Structure Database (LMSD)

Common Name
12alpha-hydroxy Sitosterol
Systematic Name
Stigmast-5-en-3β,12α-diol
Synonyms
LM ID
LMST01040277
Formula
C29H50O2
Exact Mass
Calculate m/z
430.38108
Sum Composition
ST 29:1;O2
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Stigmasterols and C24-ethyl derivatives [ST0104]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Rhizophora mucronata (#61149)
Magnoliopsida (#3398)
Lipidomics reveals a remarkable diversity of lipids in human plasma,
J Lipid Res, 2010
Pubmed ID: 20671299

String Representations

InChiKey (Click to copy)
IXBBLFXYJJQHCR-OEQCUGFGSA-N
InChi (Click to copy)
InChI=1S/C29H50O2/c1-7-20(18(2)3)9-8-19(4)24-12-13-25-23-11-10-21-16-22(30)14-15-28(21,5)26(23)17-27(31)29(24,25)6/h10,18-20,22-27,30-31H,7-9,11-17H2,1-6H3/t19-,20-,22+,23+,24-,25+,26+,27+,28+,29-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])C[C@H](O)[C@]4(C)[C@@]([H])([C@]([H])(C)CC[C@@H](CC)C(C)C)CC[C@@]4([H])[C@]3([H])CC=C2C[C@@H](O)C1

Other Databases

PubChem CID
171118774

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 475.76
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 7.57
Molar Refractivity 130.63

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Created at
13th May 2021
Updated at
13th May 2021