SCS-C000559
(5R,6R)-5-(chloromethyl)-5-hydroxy-6-(hydroxymethyl)-6-[(2S,3R)-2-methyl-3-(3-methylbut-2-enyl)oxiran-2-yl]oxan-2-one
Pathway: Terpenoids
Superclass: Meroterpenoids
Chemical Structure
![Structure of (5R,6R)-5-(chloromethyl)-5-hydroxy-6-(hydroxymethyl)-6-[(2S,3R)-2-methyl-3-(3-methylbut-2-enyl)oxiran-2-yl]oxan-2-one](/scsmarinenp/static/images/structures/SCS-C000559.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
Pseudallescheria boydii
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Microascales
Family
Microascaceae
Genus
Pseudallescheria
Species
Pseudallescheria boydii
South China Sea
DOI:
10.1021/acs.jnatprod.8b01053
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
318.8 Da
Threshold ≤ 500
ALogP
1.54
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:
C15H23ClO5
Molecular Weight:
318.7900 Da
SMILES:
CC(C)=CC[C@H]1O[C@]1(C)[C@]1(CO)OC(=O)CC[C@]1(O)CCl
InChIKey:
UJAIFASNQZFBSW-UNQGMJICSA-N
InChI:
InChI=1S/C15H23ClO5/c1-10(2)4-5-11-13(3,20-11)15(9-17)14(19,8-16)7-6-12(18)21-15/h4,11,17,19H,5-9H2,1-3H3/t11-,13+,14+,15+/m1/s1
Calculated Properties
ALogP:
1.538 lipophilicity
TPSA:
79.29 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
5
Ring Count:
2
(0 aromatic)
Chiral Centers:
4
Fsp³:
0.8000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000559
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Meroterpenoids
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.