SCS-C006711
(1R,4E,8S,10S,13Z,15S,18R)-15-methoxy-4,8,13,18-tetramethyl-9,16,19-trioxatetracyclo[13.4.0.0^{1,18}.0^{8,10}]nonadeca-4,13-diene
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Cembrane diterpenoids
Glycoside
Chemical Structure
![Structure of (1R,4E,8S,10S,13Z,15S,18R)-15-methoxy-4,8,13,18-tetramethyl-9,16,19-trioxatetracyclo[13.4.0.0^{1,18}.0^{8,10}]nonadeca-4,13-diene](/scsmarinenp/static/images/structures/SCS-C006711.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
348.5 Da
Threshold ≤ 500
ALogP
4.29
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:
C21H32O4
Molecular Weight:
348.4830 Da
SMILES:
CO[C@]12/C=C(/C)CC[C@@H]3O[C@@]3(C)CC/C=C(\C)CC[C@]13O[C@]3(C)CO2
InChIKey:
HBGRXTLOSIOOGK-RISVAKTOSA-N
InChI:
InChI=1S/C21H32O4/c1-15-7-6-11-18(3)17(24-18)9-8-16(2)13-21(22-5)20(12-10-15)19(4,25-20)14-23-21/h7,13,17H,6,8-12,14H2,1-5H3/b15-7+,16-13-/t17-,18-,19+,20+,21-/m0/s1
Calculated Properties
ALogP:
4.291 lipophilicity
TPSA:
43.52 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
4
Rotatable Bonds:
1
Ring Count:
4
(0 aromatic)
Chiral Centers:
5
Fsp³:
0.8095 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006711
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Cembrane diterpenoids
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.