SCS-C006712
(5R)-5-((1S,4E)-1-hydroxy-5-((2S)-3-((3S)-3-hydroxybutyl)-4-methyl-2,5-dihydrofuran-2-yl)-4-methylpent-4-en-1-yl)-5-methyloxolan-2-one
Pathway: Terpenoids
Superclass: Sesterterpenoids
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)
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
352.5 Da
Threshold ≤ 500
ALogP
3.05
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H32O5
Molecular Weight:
352.4710 Da
SMILES:
CC1=C(CC[C@H](C)O)[C@H](/C=C(\C)CC[C@H](O)[C@@]2(C)CCC(=O)O2)OC1
InChIKey:
RLKRGZYJJDAAHQ-LAVUYCDFSA-N
InChI:
InChI=1S/C20H32O5/c1-13(5-8-18(22)20(4)10-9-19(23)25-20)11-17-16(7-6-15(3)21)14(2)12-24-17/h11,15,17-18,21-22H,5-10,12H2,1-4H3/b13-11+/t15-,17-,18-,20+/m0/s1
Calculated Properties
ALogP:
3.046 lipophilicity
TPSA:
75.99 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
8
Ring Count:
2
(0 aromatic)
Chiral Centers:
4
Fsp³:
0.7500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006712
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesterterpenoids
NPClassifier Class:
N/A
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.