SCS-C005075
(1S,2E,6S,8S,11E)-3,8,16-trimethyl-7,18-dioxatricyclo[13.3.0.06,8]octadeca-2,11,15-triene-12-carboxylic acid
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Cembrane diterpenoids
Chemical Structure
![Structure of (1S,2E,6S,8S,11E)-3,8,16-trimethyl-7,18-dioxatricyclo[13.3.0.06,8]octadeca-2,11,15-triene-12-carboxylic acid](/scsmarinenp/static/images/structures/SCS-C005075.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
332.4 Da
Threshold ≤ 500
ALogP
4.17
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:
C20H28O4
Molecular Weight:
332.4400 Da
SMILES:
CC1=C2CC/C(C(=O)O)=C\CC[C@]3(C)O[C@H]3CC/C(C)=C/[C@@H]2OC1
InChIKey:
MRNXBWBKOQQJNE-YVZFFLCCSA-N
InChI:
InChI=1S/C20H28O4/c1-13-6-9-18-20(3,24-18)10-4-5-15(19(21)22)7-8-16-14(2)12-23-17(16)11-13/h5,11,17-18H,4,6-10,12H2,1-3H3,(H,21,22)/b13-11+,15-5+/t17-,18-,20-/m0/s1
Calculated Properties
ALogP:
4.171 lipophilicity
TPSA:
59.06 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
3
Rotatable Bonds:
1
Ring Count:
3
(0 aromatic)
Chiral Centers:
3
Fsp³:
0.6500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005075
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.