SCS-C003319
chrysoxanthone B
Pathway: Polyketides
Superclass: Xanthones | Polycyclic aromatic polyketides
Class: Anthraquinones and anthrones | Methyl xanthones
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
Penicillium chrysogenum
(fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium chrysogenum
Lingshui
DOI:
10.3390/md16100357
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
638.6 Da
Threshold ≤ 500
ALogP
2.29
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
14
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C32H30O14
Molecular Weight:
638.5780 Da
SMILES:
COC(=O)[C@@]12Oc3ccc(-c4ccc5c(c4O)C(=O)C[C@](C(=O)OC)([C@@H]4OC(=O)C[C@H]4C)O5)c(O)c3C(=O)C1=C(O)C[C@H](C)[C@H]2O
InChIKey:
MLEYBVBRIZGXRW-VXMMYZNKSA-N
InChI:
InChI=1S/C32H30O14/c1-12-9-16(33)23-26(38)22-19(46-32(23,27(12)39)30(41)43-4)8-6-15(25(22)37)14-5-7-18-21(24(14)36)17(34)11-31(45-18,29(40)42-3)28-13(2)10-20(35)44-28/h5-8,12-13,27-28,33,36-37,39H,9-11H2,1-4H3/t12-,13+,27+,28+,31+,32+/m0/s1
Calculated Properties
ALogP:
2.293 lipophilicity
TPSA:
212.42 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
14
Rotatable Bonds:
4
Ring Count:
6
(2 aromatic)
Chiral Centers:
6
Fsp³:
0.4062 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003319
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Xanthones
Polycyclic aromatic polyketides
NPClassifier Class:
Anthraquinones and anthrones
Methyl xanthones
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.