NP-MRD: Showing NP-Card for Stigmasterol glucoside (NP0044824)

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Record Information

Version

2.0

Created at

2022-02-24 21:17:36 UTC

Updated at

2022-02-24 21:17:36 UTC

NP-MRD ID

NP0044824

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Stigmasterol glucoside

Description

Stigmasteryl glucoside belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. Stigmasteryl glucoside is an extremely weak basic (essentially neutral) compound (based on its pKa). Stigmasterol glucoside is found in Vachellia pennatula, Acanthochlamys bracteata, Actaea dahurica, Adenanthera pavonina, Aglaia odorata, Albizia gummifera, Allanblackia floribunda, Allanblackia monticola STANER L.C., Ampelopsis japonica, Anemone tomentosa, Annona cherimola, Annona glabra, Annona purpurea, Asteriscus sericeus, Bacopa monnieri, Begonia heracleifolia, Berberis vulgaris, Bidens bipinnata, Bidens subalternans, Blainvillea acmella, Brucea javanica, Butea monosperma, Camellia japonica, Campylospermum sulcatum, Celosia argentea, Centaurea aspera, Chlorophytum arundinaceum, Cinnamomum kotoense, Cinnamomum subavenium MIQ., Citropsis articulata, Clausena excavata, Corchorus aestuans, Coriaria nepalensis, Coussarea brevicaulis, Crepis capillaris, Cucumis sativus, Cyanthillium cinereum, Daphne oleoides, Deverra tortuosa, Diospyros crassiflora, Dorema kopetdaghense, Dracaena cochinchinensis, Drypetes inaequalis, Eclipta prostrata, Elephantopus scaber, Ephedra sinica , Erythrina variegata, Eupatorium macrocephalum Lee. , Ferula persica , Ficus virens, Foeniculum vulgare, Galega officinalis, Garcinia griffithii, Scorzonera tomentosa, Gliricidia sepium, Gonocaryum calleryanum, Gynura japonica, Haloxylon salicornicum, Hebanthe eriantha, Hedera nepalensis, Hedera rhombea, Helianthus radula, Helichrysum arenarium, Schefflera bodinieri, Icacina oliviformis, Inula anatolica, Inula japonica, Isotachis japonica, Labisia pumila, Lepisanthes rubiginosa , Lessingia glandulifera, Leucas inflata, Liatris aspera, Licaria triandra, Mimosa tenuiflora, Montanoa tomentosa, Nigella sativa, Oriciopsis glaberrima ENGL., Ouratea castaneifolia, Ouratea sulcata, Paliurus hemsleyanus, Panax pseudoginseng, Paris polyphylla, Passiflora alata, Peperomia blanda, Peristrophe japonica, Piper nigrum, Piper pedicellatum, Piper sarmentosum, Platycladus orientalis, Pluchea indica, Polygala caudata, Polyscias fulva, Pongamia pinnata , Pourouma guianensis, Prunella vulgaris, Prunus zippeliana, Psacalium megaphyllum, Psychotria correae, Rauvolfia vomitoria, Rhamnus formosana, Rhinacanthus nasutus, Rhododendron latoucheae, Salvia bucharica, Scyphiphora hydrophyllacea, Senecio bonariensis, Senna spectabilis, Sida galheirensis, Sida rhombifolia , Smallanthus maculatus, Solanum aethiopicum, Solanum chrysotrichum, Solanum incanum, Solanum melongena, Jungermannia infusca, Sphagneticola trilobata, Symplocos lancifolia, Syzygium aromaticum , Tadehagi triquetrum, Tanacetum sinaicum, Taraxacum formosanum, Taraxacum mongolicum, Thalictrum simplex, Tithonia longiradiata, Trianthema portulacastrum, Trichilia claussenii, Trifolium resupinatum, Turnera subulata, Viscum coloratum , Withania somnifera and Ziziphus jujuba. Stigmasterol glucoside was first documented in 2002 (Viviane S. Pires Alexandre T. C. Taketa Grace Gosmann Eloir P. Schenkel). A steroid saponin that is (3beta,22E)-stigmasta-5,22-dien-3-ol attached to a beta-D-glucopyranosyl residue at position 3 via a glycosidic linkage.

