NP-MRD: Showing NP-Card for (-)-alpha-Spinasterol 3-O-beta-D-glucopyranoside (NP0070767)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 16:12:28 UTC

Updated at

2022-04-28 16:12:28 UTC

NP-MRD ID

NP0070767

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-alpha-Spinasterol 3-O-beta-D-glucopyranoside

Description

Alpha-Spinasterol 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. (-)-alpha-Spinasterol 3-O-beta-D-glucopyranoside is found in Acacia concinna, Aster scaber , Camellia sinensis, Drymaria cordata, Erigeron canadensis, Eupatorium macrocephalum Lee. , Havardia albicans, Pithecellobium dulce , Prunella vulgaris, Securidaca longipedunculata and Silene firma. Based on a literature review very few articles have been published on alpha-Spinasterol glucoside.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282218122D          

 41 45  0  0  1  0            999 V2000
    4.2475    2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278    1.3777    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9960    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1838    0.8922    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9035    1.6682    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4354    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.8134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5596    1.1827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8399    0.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7475    1.3279    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4672    2.1038    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9990    2.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8111    2.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    2.0770    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8637    2.7283    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5528    3.4925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6810    2.6155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1873    3.2668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0046    3.1540    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5109    3.8053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3282    3.6924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2000    4.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3155    2.3898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1327    2.2769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5867    1.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    0.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1073    2.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    2.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.2325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6202    0.4566    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4323    0.3114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7126   -0.4646    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1808   -1.0953    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3687   -0.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0884   -0.1741    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2763   -0.0289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8369   -1.5808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4611   -1.8712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5247   -0.6098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8050   -1.3857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 20 19  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
 15 26  1  0  0  0  0
 26 27  1  0  0  0  0
 11 27  1  6  0  0  0
 12 28  1  6  0  0  0
  5 29  1  6  0  0  0
  2 30  1  6  0  0  0
 31 30  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 31 36  1  0  0  0  0
 36 37  1  1  0  0  0
 35 38  1  6  0  0  0
 34 39  1  1  0  0  0
 33 40  1  6  0  0  0
 40 41  1  0  0  0  0
M  END

     RDKit          3D

 99103  0  0  0  0  0  0  0  0999 V2000
   -7.9921    1.6157   -1.3750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4989    1.0445   -0.0830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9262   -0.3201    0.2245 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4287   -0.2097    0.3210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8217   -0.4530    1.4331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3665   -0.3929    1.7135 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9518   -1.8436    2.0390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5792    0.0644    0.5439 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9868    1.4801    0.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6651    2.2907    0.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7697    1.1870   -0.3942 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3341    1.4163   -0.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2450    2.5059    0.1399 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7162    2.6960    0.2274 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3689    1.6998   -0.7054 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8587    1.8890   -0.5752 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6654    0.7958   -1.2268 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2871    0.0918   -0.2044 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6652    0.0321   -0.3312 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0452   -1.3053   -0.3606 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3915   -1.5120   -0.5296 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6382   -3.0044   -0.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0169   -3.1987   -0.4434 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2806   -0.7592    0.4027 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.5899   -0.7985   -0.1117 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8519    0.6782    0.5071 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.5970    1.4039    1.4021 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3628    0.6491    0.8763 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8800    1.8905    1.2013 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6745   -0.0758   -1.9948 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7102   -0.7308   -1.0620 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9050    0.3164   -0.3162 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9796    0.0774    1.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4653    0.2153   -0.7605 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2192   -1.0540   -0.5112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3186   -1.0938    0.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1079    0.1574    0.7011 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7871    0.7587    2.0619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2799   -1.3482   -0.8047 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.7665   -1.5179   -0.9129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6978   -2.6718   -0.3513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9208    0.8921   -2.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7197    2.4048   -1.6953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0311    2.1629   -1.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1143    1.7233    0.7324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5955    1.0337    0.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3444   -0.6451    1.1933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9016    0.0558   -0.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4872   -0.7446    2.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2055    0.2082    2.6366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9520   -1.8931    2.4258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6400   -2.2485    2.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0763   -2.5094    1.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7561   -0.5986   -0.3624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2806    1.4814   -0.9643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7165    1.9474    0.7496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3829    2.6094    1.0866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7511    3.1132   -0.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0988    0.7571   -1.3498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3824    3.3331    0.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1271    2.5291    1.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0093    3.7387   -0.0485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9951    1.9796   -1.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1074    2.8427   -1.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1228    2.0335    0.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3715    1.1956   -1.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0145    0.5601   -1.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7197   -1.3165   -1.5728 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3557   -3.2577    0.7852 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0338   -3.5995   -0.9516 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1691   -4.1752   -0.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3001   -1.1708    1.4322 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5052   -0.5236   -1.0684 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8805    1.0915   -0.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1669    2.0392    0.8753 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2653   -0.0246    1.7540 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1337    1.7656    1.8534 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1288    0.5934   -2.6865 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2132   -0.8003   -2.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2992   -1.2937   -0.3118 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0605   -1.4032   -1.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3598    0.7322    1.7692 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6144   -0.9727    1.3315 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0499    0.0707    1.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5102    0.3783   -1.8816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6309   -1.5077   -1.4625 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5510   -1.8177   -0.1891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0232   -1.9102    0.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8721   -1.3746    1.4915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4616   -0.0790    2.7183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8975    1.4287    2.0009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6081    1.2736    2.5459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8202   -1.1139   -1.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1457   -2.0194    0.0037 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3105   -0.5597   -1.0663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9904   -2.1612   -1.7962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1509   -3.5075   -0.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6057   -2.6227   -0.5653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8887   -2.7905    0.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  1
 32 34  1  0
 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
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  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
  1 42  1  0
  1 43  1  0
  1 44  1  0
  2 45  1  0
  2 46  1  0
  3 47  1  1
  4 48  1  0
  5 49  1  0
  6 50  1  1
  7 51  1  0
  7 52  1  0
  7 53  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
 13 60  1  0
 14 61  1  0
 14 62  1  0
 15 63  1  6
 16 64  1  0
 16 65  1  0
 17 66  1  6
 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  6
 27 75  1  0
 28 76  1  1
 29 77  1  0
 39 93  1  6
 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


