Compound: citric acid
SMILES: O=C(O)C(O)(CC(=O)O)CC(=O)O
InChIKey: KRKNYBCHXYNGOX-UHFFFAOYSA-N
Synonyms: citric acid, 77-92-9, 2-hydroxypropane-1,2,3-tricarboxylic acid, Citric acid, anhydrous, Aciletten, Anhydrous citric acid, Citro, Citretten, Citric acid anhydrous, Chemfill, Hydrocerol A, 1,2,3-Propanetricarboxylic acid, 2-hydroxy-, 2-hydroxy-1,2,3-propanetricarboxylic acid, Kyselina citronova, 2-Hydroxytricarballylic acid, beta-Hydroxytricarballylic acid, 3-Carboxy-3-hydroxypentane-1,5-dioic acid, FEMA No. 2306, FEMA Number 2306, Citric acid,anhydrous, Citricum acidum, Citric acid monoglyceride, Acidum citricum, Citric acid bp, XF417D3PSL, NSC-30279, Citric acid,hydrous, NSC-626579, Citric acid, hydrous, DTXSID3020332, NSC30279, NSC-112226, E330, DTXCID50332, 2-hydroxy-1,2,3-propanetricarboxyic acid, INS NO.330, CHEBI:30769, INS-330, B1650, E-330, CLENPIQ COMPONENT ANHYDROUS CITRIC ACID, 2-hydroxy-1,2,3-propane-tricarboxylic acid, Bio-Active, Pleo Citro, Urologic G, ACD Solution Modified, RefChem:6630, Citric Buffered Normal Saline, BETA-HYDROXY-TRICARBOXYLIC ACID, 2-(carboxymethyl)-2-hydroxybutanedioate;hydron, 2-Hydroxy-1,2,3-propanetricarboxylic Acid, Anhydrous, 201-069-1, 680-681-4, 920-306-6, 921-454-4, hydron;2-hydroxypropane-1,2,3-tricarboxylate, Caswell No. 221C, 2-Hydroxypropanetricarboxylic acid, C6H8O7, K-Lyte, Kyselina citronova [Czech], K-Lyte DS, CCRIS 3292, HSDB 911, EPA Pesticide Chemical Code 021801, Uro-trainer, AI3-06286, Suby G, NSC 30279, NSC 626579, BRN 0782061, MFCD00011669, 79586-22-4, CHEMBL1261, Kyselina 2-hydroxy-1,2,3-propantrikarbonova [Czech], Kyselina 2-hydroxy-1,2,3-propantrikarbonova, Ubiquitin, .beta.-Hydroxytricarballylic acid, citr, NSC626579, Citric acid, 99%, NCGC00090954-03, E 330, CITRATE ANION, 1,2,3-Tricarboxy-2-hydroxypropane;, Citric acid [USAN:JAN], CAS-77-92-9, 141633-96-7, 1,3-Propanetricarboxylic acid, 2-hydroxy-, EINECS 201-069-1, UNII-XF417D3PSL, Citraclean, Citronensaeure, citric-acid, Citric Acid Anhydrous; 2-Hydroxypropane-1,2,3-tricarboxylic acid, Anhydrous citrate, 2fwp, 4aci, 4nrm, H3cit, Citric acid, anhydrous [USP:JAN], Citric acid (8CI), K-Lyte (Salt/Mix), 1i2s, 1o4l, 1rq2, 1y4a, 2bo4, 2c4v, 2fw6, 4to8, Citraclean (Salt/Mix), Spectrum3_001850, WLN: QV1XQVQ1VQ, beta-Hydroxytricarballylate, cid_311, K-Lyte/Cl (Salt/Mix), CITRIC ACID [MI], K-Lyte DS (Salt/Mix), SCHEMBL842, bmse000076, HOC(CH2COOH)2COOH, EC 201-069-1, CITRIC ACID [FHFI], CITRIC ACID [HSDB], NCIStruc1_000057, NCIStruc2_000099, NCIOpen2_004062, NCIOpen2_004502, Oprea1_502996, BSPBio_003240, Citric acid (anhydrous) CRS, 134367-01-4, 4-03-00-01272 (Beilstein Handbook Reference), Citric Acid, anhydrous, USP, MLS001066346, CITRIC ACID [WHO-DD], Citric acid, anhydrous (USP), CITRICUM ACIDUM [HPUS], Anhydrous citric acid (JP18), GTPL2478, orb1301333, orb3140422, Citric acid, analytical standard, BDBM14672, BETZ 6251, Citric acid, p.a., 99.5%, KBio3_002740, Citric Acid, anhydrous, granular, MSK4426, 4o61, Citric acid, Electrophoresis Grade, HMS1787N01, HMS2268B04, HMS5085B05, Pharmakon1600-01300013, ANHYDROUS CITRIC ACID [II], ANHYDROUS CITRIC ACID [JAN], HY-N1428, STR12052, 1,2,3-Tricarboxy-2-hydroxypropane, Tox21_113436, Tox21_202405, Tox21_300124, BBL002530, EBC-26171, NSC759606, s5761, SBB008922, STK286098, Citric Acid, anhydrous granular, ACS, CITRIC ACID,ANHYDROUS [VANDF], AKOS000119911, ANHYDROUS CITRIC ACID [MART.], Citric Acid, anhydrous, fine granular, Citric acid, LR, anhydrous, >=99%, ACIDUM CITRICUM [WHO-IP LATIN], CS-6965, DB04272, FC02313, 3-Carboxy-3-hydroxypentane-1,5-dioate, Citric acid, >=99.5%, FCC, FG, Citric acid, ACS reagent, >=99.5%, Citric Acid, anhydrous powder, A.C.S., 2-Hydroxy-1,3-propanetricarboxylic acid, CITRIC ACID, ANHYDROUS [WHO-IP], NCGC00090954-01, NCGC00090954-02, NCGC00090954-04, NCGC00090954-05, NCGC00090954-06, NCGC00254055-01, NCGC00259954-01, 