Structure

MOL 3D MOL SDF PDB SMILES InChI

  Mrv1652309272007272D          

 46 50  0  0  0  0            999 V2000
   10.3258  -17.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3258  -18.4721    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.0378  -18.8806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0378  -17.2305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7499  -17.6471    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.7464  -18.4721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4552  -18.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1721  -18.4782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4622  -17.2354    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.1717  -17.6557    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.1886  -16.0094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4675  -16.4130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8980  -16.4297    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.8891  -17.2514    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.6678  -17.5138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1580  -16.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6822  -16.1844    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.7426  -16.8219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6118  -18.8858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1635  -16.8304    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8927  -15.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4551  -18.0596    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8843  -18.0763    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.6912  -15.3593    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.4101  -14.9545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9810  -14.9390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1201  -15.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8390  -14.9701    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.5490  -15.3903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5401  -16.2154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2679  -14.9856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8479  -14.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5670  -13.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4637  -15.9262    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8967  -18.4742    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.8977  -17.6505    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1867  -17.2391    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.4703  -17.6492    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4695  -18.4751    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1852  -18.8912    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1866  -19.7162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7568  -17.2350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7543  -18.8862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1886  -16.4140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9041  -16.0032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8999  -19.2992    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  9 22  1  6  0  0  0
  5  6  1  0  0  0  0
 14 23  1  6  0  0  0
 17 24  1  0  0  0  0
  9 12  1  0  0  0  0
 24 25  1  0  0  0  0
 10 14  1  0  0  0  0
 24 26  1  6  0  0  0
 13 11  1  0  0  0  0
 25 27  2  0  0  0  0
 11 12  1  0  0  0  0
 27 28  1  0  0  0  0
 13 14  1  0  0  0  0
 28 29  1  0  0  0  0
  1  2  1  0  0  0  0
 29 30  1  0  0  0  0
  1  4  1  0  0  0  0
 29 31  1  0  0  0  0
  2  3  1  0  0  0  0
 28 32  1  1  0  0  0
  5  9  1  0  0  0  0
 32 33  1  0  0  0  0
  6  7  2  0  0  0  0
 17 34  1  6  0  0  0
 14 15  1  0  0  0  0
 19 35  1  0  0  0  0
 35 36  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 13  1  0  0  0  0
  7  8  1  0  0  0  0
  5 18  1  1  0  0  0
 35 40  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
  8 10  1  0  0  0  0
  2 19  1  1  0  0  0
 40 41  1  6  0  0  0
  9 10  1  0  0  0  0
 38 42  1  6  0  0  0
 10 20  1  1  0  0  0
 39 43  1  1  0  0  0
  3  6  1  0  0  0  0
 37 44  1  1  0  0  0
 13 21  1  1  0  0  0
 44 45  1  0  0  0  0
 35 46  1  6  0  0  0
M  END

