SCS-C001781
11α-acetoxycholest-24-en-1α,3β,5α,6β-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
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
546.8 Da
Threshold ≤ 500
ALogP
5.01
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:
C33H54O6
Molecular Weight:
546.7890 Da
SMILES:
CC(=O)O[C@H]1C[C@@]2(C)[C@@H]([C@@H]3CC[C@@H]([C@@H](C)CCC=C(C)C)[C@@]4(C)[C@@H]2CC[C@@H]34)[C@H](O)C[C@]2(O)[C@H](O)C[C@H](O)C[C@H]12
InChIKey:
CGPDGYQWBYNLRE-UPZBZJFSSA-N
InChI:
InChI=1S/C33H54O6/c1-18(2)8-7-9-19(3)23-11-10-22-24-12-13-28(32(23,24)6)31(5)17-27(39-20(4)34)25-14-21(35)15-29(37)33(25,38)16-26(36)30(22)31/h8,19,21-30,35-38H,7,9-17H2,1-6H3/t19-,21+,22+,23-,24-,25+,26+,27-,28+,29+,30-,31+,32+,33+/m0/s1
Calculated Properties
ALogP:
5.013 lipophilicity
TPSA:
107.22 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
6
Rotatable Bonds:
5
Ring Count:
5
(0 aromatic)
Chiral Centers:
14
Fsp³:
0.9091 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001781
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 | 10.1 μM | 10.3390/md11124788 Marine Drugs |
| Antitumor | IC50 | HL-60 | 17.2 μM | 10.3390/md11124788 Marine Drugs |