SCS-C005651
versixanthone E
Pathway: Polyketides
Superclass: Xanthones
Class: 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:
10.1021/acs.jnatprod.5b00636
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
670.6 Da
Threshold ≤ 500
ALogP
1.90
Threshold ≤ 5
H-Bond Donors
5
Threshold ≤ 5
H-Bond Acceptors
15
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C33H34O15
Molecular Weight:
670.6200 Da
SMILES:
COC(=O)C[C@H](C)[C@@H](O)[C@]1(C(=O)OC)CC(=O)c2c(ccc(-c3ccc(O)c4c3O[C@]3(C(=O)OC)C(=C(O)C[C@H](C)[C@H]3O)C4=O)c2O)O1
InChIKey:
PKZPZOCYJCAPAM-ZSIZJZIHSA-N
InChI:
InChI=1S/C33H34O15/c1-13-10-18(35)24-26(39)23-17(34)8-6-16(27(23)48-33(24,29(13)41)31(43)46-5)15-7-9-20-22(25(15)38)19(36)12-32(47-20,30(42)45-4)28(40)14(2)11-21(37)44-3/h6-9,13-14,28-29,34-35,38,40-41H,10-12H2,1-5H3/t13-,14-,28+,29+,32-,33+/m0/s1
Calculated Properties
ALogP:
1.902 lipophilicity
TPSA:
232.65 Ų polar surface area
H-Bond Donors:
5
H-Bond Acceptors:
15
Rotatable Bonds:
7
Ring Count:
5
(2 aromatic)
Chiral Centers:
6
Fsp³:
0.4242 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005651
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Xanthones
NPClassifier Class:
Methyl xanthones
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.