NPs Basic Information

Name
Coumarin
Molecular Formula C9H6O2
IUPAC Name*
chromen-2-one
SMILES
C1=CC=C2C(=C1)C=CC(=O)O2
InChI
InChI=1S/C9H6O2/c10-9-6-5-7-3-1-2-4-8(7)11-9/h1-6H
InChIKey
ZYGHJZDHTFUPRJ-UHFFFAOYSA-N
Synonyms
coumarin; 91-64-5; 2H-Chromen-2-one; 2H-1-Benzopyran-2-one; 1,2-Benzopyrone; cumarin; chromen-2-one; Rattex; Tonka bean camphor; Coumarinic anhydride; Coumarine; cis-o-Coumarinic acid lactone; o-Hydroxycinnamic acid lactone; Coumarinic lactone; Benzo-alpha-pyrone; o-Hydroxycinnamic lactone; 2-Oxo-1,2-benzopyran; Kumarin; 2H-Benzo(b)pyran-2-one; Benzo-a-pyrone; Kumarin [Czech]; 2H-1-Benzopyran, 2-oxo-; 5,6-Benzo-2-pyrone; 5,6-Benzo-alpha-pyrone; 2H-Benzo[b]pyran-2-one; Caswell No. 259C; o-Coumaric acid lactone; o-Hydroxyzimtsaure-lacton; NCI C07103; cis-o-Coumaric acid anhydride; chromenone; Coumarinum; 103802-83-1; o-Hydroxyzimtsaure-lacton [German]; NSC 8774; 2-Propenoic acid, 3-(2-hydroxyphenyl)-, delta-lactone; EPA Pesticide Chemical Code 127301; BRN 0383644; Benzo-.alpha.-pyrone; Cinnamic acid, o-hydroxy-, delta-lactone; CHEBI:28794; AI3-00753; NSC-8774; o-hydroxycinnamic acid delta-lactone; 3-(2-Hydroxyphenyl)-2-propenoic delta-lactone; A4VZ22K1WT; CHEMBL6466; Nci-c07103; 2-Propenoic acid, 3-(2-hydroxyphenyl)-delta-lactone; MLS000028741; DTXSID7020348; NSC8774; NCGC00091502-01; Coumarin, >=98%; SMR000059040; 1-Benzopyran-2-one; DSSTox_CID_348; 2h-chromene-2-one; DSSTox_RID_75529; DSSTox_GSID_20348; 2-Propenoic acid, 3-(2-hydroxyphenyl)-, d-lactone; 2-Propenoic acid, 3-(2-hydroxyphenyl)-, .delta.-lactone; benzopyranone; CAS-91-64-5; Coumarin [NF]; COU; CCRIS 181; 2H-Benzopyran-2-one; HSDB 1623; SR-01000721887; 2-oxo-2H-1-benzopyran; EINECS 202-086-7; MFCD00006850; UNII-A4VZ22K1WT; chromen-one; a coumarin; coumarin-; d-lactone; alpha-benzopyrone; benzopyrylium olate; Coumarin (DCF); 1, 2-Benzopyrone; a 1,2-benzopyrone; Venalot mono (TN); Coumarin (prohibited); Spectrum_001336; ST023509; COUMARIN [HSDB]; COUMARIN [IARC]; COUMARIN [INCI]; Opera_ID_268; 2H-Chromen-2-one #; 3-(2-hydroxyphenyl)-; COUMARIN [MI]; 2H-1-benzopyran-2-on; Spectrum2_000303; Spectrum3_001772; Spectrum4_001818; Spectrum5_000555; COUMARINUM [HPUS]; COUMARIN [MART.]; bmse000077; COUMARIN [WHO-DD]; Epitope ID:114082; EC 202-086-7; SCHEMBL6252; WLN: T66 BOVJ; BSPBio_003263; KBioGR_002460; KBioSS_001816; 5-17-10-00143 (Beilstein Handbook Reference); MLS001148422; MLS002454395; {2H-Benzo[b]pyran-2-one}; BIDD:ER0667; SPECTRUM1400208; SPBio_000266; Cinnamic acid, .delta.-lactone; Coumarin, >=99% (HPLC); BDBM12342; KBio2_001816; KBio2_004384; KBio2_006952; KBio3_002764; ZINC74709; GLXC-19130; HMS1923M11; HMS2091E19; HMS2232H18; HMS3369L08; HMS3652B05; HMS3885D09; Pharmakon1600-01400208; AMY37188; HY-N0709; Tox21_111141; Tox21_202427; Tox21_300057; CCG-38580; NSC755852; s4170; STK066167; COUMARIN (PROHIBITED) [FHFI]; AKOS000120175; Tox21_111141_1; 2H-chromen-2-one (ACD/Name 4.0); CR-0048; CS-8148; DB04665; NSC-755852; SDCCGMLS-0066912.P001; NCGC00091502-02; NCGC00091502-03; NCGC00091502-04; NCGC00091502-05; NCGC00091502-06; NCGC00091502-07; NCGC00091502-08; NCGC00091502-09; NCGC00091502-11; NCGC00091502-16; NCGC00254092-01; NCGC00259976-01; Coumarin 1000 microg/mL in Acetonitrile; NCI60_041938; SBI-0061760.P002; DB-057267; Cinnamic acid, o-hydroxy-, .delta.-lactone; Coumarin, Vetec(TM) reagent grade, >=99%; FT-0606287; FT-0665197; SW220278-1; EN300-18115; A14543; BIM-0061760.0001; C05851; D07751; D81844; AB00375898_11; AB00375898_12; Coumarin, primary pharmaceutical reference standard; Q111812; CU-01000013121-2; Q-100890; SR-01000721887-2; SR-01000721887-3; BRD-K23913458-001-02-5; BRD-K23913458-001-13-2; Coumarin, certified reference material, TraceCERT(R); Z57169486; Coumarin, European Pharmacopoeia (EP) Reference Standard; F3096-1712; COUMARIN (CONSTITUENT OF CINNAMOMUM CASSIA BARK) [DSC]; COUMARIN (CONSTITUENT OF CINNAMOMUM VERUM BARK) [DSC]; D3E956C4-9541-4F57-9435-7D915C38E19E; 2h-1-benzopyran-2-one;coumarin;2h-chromen-2-one;coumarin ;coumarin (2h-1-benzopyran-2-one) (chromen-2-one);2h-1-benzopyran-2-one coumarin 2h-chromen-2-one coumarin coumarin (2h-1-benzopyran-2-one) (chromen-2-one)
CAS 91-64-5
PubChem CID 323
ChEMBL ID CHEMBL6466
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Phenylpropanoids and poly
      • Class: Coumarins and derivatives
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Coumarins and derivatives

