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01769

Folic acid

Name: Folic acid
Brand: SIAL

Synonym(s):

Acidum folicum, PteGlu, Pteroyl-L-glutamic acid, Vitamin M

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About This Item

Empirical Formula (Hill Notation):

C₁₉H₁₉N₇O₆

CAS Number:

59-30-3

Molecular Weight:

441.40

UNSPSC Code:

12352209

PubChem Substance ID:

329747356

eCl@ss:

34058014

EC Number:

200-419-0

Beilstein/REAXYS Number:

100781

MDL number:

MFCD00079305

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Properties

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

Description

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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Storage Class

11 - Combustible Solids

wgk

WGK 1

ppe

Eyeshields, Gloves, type N95 (US)

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Multivitamin/folic acid supplementation in early pregnancy reduces the prevalence of neural tube defects.

A Milunsky et al.

JAMA, 262(20), 2847-2852 (1989-11-24)

We examined the relation of multivitamin intake in general, and folic acid in particular, to the risk of neural tube defects in a cohort of 23,491 women undergoing maternal serum alpha-fetoprotein screening or amniocentesis around 16 weeks of gestation. Complete

Uptake and trafficking of fluorescent conjugates of folic acid in intact kidney determined using intravital two-photon microscopy.

Ruben M Sandoval et al.

American journal of physiology. Cell physiology, 287(2), C517-C526 (2004-04-23)

Intravital two-photon microscopy was used to follow the uptake and trafficking of fluorescent conjugates of folic acid in the rat kidney. Intravenously administered folate-linked dye molecules quickly filled the plasma volume but not cellular components of the blood. Glomerular filtration

Folic acid supplementation diminishes diabetes- and glucose-induced dysmorphogenesis in rat embryos in vivo and in vitro.

Parri Wentzel et al.

Diabetes, 54(2), 546-553 (2005-01-29)

Maternal administration of folic acid diminishes the risk of neural tube defects (NTDs) in offspring, but whether folic acid exerts a similar effect in diabetic pregnancy is unknown. The aim was to investigate whether maldevelopment in rat embryos caused by

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Global Trade Item Number

SKU	GTIN
213810-10G	04061836825744