  Mrv1652304282218122D          

 41 45  0  0  1  0            999 V2000
    4.2475    2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278    1.3777    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9960    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1838    0.8922    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9035    1.6682    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4354    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.8134    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5596    1.1827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8399    0.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7475    1.3279    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4672    2.1038    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9990    2.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8111    2.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    2.0770    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8637    2.7283    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5528    3.4925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6810    2.6155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1873    3.2668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0046    3.1540    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5109    3.8053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3282    3.6924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2000    4.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3155    2.3898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1327    2.2769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5867    1.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    0.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1073    2.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    2.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.2325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6202    0.4566    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4323    0.3114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7126   -0.4646    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1808   -1.0953    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3687   -0.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0884   -0.1741    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2763   -0.0289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8369   -1.5808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4611   -1.8712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5247   -0.6098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8050   -1.3857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 20 19  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
 15 26  1  0  0  0  0
 26 27  1  0  0  0  0
 11 27  1  6  0  0  0
 12 28  1  6  0  0  0
  5 29  1  6  0  0  0
  2 30  1  6  0  0  0
 31 30  1  6  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 31 36  1  0  0  0  0
 36 37  1  1  0  0  0
 35 38  1  6  0  0  0
 34 39  1  1  0  0  0
 33 40  1  6  0  0  0
 40 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0070767

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H](\C=C\[C@@H](C)[C@H]1CC[C@H]2C3=CC[C@H]4C[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)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/h8-9,11,20-24,26-33,36-39H,7,10,12-19H2,1-6H3/b9-8+/t21-,22-,23+,24+,26-,27+,28+,29-,30-,31+,32-,33-,34+,35-/m1/s1

> <INCHI_KEY>
ITYGLICZKGWOPA-FDZHQVDOSA-N

> <FORMULA>
C35H58O6

> <MOLECULAR_WEIGHT>
574.843

> <EXACT_MASS>
574.423339588

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
99

> <JCHEM_AVERAGE_POLARIZABILITY>
69.56421363692073

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4S,5S,6R)-2-{[(1R,2S,5S,7S,11R,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-9-en-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
5.82

