9297    0.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5919    3.5955   -0.2122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8209    3.1045    1.2485 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -0.0152   -0.6134 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2790   -0.3382   -1.9380 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8431   -0.4769   -0.9550 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4596    0.4663   -1.8088 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7988    0.1771   -3.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4495    1.1746   -4.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5388   -0.9839   -3.5442 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6995   -0.0634    0.5550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9595   -1.3933    0.3349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0523   -1.9503    0.0850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6765   -2.0823    0.4481 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7051   -3.2430    1.4064 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8385    1.7365    2.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2517    0.7389    3.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4447    2.0841    2.0296 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5677   -1.4586   -0.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4947   -2.6917    0.0377 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5107   -2.5329    1.5787 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0786   -2.3310    3.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3577   -1.1983    3.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5902    0.2194    1.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1664   -2.4012    1.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3749   -5.1161   -2.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3597   -3.6763   -2.8359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5747   -3.5402   -3.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6947   -0.1557    2.7207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2156    0.2543   -0.7226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5673    1.5704    2.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5313    4.1238    1.6801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0875    3.6030    2.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0998    4.6633    0.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4881    3.1092   -1.5817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5337    2.2847   -2.3386 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1596    1.7303    0.5699 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5677    3.8669   -1.3060 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5956    4.5700    0.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4584    2.9588    0.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2155    0.3966   -2.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3209   -0.1359   -1.9703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0749   -1.3068   -2.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7322   -1.4135   -1.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2263    0.6247   -4.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7001    1.6654   -4.6628 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9736    1.9566   -3.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3460   -2.3623   -0.5720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6917   -3.2272    1.9179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7023   -4.1740    0.7811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8572   -3.2730    2.0979 H   0  0  0  0  0  0  0  0  0  0  0  0
 41 40  1  0
 40 38  1  0
 38 39  2  0
 38 37  1  0
 37 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 20 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 25 30  1  0
 30 31  1  6
 30 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 34 36  2  0
 32  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 11 16  1  0
 16 17  1  1
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
 16 40  1  0
 16 18  1  0
 10 30  1  0
  7  9  1  1
 41 75  1  0
 41 76  1  0
 41 77  1  0
 40 74  1  6
 18 56  1  6
 19 57  1  0
 21 58  1  0
 21 59  1  0
 22 60  1  0
 23 61  1  0
 24 62  1  0
 25 63  1  1
 28 64  1  0
 28 65  1  0
 28 66  1  0
 31 67  1  0
 31 68  1  0
 31 69  1  0
 32 70  1  6
 35 71  1  0
 35 72  1  0
 35 73  1  0
  5 45  1  6
  6 46  1  0
  6 47  1  0
  8 48  1  0
  8 49  1  0
 10 50  1  1
 11 51  1  1
 14 52  1  0
 14 53  1  0
 14 54  1  0
 17 55  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
M  END


  Mrv1652309082212032D          

 41 44  0  0  1  0            999 V2000
    2.0501    1.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3552    0.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6227    1.1377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3928   -0.0660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1254   -0.4455    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8203   -0.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5528   -0.3804    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9323    0.3522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3770   -0.3428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5904   -1.2045    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3229   -1.5840    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1280   -0.9322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8079   -0.1579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6170   -0.3194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5432    0.6235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0179   -1.1394    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3290   -0.6854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7504   -1.5189    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7880   -2.3430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0931   -2.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1307   -3.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8632   -3.9913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3606   -2.4082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6656   -2.8528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9331   -2.4733    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2382   -2.9179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2758   -3.7421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0083   -4.1216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5808   -4.1867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8955   -1.6491    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2006   -2.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1630   -1.2696    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4680   -1.7143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7355   -1.3348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0406   -1.7794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6979   -0.5106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3377   -0.9395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9681   -0.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3476    0.5307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1524   -0.3254    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5730    0.2619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7  9  1  1  0  0  0
 10  7  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 25 30  1  0  0  0  0
 10 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
  5 32  1  0  0  0  0
 32 33  1  1  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 18 37  1  1  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 16 40  1  0  0  0  0
 40 41  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0265906

