File:Zitronensäure_-_Citric_acid.svg · Wikimedia Commons · See Wikimedia Commons
citric acid
Sign in to saveAlso known as H3cit, E330, 2-hydroxypropane-1,2,3-tricarboxylic acid, E 330, anhydrous citric acid, beta-hydroxytricarballylic acid, 3-carboxy-3-hydroxypentane-1,5-dioic acid, 2-hydroxytricarballylic acid
weak organic acid
OverviewAI-generated
Citric acid is a chemical compound with the formula C₆H₈O₇. Its IUPAC name is 2-hydroxypropane-1,2,3-tricarboxylic acid. The substance has a density of 1.665 and a mass of 192.027. It melts at 154 and decomposes at 175. The pKa value is 3.14, and the molecule carries a charge of 0. It was discovered in 1784.
The compound features four hydrogen bond donors and seven hydrogen bond acceptors. Its topological polar surface area is 132, and the xlogp value is -1.7. The canonical SMILES notation is C(C(=O)O)C(CC(=O)O)(C(=O)O)O. Citric acid is classified under the MCN code 2918.14.00.
In scientific literature, citric acid is the subject of 37,204 PubMed entries. It is also referenced by 1,401 other encyclopedia articles. A Commons category exists for the substance.
Synthesized by Vinony from 24 facts across 4 sources: Wikidata, PubChem, PubMed, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Chemical data
- Formula
- C6H8O7
- Molecular weight
- 192.12 g/mol
- IUPAC name
- 2-hydroxypropane-1,2,3-tricarboxylic acid
- SMILES
- C(C(=O)O)C(CC(=O)O)(C(=O)O)O
- InChIKey
- KRKNYBCHXYNGOX-UHFFFAOYSA-N
- XLogP
- -1.7
- Polar surface area
- 132 Ų
- H-bond donors
- 4
- H-bond acceptors
- 7
- Formal charge
- 0
via PubChem
Research
37,204 papers- Citric acid from Aspergillus niger: a comprehensive overview.ReviewCritical reviews in microbiology · 2020Behera BCDOI: 10.1080/1040841X.2020.1828815
- Citric Acid: Properties, Microbial Production, and Applications in Industries.ReviewMolecules (Basel, Switzerland) · 2023Książek EDOI: 10.3390/molecules29010022
- Citric acid production.ReviewBiotechnology annual review · 2007Berovic M, Legisa MDOI: 10.1016/S1387-2656(07)13011-8
- Citric acid production patent review.ReviewRecent patents on biotechnology · 2008Anastassiadis S, Morgunov IG, Kamzolova SV et al.DOI: 10.2174/187220808784619757
- Citric Acid Promotes Immune Function by Modulating the Intestinal Barrier.International journal of molecular sciences · 2024Hu P, Yuan M, Guo B et al.DOI: 10.3390/ijms25021239
- A systematic review of methods of citric acid cough reflex testing.Pulmonary pharmacology & therapeutics · 2019Wallace E, Guiu Hernandez E, Ang A et al.DOI: 10.1016/j.pupt.2019.101827
- An overview of key industrial product citric acid production by Aspergillus niger and its application.ReviewJournal of industrial microbiology & biotechnology · 2024Latif A, Hassan N, Ali H et al.DOI: 10.1093/jimb/kuaf007
- Systems metabolic engineering for citric acid production by Aspergillus niger in the post-genomic era.ReviewMicrobial cell factories · 2019Tong Z, Zheng X, Tong Y et al.DOI: 10.1186/s12934-019-1064-6
via PubMed
~18 min read
Encyclopedic overview
Crystal sample from the saturated citric acid solution.
Names
Excerpted from Wikipedia’s “citric acid” article, available under the CC BY-SA 4.0 licence.
Gallery (12)
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