Structure Database (LMSD)

H OH HO O O HO H O HO HO OH H H O O
Common Name
Aspacoside A
Systematic Name
(3β, 5β)-pregn-16(17)-en-3-ol-20-one 3-O-α-l-rhamnopyranosyl-(1-4)-β-d-glucopyranoside
Synonyms
LM ID
LMST02030244
Formula
C33H52O11
Exact Mass
Calculate m/z
624.350965
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroids [ST02]
C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives [ST0203]

String Representations

InChiKey (Click to copy)
AVKUVMLBXQYCLR-SLRJVWJUSA-N
InChi (Click to copy)
InChI=1S/C33H52O11/c1-15(35)20-7-8-21-19-6-5-17-13-18(9-11-32(17,3)22(19)10-12-33(20,21)4)42-31-28(40)26(38)29(23(14-34)43-31)44-30-27(39)25(37)24(36)16(2)41-30/h7,16-19,21-31,34,36-40H,5-6,8-14H2,1-4H3/t16-,17+,18-,19-,21-,22-,23+,24-,25+,26+,27+,28+,29+,30-,31+,32-,33+/m0/s1
SMILES (Click to copy)
[C@]12(CC[C@]3([H])C[C@@H](O[C@H]4[C@H](O)[C@@H](O)[C@H](O[C@@H]5O[C@H]([C@@H]([C@H]([C@H]5O)O)O)C)[C@@H](CO)O4)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)C(C(C)=O)=CC[C@@]21[H])[H]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Asparagus cochinchinensis (#100514)
Magnoliopsida (#3398)
C21, C22 pregnane glycosides and cytotoxic C27 spriostanol steroids from Asparagus cochinchinesis.,
Steroids, 2021
Pubmed ID: 34102197

Other Databases

PubChem CID
171119322

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 6
Aromatic Rings
Rotatable Bonds 6
Van der Waals Molecular Volume 596.71
Topological Polar Surface Area 179.51
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 11
logP 4.63
Molar Refractivity 161.86

Admin

Created at
15th Jun 2021
Updated at
25th Oct 2021