Compound: Dihydrofolic acid
SMILES: O=c1nc([nH]c2c1N=C(CN2)CNc3ccc(C(=O)N[C@H](C(=O)O)CCC(=O)O)cc3)N
InChIKey: OZRNSSUDZOLUSN-LBPRGKRZSA-N
Synonyms: Dihydrofolic acid, dihydrofolate, 4033-27-6, 7,8-Dihydrofolic acid, 7,8-Dihydropteroylglutamate, KXP0KNM559, CHEBI:15633, DTXSID401027140, (2S)-2-[[4-[(2-amino-4-oxo-7,8-dihydro-1H-pteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid, NSC-165989, (2S)-2-[[4-[(2-amino-4-oxo-7,8-dihydro-3H-pteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid, (2S)-2-((4-(((2-amino-4-oxo-3,4,7,8-tetrahydropteridin-6-yl)methyl)amino)phenyl)formamido)pentanedioic acid, (2S)-2-((4-((2-amino-4-oxo-7,8-dihydro-1H-pteridin-6-yl)methylamino)benzoyl)amino)pentanedioic acid, (2S)-2-((4-((2-amino-4-oxo-7,8-dihydro-3H-pteridin-6-yl)methylamino)benzoyl)amino)pentanedioic acid, (2S)-2-[(4-{[(2-amino-4-oxo-3,4,7,8-tetrahydropteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioic acid, RefChem:587718, DTXCID701511376, 609-824-0, dihydro folic acid, 7,8-Dihydropteroyl-L-glutamic acid, 7,8-Dihydro-L-folic acid, CHEMBL46294, N-(7,8-dihydropteroyl)-L-glutamic acid, H2PteGlu, H2PteGlu1, C19H21N7O6, N-(4-{[(2-amino-4-oxo-3,4,7,8-tetrahydropteridin-6-yl)methyl]amino}benzoyl)-L-glutamic acid, N-[4-[[(2-amino-3,4,7,8-tetrahydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-L-Glutamic acid, (S)-2-(4-(((2-Amino-4-oxo-3,4,7,8-tetrahydropteridin-6-yl)methyl)amino)benzamido)pentanedioic acid, L-Glutamic acid, N-(4-(((2-amino-1,4,7,8-tetrahydro-4-oxo-6-pteridinyl)methyl)amino)benzoyl)-, L-Glutamic acid, N-[4-[[(2-amino-3,4,7,8-tetrahydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-, UNII-KXP0KNM559, N-(4-(((2-amino-1,4,7,8-tetrahydro-4-oxo-6-pteridinyl)methyl)amino)benzoyl)-L-Glutamic acid, N-[4-[[(2-amino-1,4,7,8-tetrahydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-L-Glutamic acid, MFCD00083619, NSC 165989, SCHEMBL8282, Dihydrofolic acid, >=90%, SCHEMBL132019, orb1707377, orb3141012, SCHEMBL16938288, BDBM18044, BDBM50482590, EX-A11230, MSK163693, 7,8-DIHYDROFOLIC ACID [DSC], AKOS040741641, DB02015, SMP1_000099, (2S)-2-[(4-{[(2-amino-4-oxo-1,4,7,8-tetrahydropteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioic acid, FD170209, DB-254466, HY-113267, CS-0059467, NS00014827, C00415, F82235, Calcium folinate hydrate Impurity G [EP Impurity], CALCIUM FOLINATE IMPURITY G [EP IMPURITY], Q192367, Calcium levofolinate hydrate Impurity G [EP Impurity], Calcium Levofolinate EP Impurity G(Dihydrofolic Acid); Calcium Folinate EP Impurity G, L-N-[p-[[(2-amino-7,8-dihydro-4-hydroxy-6-pteridinyl)methyl]amino]benzoyl]-Glutamic acid, (2S)-2-[4-[[(2-amino-4-oxo-1,4,7,8-tetrahydropteridin-6-yl)methyl]amino]benzamido]pentanedioic acid, (S)-2-(4-(((2-amino-4-oxo-1,4,7,8-tetrahydropteridin-6-yl)methyl)amino)benzamido)pentanedioic acid, (S)-2-{4-[(2-Amino-4-hydroxy-7,8-dihydro-pteridin-6-ylmethyl)-amino]-benzoylamino}-pentanedioic acid, Glutamic acid, N-[p-[[(2-amino-7,8-dihydro-4-hydroxy-6-pteridinyl)methyl]amino]benzoyl]-, L-, N-[(4-{[(2-amino-4-oxo-1,4,7,8-tetrahydropteridin-6-yl)methyl]amino}phenyl)carbonyl]-L-glutamic acid
Theoretical properties:
molecular_formula: C19H21N7O6
molecular_weight: 443.4 g/mol
exact_mass: 443.15533142 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 7
hydrogen_bond_acceptor_count: 10
rotatable_bond_count: 9
heavy_atom_count: 32
topological_polar_surface_area: 208 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Dihydrofolic acid is a folic acid derivative acted upon by dihydrofolate reductase to produce tetrahydrofolic acid. It interacts with bacteria during cell division and is targeted by various drugs to prevent nucleic acid synthesis. It has a role as a mouse metabolite and an Escherichia coli metabolite. It is a conjugate acid of a dihydrofolate(2-).
chebi: A folic acid derivative acted upon by dihydrofolate reductase to produce tetrahydrofolic acid. It interacts with bacteria during cell division and is targeted by various drugs to prevent nucleic acid synthesis.
chembl: DIHYDROFOLIC ACID is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Dihydrofolic acid (conjugate base dihydrofolate) (DHF) is a folic acid (vitamin B9) derivative which is converted to tetrahydrofolic acid by dihydrofolate reductase. Since tetrahydrofolate is needed to make both purines and pyrimidines, which are building blocks of DNA and RNA, dihydrofolate reductase is targeted by various drugs to prevent nucleic acid synthesis.