     RDKit          3D

 99103  0  0  0  0  0  0  0  0999 V2000
   -7.5338   -2.5074    2.3512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8045   -1.4026    1.6209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4203   -1.8258    0.2192 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7190   -0.7124   -0.4318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4618    0.4632    0.1422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7493    1.5231   -0.5955 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6362    2.7745   -0.6904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4389    1.9484   -0.0886 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4185    2.5936    1.2783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9981    2.3537    1.8217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2976    1.8700    0.5998 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0462    1.1191    0.7589 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9629    1.7430    1.6546 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2506    2.0978    0.9899 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6995    1.5144   -0.0922 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9713    1.8403   -0.7780 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6646    0.5998   -1.2301 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9896   -0.1519   -0.0891 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3487   -0.2833    0.0713 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6387   -1.6643   -0.0260 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9193   -1.7290   -0.5756 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.3055   -3.1848   -0.6940 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6003   -3.2000   -1.2513 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8417   -0.9368    0.2905 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2478    0.2107   -0.3881 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2319   -0.4950    1.5949 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0947   -1.5801    2.4755 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8727    0.1701    1.3989 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9650    1.5575    1.4939 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7929   -0.1787   -2.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3407    0.2481   -2.1119 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8535    0.4281   -0.6888 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9635   -0.8518    0.0713 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4627    0.9705   -0.6871 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5065    0.2037   -1.5189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9268    0.2600   -1.1694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3715    0.8941    0.0750 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7981   -0.0475    1.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6695   -2.1166   -0.6157 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1424   -2.4835   -2.0087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4562   -0.8342   -0.7955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5628   -2.5352    1.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5056   -2.2619    3.4327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9779   -3.4609    2.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8920   -1.1642    2.1658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4593   -0.5180    1.5554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8072   -2.7413    0.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3680   -0.8238   -1.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8066    0.6065    1.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6197    1.2036   -1.6613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3364    3.5011    0.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4496    3.3016   -1.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6973    2.5045   -0.6161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9808    2.7088   -0.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1981    2.2603    1.9591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4703    3.7130    1.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5464    3.2745    2.1923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0008    1.5879    2.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2346    2.6637   -0.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1708    0.0450    1.0773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2283    1.0445    2.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5310    2.6371    2.1833 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8367    2.8841    1.4388 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6602    2.3459   -0.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8176    2.5777   -1.6034 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6055    0.9247   -1.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8405    0.2639   -0.7770 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8337   -1.3149   -1.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2689   -3.6679    0.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6210   -3.6619   -1.4256 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2576   -3.5291   -0.6026 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7129   -1.5635    0.5289 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1736    1.0235    0.1455 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9613    0.2176    2.0598 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2388   -1.2923    3.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1830   -0.1817    2.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5210    1.9043    2.3282 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8540   -1.2842   -2.0106 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1434    0.0181   -3.2064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2606    1.2322   -2.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7725   -0.5466   -2.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3582   -0.5932    1.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9785   -1.3345    0.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6711   -1.5899   -0.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5073    2.0106   -1.0747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1653   -0.8741   -1.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3754    0.4653   -2.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3733   -0.7840   -1.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5021    0.7545   -2.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1340   -1.0257    0.7442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5945    0.3413    1.8191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9706   -0.3094    1.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2940   -2.8976   -0.1854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1040   -2.9013   -1.9274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8132   -3.1725   -2.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0484   -1.5691   -2.6217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2196   -1.0576   -1.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8048   -0.0508   -1.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9764   -0.5069    0.1060 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 30  1  0
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 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  1
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
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 26 27  1  0
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 28 29  1  0
  8  6  1  0
  6  7  1  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
  3 39  1  0
 39 40  1  0
 39 41  1  0
 37  8  1  0
 28 19  1  0
 37 11  1  0
 34 12  1  0
 32 15  1  0
  8 54  1  6
  9 55  1  0
  9 56  1  0
 10 57  1  0
 10 58  1  0
 11 59  1  6
 12 60  1  1
 13 61  1  0
 13 62  1  0
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 30 78  1  0
 30 79  1  0
 31 80  1  0
 31 81  1  0
 33 82  1  0
 33 83  1  0
 33 84  1  0
 34 85  1  6
 35 86  1  0
 35 87  1  0
 36 88  1  0
 36 89  1  0
 38 90  1  0
 38 91  1  0
 38 92  1  0
 19 67  1  6
 21 68  1  6
 22 69  1  0
 22 70  1  0
 23 71  1  0
 24 72  1  1
 25 73  1  0
 26 74  1  1
 27 75  1  0
 28 76  1  1
 29 77  1  0
  6 50  1  6
  7 51  1  0
  7 52  1  0
  7 53  1  0
  5 49  1  0
  4 48  1  0
  3 47  1  1
  2 45  1  0
  2 46  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
 39 93  1  1
 40 94  1  0
 40 95  1  0
 40 96  1  0
 41 97  1  0
 41 98  1  0
 41 99  1  0
M  END

