SCS-C000452
verruculosin B
Pathway: Polyketides
Superclass: Polycyclic aromatic polyketides
Class: Duclauxin and derivatives
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
Talaromyces verruculosus
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Trichocomaceae
Genus
Talaromyces
Species
Talaromyces verruculosus
South China Sea
DOI:
10.3390/md17090516
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
620.6 Da
Threshold ≤ 500
ALogP
2.42
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
13
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C32H28O13
Molecular Weight:
620.6000 Da
SMILES:
COC(=O)C[C@H]1OC(=O)c2c(O)cc(C)c3c2C1=C(O)[C@@H]1[C@]24COC(=O)c5c(O)cc(C)c(c52)C(=O)[C@@H]([C@@H]4OC(C)=O)[C@]31OC
InChIKey:
AIYDSFQELMTKRM-OLWHTFOWSA-N
InChI:
InChI=1S/C32H28O13/c1-10-6-14(35)19-23-17(10)25(37)24-28(44-12(3)33)31(23,9-43-29(19)39)27-26(38)20-15(8-16(36)41-4)45-30(40)18-13(34)7-11(2)22(21(18)20)32(24,27)42-5/h6-7,15,24,27-28,34-35,38H,8-9H2,1-5H3/t15-,24+,27-,28+,31+,32-/m1/s1
Calculated Properties
ALogP:
2.424 lipophilicity
TPSA:
192.19 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
13
Rotatable Bonds:
4
Ring Count:
7
(2 aromatic)
Chiral Centers:
6
Fsp³:
0.4062 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000452
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Polycyclic aromatic polyketides
NPClassifier Class:
Duclauxin and derivatives
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.