Structure Database (LMSD)
Common Name
Prosapogenin A
Systematic Name
3-O-(Rhaa1-2Glcb)-(25R)-spirost-5en-3β-ol
Synonyms
- (25R)-spirost-5en-3beta-ol 3-O-alpha-L-rhamnopyranosyl-(1-2)-beta-D-glucopyranoside
3D model of Prosapogenin A
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Main
Classification
Category
Main Class
Sub Class
String Representations
InChiKey (Click to copy)
HDXIQHTUNGFJIC-FOAHKCLGSA-N
InChi (Click to copy)
InChI=1S/C39H62O12/c1-18-8-13-39(46-17-18)19(2)28-26(51-39)15-25-23-7-6-21-14-22(9-11-37(21,4)24(23)10-12-38(25,28)5)48-36-34(32(44)30(42)27(16-40)49-36)50-35-33(45)31(43)29(41)20(3)47-35/h6,18-20,22-36,40-45H,7-17H2,1-5H3/t18-,19+,20+,22+,23-,24+,25+,26+,27-,28+,29+,30-,31-,32+,33-,34-,35+,36-,37+,38+,39-/m1/s1
SMILES (Click to copy)
O([C@H]1[C@H](O[C@H]2[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O2)[C@@H](O)[C@H](O)[C@@H](CO)O1)[C@@H]1CC2=CC[C@@]3([H])[C@]4([H])C[C@@H]5O[C@]6([C@@H](C)[C@@H]5[C@@]4(C)CC[C@]3([H])[C@@]2(C)CC1)OC[C@H](C)CC6
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Dioscorea tokoro
(#64475)
Magnoliopsida
(#3398)
Structures of prosapogenin-B and -A of dioscin and cooccurrence of B with dioscin in the rhizoma of Dioscorea tokoro Makino.,
Chem Pharm Bull (Tokyo), 1968
Chem Pharm Bull (Tokyo), 1968
Pubmed ID:
5706814
Other Databases
PubChem CID
Calculated Physicochemical Properties
Heavy Atoms
51
Rings
8
Aromatic Rings
0
Rotatable Bonds
5
Van der Waals Molecular Volume
687.22
Topological Polar Surface Area
185.04
Hydrogen Bond Donors
6
Hydrogen Bond Acceptors
12
logP
6.68
Molar Refractivity
189.19
Admin
Created at
-
Updated at
3rd Sep 2021