NP-MRD: Showing NP-Card for glucozaluzanin C, vernoflexuoside (NP0037775)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-20 20:37:18 UTC

Updated at

2021-06-30 00:10:10 UTC

NP-MRD ID

NP0037775

Secondary Accession Numbers

None

Natural Product Identification

Common Name

glucozaluzanin C, vernoflexuoside

Provided By

JEOL Database JEOL Logo

Description

glucozaluzanin C, vernoflexuoside is found in Ainsliaea fragrans, Chaetanthera chilensis, Cicerbita muralis, Crepis sibirica, Ainsliaea uniflora, Elephantopus mollis, Ixeridium dentatum, Ixeris japonica, Lactuca serriola, Lactuca virosa, Picris conyzoides, Picris rhagadioloides, Sonchus oleraceus, Soroseris hookeriana, Spinoliva ilicifolia, Taraxacum platycarpum and Youngia japonica. glucozaluzanin C, vernoflexuoside was first documented in 2008 (Li, X., et al.). Based on a literature review very few articles have been published on (3aS,6aR,8S,9aR,9bS)-3,6,9-trimethylidene-8-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-dodecahydroazuleno[4,5-b]furan-2-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202122373D          

 57 60  0  0  0  0            999 V2000
   -4.4161    1.4567   -4.8560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8936    1.8183   -3.6778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6440    1.6779   -2.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8214    1.3984   -2.2930 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7829    1.9368   -1.3943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4260    2.0310   -1.8795 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5500    2.3817   -3.3605 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4051    1.8641   -4.2353 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0095    1.9737   -3.6223 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2294    3.2473   -2.8487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8337    4.2940   -3.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1919    3.3049   -1.3911 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5452    2.3023   -0.4778 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3962    1.9976    0.6935 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7704    0.6244    0.6062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9873    0.0307    1.8888 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2716   -0.2295    2.5083 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1252   -0.8664    3.7937 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5272   -1.0211    4.3919 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1615    0.2595    4.4535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5749   -2.2229    3.6520 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7837   -2.8317    4.9267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9254   -2.0326    2.9599 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5174   -3.3203    2.7261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7605   -1.2775    1.6442 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0665   -1.0295    1.1003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6192    2.8199    0.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4479    3.3299    1.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6908    3.1269   -1.0799 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8638    1.5615   -5.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4241    1.0528   -4.9202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9664    1.0459   -1.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6231    3.4721   -3.4780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5689    0.8112   -4.5010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4203    2.4145   -5.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1686    1.1030   -2.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7292    1.8764   -4.4292 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0334    5.2182   -2.9022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1515    4.2586   -4.4760 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0775    4.3041   -1.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8460    1.3841   -0.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4683    2.7672   -0.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0799    2.2441    1.6497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5865    0.7079    2.5110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4477   -0.1933    4.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1555   -1.6636    3.7661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4930   -1.4353    5.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0674    0.6369    3.5583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0410   -2.9112    3.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3866   -3.5848    4.7569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6220   -1.5045    3.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2858   -3.1439    2.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2342   -1.9048    0.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9485   -0.3618    0.3949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2897    3.9557    1.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3184    3.1302    2.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2131    4.0826   -1.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
 29  6  1  0  0  0  0
  8  7  1  0  0  0  0
  7  6  1  0  0  0  0
 21 18  1  0  0  0  0
 18 17  1  0  0  0  0
 17 16  1  0  0  0  0
 21 22  1  0  0  0  0
  6  5  1  0  0  0  0
  5  3  1  0  0  0  0
  3  2  1  0  0  0  0
  7  2  1  0  0  0  0
 29 12  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
 19 20  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 27  1  0  0  0  0
 27 29  1  0  0  0  0
 16 25  1  0  0  0  0
 10 11  2  3  0  0  0
 12 10  1  0  0  0  0
 27 28  2  3  0  0  0
 25 23  1  0  0  0  0
 29 57  1  1  0  0  0
 10  9  1  0  0  0  0
 12 40  1  1  0  0  0
 23 21  1  0  0  0  0
  2  1  2  3  0  0  0
 14 15  1  0  0  0  0
  9  8  1  0  0  0  0
  3  4  2  0  0  0  0
 16 15  1  0  0  0  0
 18 19  1  0  0  0  0
 16 44  1  1  0  0  0
 21 49  1  6  0  0  0
 22 50  1  0  0  0  0
 23 51  1  1  0  0  0
 24 52  1  0  0  0  0
 25 53  1  6  0  0  0
 26 54  1  0  0  0  0
 19 46  1  0  0  0  0
 19 47  1  0  0  0  0
 18 45  1  1  0  0  0
 20 48  1  0  0  0  0
  9 36  1  0  0  0  0
  9 37  1  0  0  0  0
  8 34  1  0  0  0  0
  8 35  1  0  0  0  0
  7 33  1  1  0  0  0
  6 32  1  6  0  0  0
 13 41  1  0  0  0  0
 13 42  1  0  0  0  0
 14 43  1  1  0  0  0
 11 38  1  0  0  0  0
 11 39  1  0  0  0  0
 28 55  1  0  0  0  0
 28 56  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
M  END

