Compound: citrinin
SMILES: O=C1C(=C(O)C2=CO[C@@H]([C@H](C2=C1C)C)C)C(=O)O
InChIKey: CQIUKKVOEOPUDV-IYSWYEEDSA-N
Synonyms: citrinin, 518-75-2, (-)-citrinin, Citriain, (3R,4S)-4,6-Dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-3H-2-benzopyran-7-carboxylic acid, NSC186, (3R,4S)-6-hydroxy-3,4,5-trimethyl-8-oxo-3,4-dihydroisochromene-7-carboxylic acid, 4,6-Dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-3H-2-benzopyran-7-carboxylic acid, NSC 186, 3S697X6SNZ, CHEBI:48707, NSC-186, MFCD00006912, (3R-trans)-4,6-dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-3H-2-benzopyran-7-carboxylic acid, 3H-2-Benzopyran-7-carboxylic acid, 4,6-dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-, (3R-trans)-, Citrinin 100 microg/mL in Acetonitrile, (3R,4S)-8-hydroxy-3,4,5-trimethyl-6-oxo-4,6-dihydro-3H-isochromene-7-carboxylic acid, 3H-2-Benzopyran-7-carboxylic acid, 4,6-dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-, (3R,4S)-, (3R,4S)-8-Hdroxy-3,4,5-trimethyl-6-oxo-4,6-dihydro-3H-isochromene-7-carboxylic acid, CCRIS 175, HSDB 3473, EINECS 208-257-2, BRN 0088597, UNII-3S697X6SNZ, 3H-2-Benzopyran-7-carboxylic acid, 4,6-dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-, (3R-trans)-; Citrinin (6CI); (3R,4S)-4,6-Dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-3H-2-benzopyran-7-carboxylic acid; (-)-Citrinin; 4,6-Dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-3H-2-benzopyran-7-carboxylic acid; NSC 186, (-)-Citrini, Citrinin, 98%, Spectrum_000451, CITRININ [HSDB], CITRININ [IARC], CITRININ [MI], Spectrum2_000734, Spectrum3_000240, Spectrum4_001804, Spectrum5_000507, 3,4-Dihydro-8-hydroxy-3,4,5-trimethyl-6H-6-oxobenzo(c)pyran-7-carboxylic acid, Epitope ID:2267289, BSPBio_001919, KBioGR_002411, KBioSS_000931, SPECTRUM210186, 5-18-09-00061 (Beilstein Handbook Reference), DivK1c_000646, SCHEMBL157775, SPBio_000688, orb1710040, orb3025763, DTXSID8020333, SCHEMBL24312832, SCHEMBL29407967, HMS502A08, KBio1_000646, KBio2_000931, KBio2_003499, KBio2_006067, KBio3_001419, MSK7220, CBGDIJWINPWWJW-IYSWYEEDSA-N, NINDS_000646, HMS1923C05, CCG-39048, EX-A16387, HB3839, MSK7220-100A, AKOS030254668, FC20467, SDCCGMLS-0066537.P001, (3R,4S)-6-hydroxy-3,4,5-trimethyl-8-oxo-4,8-dihydro-3H-2-benzopyran-7-carboxylic acid, (3R,4S)-8-hydroxy-3,4,5-trimethyl-6-oxo-4,6-dihydro-3H-2-benzopyran-7-carboxylic acid, IDI1_000646, NCGC00160164-01, NCGC00160164-02, NCGC00160164-03, NCI60_001544, Citrinin solution in Acetonitrile, 100ug/mL, ST50405294, E80637, T10825, Q420354, SR-05000002496, WLN: T66 CO HV AUT&J D1 E1 G1 IVQ JQ, SR-05000002496-1, Citrinin, from Penicillium citrinum, >=98% (HPLC), Q63392265, (4S,3R)-8-hydroxy-3,4,5-trimethyl-6-oxoisochromane-7-carboxylic acid, (3R,4S)-8-hydroxy-3,4,5-trimethyl-6-oxo-3,4-dihydroisochromene-7-carboxylic acid, 3H-2-Benzopyran-7-carboxylic acid, 4,6-dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-, 8-Hydroxy-3,4,5-trimethyl-6-oxo-4,6-dihydro-3H-isochromene-7-carboxylic acid #, (-)-citrinin; 4,6-Dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-3H-2-benzopyran-7-carboxylic acid, 3H-2-Benzopyran-7-carboxylic acid, 4,6-dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-,(3R,4S)-, 3H-2-Benzopyran-7-carboxylic acid,6-dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo-, (3R-trans)-, 4,6-Dihydro-8-hydroxy-3,4,5-trimethyl-6-oxo, (3R-trans)-3H-2-benzopyran-7-carboxylic acid
Theoretical properties:
molecular_formula: C13H14O5
molecular_weight: 250.25 g/mol
exact_mass: 250.08412354 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 1
heavy_atom_count: 18
topological_polar_surface_area: 83.8 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: (-)-citrinin is a citrinin. It has a role as a Penicillium metabolite. It is an enantiomer of a (+)-citrinin.
chembl: CITRININ is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Citrinin is a mycotoxin which is often found in food. It is a secondary metabolite produced by fungi that contaminates long-stored food and it can cause a variety of toxic effects, including kidney, liver and cell damage. Citrinin is mainly found in stored grains, but sometimes also in fruits and other plant products.