SCS-C002308
Versicolorin C
Pathway: Polyketides
Superclass: Polycyclic aromatic polyketides
Class: Anthraquinones and anthrones
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
Fungus 2526,1850
(mangrove endophytic fungus)
Hong Kong
Chinese Journal of Organic Chemistry, 2003.
Drug-likeness (Lipinski Ro5)
Molecular Weight
340.3 Da
Threshold ≤ 500
ALogP
1.80
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C18H12O7
Molecular Weight:
340.3000 Da
SMILES:
O=C1c2cc(O)cc(O)c2C(=O)c2c1cc1c(c2O)[C@@H]2CCO[C@@H]2O1
InChIKey:
BABJNKGTTYCTOO-ULCDLSAGSA-N
InChI:
InChI=1S/C18H12O7/c19-6-3-8-12(10(20)4-6)16(22)14-9(15(8)21)5-11-13(17(14)23)7-1-2-24-18(7)25-11/h3-5,7,18-20,23H,1-2H2/t7-,18+/m0/s1
Calculated Properties
ALogP:
1.801 lipophilicity
TPSA:
113.29 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
7
Rotatable Bonds:
0
Ring Count:
5
(2 aromatic)
Chiral Centers:
2
Fsp³:
0.2222 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002308
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Polycyclic aromatic polyketides
NPClassifier Class:
Anthraquinones and anthrones
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.