Natural Product: ENC000938

NPs Basic Information

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Name
Fonsecin B
Molecular Formula C16H16O6
IUPAC Name*
2,5-dihydroxy-6,8-dimethoxy-2-methyl-3H-benzo[g]chromen-4-one
SMILES
CC1(CC(=O)C2=C(C3=C(C=C(C=C3C=C2O1)OC)OC)O)O
InChI
InChI=1S/C16H16O6/c1-16(19)7-10(17)14-12(22-16)5-8-4-9(20-2)6-11(21-3)13(8)15(14)18/h4-6,18-19H,7H2,1-3H3
InChIKey
ZYTKFYQKQVYVMW-UHFFFAOYSA-N
Synonyms
Fonsecin B; Fonsecin monomethyl ether; 1856-95-7; 2,5-dihydroxy-6,8-dimethoxy-2-methyl-2,3-dihydro-4H-naphtho[2,3-b]pyran-4-one; 5C2V4W4G42; Antibiotic TMC 256B2; 4H-Naphtho(2,3-b)pyran-4-one, 2,3-dihydro-2,5-dihydroxy-6,8-dimethoxy-2-methyl-,; MLS004256125; UNII-5C2V4W4G42; MEGxm0_000069; TMC256B2; ACon0_001057; ACon1_001769; TMC 256B2; TMC-256B2; DTXSID20939984; CHEBI:133825; TMC 256 B2; 2,5-dihydroxy-6,8-dimethoxy-2-methyl-3H-benzo[g]chromen-4-one; NCGC00180161-01; SMR003081010; 2,5-dihydroxy-6,8-dimethoxy-2-methyl-2.3-dihydrobenzo[g]chromen-4-one; 2,5-dihydroxy-6,8-dimethoxy-2-methyl-2,3-dihydro-4H-benzo[g]chromen-4-one; 2,5-DIHYDROXY-6,8-DIMETHOXY-2-METHYL-2H,3H,4H-NAPHTHO[2,3-B]PYRAN-4-ONE
CAS 1856-95-7
PubChem CID 160596
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Naphthopyrans
        • Subclass: Naphthopyranones
          • Direct Parent: Naphthopyranones

ClassyFire Version 1.0
PMID:27867422

NPs Species Source

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NPs Physi-Chem Properties

Molecular Weight: 304.29 ALogp: 2.4
HBD: 2 HBA: 6
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 85.2 Aromatic Rings: 3
Heavy Atoms: 22 QED Weighted: 0.887

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.766 MDCK Permeability: 0.00002170
Pgp-inhibitor: 0.056 Pgp-substrate: 0.001
Human Intestinal Absorption (HIA): 0.029 20% Bioavailability (F20%): 0.009
30% Bioavailability (F30%): 0.014

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.213 Plasma Protein Binding (PPB): 86.05%
Volume Distribution (VD): 1.143 Fu: 10.22%

ADMET: Metabolism

CYP1A2-inhibitor: 0.935 CYP1A2-substrate: 0.94
CYP2C19-inhibitor: 0.142 CYP2C19-substrate: 0.732
CYP2C9-inhibitor: 0.242 CYP2C9-substrate: 0.842
CYP2D6-inhibitor: 0.392 CYP2D6-substrate: 0.739
CYP3A4-inhibitor: 0.455 CYP3A4-substrate: 0.275

ADMET: Excretion

Clearance (CL): 12.887 Half-life (T1/2): 0.495

ADMET: Toxicity

hERG Blockers: 0.01 Human Hepatotoxicity (H-HT): 0.121
Drug-inuced Liver Injury (DILI): 0.762 AMES Toxicity: 0.153
Rat Oral Acute Toxicity: 0.073 Maximum Recommended Daily Dose: 0.206
Skin Sensitization: 0.253 Carcinogencity: 0.046
Eye Corrosion: 0.003 Eye Irritation: 0.075
Respiratory Toxicity: 0.286
*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

*Note: the compound similarity was calculated by RDKIT.