Compound: folic acid
SMILES: O=c1[nH]c(nc2c1nc(cn2)CNc3ccc(C(=O)N[C@H](C(=O)O)CCC(=O)O)cc3)N
InChIKey: OVBPIULPVIDEAO-LBPRGKRZSA-N
Synonyms: folic acid, 59-30-3, Pteroylglutamic acid, Vitamin M, Folacin, Folacid, Vitamin Bc, PteGlu, Vitamin B9, Foliamin, Folicet, Folvite, Incafolic, Acifolic, Cytofol, Folcidin, Folettes, Folipac, Folsan, Millafol, Folsaure, Pteroyl-L-glutamic acid, Folbal, Folsav, Vitamin Be, Foldine, Pteroyl-L-monoglutamic acid, Pteroylmonoglutamic acid, Facid, Antianemia factor, Factor U, Folico (Italy), Folina (Italy), Acfol (Spain), Folasic (Australia), Usaf cb-13, Foldine [France], Acidum folicum, Acido folico, Dosfolat B activ, Folaemin [Netherlands], Liver Lactobacillus casei factor, Nifolin [Denmark], Folaemin, Acide folique, Kyselina listova, Novofolacid [Canada], Vitamin B11, N-pteroyl-L-glutamic acid, Folsaeure, Megafol, NSC 3073, Preconceive, Folicare, Lexpec, Bio Science, Natur Flow, NSC-3073, Glutamic acid, N-(p-(((2-amino-4-hydroxypyrimido(4,5-b)pyrazin-6-yl)methyl)amino)benzoyl)-, L, DTXSID0022519, CHEBI:27470, 935E97BOY8, 4-Pteridinol, 2-amino-6-((p-((1,3-dicarboxypropyl)carbamoyl)anilino)methyl)-, Glutamic acid, N-(p-(((2-amino-4-hydroxy-6-pteridinyl)methyl)amino)benzoyl)-, l-, N-(p-(((2-Amino-4-hydroxy-6-pteridinyl)methyl)amino)benzoyl)-L-glutamic acid, DTXCID102519, B03BB01, Foldine (France), Nifolin (Denmark), L-Glutamic acid, N-(4-(((2-amino-1,4-dihydro-4-oxo-6-pteridinyl)methyl)amino)benzoyl)-, N-[(4-{[(2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl]amino}phenyl)carbonyl]-L-glutamic acid, Novofolacid (Canada), Folaemin (Netherlands), (2S)-2-[(4-{[(2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioic acid, Folicacid, L-Glutamic acid, N-[4-[[(2-amino-1,4-dihydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-, N-(4-{[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl]amino}benzoyl)-L-glutamic acid, folite, Falessa, Multitam, Ventrixyl, Vitramyn, Vitranol, Vitrexyl, Venexa, Acfol, Solid powder, N-(4-(((2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl)amino)benzoyl)-L-glutamic acid, (2S)-2-((4-(((2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl)amino)phenyl)formamido)pentanedioic acid, N-((4-(((2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl)amino)phenyl)carbonyl)-L-glutamic acid, B9, Vitamin, Folic D3, Folic Acid 400 mcg, RefChem:6436, T-dol JIANG SUAN BAO, PureVita Folic Acid 400 mcg, V04CX02, CHEBI:176842, N-(4-(((2-Amino-1,4-dihydro-4-oxo-6-pteridinyl)methyl)amino)benzoyl)-L-glutamic Acid, N-(4-((2-Amino-4-hydroxypteridin-6-ylmethyl)amino)benzoyl)-L-glutamic acid, 2-(4-((2-amino-4-oxo-1H-pteridin-6-yl)methylamino)benzoyl)aminopentanedioic acid, Folic Acid, Magnesium Citrate, Calcium Citrate, Vitamin D3, N-Acetyl-L-Cysteine, L-Glutamic acid, N-(4-(((2-amino-1,4-dihydro-4-oxo-6-pteridinyl)methyl)amino)benzo-yl)-, 200-419-0, ALPHA-TOCOPHEROL ACETATE, DL-; ASCORBIC ACID; CALCIUM CARBONATE; CHOLECALCIFEROL; CHROMIUM NICOTINATE; CYANOCOBALAMIN; FOLIC ACID; MAGNESIUM OXIDE; MANGANESE SULFATE; MOLYBDENUM; NIACINAMIDE; PYRIDOXINE HYDROCHLORIDE; RIBOFLAVIN; SELENIUM; THIAMINE MONONITRATE; VITAMIN