SCS-C005143
(2R,3S,4S,5E,7S)-2-heptyl-3,4,7-trihydroxy-2,3,4,7,8,9-hexahydrooxecin-10-one
Pathway: Polyketides
Superclass: Macrolides
Class: Macrolide lactones
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
Xylaria feejeensis
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Xylariales
Family
Xylariaceae
Genus
Xylaria
Species
Xylaria feejeensis
Dongsha Atoll
DOI:
10.1039/c9np00069k
· Natural Product Reports
Drug-likeness (Lipinski Ro5)
Molecular Weight
300.4 Da
Threshold ≤ 500
ALogP
1.69
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C16H28O5
Molecular Weight:
300.3950 Da
SMILES:
CCCCCCC[C@H]1OC(=O)CC[C@H](O)/C=C/[C@H](O)[C@@H]1O
InChIKey:
NGMQJZCKXKTQID-QEKAVKJKSA-N
InChI:
InChI=1S/C16H28O5/c1-2-3-4-5-6-7-14-16(20)13(18)10-8-12(17)9-11-15(19)21-14/h8,10,12-14,16-18,20H,2-7,9,11H2,1H3/b10-8+/t12-,13+,14-,16+/m1/s1
Calculated Properties
ALogP:
1.691 lipophilicity
TPSA:
86.99 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
6
Ring Count:
1
(0 aromatic)
Chiral Centers:
4
Fsp³:
0.8125 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005143
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Macrolides
NPClassifier Class:
Macrolide lactones
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.