SCS-C007613
17β,20β-Epoxy-7β-hydroperoxy-23α,24α-dimethylcholest-5-ene-3β,22α-diol
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
Lobophytum sarcophytoides
(NA)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Alcyoniidae
Genus
Lobophytum
Species
Lobophytum sarcophytoides
South China Sea
· -20 m
DOI:
10.1002/cbdv.202300821
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
462.7 Da
Threshold ≤ 500
ALogP
5.35
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C28H46O5
Molecular Weight:
462.6710 Da
SMILES:
CC(C)C(C)C1(C)OC2(CCC3C4C(OO)C=C5CC(O)CC[C@]5(C)C4CCC32C)C1(C)O
InChIKey:
UQVQURHQGGYESK-WZVMCALMSA-N
InChI:
InChI=1S/C28H46O5/c1-16(2)17(3)26(6)27(7,30)28(33-26)13-10-21-23-20(9-12-25(21,28)5)24(4)11-8-19(29)14-18(24)15-22(23)32-31/h15-17,19-23,29-31H,8-14H2,1-7H3/t17?,19?,20?,21?,22?,23?,24-,25?,26?,27?,28?/m0/s1
Calculated Properties
ALogP:
5.349 lipophilicity
TPSA:
79.15 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
3
Ring Count:
5
(0 aromatic)
Chiral Centers:
11
Fsp³:
0.9286 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007613
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 |
|---|---|---|---|---|
| Anti-inflammatory | inhibition rate | NO production in LPS-induced inflammation | 75.1 % | 10.1002/cbdv.202300821 Chemistry & Biodiversity |