Structure Database (LMSD)

Systematic Name
(23S,24R,25S)-23,24-dihydroxy-spirost-5-en-3β-yl O-α-L-rhamnopyranosyl-(1-2)-β-D-glucopyranoside
Synonyms
LM ID
LMST01080059
Formula
C39H62O14
Exact Mass
Calculate m/z
754.41396
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)
DABWSYUOALRPOQ-RJZJIYMJSA-N
InChi (Click to copy)
InChI=1S/C39H62O14/c1-16-15-48-39(34(47)27(16)41)17(2)26-24(53-39)13-23-21-7-6-19-12-20(8-10-37(19,4)22(21)9-11-38(23,26)5)50-36-33(31(45)29(43)25(14-40)51-36)52-35-32(46)30(44)28(42)18(3)49-35/h6,16-18,20-36,40-47H,7-15H2,1-5H3/t16-,17-,18-,20-,21+,22-,23-,24-,25+,26-,27+,28-,29+,30+,31-,32+,33+,34+,35-,36+,37-,38-,39-/m0/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@H]3[C@@H]([C@]4(OC[C@H](C)[C@@H](O)[C@H]4O)O[C@H]3C[C@@]21[H])C)[H]

Other Databases

PubChem CID
52931455

Calculated Physicochemical Properties

Heavy Atoms 53
Rings 8
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 704.80
Topological Polar Surface Area 225.50
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 14
logP 5.20
Molar Refractivity 193.00

Admin

Created at
-
Updated at
2nd Sep 2021