SCS-C005355
preussomerin K
Pathway: Polyketides
Superclass: Naphthalenes
Class: Spirodioxynaphthalenes
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
Lasiodiplodia theobromae
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Botryosphaeriales
Family
Botryosphaeriaceae
Genus
Lasiodiplodia
Species
Lasiodiplodia theobromae
Zhanjiang
DOI:
10.1021/acs.jnatprod.6b00639
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
380.3 Da
Threshold ≤ 500
ALogP
1.11
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H12O8
Molecular Weight:
380.3100 Da
SMILES:
O=C1C[C@@H](O)[C@]23Oc4ccc(O)c5c4[C@](Oc4cccc1c42)(O3)[C@@H]1O[C@@H]1C5=O
InChIKey:
FAKYINCHLIYJDP-PSJANZKSSA-N
InChI:
InChI=1S/C20H12O8/c21-8-4-5-11-15-13(8)16(24)17-18(25-17)20(15)27-10-3-1-2-7-9(22)6-12(23)19(26-11,28-20)14(7)10/h1-5,12,17-18,21,23H,6H2/t12-,17-,18-,19-,20+/m1/s1
Calculated Properties
ALogP:
1.110 lipophilicity
TPSA:
114.82 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
8
Rotatable Bonds:
0
Ring Count:
7
(2 aromatic)
Chiral Centers:
5
Fsp³:
0.3000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005355
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Naphthalenes
NPClassifier Class:
Spirodioxynaphthalenes
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.