SCS-C002729
(9R,14S)-epoxy-11-deoxyfunicone
Pathway: Polyketides
Superclass: Chromanes
Class: Azaphilones
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
Streptomyces fradiae
(NA)
Kingdom
Bacillati
Phylum
Actinomycetota
Class
Actinomycetes
Order
Kitasatosporales
Family
Streptomycetaceae
Genus
Streptomyces
Species
Streptomyces fradiae
Wenchang
DOI:
10.3390/md12042079
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
374.3 Da
Threshold ≤ 500
ALogP
1.83
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C19H18O8
Molecular Weight:
374.3450 Da
SMILES:
C/C=C/C1=CC(=O)[C@]2(C(=O)c3c(OC)cc(OC)cc3C(=O)OC)O[C@@H]2O1
InChIKey:
MBAPGCKKDRYSNP-OBNUAKFSSA-N
InChI:
InChI=1S/C19H18O8/c1-5-6-10-9-14(20)19(18(26-10)27-19)16(21)15-12(17(22)25-4)7-11(23-2)8-13(15)24-3/h5-9,18H,1-4H3/b6-5+/t18-,19+/m0/s1
Calculated Properties
ALogP:
1.827 lipophilicity
TPSA:
100.66 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
8
Rotatable Bonds:
6
Ring Count:
3
(1 aromatic)
Chiral Centers:
2
Fsp³:
0.3158 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002729
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Chromanes
NPClassifier Class:
Azaphilones
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.