SCS-C003349
(1R,3Z,12E,15S)-4-(hydroxymethyl)-9,13-dimethyl-18-methylidene-8,16-dioxatricyclo[13.3.0.07,9]octadeca-3,12-dien-17-one
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Cembrane diterpenoids
Chemical Structure
![Structure of (1R,3Z,12E,15S)-4-(hydroxymethyl)-9,13-dimethyl-18-methylidene-8,16-dioxatricyclo[13.3.0.07,9]octadeca-3,12-dien-17-one](/scsmarinenp/static/images/structures/SCS-C003349.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 sp.
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Alcyoniidae
Genus
Lobophytum
Species
NA
Lingshui
DOI:
10.1039/b906091j
· Natural Product Reports
Drug-likeness (Lipinski Ro5)
Molecular Weight
332.4 Da
Threshold ≤ 500
ALogP
3.46
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:
C20H28O4
Molecular Weight:
332.4400 Da
SMILES:
C=C1C(=O)O[C@H]2C/C(C)=C/CCC3(C)OC3CC/C(CO)=C/C[C@H]12
InChIKey:
VJTZEEQKGARIJX-KSCXCEAHSA-N
InChI:
InChI=1S/C20H28O4/c1-13-5-4-10-20(3)18(24-20)9-7-15(12-21)6-8-16-14(2)19(22)23-17(16)11-13/h5-6,16-18,21H,2,4,7-12H2,1,3H3/b13-5+,15-6-/t16-,17+,18?,20?/m1/s1
Calculated Properties
ALogP:
3.461 lipophilicity
TPSA:
59.06 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
1
Ring Count:
3
(0 aromatic)
Chiral Centers:
4
Fsp³:
0.6500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003349
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.