Structure Database (LMSD)

Systematic Name
(23S,25R)-14α,17α,23-trihydroxyspirost-5-en-3β-yl O-α-L-rhamnopyranosyl-(1-2)-β-D-glucopyranoside
Synonyms
LM ID
LMST01080061
Formula
C39H62O15
Exact Mass
Calculate m/z
770.408875
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Spirostanols and derivatives [ST0108]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Dioscorea (#4672)
Magnoliopsida (#3398)
The Dioscorea genus: a review of bioactive steroid saponins,
J Nat Med, 2007

String Representations

InChiKey (Click to copy)
OUMHCRRSFXHRBM-XAWPZYCTSA-N
InChi (Click to copy)
InChI=1S/C39H62O15/c1-17-12-25(41)39(49-16-17)19(3)38(48)26(54-39)14-37(47)23-7-6-20-13-21(8-10-35(20,4)22(23)9-11-36(37,38)5)51-34-32(30(45)28(43)24(15-40)52-34)53-33-31(46)29(44)27(42)18(2)50-33/h6,17-19,21-34,40-48H,7-16H2,1-5H3/t17-,18+,19+,21+,22+,23-,24-,25-,26+,27+,28-,29-,30+,31-,32-,33+,34-,35+,36+,37-,38-,39+/m1/s1
SMILES (Click to copy)
[C@]12(CC=C3C[C@@H](O[C@H]4[C@H](O[C@@H]5O[C@H]([C@@H]([C@H]([C@H]5O)O)O)C)[C@@H](O)[C@H](O)[C@@H](CO)O4)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]3(O)[C@@H]([C@]4(OC[C@H](C)C[C@H]4O)O[C@H]3C[C@@]21O)C)[H]

Other Databases

PubChem CID
52931457

Calculated Physicochemical Properties

Heavy Atoms 54
Rings 8
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 713.59
Topological Polar Surface Area 245.73
Hydrogen Bond Donors 9
Hydrogen Bond Acceptors 15
logP 4.74
Molar Refractivity 195.04

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Created at
-
Updated at
2nd Sep 2021