SCS-C003259
(6,3-O-(α-D-ribofuranosyl)questin
Pathway: Polyketides
Superclass: Polycyclic aromatic polyketides
Class: Anthraquinones and anthrones
Glycoside
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
Aspergillus ruber
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus ruber
Hainan Island
Drug-likeness (Lipinski Ro5)
Molecular Weight
416.4 Da
Threshold ≤ 500
ALogP
0.30
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H20O9
Molecular Weight:
416.3820 Da
SMILES:
COc1cc(O[C@H]2O[C@H](CO)[C@@H](O)[C@H]2O)cc2c1C(=O)c1c(O)cc(C)cc1C2=O
InChIKey:
HIEZDNATPYSNOK-STCFGPAYSA-N
InChI:
InChI=1S/C21H20O9/c1-8-3-10-15(12(23)4-8)19(26)16-11(17(10)24)5-9(6-13(16)28-2)29-21-20(27)18(25)14(7-22)30-21/h3-6,14,18,20-23,25,27H,7H2,1-2H3/t14-,18-,20-,21+/m1/s1
Calculated Properties
ALogP:
0.302 lipophilicity
TPSA:
142.75 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
9
Rotatable Bonds:
4
Ring Count:
4
(2 aromatic)
Chiral Centers:
4
Fsp³:
0.3333 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003259
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Polycyclic aromatic polyketides
NPClassifier Class:
Anthraquinones and anthrones
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.