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01769

Sigma-Aldrich

Folic acid

Synonym(s):
Acidum folicum, PteGlu, Vitamin M, Pteroyl-L-glutamic acid
Empirical Formula (Hill Notation):
C19H19N7O6
CAS Number:
Molecular Weight:
441.40
Beilstein:
100781
EC Number:
MDL number:
eCl@ss:
34058014
PubChem Substance ID:

biological source

synthetic

Agency

USP/NF

assay

96.0-102.0% anhydrous basis

form

powder

color

yellow

mp

250 °C

solubility

cold water: very slightly soluble 0.0016 mg/ml at 25 degrees C
boiling water: soluble 1%
1-butanol: partially soluble
acetone: insoluble
benzene: insoluble
chloroform: insoluble
diethyl ether: insoluble
dilute HCl: soluble (Hot)
ethanol: partially soluble
methanol: slightly soluble
sulfuric acid: soluble

storage temp.

2-8°C

SMILES string

NC(N1)=NC(C2=C1N=CC(CNC3=CC=C(C(N[C@@H](CCC(O)=O)C(O)=O)=O)C=C3)=N2)=O

InChI

1S/C19H19N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,8,12,21H,5-7H2,(H,24,29)(H,27,28)(H,31,32)(H3,20,22,25,26,30)/t12-/m0/s1

InChI key

OVBPIULPVIDEAO-LBPRGKRZSA-N

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Application

Folic acid was injected in control and manifest diabetic pregnant rats for studying whether folic acid supplementation can moderate diabetes and glucose-induced dysmorphogenesis in rat embryos. It can also be used in the synthesis of N10-trifluoroacetylpteroic acid.

Biochem/physiol Actions

Folic acid also referred to as folate, vitamin M or vitamin Bc is a form of water-soluble vitamin B9. Folic acid therapy can reduce elevated plasma levels of arginine and asymmetric dimethylarginine (ADMA) in hyperhomocysteinaemic subjects. Folic acid used as a food supplement in early pregnancy can diminish the risk of neural tube defects.

Preparation Note

Folic acid dissolves in hot dil HCl, H2SO4 and about 1% boiling water. It is slightly soluble in methanol and shows very slight solubility in cold water (0.0016 mg/ml at 25°C). Additionally, the product appreciably dissolves in ethanol and butanol and has relative solubility in acetic acid, phenol, pyridine, solutions of alkali hydroxides and carbonates. It is insoluble in acetone, benzene, ether and chloroform.

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Certificate of Origin

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