SCS-C007005
Subergorgiaol A
Pathway: Terpenoids
Superclass: Steroids
Class: Vitamin D3 and derivatives
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 rubra
(NA)
Original source name: Subergorgia rubra (S. rubra)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Subergorgiidae
Genus
Subergorgia
Species
Subergorgia rubra
South China Sea
· 20 m
DOI:
10.1016/j.steroids.2014.12.001
· Steroids
Drug-likeness (Lipinski Ro5)
Molecular Weight
416.6 Da
Threshold ≤ 500
ALogP
6.01
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C27H44O3
Molecular Weight:
416.6460 Da
SMILES:
Cc1ccc(O)cc1CCC1(O)C(O)CC[C@]2(C)C(C(C)CCCC(C)C)CCC12
InChIKey:
QUXNJCVIRIUJMU-FARPVWNMSA-N
InChI:
InChI=1S/C27H44O3/c1-18(2)7-6-8-20(4)23-11-12-24-26(23,5)15-14-25(29)27(24,30)16-13-21-17-22(28)10-9-19(21)3/h9-10,17-18,20,23-25,28-30H,6-8,11-16H2,1-5H3/t20?,23?,24?,25?,26-,27?/m1/s1
Calculated Properties
ALogP:
6.014 lipophilicity
TPSA:
60.69 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
3
Rotatable Bonds:
8
Ring Count:
3
(1 aromatic)
Chiral Centers:
6
Fsp³:
0.7778 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007005
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Vitamin D3 and derivatives
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 | IC50 | CaSki cervical carcinoma cell line | 12.1 μM | 10.1016/j.steroids.2014.12.001 Steroids |
| Antitumor | IC50 | HepG2 hepatoma cell line | 14.2 μM | 10.1016/j.steroids.2014.12.001 Steroids |