  Mrv1652309272007272D          

 46 50  0  0  0  0            999 V2000
   10.3258  -17.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3258  -18.4721    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.0378  -18.8806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0378  -17.2305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7499  -17.6471    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.7464  -18.4721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4552  -18.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1721  -18.4782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4622  -17.2354    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.1717  -17.6557    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.1886  -16.0094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4675  -16.4130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8980  -16.4297    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.8891  -17.2514    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.6678  -17.5138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1580  -16.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6822  -16.1844    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.7426  -16.8219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6118  -18.8858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1635  -16.8304    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8927  -15.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4551  -18.0596    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8843  -18.0763    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.6912  -15.3593    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.4101  -14.9545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9810  -14.9390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1201  -15.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8390  -14.9701    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.5490  -15.3903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5401  -16.2154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2679  -14.9856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8479  -14.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5670  -13.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4637  -15.9262    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8967  -18.4742    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.8977  -17.6505    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1867  -17.2391    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.4703  -17.6492    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4695  -18.4751    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1852  -18.8912    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1866  -19.7162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7568  -17.2350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7543  -18.8862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1886  -16.4140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9041  -16.0032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8999  -19.2992    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  9 22  1  6  0  0  0
  5  6  1  0  0  0  0
 14 23  1  6  0  0  0
 17 24  1  0  0  0  0
  9 12  1  0  0  0  0
 24 25  1  0  0  0  0
 10 14  1  0  0  0  0
 24 26  1  6  0  0  0
 13 11  1  0  0  0  0
 25 27  2  0  0  0  0
 11 12  1  0  0  0  0
 27 28  1  0  0  0  0
 13 14  1  0  0  0  0
 28 29  1  0  0  0  0
  1  2  1  0  0  0  0
 29 30  1  0  0  0  0
  1  4  1  0  0  0  0
 29 31  1  0  0  0  0
  2  3  1  0  0  0  0
 28 32  1  1  0  0  0
  5  9  1  0  0  0  0
 32 33  1  0  0  0  0
  6  7  2  0  0  0  0
 17 34  1  6  0  0  0
 14 15  1  0  0  0  0
 19 35  1  0  0  0  0
 35 36  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 13  1  0  0  0  0
  7  8  1  0  0  0  0
  5 18  1  1  0  0  0
 35 40  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
  8 10  1  0  0  0  0
  2 19  1  1  0  0  0
 40 41  1  6  0  0  0
  9 10  1  0  0  0  0
 38 42  1  6  0  0  0
 10 20  1  1  0  0  0
 39 43  1  1  0  0  0
  3  6  1  0  0  0  0
 37 44  1  1  0  0  0
 13 21  1  1  0  0  0
 44 45  1  0  0  0  0
 35 46  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0044824

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)O[C@]1([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H](C)\C=C\[C@@H](CC)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C35H58O6/c1-7-22(20(2)3)9-8-21(4)26-12-13-27-25-11-10-23-18-24(14-16-34(23,5)28(25)15-17-35(26,27)6)40-33-32(39)31(38)30(37)29(19-36)41-33/h8-10,20-22,24-33,36-39H,7,11-19H2,1-6H3/b9-8+/t21-,22-,24+,25+,26-,27+,28+,29-,30-,31+,32-,33-,34+,35-/m1/s1

> <INCHI_KEY>
VWDLOXMZIGUBKM-AUGXRQBFSA-N

> <FORMULA>
C35H58O6

> <MOLECULAR_WEIGHT>
574.843

> <EXACT_MASS>
574.423339588

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
99

> <JCHEM_AVERAGE_POLARIZABILITY>
69.78920669896878

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4S,5S,6R)-2-{[(1S,2R,5S,10S,11S,14R,15R)-14-[(2R,3E,5S)-5-ethyl-6-methylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
5.30

