SCS-C000020
(22E,24S)-11α-acetoxy-ergostane-22,25-dien-3β,5α,6β-triol
Pathway: Terpenoids
Superclass: Steroids
Class: Cholestane steroids | Ergostane 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
488.7 Da
Threshold ≤ 500
ALogP
5.04
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C30H48O5
Molecular Weight:
488.7081 Da
SMILES:
C=C(C)[C@@H](C)/C=C/[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@@H](OC(C)=O)[C@@H](O)[C@@]4(O)C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C
InChIKey:
ZCUZTYUYCVVBQS-WFRMYLOFSA-N
InChI:
InChI=1S/C30H48O5/c1-17(2)18(3)8-9-19(4)22-10-11-23-25-24(13-14-28(22,23)6)29(7)15-12-21(32)16-30(29,34)27(33)26(25)35-20(5)31/h8-9,18-19,21-27,32-34H,1,10-16H2,2-7H3/b9-8+/t18-,19+,21-,22+,23-,24-,25-,26+,27+,28+,29+,30-/m0/s1
Calculated Properties
ALogP:
5.038 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:
12
Fsp³:
0.8333 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000020
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Cholestane steroids
Ergostane 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 | 14.5 mm | 10.3390/md1103077 Marine Drugs |
| Antibacterial | — | Bacillus megaterium | 12.0 mm | 10.3390/md1103077 Marine Drugs |
| Antifungal | — | Microbotryum violaceum | 10.0 mm | 10.3390/md1103077 Marine Drugs |
| Antifungal | — | Septoria tritici | 7.5 mm | 10.3390/md1103077 Marine Drugs |
| Antifungal | — | Botrytis cinerea | 5.5 mm | 10.3390/md1103077 Marine Drugs |