SCS-C001780
11α-acetoxy-16β-methoxy-23,24-dimethylcholest-17(20)-en-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
548.8 Da
Threshold ≤ 500
ALogP
5.52
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C33H56O6
Molecular Weight:
548.8050 Da
SMILES:
CO[C@H]1C[C@@H]2[C@@H]3[C@@H](OC(C)=O)C[C@@H]4C[C@H](O)[C@](C)(O)[C@@H](O)C[C@@]4(C)[C@H]3CC[C@@]2(C)/C1=C(/C)[C@H](C)[C@H](C)C(C)C
InChIKey:
DSPRAASMMWOQGY-GBRDZOKBSA-N
InChI:
InChI=1S/C33H56O6/c1-17(2)18(3)19(4)20(5)30-26(38-10)15-24-29-23(11-12-31(24,30)7)32(8)16-28(36)33(9,37)27(35)14-22(32)13-25(29)39-21(6)34/h17-19,22-29,35-37H,11-16H2,1-10H3/b30-20-/t18-,19-,22-,23+,24-,25+,26+,27+,28+,29-,31-,32-,33+/m1/s1
Calculated Properties
ALogP:
5.523 lipophilicity
TPSA:
96.22 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
6
Rotatable Bonds:
5
Ring Count:
4
(0 aromatic)
Chiral Centers:
13
Fsp³:
0.9091 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001780
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 | HL-60 | 9.3 μM | 10.3390/md11124788 Marine Drugs |
| Antitumor | IC50 | K562 | 17.3 μM | 10.3390/md11124788 Marine Drugs |
| Antitumor | IC50 | HeLa | 17.0 μM | 10.3390/md11124788 Marine Drugs |