SCS-C005649
versixanthone G | versixanthone H
Pathway: Polyketides
Superclass: Xanthones | Polycyclic aromatic polyketides
Class: Anthraquinones and anthrones | Methyl xanthones
Chemical Structure
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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
Aspergillus versicolor
(coral-associated fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus versicolor
Guangzhou
DOI:
10.1016/j.ejmech.2018.02.041
· European Journal of Medicinal Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
638.6 Da
Threshold ≤ 500
ALogP
2.23
Threshold ≤ 5
H-Bond Donors
6
Threshold ≤ 5
H-Bond Acceptors
14
Threshold ≤ 10
3 violations (MW, HBD, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C32H30O14
Molecular Weight:
638.5780 Da
SMILES:
COC(=O)[C@@]12Oc3cc(C)c(-c4ccc5c(c4O)C(=O)C4=C(O)C[C@H](C)[C@@H](O)[C@]4(C(=O)OC)O5)c(O)c3C(=O)C1=C(O)CC[C@H]2O
InChIKey:
OZRXTHHVZWYBLI-RYGOELPRSA-N
InChI:
InChI=1S/C32H30O14/c1-11-10-17-21(27(39)22-14(33)6-8-18(35)31(22,46-17)29(41)43-3)25(37)19(11)13-5-7-16-20(24(13)36)26(38)23-15(34)9-12(2)28(40)32(23,45-16)30(42)44-4/h5,7,10,12,18,28,33-37,40H,6,8-9H2,1-4H3/t12-,18+,28+,31-,32+/m0/s1
Calculated Properties
ALogP:
2.227 lipophilicity
TPSA:
226.58 Ų polar surface area
H-Bond Donors:
6
H-Bond Acceptors:
14
Rotatable Bonds:
3
Ring Count:
6
(2 aromatic)
Chiral Centers:
5
Fsp³:
0.3750 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005649
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.