     RDKit          3D

 57 60  0  0  0  0  0  0  0  0999 V2000
   -4.4161    1.4567   -4.8560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8936    1.8183   -3.6778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6440    1.6779   -2.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8214    1.3984   -2.2930 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7829    1.9368   -1.3943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4260    2.0310   -1.8795 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5500    2.3817   -3.3605 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4051    1.8641   -4.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0095    1.9737   -3.6223 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2294    3.2473   -2.8487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8337    4.2940   -3.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1919    3.3049   -1.3911 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5452    2.3023   -0.4778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3962    1.9976    0.6935 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7704    0.6244    0.6062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9873    0.0307    1.8888 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2716   -0.2295    2.5083 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1252   -0.8664    3.7937 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5272   -1.0211    4.3919 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1615    0.2595    4.4535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5749   -2.2229    3.6520 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7837   -2.8317    4.9267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9254   -2.0326    2.9599 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5174   -3.3203    2.7261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7605   -1.2775    1.6442 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0665   -1.0295    1.1003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6192    2.8199    0.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4479    3.3299    1.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6908    3.1269   -1.0799 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8638    1.5615   -5.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4241    1.0528   -4.9202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9664    1.0459   -1.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6231    3.4721   -3.4780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5689    0.8112   -4.5010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4203    2.4145   -5.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1686    1.1030   -2.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7292    1.8764   -4.4292 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0334    5.2182   -2.9022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1515    4.2586   -4.4760 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0775    4.3041   -1.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8460    1.3841   -0.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4683    2.7672   -0.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0799    2.2441    1.6497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5865    0.7079    2.5110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4477   -0.1933    4.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1555   -1.6636    3.7661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4930   -1.4353    5.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0674    0.6369    3.5583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0410   -2.9112    3.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3866   -3.5848    4.7569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6220   -1.5045    3.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2858   -3.1439    2.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2342   -1.9048    0.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9485   -0.3618    0.3949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2897    3.9557    1.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3184    3.1302    2.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2131    4.0826   -1.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
 29  6  1  0
  8  7  1  0
  7  6  1  0
 21 18  1  0
 18 17  1  0
 17 16  1  0
 21 22  1  0
  6  5  1  0
  5  3  1  0
  3  2  1  0
  7  2  1  0
 29 12  1  0
 23 24  1  0
 25 26  1  0
 19 20  1  0
 12 13  1  0
 13 14  1  0
 14 27  1  0
 27 29  1  0
 16 25  1  0
 10 11  2  3
 12 10  1  0
 27 28  2  3
 25 23  1  0
 29 57  1  1
 10  9  1  0
 12 40  1  1
 23 21  1  0
  2  1  2  3
 14 15  1  0
  9  8  1  0
  3  4  2  0
 16 15  1  0
 18 19  1  0
 16 44  1  1
 21 49  1  6
 22 50  1  0
 23 51  1  1
 24 52  1  0
 25 53  1  6
 26 54  1  0
 19 46  1  0
 19 47  1  0
 18 45  1  1
 20 48  1  0
  9 36  1  0
  9 37  1  0
  8 34  1  0
  8 35  1  0
  7 33  1  1
  6 32  1  6
 13 41  1  0
 13 42  1  0
 14 43  1  1
 11 38  1  0
 11 39  1  0
 28 55  1  0
 28 56  1  0
  1 30  1  0
  1 31  1  0
M  END


