SCS-C001785
11α-acetoxy-gorgost-3β,5α,6β-triol
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
Sarcophyton sp.
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Alcyoniidae
Genus
Sarcophyton
Species
NA
Weizhou Island
· -12m
DOI:
10.3390/md11124788
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
574.8 Da
Threshold ≤ 500
ALogP
5.34
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C35H58O6
Molecular Weight:
574.8430 Da
SMILES:
CC[C@H](C)[C@]1(C)C[C@@H]1[C@@H](C)[C@@H]1CC[C@H]2[C@H]3[C@H](O)C[C@]4(O)[C@H](O)C[C@H](O)C[C@@H]4[C@@H](OC(C)=O)C[C@]3(C)[C@H]3CC[C@@H]2[C@]31C
InChIKey:
UCOOKVPQXINLNL-SGAIUCGHSA-N
InChI:
InChI=1S/C35H58O6/c1-8-18(2)32(5)15-26(32)19(3)23-10-9-22-24-11-12-29(34(23,24)7)33(6)17-28(41-20(4)36)25-13-21(37)14-30(39)35(25,40)16-27(38)31(22)33/h18-19,21-31,37-40H,8-17H2,1-7H3/t18-,19-,21+,22+,23-,24-,25+,26+,27+,28-,29+,30+,31-,32-,33+,34+,35+/m0/s1
Calculated Properties
ALogP:
5.339 lipophilicity
TPSA:
107.22 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
6
Rotatable Bonds:
5
Ring Count:
6
(0 aromatic)
Chiral Centers:
17
Fsp³:
0.9714 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001785
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 | IC50 | K562 | 9.8 μM | 10.3390/md11124788 Marine Drugs |
| Antitumor | IC50 | HL-60 | 14.6 μM | 10.3390/md11124788 Marine Drugs |
| Antitumor | IC50 | HeLa | 24.7 μM | 10.3390/md11124788 Marine Drugs |