Basic information
- CAS
59-30-3- Standard SMILES
Nc1nc(=O)c2nc(CNc3ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc3)cnc2[nH]1- InChIKey
OVBPIULPVIDEAO-LBPRGKRZSA-N- Molecular formula
- C19H19N7O6
- Average molar mass
- 441.4 g/mol
- Monoisotopic mass
- 441.13968133
Overview
See also: Folic Acid (preferred); Broccoli (part of); Multivitamin (component of) ... View More ...
Names & identifiers
- Preferred name
- CID 6037
- IUPAC
- (2S)-2-[[4-[(2-amino-4-oxo-1H-pteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid
- English name
- Folic acid
- Molecular formula
- C19H19N7O6
- Molecular weight
- 441.4
Names & synonyms
Database identifiers
- CAS
59-30-3- PubChem CID
- 6037
- DTXSID
DTXSID0022519
Properties
Computed structural properties
- XLogP
- -1.1
- Topological polar surface area
- 209 Ų
- Hydrogen bond donors
- 6
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 9
- Heavy atoms
- 32
- Formal charge
- 0
- Complexity
- 767
Experimental & physicochemical properties
Physicochemical properties
- Melting point
- 250 °C · 250 °C
- alpha
- 20 · 20 º (c=1, 0.1N NaOH)
- Boiling point
- 552.35 °C · 552.35°C (rough estimate)
- Density
- 1.4704 · 1.4704 (rough estimate)
- bulk density
- 110 kg/m3 · 110kg/m3
- refractive index
- 1.68 · 1.6800 (estimate)
- storage temp.
- 2 · 2-8°C
- solubility
- 1 % · boiling water: soluble1%
- pka
- 2.5 · pKa 2.5 (Uncertain)
- form
- Crystalline Powder
- color
- Yellow to orange
- Odor
- Odorless
- PH Range
- 4 · 4
- PH
- 4 · 4.0-4.8 (25°C, 100g/L in H2O)
- biological source
- synthetic (organic)
- Water Solubility
- 1.6 mg/L · 1.6 mg/L (25 ºC)
- Merck
- 14 · 14,4221
- BRN
- 100781 · 100781
- BCS Class
- 3 · 3
- Stability
- Stable. Incompatible with heavy metal ions, strong oxidizing agents, strong reducing agents. Solutions may be light and heat sensitive.
- Cosmetics Ingredients Functions
- SKIN CONDITIONING
- InChIKey
- OVBPIULPVIDEAO-LBPRGKRZSA-N
- SMILES
- NC(N1)=NC(C2=C1N=CC(CNC3=CC=C(C(N[C@@H](CCC(O)=O)C(O)=O)=O)C=C3)=N2)=O
- LogP
- -0.99 · -0.990 (est)
- CAS DataBase Reference
- 59 · 59-30-3(CAS DataBase Reference)
- Substances Added to Food (formerly EAFUS)
- FOLIC ACID
- FDA 21 CFR
- 102.23 · 102.23; 104.20; 172.345;310.545
- EWG's Food Scores
- 1 · 1
- NCI Dictionary of Cancer Terms
- folate; folic acid
- FDA UNII
- 935 E97BOY8 · 935E97BOY8
- NCI Drug Dictionary
- folic acid
- ATC code
- 3 BB01,B03BB51,V04CX02 · B03BB01,B03BB51,V04CX02
- NIST Chemistry Reference
- Folic acid(59-30-3)
- EPA Substance Registry System
- 4 · L-Glutamic acid, N-[4-[[(2-amino-3,4-dihydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]- (59-30-3)
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 79 · NA.79
- Protein binding
- 70 % · 70%
- Excreted unchanged in urine
- Varies with daily dose
- Biological half-life
- 2.5 · 2.5 / -
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 261 · P261-P305+P351+P338
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
- Risk Statements
- 33 · 33-62-68
- Safety Statements
- 24 · 24/25
- WGK Germany
- 1 · 1
- RTECS
- 5425000 · LP5425000
- F
- 8 · 8
- TSCA
- TSCA listed
- HS Code
- 29362900 · 29362900
- Storage Class
- 11 · 11 - Combustible Solids
- Hazardous Substances Data
- 59 · 59-30-3(Hazardous Substances Data)
- Toxicity
- A water soluble vitamin required in the diet of mammals. Sulfonamide drugs are selectively toxic to bacteria because they inhibit the incorporation of p-aminobenzoic acid into folic acid, a biosynthetic process in bacteria. Folic acid deficiency adversely affects prenatal development in humans. Dietary supplementation with folic acid dramatically reduces the incidence of neural tube defects in humans. Folic acid deficiency may also contribute to the causes of megaloblastic macrocytic anemia and a consequence of this is that this disease can be induced, as a side effect, when methotrexate, a folic acid antagonist, is used in cancer chemotherapy
- REACH Registrations
- Active
Safety & regulation
Safety data
- F
- 8
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- LP5425000
- hs_code
- 29362900
- Toxicity
