SCS-C001893
3-dehydroxyl-20-acetylpresinularolide B
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Cembrane diterpenoids
Chemical Structure
Loading 3D structure...
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)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Alcyoniidae
Genus
Lobophytum
Species
Lobophytum crassum
Sanya
· -20 m
DOI:
10.1021/np800081p
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
386.5 Da
Threshold ≤ 500
ALogP
5.46
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C24H34O4
Molecular Weight:
386.5320 Da
SMILES:
C=C1C(=O)O[C@H]2C[C@H](C)/C=C/CC/C(C)=C/CC/C(CCOC(C)=O)=C/C[C@H]12
InChIKey:
QBWXIYJHDNCHDS-XWQLCDNISA-N
InChI:
InChI=1S/C24H34O4/c1-17-8-5-6-9-18(2)16-23-22(19(3)24(26)28-23)13-12-21(11-7-10-17)14-15-27-20(4)25/h6,9-10,12,18,22-23H,3,5,7-8,11,13-16H2,1-2,4H3/b9-6+,17-10+,21-12-/t18-,22-,23+/m1/s1
Calculated Properties
ALogP:
5.457 lipophilicity
TPSA:
52.60 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
4
Rotatable Bonds:
3
Ring Count:
2
(0 aromatic)
Chiral Centers:
3
Fsp³:
0.5833 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001893
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.