SCS-C002467
(24S)-methyl-3β,6α,11-trihydroxy-9,11-seco-5α-cholest-7,22(E)-diene-9-one
Pathway: Terpenoids
Superclass: Steroids
Class: Ergostane steroids
Chemical Structure
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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
444.7 Da
Threshold ≤ 500
ALogP
5.61
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C28H44O4
Molecular Weight:
444.6560 Da
SMILES:
CC(C)[C@H](C)/C=C/[C@@H](C)[C@H]1CC[C@@H](C2=C[C@H](O)[C@H]3C[C@@H](O)CC[C@]3(C)C2=O)[C@]1(C)/C=C/O
InChIKey:
OZZIXZKWIOCMNA-LIIWXMNHSA-N
InChI:
InChI=1S/C28H44O4/c1-17(2)18(3)7-8-19(4)22-9-10-23(27(22,5)13-14-29)21-16-25(31)24-15-20(30)11-12-28(24,6)26(21)32/h7-8,13-14,16-20,22-25,29-31H,9-12,15H2,1-6H3/b8-7+,14-13+/t18-,19-,20+,22-,23+,24-,25+,27-,28+/m1/s1
Calculated Properties
ALogP:
5.612 lipophilicity
TPSA:
77.76 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
4
Rotatable Bonds:
6
Ring Count:
3
(0 aromatic)
Chiral Centers:
9
Fsp³:
0.7500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002467
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 | 6.31 μg/mL | — |
| Antitumor | IC50 | A549 | 30.83 μg/mL | — |