> <JCHEM_LOGP>
5.711719489666666

> <ALOGPS_LOGS>
-5.18

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.200090025428626

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.210561282115878

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981083542853919

> <JCHEM_POLAR_SURFACE_AREA>
99.38000000000001

> <JCHEM_REFRACTIVITY>
163.29600000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.83e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4S,5S,6R)-2-{[(1S,2R,5S,10S,11S,14R,15R)-14-[(2R,3E,5S)-5-ethyl-6-methylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0      19.275 -32.941   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      19.275 -34.481   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      20.604 -35.244   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      20.604 -32.164   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      21.933 -32.941   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      21.927 -34.481   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      23.250 -35.253   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      24.588 -34.493   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      23.263 -32.173   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      24.587 -32.957   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      24.619 -29.884   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      23.273 -30.638   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      25.943 -30.669   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      25.926 -32.203   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      27.380 -32.692   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      28.295 -31.461   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      27.407 -30.211   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      21.919 -31.401   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      17.942 -35.253   0.000  0.00  0.00           O+0
HETATM   20  H   UNK     0      24.572 -31.417   0.000  0.00  0.00           H+0
HETATM   21  C   UNK     0      25.933 -29.122   0.000  0.00  0.00           C+0
HETATM   22  H   UNK     0      23.250 -33.711   0.000  0.00  0.00           H+0
HETATM   23  H   UNK     0      25.917 -33.742   0.000  0.00  0.00           H+0
HETATM   24  C   UNK     0      27.424 -28.671   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      28.766 -27.915   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      26.098 -27.886   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      30.091 -28.700   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      31.433 -27.944   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      32.758 -28.729   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      32.741 -30.269   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      34.100 -27.973   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      31.449 -26.404   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      32.792 -25.649   0.000  0.00  0.00           C+0
HETATM   34  H   UNK     0      28.866 -29.729   0.000  0.00  0.00           H+0
HETATM   35  C   UNK     0      16.607 -34.485   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      16.609 -32.948   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      15.282 -32.180   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      13.945 -32.945   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      13.943 -34.487   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      15.279 -35.264   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      15.282 -36.804   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      12.613 -32.172   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      12.608 -35.254   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      15.285 -30.639   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      16.621 -29.873   0.000  0.00  0.00           O+0
HETATM   46  H   UNK     0      16.613 -36.025   0.000  0.00  0.00           H+0
CONECT    1    2    4                                                       
CONECT    2    1    3   19                                                  
CONECT    3    2    6                                                       
CONECT    4    5    1                                                       
CONECT    5    4    6    9   18                                             
CONECT    6    5    7    3                                                  
CONECT    7    6    8                                                       
CONECT    8    7   10                                                       
CONECT    9   22   12    5   10                                             
CONECT   10   14    8    9   20                                             
CONECT   11   13   12                                                       
CONECT   12    9   11                                                       
CONECT   13   11   14   17   21                                             
CONECT   14   23   10   13   15                                             
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   24   34   16   13                                             
CONECT   18    5                                                            
CONECT   19   35    2                                                       
CONECT   20   10                                                            
CONECT   21   13                                                            
CONECT   22    9                                                            
CONECT   23   14                                                            
CONECT   24   17   25   26                                                  
CONECT   25   24   27                                                       
CONECT   26   24                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29   32                                                  
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   28   33                                                       
CONECT   33   32                                                            
CONECT   34   17                                                            
CONECT   35   19   36   40   46                                             
CONECT   36   35   37                                                       
CONECT   37   36   38   44                                                  
CONECT   38   37   39   42                                                  
CONECT   39   38   40   43                                                  
CONECT   40   35   39   41                                                  
CONECT   41   40                                                            
CONECT   42   38                                                            
CONECT   43   39                                                            
CONECT   44   37   45                                                       
CONECT   45   44                                                            
CONECT   46   35                                                            
MASTER        0    0    0    0    0    0    0    0   46    0  100    0
END

