Natural Product: ENC000945

NPs Basic Information

Download MOL File
Name
Dihydrocitrinone
Molecular Formula C13H14O6
IUPAC Name*
(3R,4S)-6,8-dihydroxy-3,4,5-trimethyl-1-oxo-3,4-dihydroisochromene-7-carboxylic acid
SMILES
C[C@@H]1[C@H](OC(=O)C2=C(C(=C(C(=C12)C)O)C(=O)O)O)C
InChI
InChI=1S/C13H14O6/c1-4-6(3)19-13(18)8-7(4)5(2)10(14)9(11(8)15)12(16)17/h4,6,14-15H,1-3H3,(H,16,17)/t4-,6-/m1/s1
InChIKey
VVVMDYGNIVXIIG-INEUFUBQSA-N
Synonyms
Dihydrocitrinone; 65718-85-6; (3R,4S)-6,8-dihydroxy-3,4,5-trimethyl-1-oxo-3,4-dihydroisochromene-7-carboxylic acid; 9I8K50016V; 1H-2-Benzopyran-7-carboxylic acid, 3,4-dihydro-6,8-dihydroxy-3,4,5-trimethyl-1-oxo-, (3R-trans)-; UNII-9I8K50016V; CITRINONE, DIHYDRO-; CHEMBL465858; MEGxm0_000092; ACon0_000322; ACon1_001305; DTXSID10215926; ZINC6069169; NCGC00180648-01; BRD-K21191814-001-01-1; Q27272591; (3R,4S)-3,4-DIHYDRO-6,8-DIHYDROXY-3,4,5-TRIMETHYL-1-OXO-1H-2-BENZOPYRAN-7-CARBOXYLIC ACID; 1H-2-BENZOPYRAN-7-CARBOXYLIC ACID, 3,4-DIHYDRO-6,8-DIHYDROXY-3,4,5-TRIMETHYL-1-OXO-, (3R,4S)-; NCGC00180648-02!(3R,4S)-6,8-dihydroxy-3,4,5-trimethyl-1-oxo-3,4-dihydroisochromene-7-carboxylic acid
CAS 65718-85-6
PubChem CID 163095
ChEMBL ID CHEMBL465858
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Benzenoids
      • Class: Benzene and substituted d
        • Subclass: Benzoic acids and derivat
          • Direct Parent: m-Phthalate esters

ClassyFire Version 1.0
PMID:27867422

NPs Species Source

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NPs Content

*Note: The vaules in Content Percentage are calculated by dividing the content value by the maximum content value in NP Content.
**Note: The units with different NP content, due to their incomparable values, are separated into different tables.

NPs Biological Activity

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NPs Physi-Chem Properties

Molecular Weight: 266.25 ALogp: 2.9
HBD: 3 HBA: 6
Rotatable Bonds: 1 Lipinski's rule of five: Accepted
Polar Surface Area: 104.0 Aromatic Rings: 2
Heavy Atoms: 19 QED Weighted: 0.674

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.743 MDCK Permeability: 0.00000658
Pgp-inhibitor: 0.001 Pgp-substrate: 0.001
Human Intestinal Absorption (HIA): 0.026 20% Bioavailability (F20%): 0.011
30% Bioavailability (F30%): 0.023

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.056 Plasma Protein Binding (PPB): 97.84%
Volume Distribution (VD): 0.425 Fu: 2.34%

ADMET: Metabolism

CYP1A2-inhibitor: 0.119 CYP1A2-substrate: 0.436
CYP2C19-inhibitor: 0.033 CYP2C19-substrate: 0.057
CYP2C9-inhibitor: 0.281 CYP2C9-substrate: 0.109
CYP2D6-inhibitor: 0.083 CYP2D6-substrate: 0.102
CYP3A4-inhibitor: 0.062 CYP3A4-substrate: 0.056

ADMET: Excretion

Clearance (CL): 1.16 Half-life (T1/2): 0.745

ADMET: Toxicity

hERG Blockers: 0.004 Human Hepatotoxicity (H-HT): 0.273
Drug-inuced Liver Injury (DILI): 0.97 AMES Toxicity: 0.014
Rat Oral Acute Toxicity: 0.07 Maximum Recommended Daily Dose: 0.022
Skin Sensitization: 0.111 Carcinogencity: 0.085
Eye Corrosion: 0.003 Eye Irritation: 0.409
Respiratory Toxicity: 0.347
*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.