SCS-C006707
((1R,4E,6S,13E,17S)-4,9,13-trimethyl-7,18-dioxatricyclo[15.1.0.0^{6,10}]octadeca-4,9,13-trien-17-yl)methyl acetate
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Cembrane diterpenoids
Chemical Structure
![Structure of ((1R,4E,6S,13E,17S)-4,9,13-trimethyl-7,18-dioxatricyclo[15.1.0.0^{6,10}]octadeca-4,9,13-trien-17-yl)methyl acetate](/scsmarinenp/static/images/structures/SCS-C006707.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
Lobophytum crassum
(soft coral)
Original source name: Lobophytum crissum
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Alcyoniidae
Genus
Lobophytum
Species
Lobophytum crassum
South China Sea
· -20 m
DOI:
10.3390/md23120468
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
360.5 Da
Threshold ≤ 500
ALogP
4.65
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:
C22H32O4
Molecular Weight:
360.4940 Da
SMILES:
CC(=O)OC[C@@]12CC/C=C(\C)CCC3=C(C)CO[C@H]3/C=C(\C)CC[C@H]1O2
InChIKey:
TZKGENKZFPKKIP-RXTFRAOASA-N
InChI:
InChI=1S/C22H32O4/c1-15-6-5-11-22(14-25-18(4)23)21(26-22)10-8-16(2)12-20-19(9-7-15)17(3)13-24-20/h6,12,20-21H,5,7-11,13-14H2,1-4H3/b15-6+,16-12+/t20-,21+,22-/m0/s1
Calculated Properties
ALogP:
4.649 lipophilicity
TPSA:
48.06 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
4
Rotatable Bonds:
2
Ring Count:
3
(0 aromatic)
Chiral Centers:
3
Fsp³:
0.6818 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006707
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.