  Mrv1652306202122373D          

 57 60  0  0  0  0            999 V2000
   -4.4161    1.4567   -4.8560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8936    1.8183   -3.6778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6440    1.6779   -2.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8214    1.3984   -2.2930 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7829    1.9368   -1.3943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4260    2.0310   -1.8795 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5500    2.3817   -3.3605 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4051    1.8641   -4.2353 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0095    1.9737   -3.6223 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2294    3.2473   -2.8487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8337    4.2940   -3.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1919    3.3049   -1.3911 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5452    2.3023   -0.4778 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3962    1.9976    0.6935 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7704    0.6244    0.6062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9873    0.0307    1.8888 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2716   -0.2295    2.5083 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1252   -0.8664    3.7937 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5272   -1.0211    4.3919 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1615    0.2595    4.4535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5749   -2.2229    3.6520 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7837   -2.8317    4.9267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9254   -2.0326    2.9599 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5174   -3.3203    2.7261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7605   -1.2775    1.6442 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0665   -1.0295    1.1003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6192    2.8199    0.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4479    3.3299    1.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6908    3.1269   -1.0799 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8638    1.5615   -5.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4241    1.0528   -4.9202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9664    1.0459   -1.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6231    3.4721   -3.4780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5689    0.8112   -4.5010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4203    2.4145   -5.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1686    1.1030   -2.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7292    1.8764   -4.4292 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0334    5.2182   -2.9022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1515    4.2586   -4.4760 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0775    4.3041   -1.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8460    1.3841   -0.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4683    2.7672   -0.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0799    2.2441    1.6497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5865    0.7079    2.5110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4477   -0.1933    4.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1555   -1.6636    3.7661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4930   -1.4353    5.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0674    0.6369    3.5583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0410   -2.9112    3.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3866   -3.5848    4.7569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6220   -1.5045    3.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2858   -3.1439    2.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2342   -1.9048    0.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9485   -0.3618    0.3949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2897    3.9557    1.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3184    3.1302    2.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2131    4.0826   -1.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
 29  6  1  0  0  0  0
  8  7  1  0  0  0  0
  7  6  1  0  0  0  0
 21 18  1  0  0  0  0
 18 17  1  0  0  0  0
 17 16  1  0  0  0  0
 21 22  1  0  0  0  0
  6  5  1  0  0  0  0
  5  3  1  0  0  0  0
  3  2  1  0  0  0  0
  7  2  1  0  0  0  0
 29 12  1  0  0  0  0
 23 24  1  0  0  0  0
 25 26  1  0  0  0  0
 19 20  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 27  1  0  0  0  0
 27 29  1  0  0  0  0
 16 25  1  0  0  0  0
 10 11  2  3  0  0  0
 12 10  1  0  0  0  0
 27 28  2  3  0  0  0
 25 23  1  0  0  0  0
 29 57  1  1  0  0  0
 10  9  1  0  0  0  0
 12 40  1  1  0  0  0
 23 21  1  0  0  0  0
  2  1  2  3  0  0  0
 14 15  1  0  0  0  0
  9  8  1  0  0  0  0
  3  4  2  0  0  0  0
 16 15  1  0  0  0  0
 18 19  1  0  0  0  0
 16 44  1  1  0  0  0
 21 49  1  6  0  0  0
 22 50  1  0  0  0  0
 23 51  1  1  0  0  0
 24 52  1  0  0  0  0
 25 53  1  6  0  0  0
 26 54  1  0  0  0  0
 19 46  1  0  0  0  0
 19 47  1  0  0  0  0
 18 45  1  1  0  0  0
 20 48  1  0  0  0  0
  9 36  1  0  0  0  0
  9 37  1  0  0  0  0
  8 34  1  0  0  0  0
  8 35  1  0  0  0  0
  7 33  1  1  0  0  0
  6 32  1  6  0  0  0
 13 41  1  0  0  0  0
 13 42  1  0  0  0  0
 14 43  1  1  0  0  0
 11 38  1  0  0  0  0
 11 39  1  0  0  0  0
 28 55  1  0  0  0  0
 28 56  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0037775

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])[C@@]1([H])O[C@@]([H])(O[C@]2([H])C(=C([H])[H])[C@]3([H])[C@@]4([H])OC(=O)C(=C([H])[H])[C@]4([H])C([H])([H])C([H])([H])C(=C([H])[H])[C@]3([H])C2([H])[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H28O8/c1-8-4-5-11-9(2)20(26)29-19(11)15-10(3)13(6-12(8)15)27-21-18(25)17(24)16(23)14(7-22)28-21/h11-19,21-25H,1-7H2/t11-,12-,13-,14+,15-,16+,17-,18+,19-,21+/m0/s1

