SCS-C005671
versixanthone J
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
654.6 Da
Threshold ≤ 500
ALogP
1.14
Threshold ≤ 5
H-Bond Donors
7
Threshold ≤ 5
H-Bond Acceptors
15
Threshold ≤ 10
3 violations (MW, HBD, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C32H30O15
Molecular Weight:
654.5770 Da
SMILES:
COC(=O)[C@@]12Oc3ccc(-c4ccc(O)c5c4O[C@]4(C(=O)OC)C(=C(O)C[C@H](C)[C@H]4O)C5=O)c(O)c3C(=O)C1=C(O)C[C@H](CO)[C@H]2O
InChIKey:
VWXUXYPVUYOYQZ-JRDPMJDLSA-N
InChI:
InChI=1S/C32H30O15/c1-11-8-16(35)21-24(38)19-15(34)6-4-14(26(19)47-31(21,27(11)40)29(42)44-2)13-5-7-18-20(23(13)37)25(39)22-17(36)9-12(10-33)28(41)32(22,46-18)30(43)45-3/h4-7,11-12,27-28,33-37,40-41H,8-10H2,1-3H3/t11-,12+,27+,28+,31+,32+/m0/s1
Calculated Properties
ALogP:
1.137 lipophilicity
TPSA:
246.81 Ų polar surface area
H-Bond Donors:
7
H-Bond Acceptors:
15
Rotatable Bonds:
4
Ring Count:
6
(2 aromatic)
Chiral Centers:
6
Fsp³:
0.3750 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005671
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.