SCS-C000029
11α-acetoxy-gorgostane-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
· 20 m
DOI:
10.3390/md1103077
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
518.8 Da
Threshold ≤ 500
ALogP
5.59
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C32H54O5
Molecular Weight:
518.7778 Da
SMILES:
CC(=O)O[C@@H]1C[C@]2(C)[C@@H](C(C)C3C[C@]3(C)[C@H](C)C(C)C)CC[C@H]2[C@@H]2C[C@@H](O)[C@@]3(O)C[C@@H](O)CC[C@]3(C)[C@H]21
InChIKey:
HJSBKBOEMAXCAK-KXFGPIGDSA-N
InChI:
InChI=1S/C32H54O5/c1-17(2)19(4)29(6)15-25(29)18(3)23-9-10-24-22-13-27(35)32(36)14-21(34)11-12-31(32,8)28(22)26(37-20(5)33)16-30(23,24)7/h17-19,21-28,34-36H,9-16H2,1-8H3/t18?,19-,21+,22+,23-,24+,25?,26-,27-,28-,29-,30-,31-,32+/m1/s1
Calculated Properties
ALogP:
5.588 lipophilicity
TPSA:
86.99 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
5
Ring Count:
5
(0 aromatic)
Chiral Centers:
14
Fsp³:
0.9688 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000029
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 |
|---|---|---|---|---|
| Antibacterial | inhibition_zone | Escherichia coli | 7.0 mm | 10.3390/md1103077 Marine Drugs |
| Antibacterial | — | Bacillus megaterium | 8.0 mm | 10.3390/md1103077 Marine Drugs |
| Antifungal | — | Microbotryum violaceum | 9.5 mm | 10.3390/md1103077 Marine Drugs |
| Antifungal | — | Septoria tritici | 10.0 mm | 10.3390/md1103077 Marine Drugs |
| Antifungal | — | Botrytis cinerea | 5.0 mm | 10.3390/md1103077 Marine Drugs |