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1C(=O)O[C@H]2\C=C(\CO)/C=C/[C@H](OC(C)=O)[C@@]3(C)[C@@H](OC(C)=O)[C@H](C[C@]4(CO4)[C@@H]3[C@H](OC(C)=O)[C@]12O)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C28H36O13/c1-13-25(34)41-21-9-18(11-29)7-8-20(38-15(3)31)26(6)22(24(28(13,21)35)40-17(5)33)27(12-36-27)10-19(37-14(2)30)23(26)39-16(4)32/h7-9,13,19-24,29,35H,10-12H2,1-6H3/b8-7+,18-9+/t13-,19-,20-,21-,22+,23-,24-,26+,27-,28-/m0/s1

> <INCHI_KEY>
WPMYQORREBMMQN-FPBZEBQASA-N

> <FORMULA>
C28H36O13

> <MOLECULAR_WEIGHT>
580.583

> <EXACT_MASS>
580.215591219

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
77

> <JCHEM_AVERAGE_POLARIZABILITY>
57.13440437721842

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1'S,2R,2'S,3'S,4'R,7'S,8'E,10'E,12'S,13'S,14'R,15'S)-12',14',15'-tris(acetyloxy)-3'-hydroxy-9'-(hydroxymethyl)-4',13'-dimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0^{3,7}]heptadecane]-8',10'-dien-2'-yl acetate

> <JCHEM_LOGP>
-1.1112143696666665

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.12084821984564

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.354023203792934

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7467573924513333

> <JCHEM_POLAR_SURFACE_AREA>
184.48999999999998

> <JCHEM_REFRACTIVITY>
136.2328

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1'S,2R,2'S,3'S,4'R,7'S,8'E,10'E,12'S,13'S,14'R,15'S)-12',14',15'-tris(acetyloxy)-3'-hydroxy-9'-(hydroxymethyl)-4',13'-dimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0^{3,7}]heptadecane]-8',10'-dien-2'-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       3.827   2.245   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.530   1.415   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.162   2.124   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       2.600  -0.123   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       3.967  -0.832   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.265  -0.002   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.632  -0.710   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.340   0.657   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       8.170  -0.640   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.702  -2.248   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.069  -2.957   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       7.706  -1.740   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       8.975  -0.295   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.485  -0.596   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       8.481   1.164   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       9.367  -2.127   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       8.081  -1.279   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      10.734  -2.835   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.804  -4.374   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.507  -5.204   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.577  -6.742   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      10.945  -7.450   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       8.140  -4.495   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.843  -5.325   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.475  -4.617   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.178  -5.447   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       4.248  -6.985   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.616  -7.694   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       2.951  -7.815   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       5.405  -3.078   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.108  -3.908   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.038  -2.370   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       2.740  -3.200   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       1.373  -2.492   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       0.076  -3.322   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       1.303  -0.953   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      11.830  -1.754   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      11.141  -0.377   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      11.849   0.991   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       9.618  -0.607   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       8.536   0.489   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   32                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9   10                                             
CONECT    8    7    9                                                       
CONECT    9    8    7                                                       
CONECT   10    7   11   30                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   11   17   18   40                                             
CONECT   17   16                                                            
CONECT   18   16   19   37                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   25   10   31   32                                             
CONECT   31   30                                                            
CONECT   32   30    5   33                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   18   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   16   41                                                  
CONECT   41   40                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   88    0
END

View in JSmol

Synonyms

Value	Source
(1's,2R,2's,3's,4'r,7's,8'e,10'e,12's,13's,14'r,15's)-12',14',15'-Tris(acetyloxy)-3'-hydroxy-9'-(hydroxymethyl)-4',13'-dimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0,]heptadecane]-8',10'-dien-2'-yl acetic acid	Generator

Chemical Formula

C₂₈H₃₆O₁₃

Average Mass

580.5830 Da

Monoisotopic Mass

580.21559 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@H]1C(=O)O[C@H]2\C=C(\CO)/C=C/[C@H](OC(C)=O)[C@@]3(C)[C@@H](OC(C)=O)[C@H](C[C@]4(CO4)[C@@H]3[C@H](OC(C)=O)[C@]12O)OC(C)=O