A ACETATE; ZINC OXIDE, Fefol, NSC3073, Mittafol, Folan, Pteroylmonoglutamate, Folcidin (VAN), Kyselina listova [Czech], Mission prenatal, Acide folique [INN-French], Acido folico [INN-Spanish], Acidum folicum [INN-Latin], PGA (VAN), Folic, Glutamic acid, pteroyl-, l-, MFCD00079305, N-[4-[[(2-amino-3,4-dihydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-L-glutamic acid, Pteroyl-L-glutamate, Aspol, AI3-26387, C19H19N7O6, PGA, (2S)-2-[[4-[(2-amino-4-oxo-1H-pteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid, L-Glutamic acid, N-(4-((2-amino-1,4-dihydro-4-oxo-6-pteridinyl)methyl)amino)benzoyl)-, N-(4-((2-Amino-1,4-dihydro-4-oxo-6-pteridinyl)methyl)amino)benzoyl)-L-glutamic acid, 112339-08-9, 112339-32-9, CAS-59-30-3, Novofolacid, Nifolin, Folico, Folina, .beta.-D-ribo-2-Heptulopyranose, 2,7-anhydro-1,4-dideoxy-3-O-methyl-5-O-(phenylmethyl)-, L-Glutamic acid, N-(4-(((2-amino-1,4-dihydro-4-oxo-6-pteridinyl)methyl)amino)benzo- yl)-, N-(4-(((2-Amino-1,4-dihydro-4-oxo-6-pteridinyl)methyl)amino)benzo- yl)-L-glutamic acid, FOL, Folovit, Neocepri, 32108-06-8, (2S)-2-[[4-[(2-amino-4-hydroxypteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid, (2S)-2-[[4-[(2-amino-4-oxo-3H-pteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid, (S)-2-(4-(((2-Amino-4-oxo-3,4-dihydropteridin-6-yl)methyl)amino)benzamido)pentanedioic acid, L-Glutamic acid, N-[4-[[(2-amino-3,4-dihydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-, N-(4-{[(2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl]amino}benzoyl)-L-glutamic acid, [3H]folic acid, Folic acid/Vitamin B9, SMR000471860, CCRIS 666, Folicet (TN), [3H]-folic acid, HSDB 2002, EINECS 200-419-0, Folnak, Pteroylglutamate, Folic acid [BAN:INN:JAN], folic-acid, UNII-935E97BOY8, Follic Acid, Dosfolat XS, Folic acid RS, Vitamine B9, Folic acid CRS, L-Glutamic acid, N-(4-(((2-amino-3,4-dihydro-4-oxo-6-pteridinyl)methyl)amino)benzoyl)-, N-[4-[[(2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl]amino]benzoyl]-l-glutamic acid, Folic acid [USP:INN:BAN:JAN], NCGC00142391-03, (2S)-2-[(4-[[(2-Amino-4-hydroxypteridin-6-yl)methyl]amino]phenyl)formamido]pentanedioic acid, (2S)-2-[(4-{[(2-AMINO-4-HYDROXYPTERIDIN-6-YL)METHYL]AMINO}PHENYL)FORMAMIDO]PENTANEDIOIC ACID, PteGlu;Vitamin M;Pteroyl-L-glutamic acid, Prestwick_230, CID 5280354, Folic acid (Standard), Pteroyl-L-monoglutamate, Spectrum_001381, 2d0k, Folic acid, crystalline, Folic acid, USP grade, 6484-89-5, FOLIC ACID [MI], Folic acid, >=97%, Prestwick3_000627, Spectrum2_001459, Spectrum3_000749, Spectrum4_001751, Spectrum5_000602, F0043, FOLIC ACID [DSC], FOLIC ACID [FCC], FOLIC ACID [INN], FOLIC ACID [JAN], bmse000299, FOLIC ACID [HSDB], FOLIC ACID [VANDF], SCHEMBL3876, SCHEMBL3878, CHEMBL1622, FOLIC ACID [MART.], BSPBio_000594, BSPBio_002338, FOLIC ACID [USP-RS], FOLIC ACID [WHO-DD], FOLIC ACID [WHO-IP], KBioGR_002222, KBioSS_001861, MLS001304016, MLS001335861, MLS002548873, BIDD:ER0563, BIDD:GT0641, DivK1c_000494, SCHEMBL403054, SCHEMBL913145, SPECTRUM1502020, SPBio_001357, BPBio1_000654, Folic acid, analytical standard, GTPL4562, GTPL4563, EZNA KIT FUNGAL DNA MINI, Folic