SCS-C000136
(3aS,5aS,8aS)-3a-hydroxy-1-methyl-5,8-dimethylidene-4,5a,6,7,8a,9-hexahydroazuleno[6,5-b]furan-2-one
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Guaiane sesquiterpenoids
Glycoside
Chemical Structure
![Structure of (3aS,5aS,8aS)-3a-hydroxy-1-methyl-5,8-dimethylidene-4,5a,6,7,8a,9-hexahydroazuleno[6,5-b]furan-2-one](/scsmarinenp/static/images/structures/SCS-C000136.png)
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Echinogorgia flora
(gorgonian coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Plexauridae
Genus
Echinogorgia
Species
Echinogorgia flora
Weizhou Island
DOI:
10.1039/d1ra08631f
· RSC Advances
Drug-likeness (Lipinski Ro5)
Molecular Weight
246.3 Da
Threshold ≤ 500
ALogP
2.48
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C15H18O3
Molecular Weight:
246.3060 Da
SMILES:
C=C1C[C@]2(O)OC(=O)C(C)=C2C[C@@H]2C(=C)CC[C@H]12
InChIKey:
DQGRCZZUBUHZSI-JMSVASOKSA-N
InChI:
InChI=1S/C15H18O3/c1-8-4-5-11-9(2)7-15(17)13(6-12(8)11)10(3)14(16)18-15/h11-12,17H,1-2,4-7H2,3H3/t11-,12-,15+/m1/s1
Calculated Properties
ALogP:
2.481 lipophilicity
TPSA:
46.53 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
3
Rotatable Bonds:
0
Ring Count:
3
(0 aromatic)
Chiral Centers:
3
Fsp³:
0.5333 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000136
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Guaiane sesquiterpenoids
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.