> <JCHEM_LOGP>
5.711719489666666

> <ALOGPS_LOGS>
-5.16

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.200095770561717

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.210576078201704

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810835415256562

> <JCHEM_POLAR_SURFACE_AREA>
99.38000000000001

> <JCHEM_REFRACTIVITY>
163.29600000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.98e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4S,5S,6R)-2-{[(1R,2S,5S,7S,11R,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-9-en-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       7.929   4.020   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.452   2.572   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.459   1.394   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.943   1.666   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.420   3.114   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.413   4.291   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.904   3.385   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.911   2.208   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.434   0.759   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.950   0.488   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.395   2.479   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.872   3.927   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.865   5.104   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.381   4.833   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.667   3.877   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.612   5.093   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.032   6.519   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.138   4.882   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.083   6.098   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.609   5.887   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.554   7.103   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -8.079   6.893   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -5.973   8.530   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -6.189   4.461   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -7.714   4.250   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.095   2.398   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.179   1.534   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.200   5.313   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.897   4.562   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       9.968   2.301   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      10.491   0.852   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      12.007   0.581   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      12.530  -0.867   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      11.538  -2.044   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      10.022  -1.773   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       9.498  -0.325   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       7.982  -0.054   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       9.029  -2.951   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      12.061  -3.493   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      14.046  -1.138   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      14.569  -2.587   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   30                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7   29                                             
CONECT    6    5    1                                                       
CONECT    7    5    8   14                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    4                                                       
CONECT   11    8   12   27                                                  
CONECT   12   11   13   15   28                                             
CONECT   13   12   14                                                       
CONECT   14   13    7                                                       
CONECT   15   12   16   26                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   24                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   20   25                                                       
CONECT   25   24                                                            
CONECT   26   15   27                                                       
CONECT   27   26   11                                                       
CONECT   28   12                                                            
CONECT   29    5                                                            
CONECT   30    2   31                                                       
CONECT   31   30   32   36                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   40                                                  
CONECT   34   33   35   39                                                  
CONECT   35   34   36   38                                                  
CONECT   36   35   31   37                                                  
CONECT   37   36                                                            
CONECT   38   35                                                            
CONECT   39   34                                                            
CONECT   40   33   41                                                       
CONECT   41   40                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   90    0
END

View in JSmol

Synonyms

Value	Source
a-Spinasterol glucoside	Generator
Α-spinasterol glucoside	Generator

Chemical Formula

C₃₅H₅₈O₆

Average Mass

574.8430 Da

Monoisotopic Mass

574.42334 Da

IUPAC Name

(2R,3R,4S,5S,6R)-2-{[(1R,2S,5S,7S,11R,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-9-en-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

CAS Registry Number

Not Available

SMILES

CC[C@H](\C=C\[C@@H](C)[C@H]1CC[C@H]2C3=CC[C@H]4C[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)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/h8-9,11,20-24,26-33,36-39H,7,10,12-19H2,1-6H3/b9-8+/t21-,22-,23+,24+,26-,27+,28+,29-,30-,31+,32-,33-,34+,35-/m1/s1

InChI Key

ITYGLICZKGWOPA-FDZHQVDOSA-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, 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 concinna	LOTUS Database	35616633
Aster scaber	Plant	KNApSAcK
Camellia sinensis	LOTUS Database	35616633
Drymaria Drymaria cordata	LOTUS Database	35616633
Erigeron canadensis	LOTUS Database	35616633
Eupatorium macrocephalum Lee.	Plant	KNApSAcK
Havardia albicans	LOTUS Database	35616633
Pithecellobium dulce	Plant	KNApSAcK
Prunella vulgaris	LOTUS Database	35616633
Securidaca longipedunculata	LOTUS Database	35616633
Silene firma	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

Stigmastane-skeleton
Triterpenoid
Steroidal glycoside
Delta-7-steroid
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Oxane
Monosaccharide
Secondary alcohol
Oxacycle
Polyol
Acetal
Organoheterocyclic compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organic oxygen compound
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
logP	5.82	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	69.56 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10269128

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12960505

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for (-)-alpha-Spinasterol 3-O-beta-D-glucopyranoside (NP0070767)

MOL for NP0070767 ((-)-alpha-Spinasterol 3-O-beta-D-glucopyranoside)

3D MOL for NP0070767 ((-)-alpha-Spinasterol 3-O-beta-D-glucopyranoside)

3D SDF for NP0070767 ((-)-alpha-Spinasterol 3-O-beta-D-glucopyranoside)

3D-SDF for NP0070767 ((-)-alpha-Spinasterol 3-O-beta-D-glucopyranoside)

PDB for NP0070767 ((-)-alpha-Spinasterol 3-O-beta-D-glucopyranoside)

3D PDB for NP0070767 ((-)-alpha-Spinasterol 3-O-beta-D-glucopyranoside)

SMILES for NP0070767 ((-)-alpha-Spinasterol 3-O-beta-D-glucopyranoside)

INCHI for NP0070767 ((-)-alpha-Spinasterol 3-O-beta-D-glucopyranoside)

Structure for NP0070767 ((-)-alpha-Spinasterol 3-O-beta-D-glucopyranoside)

3D Structure for NP0070767 ((-)-alpha-Spinasterol 3-O-beta-D-glucopyranoside)