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folic acid

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folic acid

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Also known as vitamin Bc, pteroyl-L-monoglutamic acid, pteroyl-L-glutamic acid, PGA, vitamin M, PteGlu, (2S)-2-[[4-[(2-amino-4-oxo-1H-pteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid, (2S)-2-[[4-[(2-amino-4-oxo-1H-pteridin-6-yl)methylamino]phenyl]carbonylamino]pentanedioic acid

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 fr

OverviewAI-generated

Folic acid is a chemical compound with the formula C₁₉H₁₉N₇O₆. Its IUPAC name is (2S)-2-[[4-[(2-amino-4-oxo-3H-pteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid. The substance has a mass of 441.14 and a defined daily dose of 10. It exhibits a pKa of 2.35, a solubility of 0.5, and a decomposition point of 250.

According to NHS information, folic acid is a medicine used to keep a baby healthy in pregnancy and to treat folate deficiency anaemia. The compound has a charge of 0, an xlogp of -1.1, and a tpsa of 209. It contains 6 hydrogen bond donors and 10 hydrogen bond acceptors.

Synthesized by Vinony from 28 facts across 5 sources: Wikidata, Firecrawl, PubChem, PubMed, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.

Key facts

Drug.IUPAC_name
(2S)-2-[[4-[(2-Amino-4-oxo-1H-pteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid | C = 19 | H = 19 | N = 7 | O = 6 | SMILES = n1c2C(=O)NC(N)=Nc2ncc1CNc3ccc(cc3)C(=O)N[C@H](C(O)=O)CCC(O)=O | StdInChI = 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 | StdInChI_comment = | StdInChIKey = OVBPIULPVIDEAO-LBPRGKRZSA-N | density = 1.6±0.1 | density_notes = | melting_point = 250 | melting_high = | melting_notes = (decomposition) | boiling_point = | boiling_notes = | solubility = 1.6 | sol_units = mg/L (25 °C) | specific_rotation =
Drug.drug_name
Folic acid
Drug.image
Folic acid.svg
Drug.image_class
skin-invert-image
Drug.width
260
Drug.alt
Skeletal formula
Drug.image2
Folic-acid-from-xtal-3D-bs-17.png
Drug.image_class2
bg-transparent
Drug.width2
280
Drug.tradename
Folicet, Folvite
Drug.MedlinePlus
a682591
Drug.DailyMedID
Folic acid
Drug.pregnancy_AU
A
Drug.routes_of_administration
By mouth, intramuscular, intravenous, subcutaneous
Drug.ATC_prefix
B03
Drug.ATC_suffix
BB01
Drug.legal_AU
S4
Drug.legal_AU_comment
/ S2

via Wikipedia infobox

Chemical data

Formula
C19H19N7O6
Molecular weight
441.4 g/mol
IUPAC name
(2S)-2-[[4-[(2-amino-4-oxo-3H-pteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid
SMILES
C1=CC(=CC=C1C(=O)N[C@@H](CCC(=O)O)C(=O)O)NCC2=CN=C3C(=N2)C(=O)NC(=N3)N
InChIKey
OVBPIULPVIDEAO-LBPRGKRZSA-N
XLogP
-1.1
Polar surface area
209 Ų
H-bond donors
6
H-bond acceptors
10
Formal charge
0

via PubChem

Research

62,242 papers

via PubMed

Described at

Folic acid: medicine used to keep your baby healthy in pregnancy and to treat folate deficiency anaemia. - NHS

NHS information about folic acid, including what it's used for, who can use it, how to use it and side effects.

