Structure Database (LMSD)

Common Name
Petasitosterone B
Systematic Name
methyl 3-oxo-12α-acetoxy-chola-1,4,22E-triene-24-oate
Synonyms
LM ID
LMST04010466
Formula
C27H36O5
Exact Mass
Calculate m/z
440.256275
Sum Composition
ST 27:6;O5
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)
RGRQNEBYOCTLBK-KXBOCJMSSA-N
InChi (Click to copy)
InChI=1S/C27H36O5/c1-16(6-11-25(30)31-5)21-9-10-22-20-8-7-18-14-19(29)12-13-26(18,3)23(20)15-24(27(21,22)4)32-17(2)28/h6,11-14,16,20-24H,7-10,15H2,1-5H3/b11-6+/t16-,20+,21-,22+,23+,24+,26+,27-/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](OC(=O)C)C[C@]3([H])[C@@]12C

Other Databases

PubChem CID
163161815

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 454.33
Topological Polar Surface Area 69.67
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 5
logP 5.10
Molar Refractivity 121.88

Admin

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