1. Home
  2. Compounds
  3. (1R,3aS,4S,8aR)-7-(2-hydroxypropan-2-yl)-1,4-dimethyl-2,3,3a,5,6,8a-hexahydroazulene-1,4-diol

SCS-C002396

(1R,3aS,4S,8aR)-7-(2-hydroxypropan-2-yl)-1,4-dimethyl-2,3,3a,5,6,8a-hexahydroazulene-1,4-diol

Pathway: Terpenoids Superclass: Sesquiterpenoids Class: Guaiane sesquiterpenoids
Back to List

Chemical Structure

Structure of (1R,3aS,4S,8aR)-7-(2-hydroxypropan-2-yl)-1,4-dimethyl-2,3,3a,5,6,8a-hexahydroazulene-1,4-diol
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Download: SDF SMILES

Source Information

Litophyton brassicum (soft coral)
Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Nephtheidae Genus Litophyton Species Litophyton brassicum
Ganquan Island  · -12 m
Wang K. Study on the chemical constituents and biological activities of the soft coral Litophyton brassicum from Xisha, South China Sea. Ningbo University, 2023.

Drug-likeness (Lipinski Ro5)

Molecular Weight
254.4 Da
Threshold ≤ 500
ALogP
2.01
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:
C15H26O3
Molecular Weight:
254.3700 Da
SMILES:
CC(C)(O)C1=CC2C(CCC2(C)O)C(C)(O)CC1
InChIKey:
CORLUEPXSCSWOJ-UHFFFAOYSA-N
InChI:
InChI=1S/C15H26O3/c1-13(2,16)10-5-7-14(3,17)11-6-8-15(4,18)12(11)9-10/h9,11-12,16-18H,5-8H2,1-4H3
Calculated Properties
ALogP:
2.006 lipophilicity
TPSA:
60.69 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
3
Rotatable Bonds:
1
Ring Count:
2 (0 aromatic)
Chiral Centers:
4
Fsp³:
0.8667 fraction sp³ carbon

Database Information

Compound ID:
SCS-C002396
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Guaiane sesquiterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas

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 LPS-induced NO moderate inhibition —
Back to Compounds
Structure enlarged