SCS-C005076
methyl (1S,2E,6S,8S,11E)-3,8,16-trimethyl-7,18-dioxatricyclo[13.3.0.06,8]octadeca-2,11,15-triene-12-carboxylate
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Cembrane diterpenoids
Chemical Structure
![Structure of methyl (1S,2E,6S,8S,11E)-3,8,16-trimethyl-7,18-dioxatricyclo[13.3.0.06,8]octadeca-2,11,15-triene-12-carboxylate](/scsmarinenp/static/images/structures/SCS-C005076.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
Sarcophyton ehrenbergi
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Alcyoniidae
Genus
Sarcophyton
Species
Sarcophyton ehrenbergi
Dongsha Atoll
DOI:
10.1016/j.bmc.2010.04.012
· Bioorganic & Medicinal Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
346.5 Da
Threshold ≤ 500
ALogP
4.26
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H30O4
Molecular Weight:
346.4670 Da
SMILES:
COC(=O)/C1=C/CC[C@]2(C)O[C@H]2CC/C(C)=C/[C@@H]2OCC(C)=C2CC1
InChIKey:
ZWXFLWPGTYEDCM-YTESLYGQSA-N
InChI:
InChI=1S/C21H30O4/c1-14-7-10-19-21(3,25-19)11-5-6-16(20(22)23-4)8-9-17-15(2)13-24-18(17)12-14/h6,12,18-19H,5,7-11,13H2,1-4H3/b14-12+,16-6+/t18-,19-,21-/m0/s1
Calculated Properties
ALogP:
4.259 lipophilicity
TPSA:
48.06 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
4
Rotatable Bonds:
1
Ring Count:
3
(0 aromatic)
Chiral Centers:
3
Fsp³:
0.6667 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005076
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Cembrane diterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.