> <INCHI_KEY>
OIOLZODVFMMERF-GHSWTDDMSA-N

> <FORMULA>
C21H28O8

> <MOLECULAR_WEIGHT>
408.447

> <EXACT_MASS>
408.178417862

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
42.23470865912555

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3aS,6aR,8S,9aR,9bS)-3,6,9-trimethylidene-8-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-dodecahydroazuleno[4,5-b]furan-2-one

> <ALOGPS_LOGP>
-0.35

> <JCHEM_LOGP>
0.07360850466666713

> <ALOGPS_LOGS>
-1.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.199908339460727

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.210096016528842

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810836843960926

> <JCHEM_POLAR_SURFACE_AREA>
125.68000000000002

> <JCHEM_REFRACTIVITY>
99.90020000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.40e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
vernoflexuoside

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 57 60  0  0  0  0  0  0  0  0999 V2000
   -4.4161    1.4567   -4.8560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8936    1.8183   -3.6778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6440    1.6779   -2.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8214    1.3984   -2.2930 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7829    1.9368   -1.3943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4260    2.0310   -1.8795 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5500    2.3817   -3.3605 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4051    1.8641   -4.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0095    1.9737   -3.6223 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2294    3.2473   -2.8487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8337    4.2940   -3.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1919    3.3049   -1.3911 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5452    2.3023   -0.4778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3962    1.9976    0.6935 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7704    0.6244    0.6062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9873    0.0307    1.8888 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2716   -0.2295    2.5083 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1252   -0.8664    3.7937 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5272   -1.0211    4.3919 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1615    0.2595    4.4535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5749   -2.2229    3.6520 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7837   -2.8317    4.9267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9254   -2.0326    2.9599 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5174   -3.3203    2.7261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7605   -1.2775    1.6442 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0665   -1.0295    1.1003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6192    2.8199    0.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4479    3.3299    1.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6908    3.1269   -1.0799 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8638    1.5615   -5.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4241    1.0528   -4.9202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9664    1.0459   -1.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6231    3.4721   -3.4780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5689    0.8112   -4.5010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4203    2.4145   -5.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1686    1.1030   -2.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7292    1.8764   -4.4292 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0334    5.2182   -2.9022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1515    4.2586   -4.4760 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0775    4.3041   -1.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8460    1.3841   -0.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4683    2.7672   -0.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0799    2.2441    1.6497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5865    0.7079    2.5110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4477   -0.1933    4.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1555   -1.6636    3.7661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4930   -1.4353    5.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0674    0.6369    3.5583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0410   -2.9112    3.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3866   -3.5848    4.7569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6220   -1.5045    3.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2858   -3.1439    2.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2342   -1.9048    0.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9485   -0.3618    0.3949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2897    3.9557    1.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3184    3.1302    2.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2131    4.0826   -1.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
 29  6  1  0
  8  7  1  0
  7  6  1  0
 21 18  1  0
 18 17  1  0
 17 16  1  0
 21 22  1  0
  6  5  1  0
  5  3  1  0
  3  2  1  0
  7  2  1  0
 29 12  1  0
 23 24  1  0
 25 26  1  0
 19 20  1  0
 12 13  1  0
 13 14  1  0
 14 27  1  0
 27 29  1  0
 16 25  1  0
 10 11  2  3
 12 10  1  0
 27 28  2  3
 25 23  1  0
 29 57  1  1
 10  9  1  0
 12 40  1  1
 23 21  1  0
  2  1  2  3
 14 15  1  0
  9  8  1  0
  3  4  2  0
 16 15  1  0
 18 19  1  0
 16 44  1  1
 21 49  1  6
 22 50  1  0
 23 51  1  1
 24 52  1  0
 25 53  1  6
 26 54  1  0
 19 46  1  0
 19 47  1  0
 18 45  1  1
 20 48  1  0
  9 36  1  0
  9 37  1  0
  8 34  1  0
  8 35  1  0
  7 33  1  1
  6 32  1  6
 13 41  1  0
 13 42  1  0
 14 43  1  1
 11 38  1  0
 11 39  1  0
 28 55  1  0
 28 56  1  0
  1 30  1  0
  1 31  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.416   1.457  -4.856  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.894   1.818  -3.678  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.644   1.678  -2.412  0.00  0.00           C+0
HETATM    4  O   UNK     0      -5.821   1.398  -2.293  0.00  0.00           O+0
HETATM    5  O   UNK     0      -3.783   1.937  -1.394  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.426   2.031  -1.880  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.550   2.382  -3.361  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.405   1.864  -4.235  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.010   1.974  -3.622  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.229   3.247  -2.849  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.834   4.294  -3.437  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.192   3.305  -1.391  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.545   2.302  -0.478  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.396   1.998   0.694  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.770   0.624   0.606  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.987   0.031   1.889  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.272  -0.230   2.508  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.125  -0.866   3.794  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.527  -1.021   4.392  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.162   0.260   4.454  0.00  0.00           O+0
