SCS-C006705
(1S,2E,6R,8R,11R)-3,8,16-trimethyl-12-methylidene-7,18-dioxatricyclo[13.3.0.0^{6,8}]octadeca-2,15-dien-11-yl acetate
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Cembrane diterpenoids
Chemical Structure
![Structure of (1S,2E,6R,8R,11R)-3,8,16-trimethyl-12-methylidene-7,18-dioxatricyclo[13.3.0.0^{6,8}]octadeca-2,15-dien-11-yl acetate](/scsmarinenp/static/images/structures/SCS-C006705.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:
C=C1CCC2=C(C)CO[C@H]2/C=C(\C)CC[C@H]2O[C@]2(C)CC[C@H]1OC(C)=O
InChIKey:
KEANQIANSBQEMH-XIMIOIHESA-N
InChI:
InChI=1S/C22H32O4/c1-14-6-9-21-22(5,26-21)11-10-19(25-17(4)23)15(2)7-8-18-16(3)13-24-20(18)12-14/h12,19-21H,2,6-11,13H2,1,3-5H3/b14-12+/t19-,20+,21-,22-/m1/s1
Calculated Properties
ALogP:
4.648 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:
4
Fsp³:
0.6818 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006705
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.