- A water soluble vitamin required in the diet of mammals. Sulfonamide drugs are selectively toxic to bacteria because they inhibit the incorporation of p-aminobenzoic acid into folic acid, a biosynthetic process in bacteria. Folic acid deficiency adversely affects prenatal development in humans. Dietary supplementation with folic acid dramatically reduces the incidence of neural tube defects in humans. Folic acid deficiency may also contribute to the causes of megaloblastic macrocytic anemia and a consequence of this is that this disease can be induced, as a side effect, when methotrexate, a folic acid antagonist, is used in cancer chemotherapy
- risk_code
- 33-62-68
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H335
- REACH Registrations
- Active
- Precautionary statements
- P261-P305+P351+P338
- Hazardous Substances Data
- 59-30-3(Hazardous Substances Data)
Chemistry & industry
Pharmacology
Applications
DescriptionFolic acid (folate,59-30-3) is a kind of B-vitamin which is mainly present in the liver and kidney. It has various kinds of pharmacological and physiological effects. It is involved in amino acid metabolism, purine and pyrimidine synthesis, and is also essential for hematopoiesis and red blood cell generation. In women pregnancy, folate can effectively prevent neural tube defects in the baby. It plays important role in fertility through contributing to spermatogenesis. It can also reduce the incidence of heart disease, stroke and cancer. Folate deficiency may lead to various kinds of diseases including glossitis, diarrhea, depression, confusion, anemia, and fetal neural tube defectsand brain defects (during pregnancy). Other symptoms may include fatigue, gray hair, mouth sores, poor growth, and swollen tongue.
DescriptionFolic acid is an essential B vitamin. It is converted to folate in vivo, which is a necessary cofactor for a variety of biological processes, including nucleotide synthesis and, thus, DNA synthesis and repair, among others. A deficiency in dietary folic acid can lead to a range of developmental and cognitive disorders, most prominently neural tube defects and congenital heart defects.
DescriptionIn the 1930s, brewer’s yeast was found to prevent anemia. Folic acid was later discovered to be the nutrient responsible for this effect and was purified in 1941 by Mitchell and coworkers (Mitchell et al., 1941). Folate is needed for biosynthesis of purines and thymidine for DNA and RNA synthesis in all cells. It is also involved in metabolism of some of the amino acids needed for protein synthesis, especially the conversions of serine to glycine and homocysteine to methionine. This makes the nutrient especially important during periods of rapid cell division, such as in pregnancy. Folate is also involved in transfer of one-carbon groups for methylation reactions. The role of folate in cell division was capitalized upon in the synthesis of aminopterin, a folate antagonist, which was one of the first anticancer drugs produced.
OccurrenceSynthetic
UsesLiterature tends to indicate that B vitamins cannot pass through the layers of the skin and, therefore, are of no value in the skin surface. Current experiments demonstrate, however, that vitamin B2 acts as a chemical reaction accelerator, enhancing the performance of tyrosine derivatives in suntan-accelerating preparations.
UsesFolic Acid is a water-soluble b-complex vitamin that aids in the for- mation of red blood cells, prevents certain anemias, and is essential in normal metabolism. high-temperature processing affects its sta- bility. it is best stored at lower than room temperatures. it is also termed folacin. it is found in liver, nuts, and green vegetables.
UsesA vitamin needed to synthesize DNA, conduct DNA repair and methylate DNA, it also acts as a cofactor in biological reactions involving folate.
Useshematopoietic vitamin
Usesfolic acid is generally used as an emollient. In vitro and in vivo skin studies now indicate its capacity to aid in DnA synthesis and repair, promote cellular turnover, reduce wrinkles, and promote skin firmness. There is some indication that folic acid may also protect DnA from uV-induced damage. Folic acid is a member of the vitamin B complex and is naturally occurring in leafy greens.
General DescriptionOdorless orange-yellow needles or platelets. Darkens and chars from approximately 482°F.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
Additional notes
DefinitionChEBI: 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 human metabolite, a nutrient and a mouse 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-).
Related reactions
Compound notes
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