Compound: coumarin
SMILES: O=c1oc2c(cccc2)cc1
InChIKey: ZYGHJZDHTFUPRJ-UHFFFAOYSA-N
Synonyms: coumarin, 91-64-5, 2H-Chromen-2-one, 2H-1-Benzopyran-2-one, cumarin, 1,2-Benzopyrone, chromen-2-one, Tonka bean camphor, Rattex, Coumarinic anhydride, Coumarine, cis-o-Coumarinic acid lactone, Coumarinic lactone, o-Hydroxycinnamic acid lactone, Benzo-alpha-pyrone, o-Hydroxycinnamic lactone, 2-Oxo-1,2-benzopyran, Kumarin, 5,6-Benzo-2-pyrone, 2H-Benzo(b)pyran-2-one, 2H-1-Benzopyran, 2-oxo-, 5,6-Benzo-alpha-pyrone, Benzo-a-pyrone, o-Coumaric acid lactone, o-Hydroxyzimtsaure-lacton, Coumarinum, cis-o-Coumaric acid anhydride, DTXSID7020348, 2H-Benzo[b]pyran-2-one, 2-Propenoic acid, 3-(2-hydroxyphenyl)-, delta-lactone, 2-oxo-2H-1-benzopyran, Cinnamic acid, o-hydroxy-, delta-lactone, NSC-8774, A4VZ22K1WT, Nci-c07103, Coumarin (prohibited), CHEBI:28794, NSC8774, o-hydroxycinnamic acid delta-lactone, DTXCID50348, Lodema, Coumarin Phenolic, Coumarin 1513, RefChem:5706, 202-086-7, Kumarin [Czech], 103802-83-1, Caswell No. 259C, NCI C07103, chromenone, o-Hydroxyzimtsaure-lacton [German], NSC 8774, MFCD00006850, EPA Pesticide Chemical Code 127301, BRN 0383644, Benzo-.alpha.-pyrone, AI3-00753, 3-(2-Hydroxyphenyl)-2-propenoic delta-lactone, CHEMBL6466, 2-Propenoic acid, 3-(2-hydroxyphenyl)-delta-lactone, MLS000028741, NCGC00091502-01, Coumarin, >=98%, SMR000059040, ST023509, 2h-chromene-2-one, 2-Propenoic acid, 3-(2-hydroxyphenyl)-, d-lactone, 1-Benzopyran-2-one, 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, EINECS 202-086-7, UNII-A4VZ22K1WT, chromen-one, a coumarin, coumarin-, Coumarin CRS, benzopyrylium olate, Coumarin (DCF), 1, 2-Benzopyrone, a 1,2-benzopyrone, Coumarin (Standard), Venalot mono (TN), Spectrum_001336, COUMARIN [HSDB], COUMARIN [IARC], Opera_ID_268, 2H-Chromen-2-one #, 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, SCHEMBL25909, BSPBio_003263, KBioGR_002460, KBioSS_001816, 5-17-10-00143 (Beilstein Handbook Reference), MLS001148422, MLS002454395, {2H-Benzo[b]pyran-2-one}, BIDD:ER0667, SCHEMBL154753, SCHEMBL157615, SCHEMBL158062, SCHEMBL159837, SCHEMBL453408, SPECTRUM1400208, SPBio_000266, orb1310304, orb3025741, SCHEMBL1038138, SCHEMBL1041307, SCHEMBL3441294, Cinnamic acid, .delta.-lactone, Coumarin, >=99% (HPLC), SCHEMBL12612026, SCHEMBL12612153, SCHEMBL16908406, SCHEMBL29385611, BDBM12342, HY-N0709R, KBio2_001816, KBio2_004384, KBio2_006952, KBio3_002764, GLXC-19130, HMS1923M11, HMS2091E19, HMS2232H18, HMS3369L08, HMS3652B05, HMS3885D09, HMS5082H04, Pharmakon1600-01400208, HY-N0709, Tox21_111141, Tox21_202427, Tox21_300057, CCG-38580, EBC-44176, MSK000944, NSC755852, s4170, SBB000094, STK066167, COUMARIN (PROHIBITED) [FHFI], AKOS000120175, Tox21_111141_1, 2H-chromen-2-one (ACD/Name 4.0), CR-0048, CS-8148, DB04665, FC20572, NSC-755852, SDCCGMLS-0066912.P001, NCGC00091502-02, NCGC00091502-03, NCGC00091502-04, NCGC00091502-05, NCGC00091502-06, NCGC00091502-07, NCGC00091502-08, NCGC00091502-09, NCGC00091502-11, NCGC00091502-12, NCGC00091502-16, NCGC00254092-01, NCGC00259976-01, Coumarin 1000 microg/mL in Acetonitrile, NCI60_041938, SBI-0061760.P002, DB-057267, DB-261057, Cinnamic acid, o-hydroxy-, .delta.-lactone, Coumarin, Vetec(TM) reagent grade, >=99%, NS00002381, SW220278-1, EN300-18115, BIM-0061760.0001, C05851, D07751, D81844, AB00375898_11, AB00375898_12, AP-123/40186862, Coumarin, primary pharmaceutical reference standard, F239149, Q111812, CU-01000013121-2, SR-01000721887-2, SR-01000721887-3, BRD-K23913458-001-02-5, BRD-K23913458-001-13-2, BRD-K23913458-001-19-9, BRD-K23913458-001-20-7, 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, InChI=1/C9H6O2/c10-9-6-5-7-3-1-2-4-8(7)11-9/h1-6, 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)
Theoretical properties:
molecular_formula: C9H6O2
molecular_weight: 146.14 g/mol
exact_mass: 146.036779430 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 0
heavy_atom_count: 11
topological_polar_surface_area: 26.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Orthorhombic, rectangular plates
color: Orthorhombic, rectangular plates
odor: Pleasant, fragrant odor resembling that of vanilla beans.
boiling_point: 568 °F at 760 mmHg (NTP, 1992)
melting_point: 154 to 158 °F (NTP, 1992)
density: 0.935 at 68 °F (NTP, 1992) - Less dense than water; will float
solubility: less than 0.1 mg/mL at 63.5 °F (NTP, 1992)
flash_point: 304 °F (NTP, 1992)
vapor_pressure: 0.01 mmHg at 117 °F ; 1 mmHg at 223 °F (NTP, 1992)
Descriptions:
pubchem: Coumarin is a chromenone having the keto group located at the 2-position. It has a role as a fluorescent dye, a plant metabolite and a human metabolite.
chebi: A chromenone having the keto group located at the 2-position.
chembl: COUMARIN is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Coumarin () or 2H-chromen-2-one is an aromatic organic chemical compound with formula C9H6O2.  Its molecule can be described as a benzene molecule with two adjacent hydrogen atoms replaced by an unsaturated lactone ring −(CH)=(CH)−(C=O)−O−, forming a second six-membered heterocycle that shares two carbons with the benzene ring. It belongs to the benzopyrone chemical class and is considered a lactone.
Coumarin is a colorless crystalline solid with a sweet odor resembling the scent of vanilla and a bitter taste. It is found in many plants, where it may serve as a chemical defense against predators. While coumarin is not an anticoagulant, its 3-alkyl-4-hydroxy derivatives, such as the fungal metabolite dicoumarol, inhibit synthesis of vitamin K, a key component in blood clotting. A related compound, the prescription drug anticoagulant warfarin, is used to inhibit formation of blood clots, deep vein thrombosis, and pulmonary embolism.