Structure Database (LMSD)

Common Name
Petasitosterone A
Systematic Name
methyl 3-oxo-12α-hydroxy-chola-1,4,22E-triene-24-oate
Synonyms
LM ID
LMST04010465
Formula
C25H34O4
Exact Mass
Calculate m/z
398.24571
Sum Composition
ST 25:5;O4
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Bile acids and derivatives [ST04]
C24 bile acids, alcohols, and derivatives [ST0401]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Umbellulifera (#361009)
Anthozoa (#6101)
Structural diversity of bioactive steroid compounds isolated from soft corals in the period 2015-2020.,
J Steroid Biochem Mol Biol, 2022
Pubmed ID: 35031429

String Representations

InChiKey (Click to copy)
ZQXYSKAJRACZSG-AGKUUDPNSA-N
InChi (Click to copy)
InChI=1S/C25H34O4/c1-15(5-10-23(28)29-4)19-8-9-20-18-7-6-16-13-17(26)11-12-24(16,2)21(18)14-22(27)25(19,20)3/h5,10-13,15,18-22,27H,6-9,14H2,1-4H3/b10-5+/t15-,18+,19-,20+,21+,22+,24+,25-/m1/s1
SMILES (Click to copy)
C1=CC(=O)C=C2CC[C@@]3([H])[C@]4([H])CC[C@@]([C@@H](/C=C/C(=O)OC)C)([H])[C@@]4(C)[C@@H](O)C[C@]3([H])[C@@]12C

Other Databases

PubChem CID
163116311

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 4
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 413.58
Topological Polar Surface Area 63.60
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 4.53
Molar Refractivity 112.33

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Created at
9th Feb 2022
Updated at
9th Feb 2022