Structure Database (LMSD)

Common Name
Verrucorosterone
Systematic Name
3β-acetoxy-22S,25-trihydroxy-cholest-5,22E-dien-24-one
Synonyms
LM ID
LMST01010502
Formula
C29H44O5
Exact Mass
Calculate m/z
472.318875
Sum Composition
ST 29:4;O5
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Verrucella (#361134)
Anthozoa (#6101)
Cytotoxic steroids from the Vietnamese gorgonian Verrucella corona.,
Steroids, 2018
Pubmed ID: 30018002

String Representations

InChiKey (Click to copy)
XTMVHQSXMHCTEB-FEAGAVQSSA-N
InChi (Click to copy)
InChI=1S/C29H44O5/c1-18(30)34-20-11-14-27(4)19(17-20)7-8-21-22-9-10-24(28(22,5)15-12-23(21)27)29(6,33)16-13-25(31)26(2,3)32/h7,13,16,20-24,32-33H,8-12,14-15,17H2,1-6H3/b16-13+/t20-,21-,22-,23-,24-,27-,28-,29-/m0/s1
SMILES (Click to copy)
C1C[C@H](OC(C)=O)CC2=CC[C@@]3([H])[C@]4([H])CC[C@@]([C@@](O)(/C=C/C(=O)C(O)(C)C)C)([H])[C@@]4(C)CC[C@]3([H])[C@@]12C

Other Databases

PubChem CID
163115490

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 4
Aromatic Rings
Rotatable Bonds 6
Van der Waals Molecular Volume 494.21
Topological Polar Surface Area 83.83
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 6.00
Molar Refractivity 133.35

Admin

Created at
8th Feb 2022
Updated at
8th Feb 2022