2-hydroxypropane-1,2,3-tricarboxylicacid, BP-31028, DA-72240, NCI60_022579, SMR000471840, SBI-0206765.P001, Citric acid, SAJ first grade, >=99.5%, 2-Hydroxy-1,2,3-propane tricarboxylic acid, ANHYDROUS CITRIC ACID [USP MONOGRAPH], C1949, CITRIC ACID, ANHYDROUS [EP IMPURITY], Citric acid, Vetec(TM) reagent grade, 99%, NS00007335, ST50308093, 1,2,3-Propanetricarboxylio acid, 2-hydroxy-, CITRIC ACID, ANHYDROUS [USP IMPURITY], EN300-16683, C00158, D00037, G91031, SBI-0206765.0002, AE-562/40806920, Citric acid, BioUltra, anhydrous, >=99.5% (T), F044712, Q159683, 1,2,3-Propanetricarboxylic acid, 2-hydroxy- (9CI), BRD-K76792669-001-08-1, Citric acid, certified reference material, TraceCERT(R), Citric acid, meets USP testing specifications, anhydrous, F2191-0222, 8F5D336A-442D-434A-9FB0-E400FF74E343, Citrate standard for IC, 1000 mg/L, analytical standard, 1,2,3-PROPANETRICARBOXYLIC ACID,2-HYDROXY  (CITRIC ACID), Citric acid, United States Pharmacopeia (USP) Reference Standard, CITRIC ACID (CONSTITUENT OF CRANBERRY LIQUID PREPARATION) [DSC], Citric acid, anhydrous, cell culture tested, plant cell culture tested, Citric acid, anhydrous, European Pharmacopoeia (EP) Reference Standard, Citric acid, anhydrous, free-flowing, Redi-Dri(TM), ACS reagent, >=99.5%, CITRIC ACID (CONSTITUENT OF GARCINIA CAMBOGIA AND GARCINIA INDICA) [DSC], Citric acid, Anhydrous, Pharmaceutical Secondary Standard; Certified Reference Material, Citric acid, meets analytical specification of Ph. Eur., BP, USP, E330, anhydrous, 99.5-100.5% (based on anhydrous substance), InChI=1/C6H8O7/c7-3(8)1-6(13,5(11)12)2-4(9)10/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12
Theoretical properties:
molecular_formula: C6H8O7
molecular_weight: 192.12 g/mol
exact_mass: 192.02700259 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 7
rotatable_bond_count: 5
heavy_atom_count: 13
topological_polar_surface_area: 132 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Crystals; monoclinic holohedra; crystallizes from hot concentrated aqueous solution
color: Crystals; monoclinic holohedra; crystallizes from hot concentrated aqueous solution
odor: Odorless
boiling_point: Decomposes (NTP, 1992)
melting_point: 307 °F (anhydrous) (NTP, 1992)
density: 1.54 at 68 °F (USCG, 1999) - Denser than water; will sink
solubility: greater than or equal to 100 mg/mL at 72 °F (NTP, 1992)
flash_point: 100 °C
Descriptions:
pubchem: Citric acid is a tricarboxylic acid that is propane-1,2,3-tricarboxylic acid bearing a hydroxy substituent at position 2. It is an important metabolite in the pathway of all aerobic organisms. It has a role as a calcium chelator, an antimicrobial agent, a chelator, a food acidity regulator and a fundamental metabolite. It is a conjugate acid of a citrate anion and a citrate(1-).
chebi: A tricarboxylic acid that is propane-1,2,3-tricarboxylic acid bearing a hydroxy substituent at position 2. It is an important metabolite in the pathway of all aerobic organisms.
chembl: CITRIC ACID is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Citric acid is an organic compound with the formula C6H8O7. It is a colorless weak organic acid. It occurs naturally in citrus fruits. In biochemistry, it is an intermediate in the citric acid cycle, which occurs in the metabolism of all aerobic organisms.
More than two million tons of citric acid are manufactured every year. It is used widely as acidifier, flavoring, preservative, and chelating agent.
A citrate is a derivative of citric acid; that is, the salts, esters, and the polyatomic anion found in solutions and salts of citric acid. An example of the former, a salt is trisodium citrate; an ester is triethyl citrate. When citrate trianion is part of a salt, the formula of the citrate trianion is written as C6H5O73– or C3H5O(COO)33–.