HETATM   21  C   UNK     0      -0.575  -2.223   3.652  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.784  -2.832   4.927  0.00  0.00           O+0
HETATM   23  C   UNK     0      -1.925  -2.033   2.960  0.00  0.00           C+0
HETATM   24  O   UNK     0      -2.517  -3.320   2.726  0.00  0.00           O+0
HETATM   25  C   UNK     0      -1.761  -1.278   1.644  0.00  0.00           C+0
HETATM   26  O   UNK     0      -3.067  -1.030   1.100  0.00  0.00           O+0
HETATM   27  C   UNK     0      -1.619   2.820   0.402  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.448   3.330   1.325  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.691   3.127  -1.080  0.00  0.00           C+0
HETATM   30  H   UNK     0      -3.864   1.562  -5.783  0.00  0.00           H+0
HETATM   31  H   UNK     0      -5.424   1.053  -4.920  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.966   1.046  -1.730  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.623   3.472  -3.478  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.569   0.811  -4.501  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.420   2.414  -5.186  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.169   1.103  -2.983  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.729   1.876  -4.429  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.033   5.218  -2.902  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.151   4.259  -4.476  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.078   4.304  -1.010  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.846   1.384  -0.992  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.468   2.767  -0.109  0.00  0.00           H+0
HETATM   43  H   UNK     0       0.080   2.244   1.650  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.587   0.708   2.511  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.448  -0.193   4.446  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.155  -1.664   3.766  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.493  -1.435   5.404  0.00  0.00           H+0
HETATM   48  H   UNK     0       2.067   0.637   3.558  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.041  -2.911   3.059  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.387  -3.585   4.757  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.622  -1.504   3.623  0.00  0.00           H+0
HETATM   52  H   UNK     0      -3.286  -3.144   2.144  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.234  -1.905   0.914  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.949  -0.362   0.395  0.00  0.00           H+0
HETATM   55  H   UNK     0      -3.290   3.956   1.041  0.00  0.00           H+0
HETATM   56  H   UNK     0      -2.318   3.130   2.384  0.00  0.00           H+0
HETATM   57  H   UNK     0      -2.213   4.083  -1.227  0.00  0.00           H+0
CONECT    1    2   30   31                                                  
CONECT    2    3    7    1                                                  
CONECT    3    5    2    4                                                  
CONECT    4    3                                                            
CONECT    5    6    3                                                       
CONECT    6   29    7    5   32                                             
CONECT    7    8    6    2   33                                             
CONECT    8    7    9   34   35                                             
CONECT    9   10    8   36   37                                             
CONECT   10   11   12    9                                                  
CONECT   11   10   38   39                                                  
CONECT   12   29   13   10   40                                             
CONECT   13   12   14   41   42                                             
CONECT   14   13   27   15   43                                             
CONECT   15   14   16                                                       
CONECT   16   17   25   15   44                                             
CONECT   17   18   16                                                       
CONECT   18   21   17   19   45                                             
CONECT   19   20   18   46   47                                             
CONECT   20   19   48                                                       
CONECT   21   18   22   23   49                                             
CONECT   22   21   50                                                       
CONECT   23   24   25   21   51                                             
CONECT   24   23   52                                                       
CONECT   25   26   16   23   53                                             
CONECT   26   25   54                                                       
CONECT   27   14   29   28                                                  
CONECT   28   27   55   56                                                  
CONECT   29    6   12   27   57                                             
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    6                                                            
CONECT   33    7                                                            
CONECT   34    8                                                            
CONECT   35    8                                                            
CONECT   36    9                                                            
CONECT   37    9                                                            
CONECT   38   11                                                            
CONECT   39   11                                                            
CONECT   40   12                                                            
CONECT   41   13                                                            
CONECT   42   13                                                            
CONECT   43   14                                                            
CONECT   44   16                                                            
CONECT   45   18                                                            
CONECT   46   19                                                            
CONECT   47   19                                                            
CONECT   48   20                                                            
CONECT   49   21                                                            
CONECT   50   22                                                            
CONECT   51   23                                                            
CONECT   52   24                                                            
CONECT   53   25                                                            
CONECT   54   26                                                            
CONECT   55   28                                                            
CONECT   56   28                                                            
CONECT   57   29                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  120    0
END