View in JSmol

Synonyms

Value	Source
Stigmasterol 3-beta-D-glucoside	ChEBI
Stigmasterol 3-b-D-glucoside	Generator
Stigmasterol 3-β-D-glucoside	Generator
Stigmasterol 3-O-b-D-glucoside	HMDB
Stigmasterol 3-O-β-D-glucoside	HMDB
Stigmasterol-beta-D-glucoside	HMDB
Stigmasterol glucoside	MeSH
(3beta,22E)-Stigmasta-5,22-dien-3-yl beta-D-glucopyranoside	PhytoBank
(3β,22E)-Stigmasta-5,22-dien-3-yl β-D-glucopyranoside	PhytoBank
3-O-beta-D-Glucopyranosyl-beta-stigmasterol	PhytoBank
3-O-β-D-Glucopyranosyl-β-stigmasterol	PhytoBank
3-O-beta-D-Glucopyranosylstigmasterol	PhytoBank
3-O-β-D-Glucopyranosylstigmasterol	PhytoBank
Stigma-5,22-dien-3-beta-D-glucopyranoside	PhytoBank
Stigma-5,22-dien-3-β-D-glucopyranoside	PhytoBank
Stigmasta-5,22-diene-3-O-beta-D-glucopyranoside	PhytoBank
Stigmasta-5,22-diene-3-O-β-D-glucopyranoside	PhytoBank
Stigmasterol 3-O-glucoside	PhytoBank
Stigmasterol 3-O-beta-D-glucoside	PhytoBank
Stigmasterol 3-beta-D-glucopyranoside	PhytoBank
Stigmasterol 3-β-D-glucopyranoside	PhytoBank
Stigmasterol O-glucoside	PhytoBank
Stigmasterol beta-D-glucopyranoside	PhytoBank
Stigmasterol β-D-glucopyranoside	PhytoBank
Stigmasterol beta-D-glucoside	PhytoBank
Stigmasterol β-D-glucoside	PhytoBank
Stigmasterol beta-glucopyranoside	PhytoBank
Stigmasterol β-glucopyranoside	PhytoBank
Stigmasteryl D-glucoside	PhytoBank
Stigmasteryl beta-D-glucopyranoside	PhytoBank
Stigmasteryl β-D-glucopyranoside	PhytoBank
Stigmasteryl beta-glucoside	PhytoBank
Stigmasteryl β-glucoside	PhytoBank
delta5-Stigmasterol 3-O-beta-D-glucopyranoside	PhytoBank
Δ5-Stigmasterol 3-O-β-D-glucopyranoside	PhytoBank
beta-Stigmasteryl 3-O-beta-D-glucopyranoside	PhytoBank
β-Stigmasteryl 3-O-β-D-glucopyranoside	PhytoBank

Chemical Formula

C₃₅H₅₈O₆

Average Mass

574.8430 Da

Monoisotopic Mass

574.42334 Da

IUPAC Name

(2R,3R,4S,5S,6R)-2-{[(1S,2R,5S,10S,11S,14R,15R)-14-[(2R,3E,5S)-5-ethyl-6-methylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)O[C@]1([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H](C)\C=C\[C@@H](CC)C(C)C

InChI Identifier

InChI=1S/C35H58O6/c1-7-22(20(2)3)9-8-21(4)26-12-13-27-25-11-10-23-18-24(14-16-34(23,5)28(25)15-17-35(26,27)6)40-33-32(39)31(38)30(37)29(19-36)41-33/h8-10,20-22,24-33,36-39H,7,11-19H2,1-6H3/b9-8+/t21-,22-,24+,25+,26-,27+,28+,29-,30-,31+,32-,33-,34+,35-/m1/s1

