SCS-C005686
secalonic acid H | versixanthone I
Pathway: Polyketides
Superclass: Xanthones
Class: 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
Aspergillus versicolor
(coral-associated fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus versicolor
Guangzhou
DOI:
10.1038/ja.2016.95
· The Journal of Antibiotics
Drug-likeness (Lipinski Ro5)
Molecular Weight
636.6 Da
Threshold ≤ 500
ALogP
2.91
Threshold ≤ 5
H-Bond Donors
7
Threshold ≤ 5
H-Bond Acceptors
14
Threshold ≤ 10
3 violations (MW, HBD, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C32H28O14
Molecular Weight:
636.5620 Da
SMILES:
COC(=O)c1c(O)c(C)cc(O)c1C(=O)c1c(O)ccc(-c2ccc3c(c2O)C(=O)C2=C(O)C[C@H](C)[C@@H](O)[C@]2(C(=O)OC)O3)c1O
InChIKey:
NNHJLISLZUJKRA-NRRMYFFQSA-N
InChI:
InChI=1S/C32H28O14/c1-11-9-16(34)19(22(24(11)36)30(42)44-3)27(39)20-15(33)7-5-13(25(20)37)14-6-8-18-21(26(14)38)28(40)23-17(35)10-12(2)29(41)32(23,46-18)31(43)45-4/h5-9,12,29,33-38,41H,10H2,1-4H3/t12-,29+,32+/m0/s1
Calculated Properties
ALogP:
2.907 lipophilicity
TPSA:
237.58 Ų polar surface area
H-Bond Donors:
7
H-Bond Acceptors:
14
Rotatable Bonds:
5
Ring Count:
5
(3 aromatic)
Chiral Centers:
3
Fsp³:
0.2500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005686
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.