Structure Database (LMSD)

HO O OH OH H H H H O
Common Name
Hispigenin
Systematic Name
(22R,25S)-5α-spirostan-3β,6β,23S-triol
Synonyms
LM ID
LMST01080046
Formula
C27H44O5
Exact Mass
Calculate m/z
448.318875
Sum Composition
ST 27:2;O5
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
GDFVLFBHNREYBP-XFZPWNQFSA-N
InChi (Click to copy)
InChI=1S/C27H44O5/c1-14-9-23(30)27(31-13-14)15(2)24-22(32-27)12-19-17-11-21(29)20-10-16(28)5-7-25(20,3)18(17)6-8-26(19,24)4/h14-24,28-30H,5-13H2,1-4H3/t14-,15-,16-,17+,18-,19-,20+,21+,22-,23-,24-,25+,26-,27+/m0/s1
SMILES (Click to copy)
C1[C@H](O)C[C@@]2([H])[C@@](C)([C@@]3([H])CC[C@]4(C)[C@H]5[C@@H]([C@]6(O[C@H]5C[C@@]4([H])[C@]3([H])C[C@H]2O)OC[C@@H](C)C[C@@H]6O)C)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Solanum hispidum (#374015)
Magnoliopsida (#3398)
Steroid saponins,
Phytochemistry, 1982

Other Databases

PubChem CID
52931446

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 6
Aromatic Rings 0
Rotatable Bonds 0
Van der Waals Molecular Volume 445.45
Topological Polar Surface Area 83.29
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 5.45
Molar Refractivity 123.55

Admin

Created at
-
Updated at
3rd Sep 2021