SCS-C000027
(24S)-ergostane-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
450.7 Da
Threshold ≤ 500
ALogP
4.77
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C28H50O4
Molecular Weight:
450.7040 Da
SMILES:
CC(CC[C@H](C)C(C)C)[C@H]1C[C@H](O)[C@H]2[C@@H]3C[C@@H](O)[C@@]4(O)C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C
InChIKey:
ZCMRWDBWJQLSDG-ODUVUSGASA-N
InChI:
InChI=1S/C28H50O4/c1-16(2)17(3)7-8-18(4)22-14-23(30)25-20-13-24(31)28(32)15-19(29)9-12-27(28,6)21(20)10-11-26(22,25)5/h16-25,29-32H,7-15H2,1-6H3/t17-,18?,19-,20+,21-,22+,23-,24+,25+,26+,27+,28-/m0/s1
Calculated Properties
ALogP:
4.771 lipophilicity
TPSA:
80.92 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
4
Rotatable Bonds:
5
Ring Count:
4
(0 aromatic)
Chiral Centers:
12
Fsp³:
1.0000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000027
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 | E.coli | 4.5 mm | 10.3390/md1103077 Marine Drugs |
| Antibacterial | — | B.megaterium | 4.5 mm | 10.3390/md1103077 Marine Drugs |
| Antifungal | — | M.violaceum | 7.0 mm | 10.3390/md1103077 Marine Drugs |
| Antifungal | — | S.tritici | 6.5 mm | 10.3390/md1103077 Marine Drugs |
| Antifungal | — | B.cinerea | 0.0 mm | 10.3390/md1103077 Marine Drugs |