InChI Key

VWDLOXMZIGUBKM-AUGXRQBFSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Pyridine-d5, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Acacia pennatula	LOTUS Database	35616633
Acanthochlamys bracteata	LOTUS Database	35616633
Actaea dahurica	LOTUS Database	35616633
Adenanthera pavonina	LOTUS Database	35616633
Aglaia odorata	LOTUS Database	35616633
Albizia gummifera	LOTUS Database	35616633
Allanblackia floribunda	LOTUS Database	35616633
Allanblackia monticola STANER L.C.	Plant	KNApSAcK
Ampelopsis japonica	LOTUS Database	35616633
Anemone tomentosa	LOTUS Database	35616633
Annona cherimola	LOTUS Database	35616633
Annona glabra	LOTUS Database	35616633
Annona purpurea	LOTUS Database	35616633
Asteriscus sericeus	LOTUS Database	35616633
Bacopa monnieri	LOTUS Database	35616633
Begonia heracleifolia	LOTUS Database	35616633
Berberis vulgaris	LOTUS Database	35616633
Bidens bipinnata	LOTUS Database	35616633
Bidens subalternans	LOTUS Database	35616633
Blainvillea acmella	LOTUS Database	35616633
Brucea javanica	LOTUS Database	35616633
Butea monosperma	LOTUS Database	35616633
Camellia japonica	LOTUS Database	35616633
Campylospermum sulcatum	LOTUS Database	35616633
Celosia argentea	LOTUS Database	35616633
Centaurea aspera	LOTUS Database	35616633
Chlorophytum arundinaceum	LOTUS Database	35616633
Cinnamomum kotoense	LOTUS Database	35616633
Cinnamomum subavenium	Plant	KNApSAcK
Citropsis articulata	LOTUS Database	35616633
Clausena excavata	LOTUS Database	35616633
Corchorus aestuans	LOTUS Database	35616633
Coriaria nepalensis	LOTUS Database	35616633
Coussarea brevicaulis	Plant	KNApSAcK
Crepis capillaris (L.) Wallr.	LOTUS Database	35616633
Cucumis sativus	LOTUS Database	35616633
Cyanthillium cinereum	LOTUS Database	35616633
Daphne oleoides	LOTUS Database	35616633
Deverra tortuosa	LOTUS Database	35616633
Diospyros crassiflora	LOTUS Database	35616633
Dorema kopetdaghense	Plant	KNApSAcK
Dracaena cochinchinensis	LOTUS Database	35616633
Drypetes inaequalis	LOTUS Database	35616633
Eclipta prostrata	LOTUS Database	35616633
Elephantopus scaber	LOTUS Database	35616633
Ephedra sinica	Plant	KNApSAcK
Erythrina variegata	LOTUS Database	35616633
Eupatorium macrocephalum Lee.	Plant	KNApSAcK
Ferula persica	Plant	KNApSAcK
Ficus virens	LOTUS Database	35616633
Foeniculum vulgare	LOTUS Database	35616633
Galega officinalis	LOTUS Database	35616633
Garcinia griffithii	LOTUS Database	35616633
Gelasia tomentosa	LOTUS Database	35616633
Gliricidia sepium	LOTUS Database	35616633
Gonocaryum calleryanum	LOTUS Database	35616633
Gynura japonica	LOTUS Database	35616633
Haloxylon salicornicum	LOTUS Database	35616633
Hebanthe eriantha	LOTUS Database	35616633
Hedera nepalensis	LOTUS Database	35616633
Hedera rhombea	LOTUS Database	35616633
Helianthus radula	LOTUS Database	35616633
Helichrysum arenarium	LOTUS Database	35616633
Heptapleurum bodinieri	LOTUS Database	35616633
Icacina oliviformis	LOTUS Database	35616633
Inula anatolica	LOTUS Database	35616633
Inula japonica	LOTUS Database	35616633
Isotachis japonica	LOTUS Database	35616633
Labisia pumila	LOTUS Database	35616633
Lepisanthes rubiginosa	Plant	KNApSAcK
Lessingia glandulifera	LOTUS Database	35616633
Leucas inflata	LOTUS Database	35616633
Liatris aspera	LOTUS Database	35616633
Licaria triandra	LOTUS Database	35616633
Mimosa tenuiflora	LOTUS Database	35616633
Montanoa tomentosa	LOTUS Database	35616633
Nigella sativa	LOTUS Database	35616633
Oriciopsis glaberrima ENGL.	Plant	KNApSAcK
Ouratea castaneifolia	LOTUS Database	35616633
Ouratea sulcata	Plant	KNApSAcK
Paliurus hemsleyanus	LOTUS Database	35616633
Panax pseudoginseng	LOTUS Database	35616633
Paris polyphylla	LOTUS Database	35616633
Passiflora alata	LOTUS Database	35616633
Peperomia blanda	LOTUS Database	35616633
Peristrophe japonica	LOTUS Database	35616633
Piper nigrum	LOTUS Database	35616633
Piper pedicellatum	LOTUS Database	35616633
Piper sarmentosum	LOTUS Database	35616633
Platycladus orientalis	LOTUS Database	35616633
Pluchea indica	LOTUS Database	35616633
Polygala caudata	Plant	KNApSAcK
Polyscias fulva	LOTUS Database	35616633
Pongamia pinnata	Plant	KNApSAcK
Pourouma guianensis	LOTUS Database	35616633
Prunella vulgaris	LOTUS Database	35616633
Prunus zippeliana	LOTUS Database	35616633
Psacalium megaphyllum	LOTUS Database	35616633
Psychotria correae	LOTUS Database	35616633
Rauvolfia vomitoria	LOTUS Database	35616633
Rhamnus formosana	LOTUS Database	35616633
Rhinacanthus nasutus	LOTUS Database	35616633
Rhododendron latoucheae	LOTUS Database	35616633
Salvia bucharica	LOTUS Database	35616633
Scyphiphora hydrophyllacea	LOTUS Database	35616633
Senecio bonariensis	LOTUS Database	35616633
Senna spectabilis	LOTUS Database	35616633
Sida galheirensis	Plant	KNApSAcK
Sida rhombifolia	Plant	KNApSAcK
Smallanthus maculatus	LOTUS Database	35616633
Solanum aethiopicum	LOTUS Database	35616633
Solanum chrysotrichum	LOTUS Database	35616633
Solanum incanum	LOTUS Database	35616633
Solanum melongena	LOTUS Database	35616633
Solenostoma infuscum	LOTUS Database	35616633
Sphagneticola trilobata	LOTUS Database	35616633
Symplocos lancifolia	LOTUS Database	35616633
Syzygium aromaticum	Plant	KNApSAcK
Tadehagi triquetrum	LOTUS Database	35616633
Tanacetum sinaicum	LOTUS Database	35616633
Taraxacum formosanum	Plant	KNApSAcK
Taraxacum mongolicum	LOTUS Database	35616633
Thalictrum simplex	LOTUS Database	35616633
Tithonia longiradiata	LOTUS Database	35616633
Trianthema portulacastrum	LOTUS Database	35616633
Trichilia claussenii	LOTUS Database	35616633
Trifolium resupinatum	Plant	KNApSAcK
Turnera subulata	Plant	KNApSAcK
Viscum coloratum	Plant	KNApSAcK
Withania somnifera	Plant	KNApSAcK
Ziziphus jujuba	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Stigmastanes and derivatives

