Structure Database (LMSD)

Common Name
Kammogenin
Systematic Name
(25R)-12-oxo-spirost-5-en-2α,3β-diol
Synonyms
  • (25R)-2alpha,3beta-dihydroxy-spirost-5-en-12-one
LM ID
LMST01080040
Formula
C27H40O5
Exact Mass
Calculate m/z
444.287575
Sum Composition
ST 27:4;O5
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
Yucca schottii (#215537)
Magnoliopsida (#3398)
Steroid saponins,
Phytochemistry, 1982

String Representations

InChiKey (Click to copy)
VSDHOXTXGGJBPB-CIKVEIHBSA-N
InChi (Click to copy)
InChI=1S/C27H40O5/c1-14-7-8-27(31-13-14)15(2)24-22(32-27)10-19-17-6-5-16-9-20(28)21(29)12-25(16,3)18(17)11-23(30)26(19,24)4/h5,14-15,17-22,24,28-29H,6-13H2,1-4H3/t14-,15+,17-,18+,19+,20-,21-,22+,24+,25+,26-,27-/m1/s1
SMILES (Click to copy)
C1C2[C@@](C)([C@@]3([H])CC(=O)[C@]4(C)[C@H]5[C@@H]([C@]6(O[C@H]5C[C@@]4([H])[C@]3([H])CC=2)CC[C@@H](C)CO6)C)C[C@@H](O)[C@@H]1O

Other Databases

CHEBI ID
186902
PubChem CID
12305426

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 6
Aromatic Rings 0
Rotatable Bonds 0
Van der Waals Molecular Volume 440.17
Topological Polar Surface Area 80.13
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 5.29
Molar Refractivity 122.02

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Updated at
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