nhs.uk

Your choice will be remembered for other online NHS services, such as the NHS App. Folic acid is a medicine that's taken during pregnancy to help your baby develop properly. It's also used to treat problems like folate deficiency. It's available with a prescription, but you can buy some types from shops or pharmacies. Folic acid usually comes as tablets or a liquid (oral solution). There are also tablets and capsules that combine folic acid with other vitamins and minerals (multivitamins). How much you need to take and how you take it depends on which type it is, how much folic acid it contains and why you're taking it. If you're pregnant you should take a folic acid supplement for the first 12 weeks of your pregnancy. If you're planning a pregnancy , you can start taking it before you get pregnant. If a doctor prescribes folic acid for you, follow their advice about how to take it and how much to take. Always check the packet or leaflet that comes with your medicine. Ask a pharmacist or doctor for advice if you're not sure how to use it or have any problems using it. Bring the folic acid packet or leaflet inside it, any remaining medicine, and any other medicines you take. Like all medicines, folic acid can cause side effects, although not everyone gets them. Liquid folic acid can also cause diarrhoea, vomiting and a skin rash that may be itchy. Folic acid does not usually affect your ability to drive, ride a bike or use machinery. They may be able to give you advice about how to reduce any side effects. Keep taking your medicine unless you're advised to stop. Rarely, folic acid can cause a more serious allergic reaction called anaphylaxis . Symptoms can include a swollen face, throat or tongue, a raised, itchy rash and difficulty breathing. Most adults and children over 12 months can take folic acid on its own. Multivitamins containing other vitamins combined with folic acid are not recommended for children under 12 years of age. Before taking folic acid, tell your doctor if you have any medical conditions. Folic acid can usually be taken while breastfeeding, but check with a pharmacist or doctor first before taking it. It's rare for breastfed babies to get any side effects of medicines you're using, but speak to a healthcare professional if you have any concerns about your baby. Folic acid supplements are often taken during pregnancy, but ask your doctor or pharmacist for advice if you're unsure before taking them. Some women need to take more than the usual recommended dose of folic acid while they're pregnant. If you're pregnant, you should also check with a doctor or pharmacist before taking a multivitamin that contains folic acid. There are some medicines, remedies and supplements that may not mix well with folic acid. Before taking folic acid, tell your doctor if you're taking any other medicines, herbal remedies, vitamins or supplements. Check the leaflet that comes with your medicine or ask your doctor or pharmacist if you're unsure. It's best to avoid or limit alcohol because it can affect how well folic acid works.

Excerpt from a page describing this subject · 9,331 chars · not written by Vinony

~45 min read

Encyclopedic overview

32 sections
Contents
  • Definition
  • Health effects
  • Birth defects
  • Fertility
  • Heart disease
  • Stroke
  • Cancer
  • Anti-folate chemotherapy
  • Neurological disorders
  • Folic acid, B<sub>12</sub> and iron
  • Malaria
  • Absorption, metabolism and excretion
  • Biosynthesis
  • Bioactivation
  • Drug interference
  • Function
  • DNA synthesis
  • Vitamin B<sub>12</sub> activation
  • Dietary recommendations
  • Safety
  • Food labeling
  • Deficiency
  • Sources
  • Food fortification
  • Australia and New Zealand
  • Canada
  • United Kingdom
  • United States
  • History
  • Animals
  • References
  • External links

{{Infobox drug | drug_name = Folic acid | image = Folic acid.svg | image_class = skin-invert-image | width = 260 | alt = Skeletal formula | caption = | image2 = Folic-acid-from-xtal-3D-bs-17.png | image_class2 = bg-transparent | width2 = 280 | alt2 = | pronounce = | tradename = Folicet, Folvite | Drugs.com = | MedlinePlus = a682591 | DailyMedID = Folic acid | pregnancy_AU = A | pregnancy_AU_comment = | pregnancy_category = | routes_of_administration = By mouth, intramuscular, intravenous, subcutaneous | class = | ATC_prefix = B03 | ATC_suffix = BB01 | ATC_supplemental =

| legal_AU = S4 | legal_AU_comment = /&nbsp;S2 | legal_BR = | legal_BR_comment = | legal_CA = | legal_CA_comment = | legal_DE = | legal_DE_comment = | legal_NZ = | legal_NZ_comment = | legal_UK = | legal_UK_comment = | legal_US = Rx-only | legal_US_comment = /&nbsp;OTC | legal_EU = | legal_EU_comment = | legal_UN = | legal_UN_comment = | legal_status =

Excerpted from Wikipedia’s “folic acid” article, available under the CC BY-SA 4.0 licence.

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