acid (JP18/USP/INN), FOLIC ACID [GREEN BOOK], SCHEMBL20791897, SCHEMBL29349485, SCHEMBL29352811, SCHEMBL29677832, HMS501I16, KBio1_000494, KBio2_001861, KBio2_004429, KBio2_006997, KBio3_001558, MeSH ID: D005492, FOLIC ACID [EP IMPURITY], FOLIC ACID [ORANGE BOOK], Folic Acid R&D Working Standard, MSK1520, NINDS_000494, HMS1921D20, HMS2092N17, HMS2096N16, HMS2270L05, HMS3259A05, HMS3713N16, Pharmakon1600-01502020, FOLIC ACID [USP MONOGRAPH], Tox21_111559, Tox21_300127, BDBM50237629, BDBM50367343, CCG-38869, EBC-14140, EBC-27109, HY-16637R, NSC758158, s4605, .beta.-D-Allopyranose, 1,6-anhydro-2,3-di-O-methyl-4-O-(phenylmethyl)-, ACIDUM FOLICUM [WHO-IP LATIN], AKOS000503224, AKOS015895671, AKOS016007919, Tox21_111559_1, DB00158, EBC-111023, FF02403, GS-6860, NC00455, NSC-758158, SDCCGMLS-0066738.P001, IDI1_000494, SMP2_000137, Folic acid, tested according to Ph.Eur., NCGC00016265-01, NCGC00016265-02, NCGC00016265-03, NCGC00016265-04, NCGC00016265-05, NCGC00016265-08, NCGC00016265-16, NCGC00016265-17, NCGC00142391-01, NCGC00254203-01, AC-11682, BP-13474, BP-14225, HY-16637, SY010866, SBI-0051701.P002, DB-319616, Folic acid, meets USP testing specifications, NS00007261, C00504, D00070, Folic acid, Vetec(TM) reagent grade, >=97%, EN300-1667077, Calcium folinate hydrate Impurity C [EP Impurity], CALCIUM FOLINATE IMPURITY C [EP IMPURITY], F818142, Q127060, BRD-K18673820-001-07-2, BRD-K18673820-001-15-5, Calcium levofolinate hydrate Impurity C [EP Impurity], Z2042042504, Folic acid, British Pharmacopoeia (BP) Reference Standard, Folic acid, European Pharmacopoeia (EP) Reference Standard, Folic acid, United States Pharmacopeia (USP) Reference Standard, Folic acid, Pharmaceutical Secondary Standard; Certified Reference Material, N-{p-[(2-amino-4-hydroxypteridin-6-yl)methylamino]benzoyl}glutamic acid, Calcium Levofolinate EP Impurity C; Folic Acid; Calcium Folinate EP Impurity C, glutamic acid, N-[4-[[(2-amino-4,8-dihydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-, L-glutamic acid, N-[4-[[(2-amino-4,8-dihydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-, (2S)-2-[(4-{[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioic acid, (S)-2-(4-(((2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl)amino)benzamido)pentanedioic acid, Folic acid, BioReagent, suitable for cell culture, suitable for insect cell culture, suitable for plant cell culture, >=97%
Theoretical properties:
molecular_formula: C19H19N7O6
molecular_weight: 441.4 g/mol
exact_mass: 441.13968135 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 6
hydrogen_bond_acceptor_count: 10
rotatable_bond_count: 9
heavy_atom_count: 32
topological_polar_surface_area: 209 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Yellowish-orange crystals; extremely thin platelets (elongated @ 2 ends) from hot water
color: Yellowish-orange crystals; extremely thin platelets (elongated @ 2 ends) from hot water
odor: Odorless or almost odorless
melting_point: 482 °F (decomposes) (NTP, 1992)
solubility: Almost insoluble (NTP, 1992)
vapor_pressure: 6.2X10-20 mm Hg at 25 °C /Estimated/
Descriptions:
