SCS-C000019
11α-acetoxy-cholesta-24-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
· 20 m
DOI:
10.3390/md1103077
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
476.7 Da
Threshold ≤ 500
ALogP
5.02
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C29H48O5
Molecular Weight:
476.6971 Da
SMILES:
CC(=O)O[C@@H]1C[C@]2(C)[C@@H](C(C)CCC=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:
WLVAWRHOUSJGRC-ONOCHHNKSA-N
InChI:
InChI=1S/C29H48O5/c1-17(2)8-7-9-18(3)22-10-11-23-21-14-25(32)29(33)15-20(31)12-13-28(29,6)26(21)24(34-19(4)30)16-27(22,23)5/h8,18,20-26,31-33H,7,9-16H2,1-6H3/t18?,20-,21-,22+,23-,24+,25+,26+,27+,28+,29-/m0/s1
Calculated Properties
ALogP:
5.016 lipophilicity
TPSA:
86.99 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
5
Ring Count:
4
(0 aromatic)
Chiral Centers:
11
Fsp³:
0.8966 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000019
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 | 12.0 mm | 10.3390/md1103077 Marine Drugs |
| Antibacterial | — | Bacillus megaterium | 10.0 mm | 10.3390/md1103077 Marine Drugs |
| Antifungal | — | Microbotryum violaceum | 6.5 mm | 10.3390/md1103077 Marine Drugs |
| Antifungal | — | Septoria tritici | 10.5 mm | 10.3390/md1103077 Marine Drugs |
| Antifungal | — | Botrytis cinerea | 10.5 mm | 10.3390/md1103077 Marine Drugs |