Structure Database (LMSD)

Common Name
Petrosterol
Systematic Name
(25R)-24R,26R-dimethyl-26,27-cyclo-cholest-5-en-3β-ol
Synonyms
  • (24R,25R,26R)-24,26-dimethyl-26,27-cyclo-cholest-5-en-3beta-ol
LM ID
LMST01110006
Formula
C29H48O
Exact Mass
Calculate m/z
412.370515
Sum Composition
ST 29:2;O
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Calysterols and cyclopropyl sidechain derivatives [ST0111]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Petrosia ficiformis (#68564)
Demospongiae (#6042)
X-ray crystal structure determination of petrosterol p-bromobenzoate. A revision,
Tetrahedron Letts, 1978

String Representations

InChiKey (Click to copy)
AOOVLQXWRHMRMX-BFPAFGTMSA-N
InChi (Click to copy)
InChI=1S/C29H48O/c1-18(24-16-20(24)3)6-7-19(2)25-10-11-26-23-9-8-21-17-22(30)12-14-28(21,4)27(23)13-15-29(25,26)5/h8,18-20,22-27,30H,6-7,9-17H2,1-5H3/t18-,19-,20-,22+,23+,24+,25-,26+,27+,28+,29-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)CC[C@H]([C@@H]5C[C@H]5C)C)CC[C@@]4([H])[C@]3([H])CC=C2C[C@@H](O)C1

Other Databases

CHEBI ID
173046
PubChem CID
194249

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 5
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 454.61
Topological Polar Surface Area 20.23
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 1
logP 7.92
Molar Refractivity 126.54

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Updated at
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