SCS-C006706
(1S,2E,6R,8R,11R)-11-hydroperoxy-3,8,16-trimethyl-12-methylidene-7,18-dioxatricyclo[13.3.0.0^{6,8}]octadeca-2,15-diene
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Cembrane diterpenoids
Chemical Structure
![Structure of (1S,2E,6R,8R,11R)-11-hydroperoxy-3,8,16-trimethyl-12-methylidene-7,18-dioxatricyclo[13.3.0.0^{6,8}]octadeca-2,15-diene](/scsmarinenp/static/images/structures/SCS-C006706.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
334.5 Da
Threshold ≤ 500
ALogP
4.57
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H30O4
Molecular Weight:
334.4560 Da
SMILES:
C=C1CCC2=C(C)CO[C@H]2/C=C(\C)CC[C@H]2O[C@]2(C)CC[C@H]1OO
InChIKey:
QFJSIFCHTXDMJM-OFLYCMEVSA-N
InChI:
InChI=1S/C20H30O4/c1-13-5-8-19-20(4,23-19)10-9-17(24-21)14(2)6-7-16-15(3)12-22-18(16)11-13/h11,17-19,21H,2,5-10,12H2,1,3-4H3/b13-11+/t17-,18+,19-,20-/m1/s1
Calculated Properties
ALogP:
4.574 lipophilicity
TPSA:
51.22 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
1
Ring Count:
3
(0 aromatic)
Chiral Centers:
4
Fsp³:
0.7000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006706
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.