Structure Database (LMSD)

HO H O OH OH O H HO H
Common Name
shidasterone
Systematic Name
2β,3β,14,20-tetrahydroxy-22,25-epoxy-5β-cholest-7-en-6-one
Synonyms
  • 22,25-Oxido-5beta-cholest-7-en-6-one-2beta,3beta,14alpha,20-tetrol
LM ID
LMST01010193
Formula
C27H42O6
Exact Mass
Calculate m/z
462.29814
Sum Composition
ST 27:3;O6
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

String Representations

InChiKey (Click to copy)
JWXMXJQGIRXWDG-SASGHFKCSA-N
InChi (Click to copy)
InChI=1S/C27H42O6/c1-23(2)9-8-22(33-23)26(5,31)21-7-11-27(32)16-12-18(28)17-13-19(29)20(30)14-24(17,3)15(16)6-10-25(21,27)4/h12,15,17,19-22,29-32H,6-11,13-14H2,1-5H3/t15-,17-,19+,20-,21-,22?,24+,25+,26+,27+/m0/s1
SMILES (Click to copy)
C1[C@H](O)[C@H](O)C[C@@]2([H])C(=O)C=C3[C@@]([H])([C@]21C)CC[C@]1(C)[C@@]([H])([C@@](O)(C2OC(C)(C)CC2)C)CC[C@]13O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Struthiopteris nipponica (#872459)
Polypodiopsida (#241806)
Shidasterone, an insect metamorphosing substance from Blechnum niponicum: structure.,
Chem Pharm Bull (Tokyo), 1975
Pubmed ID: 1182886

Other Databases

CHEBI ID
26661
PubChem CID
15227299

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 5
Aromatic Rings 0
Rotatable Bonds 2
Van der Waals Molecular Volume 461.32
Topological Polar Surface Area 109.29
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 6
logP 4.62
Molar Refractivity 126.32

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Updated at
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