SCS-C002473
3β,6α,11-trihydroxy-24-methylene-9,11-seco-5α-cholest-7-ene-9-one
Pathway: Terpenoids
Superclass: Steroids
Class: Ergostane 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
Beihai
· -15~-20m
Academic Journal of Second Military Medical University, 2015, 36(6), 655-660.
Drug-likeness (Lipinski Ro5)
Molecular Weight
542.8 Da
Threshold ≤ 500
ALogP
7.26
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C35H58O4
Molecular Weight:
542.8450 Da
SMILES:
C=C(CC[C@H](C)C[C@@]1([C@H]2C=C(C)[C@@]3(C(=O)[C@]2(C)CO)[C@@H](O)CC[C@H]2C[C@H](O)CC[C@@]23C)CCC[C@@H]1C)C(C)C
InChIKey:
ZBBMRVLVUIDKQU-AMGGUFHWSA-N
InChI:
InChI=1S/C35H58O4/c1-22(2)24(4)12-11-23(3)20-34(16-9-10-25(34)5)29-18-26(6)35(31(39)32(29,7)21-36)30(38)14-13-27-19-28(37)15-17-33(27,35)8/h18,22-23,25,27-30,36-38H,4,9-17,19-21H2,1-3,5-8H3/t23-,25-,27-,28+,29-,30-,32+,33-,34-,35-/m0/s1
Calculated Properties
ALogP:
7.264 lipophilicity
TPSA:
77.76 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
4
Rotatable Bonds:
8
Ring Count:
4
(0 aromatic)
Chiral Centers:
10
Fsp³:
0.8571 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002473
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Ergostane 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 | IC50 | A549 | 3.3 μg/mL | — |
| Antitumor | IC50 | A549 | 8.62 μg/mL | — |