SCS-C000131
(1S,10R,11S,12R)-10-hydroxy-4,8,12-trimethyl-2,14-dioxatetracyclo[9.2.1.01,5.07,11]tetradeca-4,6,8-trien-3-one
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Cadinane sesquiterpenoids
Chemical Structure
![Structure of (1S,10R,11S,12R)-10-hydroxy-4,8,12-trimethyl-2,14-dioxatetracyclo[9.2.1.01,5.07,11]tetradeca-4,6,8-trien-3-one](/scsmarinenp/static/images/structures/SCS-C000131.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
260.3 Da
Threshold ≤ 500
ALogP
1.61
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C15H16O4
Molecular Weight:
260.2890 Da
SMILES:
CC1=C[C@@H](O)[C@]23O[C@@]4(C[C@H]2C)OC(=O)C(C)=C4C=C13
InChIKey:
XHKODEPEGOQCRJ-ZKBNQKOOSA-N
InChI:
InChI=1S/C15H16O4/c1-7-4-12(16)15-8(2)6-14(19-15)11(5-10(7)15)9(3)13(17)18-14/h4-5,8,12,16H,6H2,1-3H3/t8-,12-,14-,15+/m1/s1
Calculated Properties
ALogP:
1.612 lipophilicity
TPSA:
55.76 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
0
Ring Count:
4
(0 aromatic)
Chiral Centers:
4
Fsp³:
0.5333 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000131
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Cadinane sesquiterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.