SCS-C002216
(22E)-5α,8α-epidioxy-cholesta-6,22-dien-3β-ol
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
Menella kanisa
(gorgonian coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Plexauridae
Genus
Menella
Species
Menella kanisa
Beihai
· -10m
DOI:
10.3724/sp.j.1008.2013.00819
· Academic Journal of Second Military Medical University
Drug-likeness (Lipinski Ro5)
Molecular Weight
414.6 Da
Threshold ≤ 500
ALogP
6.23
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C27H42O3
Molecular Weight:
414.6200 Da
SMILES:
CC(C)C/C=C/[C@@H](C)[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@]23C=C[C@]2(C[C@@H](O)CC[C@]12C)OO3
InChIKey:
WISOACODKWCRQK-XRLZFMEMSA-N
InChI:
InChI=1S/C27H42O3/c1-18(2)7-6-8-19(3)21-9-10-22-24(21,4)13-12-23-25(5)14-11-20(28)17-26(25)15-16-27(22,23)30-29-26/h6,8,15-16,18-23,28H,7,9-14,17H2,1-5H3/b8-6+/t19-,20+,21-,22-,23-,24-,25-,26-,27+/m1/s1
Calculated Properties
ALogP:
6.228 lipophilicity
TPSA:
38.69 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
3
Rotatable Bonds:
4
Ring Count:
6
(0 aromatic)
Chiral Centers:
9
Fsp³:
0.8519 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002216
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
Activity values are displayed only when a quantitative or clearly reported result is available.
Tested organisms, cell lines and molecular targets are shown under Target / model.
| Activity | Assay | Target / model | Result | Reference |
|---|---|---|---|---|
| Antibacterial | — | cited from ref.[21] | Inhibitory activity against human breast cancer cell line MCF-7 (cited from ref.[22]); antimicrobial activity against Bacillus megaterium, E. coli, Septoria tritici, Ustilago violacea, and Chlorella vulgaris (cited from ref.[21]) | 10.3724/sp.j.1008.2013.00819 Academic Journal of Second Military Medical University |