Structure Database (LMSD)

Common Name
beta-Sitostenone
Systematic Name
(2R,15R)-14-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one
Synonyms
LM ID
LMST01040249
Formula
C29H48O
Exact Mass
Calculate m/z
412.370515
Sum Composition
ST 29:2;O
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
Radermachera (#83956)
Magnoliopsida (#3398)
Antituberculosis cycloartane triterpenoids from Radermachera boniana.,
J Nat Prod, 2011
Pubmed ID: 21469696
Geodia cydonium (#6047)
Demospongiae (#6042)
STEROIDAL KETONES FROM THE SPONGE GEODIA CYDONIUM,
J Nat Prod, 1990

String Representations

InChiKey (Click to copy)
RUVUHIUYGJBLGI-XJZKHKOHSA-N
InChi (Click to copy)
InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h18-21,24-27H,7-17H2,1-6H3/t20-,21-,24+,25-,26+,27+,28+,29-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@]3([H])[C@]([H])([C@]4([H])CC[C@]([H])([C@H](C)CC[C@@H](CC)C(C)C)[C@@]4(C)CC3)CCC2=CC(=O)C1

Other Databases

HMDB ID
HMDB0033934
CHEBI ID
68105
PubChem CID
5484202
Cayman ID
36703

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 464.33
Topological Polar Surface Area 17.07
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 1
logP 8.23
Molar Refractivity 127.22

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Created at
-
Updated at
2nd Mar 2021