SCS-C008322
24-methylcholest-7,22E-diene-3β,5α,6β,25-tetraol
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
Subergorgia suberosa
(gorgonian)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Subergorgiidae
Genus
Subergorgia
Species
Subergorgia suberosa
South China Sea
DOI:
10.1177/1934578x1000500206
· Natural Product Communications
Drug-likeness (Lipinski Ro5)
Molecular Weight
432.6 Da
Threshold ≤ 500
ALogP
4.37
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:
C27H44O4
Molecular Weight:
432.6450 Da
SMILES:
CC(/C=C/C[C@H]1CCC2C3=C[C@@H](O)[C@@]4(O)C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C)C(C)(C)O
InChIKey:
MSNVRCWATDDNLP-LLHBWCCVSA-N
InChI:
InChI=1S/C27H44O4/c1-17(24(2,3)30)7-6-8-18-9-10-21-20-15-23(29)27(31)16-19(28)11-14-26(27,5)22(20)12-13-25(18,21)4/h6-7,15,17-19,21-23,28-31H,8-14,16H2,1-5H3/b7-6+/t17?,18-,19-,21?,22-,23+,25+,26+,27-/m0/s1
Calculated Properties
ALogP:
4.365 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:
9
Fsp³:
0.8519 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008322
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 |
|---|---|---|---|---|
| Antitumor | — | human lung carcinoma A549; cervical carcinoma HeLa cell lines | Cytotoxicity of compounds 3 - 7 against human cancer cell lines A549, HONE1 and HeLa was evaluated by MTT methods. | 10.1177/1934578x1000500206 Natural Product Communications |
| Antifouling | — | Balanus amphitrite and Bugula neritina larvae | anti-larval activity of compounds 3 - 7 was evaluated in settlement inhibition assays with laboratory-reared B. amphitrite and B. neritina larvae. | 10.1177/1934578x1000500206 Natural Product Communications |