RDKit          3D

57 60  0  0  0  0  0  0  0  0999 V2000
   -4.4161    1.4567   -4.8560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8936    1.8183   -3.6778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6440    1.6779   -2.4118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8214    1.3984   -2.2930 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7829    1.9368   -1.3943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4260    2.0310   -1.8795 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5500    2.3817   -3.3605 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4051    1.8641   -4.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0095    1.9737   -3.6223 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2294    3.2473   -2.8487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8337    4.2940   -3.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1919    3.3049   -1.3911 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5452    2.3023   -0.4778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3962    1.9976    0.6935 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7704    0.6244    0.6062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9873    0.0307    1.8888 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2716   -0.2295    2.5083 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1252   -0.8664    3.7937 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5272   -1.0211    4.3919 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1615    0.2595    4.4535 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5749   -2.2229    3.6520 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7837   -2.8317    4.9267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9254   -2.0326    2.9599 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5174   -3.3203    2.7261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7605   -1.2775    1.6442 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0665   -1.0295    1.1003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6192    2.8199    0.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4479    3.3299    1.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6908    3.1269   -1.0799 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8638    1.5615   -5.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4241    1.0528   -4.9202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9664    1.0459   -1.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6231    3.4721   -3.4780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5689    0.8112   -4.5010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4203    2.4145   -5.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1686    1.1030   -2.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7292    1.8764   -4.4292 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0334    5.2182   -2.9022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1515    4.2586   -4.4760 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0775    4.3041   -1.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8460    1.3841   -0.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4683    2.7672   -0.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0799    2.2441    1.6497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5865    0.7079    2.5110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4477   -0.1933    4.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1555   -1.6636    3.7661 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4930   -1.4353    5.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0674    0.6369    3.5583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0410   -2.9112    3.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3866   -3.5848    4.7569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6220   -1.5045    3.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2858   -3.1439    2.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2342   -1.9048    0.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9485   -0.3618    0.3949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2897    3.9557    1.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3184    3.1302    2.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2131    4.0826   -1.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
 29  6  1  0
  8  7  1  0
  7  6  1  0
 21 18  1  0
 18 17  1  0
 17 16  1  0
 21 22  1  0
  6  5  1  0
  5  3  1  0
  3  2  1  0
  7  2  1  0
 29 12  1  0
 23 24  1  0
 25 26  1  0
 19 20  1  0
 12 13  1  0
 13 14  1  0
 14 27  1  0
 27 29  1  0
 16 25  1  0
 10 11  2  3
 12 10  1  0
 27 28  2  3
 25 23  1  0
 29 57  1  1
 10  9  1  0
 12 40  1  1
 23 21  1  0
  2  1  2  3
 14 15  1  0
  9  8  1  0
  3  4  2  0
 16 15  1  0
 18 19  1  0
 16 44  1  1
 21 49  1  6
 22 50  1  0
 23 51  1  1
 24 52  1  0
 25 53  1  6
 26 54  1  0
 19 46  1  0
 19 47  1  0
 18 45  1  1
 20 48  1  0
  9 36  1  0
  9 37  1  0
  8 34  1  0
  8 35  1  0
  7 33  1  1
  6 32  1  6
 13 41  1  0
 13 42  1  0
 14 43  1  1
 11 38  1  0
 11 39  1  0
 28 55  1  0
 28 56  1  0
  1 30  1  0
  1 31  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₈O₈

Average Mass

408.4470 Da

Monoisotopic Mass

408.17842 Da

IUPAC Name

(3aS,6aR,8S,9aR,9bS)-3,6,9-trimethylidene-8-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-dodecahydroazuleno[4,5-b]furan-2-one

Traditional Name

vernoflexuoside

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])[C@@]1([H])O[C@@]([H])(O[C@]2([H])C(=C([H])[H])[C@]3([H])[C@@]4([H])OC(=O)C(=C([H])[H])[C@]4([H])C([H])([H])C([H])([H])C(=C([H])[H])[C@]3([H])C2([H])[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H]

