Structure Database (LMSD)

O HO OH H H H O
Common Name
Pennogenin
Systematic Name
(25R)-spirost-5-en-3β,17α-diol
Synonyms
LM ID
LMST01080041
Formula
C27H42O4
Exact Mass
Calculate m/z
430.30831
Sum Composition
ST 27:3;O4
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)
SYYHBUHOUUETMI-WJOMMTHPSA-N
InChi (Click to copy)
InChI=1S/C27H42O4/c1-16-7-12-26(30-15-16)17(2)27(29)23(31-26)14-22-20-6-5-18-13-19(28)8-10-24(18,3)21(20)9-11-25(22,27)4/h5,16-17,19-23,28-29H,6-15H2,1-4H3/t16-,17-,19+,20-,21+,22+,23+,24+,25+,26-,27-/m1/s1
SMILES (Click to copy)
C1[C@H](O)CC2[C@@](C)([C@@]3([H])CC[C@]4(C)[C@@]5(O)[C@@H]([C@]6(O[C@H]5C[C@@]4([H])[C@]3([H])CC=2)CC[C@@H](C)CO6)C)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Trillium (#49674)
Magnoliopsida (#3398)
Steroid saponins,
Phytochemistry, 1982

Other Databases

CHEBI ID
71824
PubChem CID
12314056

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 6
Aromatic Rings 0
Rotatable Bonds 0
Van der Waals Molecular Volume 434.02
Topological Polar Surface Area 63.06
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 6.26
Molar Refractivity 121.70

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Updated at
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