Direct Parent

Stigmastanes and derivatives

Alternative Parents

Substituents

C24-propyl-sterol-skeleton
Triterpenoid
Stigmastane-skeleton
Steroidal glycoside
Delta-5-steroid
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Oxane
Monosaccharide
Secondary alcohol
Polyol
Oxacycle
Acetal
Organoheterocyclic compound
Primary alcohol
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

beta-D-glucoside (CHEBI:68383 )
monosaccharide derivative (CHEBI:68383 )
steroid saponin (CHEBI:68383 )
phytosterols (CHEBI:68383 )

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
logP	5.3	ALOGPS
logP	5.71	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	99.38 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	163.3 m³·mol⁻¹	ChemAxon
Polarizability	69.79 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0034419

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5034827

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6602508

PDB ID

Not Available

ChEBI ID

68383

Good Scents ID

Not Available

References

General References

Viviane S. Pires Alexandre T. C. Taketa Grace Gosmann Eloir P. Schenkel (2002). Viviane S. Pires Alexandre T. C. Taketa Grace Gosmann Eloir P. Schenkel. Saponins and Sapogenins from Brachiaria decumbens Stapf. J. Braz. Chem. Soc. 13(2), 2002. DOI: 10.1590/s0103-50532002000200002. J. Braz. Chem. Soc..

Showing NP-Card for Stigmasterol glucoside (NP0044824)

MOL for NP0044824 (Stigmasterol glucoside)

3D MOL for NP0044824 (Stigmasterol glucoside)

3D SDF for NP0044824 (Stigmasterol glucoside)

3D-SDF for NP0044824 (Stigmasterol glucoside)

PDB for NP0044824 (Stigmasterol glucoside)

3D PDB for NP0044824 (Stigmasterol glucoside)

SMILES for NP0044824 (Stigmasterol glucoside)

INCHI for NP0044824 (Stigmasterol glucoside)

Structure for NP0044824 (Stigmasterol glucoside)

3D Structure for NP0044824 (Stigmasterol glucoside)