InChI Identifier

InChI=1S/C21H28O8/c1-8-4-5-11-9(2)20(26)29-19(11)15-10(3)13(6-12(8)15)27-21-18(25)17(24)16(23)14(7-22)28-21/h11-19,21-25H,1-7H2/t11-,12-,13-,14+,15-,16+,17-,18+,19-,21+/m0/s1

InChI Key

OIOLZODVFMMERF-GHSWTDDMSA-N

Experimental Spectra

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

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ainsliaea acerifolia	KNApSAcK Database	22123792
Ainsliaea fragrans	JEOL database	Li, X., et al, Magn. Reson. Chem. 46, 1070 (2008)
Brachylaena neriifolia	KNApSAcK Database	22123792
Chaetanthera chilensis	LOTUS Database	35616633
Cicerbita muralis	LOTUS Database	35616633
Crepis japonica	KNApSAcK Database	22123792
Crepis pulchra L.	KNApSAcK Database	22123792
Crepis sibirica	LOTUS Database	35616633
Crepis sibirica L.	KNApSAcK Database	22123792
Crepis tectorum L.	KNApSAcK Database	22123792
Diaspananthus uniflorus	LOTUS Database	35616633
Elephantopus mollis	LOTUS Database	35616633
Ixeridium dentatum	LOTUS Database	35616633
Ixeris debilis A. Gray	KNApSAcK Database	22123792
Ixeris dentata Nakai	KNApSAcK Database	22123792
Ixeris japonica	LOTUS Database	35616633
Ixeris repens A.Gray	KNApSAcK Database	22123792
Ixeris sonchifolia Hance	KNApSAcK Database	22123792
Lactuca lacianata	KNApSAcK Database	22123792
Lactuca laciniata	KNApSAcK Database	22123792
Lactuca serriola	LOTUS Database	35616633
Lactuca virosa	LOTUS Database	35616633
Mycelis muralis Dumort.	KNApSAcK Database	22123792
Picris conyzoides	LOTUS Database	35616633
Picris rhagadioloides	LOTUS Database	35616633
Scorzoneroides cichoracea (Ten.) Greuter	KNApSAcK Database	22123792
Sonchus oleraceus	LOTUS Database	35616633
Sonchus oleraceus L.	KNApSAcK Database	22123792
Soroseris hookeriana	LOTUS Database	35616633
Soroseris hookeriana Stebbins subsp.erysimoides (Hand.Mazz.)	KNApSAcK Database	22123792
Spinoliva ilicifolia	LOTUS Database	35616633
Taraxacum bicorne Dahlst.	KNApSAcK Database	22123792
Taraxacum hondoense Nakai ex Koidz.	KNApSAcK Database	22123792
Taraxacum platycarpum	LOTUS Database	35616633
Vernonia flexuosa	KNApSAcK Database	22123792
Youngia japonica	LOTUS Database	35616633
Youngia japonica (L.) DC.	KNApSAcK Database	22123792

Chemical Taxonomy

Classification

Not classified

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	-0.35	ALOGPS
logP	0.074	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	125.68 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	99.9 m³·mol⁻¹	ChemAxon
Polarizability	42.23 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00003387

Chemspider ID

390778

KEGG Compound ID

C09579

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

442320

PDB ID

Not Available

ChEBI ID

9962

Good Scents ID

Not Available

References

General References

Li, X., et al. (2008). Li, X., et al, Magn. Reson. Chem. 46, 1070 (2008). Mag. Reson. Chem..

Showing NP-Card for glucozaluzanin C, vernoflexuoside (NP0037775)

MOL for NP0037775 (glucozaluzanin C, vernoflexuoside)

3D MOL for NP0037775 (glucozaluzanin C, vernoflexuoside)

3D SDF for NP0037775 (glucozaluzanin C, vernoflexuoside)

3D-SDF for NP0037775 (glucozaluzanin C, vernoflexuoside)

PDB for NP0037775 (glucozaluzanin C, vernoflexuoside)

3D PDB for NP0037775 (glucozaluzanin C, vernoflexuoside)

SMILES for NP0037775 (glucozaluzanin C, vernoflexuoside)

INCHI for NP0037775 (glucozaluzanin C, vernoflexuoside)

Structure for NP0037775 (glucozaluzanin C, vernoflexuoside)

3D Structure for NP0037775 (glucozaluzanin C, vernoflexuoside)