ClassyFire Version 1.0
PMID:27867422

NPs Species Source

Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference
Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference

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

Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name
Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name

NPs Physi-Chem Properties

Molecular Weight: 146.14 ALogp: 1.4
HBD: 0 HBA: 2
Rotatable Bonds: 0 Lipinski's rule of five: Accepted
Polar Surface Area: 26.3 Aromatic Rings: 2
Heavy Atoms: 11 QED Weighted: 0.534

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.582 MDCK Permeability: 0.00002110
Pgp-inhibitor: 0.01 Pgp-substrate: 0.642
Human Intestinal Absorption (HIA): 0.005 20% Bioavailability (F20%): 0.993
30% Bioavailability (F30%): 0.998

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.172 Plasma Protein Binding (PPB): 87.26%
Volume Distribution (VD): 0.833 Fu: 12.25%

ADMET: Metabolism

CYP1A2-inhibitor: 0.984 CYP1A2-substrate: 0.904
CYP2C19-inhibitor: 0.564 CYP2C19-substrate: 0.111
CYP2C9-inhibitor: 0.081 CYP2C9-substrate: 0.635
CYP2D6-inhibitor: 0.212 CYP2D6-substrate: 0.638
CYP3A4-inhibitor: 0.029 CYP3A4-substrate: 0.296

ADMET: Excretion

Clearance (CL): 10.851 Half-life (T1/2): 0.721

ADMET: Toxicity

hERG Blockers: 0.165 Human Hepatotoxicity (H-HT): 0.102
Drug-inuced Liver Injury (DILI): 0.845 AMES Toxicity: 0.219
Rat Oral Acute Toxicity: 0.672 Maximum Recommended Daily Dose: 0.023
Skin Sensitization: 0.241 Carcinogencity: 0.892
Eye Corrosion: 0.77 Eye Irritation: 0.992
Respiratory Toxicity: 0.115
*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

Similar NPs Similar Drugs
NPs ID NPs 2D Structure Similarity Score TTD ID Drug 2D Structure Similarity Score
ENC001562 0.571 D02WCI 0.358
ENC002806 0.500 D08SKH 0.345
ENC000675 0.488 D0QV5T 0.333
ENC002764 0.479 D0D5GG 0.327
ENC000169 0.455 D0B1FE 0.317
ENC000714 0.426 D09ZIS 0.315
ENC000167 0.422 D0K1XK 0.314
ENC000036 0.420 D0O6IZ 0.311
ENC001561 0.417 D0E3OF 0.311
ENC000047 0.409 D03GET 0.308
*Note: the compound similarity was calculated by RDKIT.