InChI Identifier

InChI=1S/C28H36O13/c1-13-25(34)41-21-9-18(11-29)7-8-20(38-15(3)31)26(6)22(24(28(13,21)35)40-17(5)33)27(12-36-27)10-19(37-14(2)30)23(26)39-16(4)32/h7-9,13,19-24,29,35H,10-12H2,1-6H3/b8-7+,18-9+/t13-,19-,20-,21-,22+,23-,24-,26+,27-,28-/m0/s1

InChI Key

WPMYQORREBMMQN-FPBZEBQASA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Junceella fragilis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Diterpene lactones

Alternative Parents

Substituents

Diterpene lactone
Diterpenoid
Briarane diterpenoid
Pentacarboxylic acid or derivatives
Gamma butyrolactone
Tertiary alcohol
Tetrahydrofuran
Carboxylic acid ester
Lactone
Oxacycle
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Primary alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163037455

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1's,2r,2's,3's,4'r,7's,8'e,10'e,12's,13's,14'r,15's)-12',14',15'-tris(acetyloxy)-3'-hydroxy-9'-(hydroxymethyl)-4',13'-dimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecane]-8',10'-dien-2'-yl acetate (NP0265906)

MOL for NP0265906 ((1's,2r,2's,3's,4'r,7's,8'e,10'e,12's,13's,14'r,15's)-12',14',15'-tris(acetyloxy)-3'-hydroxy-9'-(hydroxymethyl)-4',13'-dimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecane]-8',10'-dien-2'-yl acetate)

3D MOL for NP0265906 ((1's,2r,2's,3's,4'r,7's,8'e,10'e,12's,13's,14'r,15's)-12',14',15'-tris(acetyloxy)-3'-hydroxy-9'-(hydroxymethyl)-4',13'-dimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecane]-8',10'-dien-2'-yl acetate)

3D SDF for NP0265906 ((1's,2r,2's,3's,4'r,7's,8'e,10'e,12's,13's,14'r,15's)-12',14',15'-tris(acetyloxy)-3'-hydroxy-9'-(hydroxymethyl)-4',13'-dimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecane]-8',10'-dien-2'-yl acetate)

3D-SDF for NP0265906 ((1's,2r,2's,3's,4'r,7's,8'e,10'e,12's,13's,14'r,15's)-12',14',15'-tris(acetyloxy)-3'-hydroxy-9'-(hydroxymethyl)-4',13'-dimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecane]-8',10'-dien-2'-yl acetate)

PDB for NP0265906 ((1's,2r,2's,3's,4'r,7's,8'e,10'e,12's,13's,14'r,15's)-12',14',15'-tris(acetyloxy)-3'-hydroxy-9'-(hydroxymethyl)-4',13'-dimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecane]-8',10'-dien-2'-yl acetate)

3D PDB for NP0265906 ((1's,2r,2's,3's,4'r,7's,8'e,10'e,12's,13's,14'r,15's)-12',14',15'-tris(acetyloxy)-3'-hydroxy-9'-(hydroxymethyl)-4',13'-dimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecane]-8',10'-dien-2'-yl acetate)

SMILES for NP0265906 ((1's,2r,2's,3's,4'r,7's,8'e,10'e,12's,13's,14'r,15's)-12',14',15'-tris(acetyloxy)-3'-hydroxy-9'-(hydroxymethyl)-4',13'-dimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecane]-8',10'-dien-2'-yl acetate)

INCHI for NP0265906 ((1's,2r,2's,3's,4'r,7's,8'e,10'e,12's,13's,14'r,15's)-12',14',15'-tris(acetyloxy)-3'-hydroxy-9'-(hydroxymethyl)-4',13'-dimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecane]-8',10'-dien-2'-yl acetate)

Structure for NP0265906 ((1's,2r,2's,3's,4'r,7's,8'e,10'e,12's,13's,14'r,15's)-12',14',15'-tris(acetyloxy)-3'-hydroxy-9'-(hydroxymethyl)-4',13'-dimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecane]-8',10'-dien-2'-yl acetate)

3D Structure for NP0265906 ((1's,2r,2's,3's,4'r,7's,8'e,10'e,12's,13's,14'r,15's)-12',14',15'-tris(acetyloxy)-3'-hydroxy-9'-(hydroxymethyl)-4',13'-dimethyl-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecane]-8',10'-dien-2'-yl acetate)