SCS-C004357
verumbsteroid A
Pathway: Terpenoids
Superclass: Steroids
Class: Cholestane steroids
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Verrucella umbraculum
(gorgonian)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Scleralcyonacea
Family
Ellisellidae
Genus
Verrucella
Species
Verrucella umbraculum
Weizhou Island
DOI:
10.1002/hlca.201300397
· Helvetica Chimica Acta
Drug-likeness (Lipinski Ro5)
Molecular Weight
434.7 Da
Threshold ≤ 500
ALogP
4.30
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C27H46O4
Molecular Weight:
434.6610 Da
SMILES:
CC(C)C/C=C/[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)[C@@H](O)[C@@]4(O)C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C
InChIKey:
CQBAYOLDCHPOLB-ZTWWIISKSA-N
InChI:
InChI=1S/C27H46O4/c1-16(2)7-6-8-17(3)19-9-10-20-22-21(12-13-25(19,20)4)26(5)14-11-18(28)15-27(26,31)24(30)23(22)29/h6,8,16-24,28-31H,7,9-15H2,1-5H3/b8-6+/t17-,18+,19-,20+,21+,22+,23-,24-,25-,26-,27+/m1/s1
Calculated Properties
ALogP:
4.301 lipophilicity
TPSA:
80.92 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
4
Rotatable Bonds:
4
Ring Count:
4
(0 aromatic)
Chiral Centers:
11
Fsp³:
0.9259 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004357
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Cholestane steroids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.