{"pubchem": "Folic acid is an N-acyl-amino acid that is a form of the water-soluble vitamin B9. Its biologically active forms (tetrahydrofolate and others) are essential for nucleotide biosynthesis and homocysteine remethylation. It has a role as a nutrient, a mouse metabolite and a human metabolite. It is a member of folic acids and a N-acyl-amino acid. It is functionally related to a pteroic acid. It is a conjugate acid of a folate(2-).", "chebi": "An <em>N</em>-acyl-amino acid that is a form of the water-soluble vitamin B<small><sub>9</sub></small>. Its biologically active forms (tetrahydrofolate and others) are essential for nucleotide biosynthesis and homocysteine remethylation.", "chembl": "FOLIC ACID is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.", "wikipedia": "Folate, also known as vitamin B9 and folacin, is one of the B vitamins. Manufactured folic acid, which is converted into folate by the body, is used as a dietary supplement and in food fortification as it is more stable during processing and storage. Folate is required for the body to make DNA and RNA and metabolise amino acids necessary for cell division and maturation of blood cells. As the human body cannot make folate, it is required in the diet, making it an essential nutrient. It occurs naturally in many foods. The recommended adult daily intake of folate in the U.S. is 400 micrograms from foods or dietary supplements.\nFolate in the form of folic acid is used to treat anemia caused by folate deficiency. Folic acid is also used as a supplement by women during pregnancy to reduce the risk of neural tube defects (NTDs) in the baby. NTDs include anencephaly and spina bifida, among other defects. Low levels in early pregnancy are believed to be the cause of more than half of babies born with NTDs. More than 80 countries use either mandatory or voluntary fortification of certain foods with folic acid as a measure to decrease the rate of NTDs. Long-term supplementation with relatively large amounts of folic acid is associated with a small reduction in the risk of stroke and, for \"relatively large amount\" meaning \u2265 400 \u03bcg/day,  an increased risk of prostate cancer. \nNot consuming enough folate can lead to folate deficiency. This may result in a type of anemia in which red blood cells become abnormally large. Symptoms may include feeling tired, heart palpitations, shortness of breath, open sores on the tongue, and changes in the color of the skin or hair. Folate deficiency in children may develop within a month of poor dietary intake. In adults, normal total body folate is between 10 and 30 mg with about half of this amount stored in the liver and the remainder in blood and body tissues. In plasma, the natural folate range is 150 to 450 nM.\nFolate was discovered between 1931 and 1943. It is on the World Health Organization's List of Essential Medicines. In 2023, it was the 94th most commonly prescribed medication in the United States, with more than 7 million prescriptions. The term \"folic\" is from the Latin word folium (which means leaf) because it was found in dark-green leafy vegetables.\n\n"}