SCS-C002796
(1R,2E,5E,10E,14S)-7,9-dihydroxy-3,7,11,15,15-pentamethylbicyclo[12.1.0]pentadeca-2,5,10-trien-4-one
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Casbane diterpenoids
Chemical Structure
![Structure of (1R,2E,5E,10E,14S)-7,9-dihydroxy-3,7,11,15,15-pentamethylbicyclo[12.1.0]pentadeca-2,5,10-trien-4-one](/scsmarinenp/static/images/structures/SCS-C002796.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
Sinularia depressa
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sinulariidae
Genus
Sinularia
Species
Sinularia depressa
Hainan Island
DOI:
10.1021/np900484k
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
318.5 Da
Threshold ≤ 500
ALogP
3.57
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H30O3
Molecular Weight:
318.4570 Da
SMILES:
C/C1=C\C(O)CC(C)(O)/C=C/C(=O)/C(C)=C/[C@@H]2[C@H](CC1)C2(C)C
InChIKey:
OSOBWQHKYFMXOI-DJLFHDSHSA-N
InChI:
InChI=1S/C20H30O3/c1-13-6-7-16-17(19(16,3)4)11-14(2)18(22)8-9-20(5,23)12-15(21)10-13/h8-11,15-17,21,23H,6-7,12H2,1-5H3/b9-8+,13-10+,14-11+/t15?,16-,17+,20?/m0/s1
Calculated Properties
ALogP:
3.572 lipophilicity
TPSA:
57.53 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
3
Rotatable Bonds:
0
Ring Count:
2
(0 aromatic)
Chiral Centers:
4
Fsp³:
0.6500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002796
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Casbane diterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.