Citric Acid
PubChem CID: 311
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| Compound Synonyms | citric acid, 77-92-9, Citric acid, anhydrous, 2-hydroxypropane-1,2,3-tricarboxylic acid, Anhydrous citric acid, Aciletten, Citro, Citric acid anhydrous, Citretten, Chemfill, Hydrocerol A, 1,2,3-Propanetricarboxylic acid, 2-hydroxy-, Kyselina citronova, 2-hydroxy-1,2,3-propanetricarboxylic acid, 2-Hydroxytricarballylic acid, Caswell No. 221C, 3-Carboxy-3-hydroxypentane-1,5-dioic acid, FEMA No. 2306, 2-Hydroxypropanetricarboxylic acid, FEMA Number 2306, beta-Hydroxytricarballylic acid, Citric acid,anhydrous, Citricum acidum, Citric acid monoglyceride, CCRIS 3292, HSDB 911, K-Lyte, EPA Pesticide Chemical Code 021801, Kyselina citronova [Czech], K-Lyte DS, AI3-06286, NSC 30279, Citronensaeure, NSC 626579, Acidum citricum, Uro-trainer, BRN 0782061, UNII-XF417D3PSL, H3cit, EINECS 201-069-1, Suby G, XF417D3PSL, NSC-30279, NSC-626579, DTXSID3020332, CHEBI:30769, Kyselina 2-hydroxy-1,2,3-propantrikarbonova, MFCD00011669, NSC-112226, CHEMBL1261, Kyselina 2-hydroxy-1,2,3-propantrikarbonova [Czech], E330, DTXCID50332, 2-hydroxy-1,2,3-propanetricarboxyic acid, .beta.-Hydroxytricarballylic acid, EC 201-069-1, citr, 4-03-00-01272 (Beilstein Handbook Reference), NSC30279, NSC626579, 79586-22-4, Citric acid, 99%, NCGC00090954-03, Ubiquitin, E 330, CLENPIQ COMPONENT ANHYDROUS CITRIC ACID, CITRATE ANION, Acidum citricum monohydrate, C6H8O7, Citralite, ANHYDROUS CITRIC ACID (II), ANHYDROUS CITRIC ACID [II], ANHYDROUS CITRIC ACID (MART.), ANHYDROUS CITRIC ACID [MART.], Citric acid [USAN:JAN], CAS-77-92-9, 1,3-Propanetricarboxylic acid, 2-hydroxy-, ANHYDROUS CITRIC ACID (USP MONOGRAPH), ANHYDROUS CITRIC ACID [USP MONOGRAPH], CITRIC ACID, ANHYDROUS (EP IMPURITY), CITRIC ACID, ANHYDROUS [EP IMPURITY], CITRIC ACID, ANHYDROUS (USP IMPURITY), CITRIC ACID, ANHYDROUS [USP IMPURITY], 2-hydroxy-1,2,3-propanetricarboxylate, 2-hydroxy-1,2,3-propane-tricarboxylic acid, B1650, Citraclean, Citronensaure, acido citrico, citric-acid, Citric Acid Anhydrous, 2-Hydroxypropane-1,2,3-tricarboxylic acid, Anhydrous citrate, 2fwp, 4aci, 4nrm, Citric acid, anhydrous [USP:JAN], Citric Acid,(S), 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), bmse000076, HOC(CH2COOH)2COOH, CITRIC ACID [FHFI], CITRIC ACID [HSDB], NCIStruc1_000057, NCIStruc2_000099, NCIOpen2_004062, NCIOpen2_004502, Oprea1_502996, BSPBio_003240, Citric acid anhydrous (JAN), Citric Acid, anhydrous, USP, MLS001066346, CITRIC ACID [WHO-DD], Citric acid, anhydrous (USP), CITRICUM ACIDUM [HPUS], Anhydrous citric acid (JP18), GTPL2478, Citric acid, analytical standard, BDBM14672, Citric acid, p.a., 99.5%, KBio3_002740, Citric Acid, anhydrous, granular, 4o61, Citric acid, Electrophoresis Grade, HMS1787N01, HMS2268B04, Pharmakon1600-01300013, ANHYDROUS CITRIC ACID [JAN], HY-N1428, STR12052, 1,2,3-Tricarboxy-2-hydroxypropane, Tox21_113436, Tox21_202405, Tox21_300124, BBL002530, NSC759606, s5761, STK286098, CITRIC ACID,ANHYDROUS [VANDF], AKOS000119911, BETA-HYDROXY-TRICARBOXYLIC ACID, Citric Acid, anhydrous, fine granular, Citric acid, LR, anhydrous, >=99%, USEPA/OPP Pesticide Code: 21801, 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, 134367-01-4, 2-hydroxypropane-1,2,3-tricarboxylicacid, BP-31028, Citric Acid, anhydrous granular, A.C.S., DA-72240, NCI60_022579, SMR000471840, SBI-0206765.P001, Citric acid, SAJ first grade, >=99.5%, 2-Hydroxy-1,2,3-propane tricarboxylic acid, C1949, Citric acid, Vetec(TM) reagent grade, 99%, NS00007335, 1,2,3-Propanetricarboxylio acid, 2-hydroxy-, EN300-16683, C00158, D00037, G91031, SBI-0206765.0002, AE-562/40806920, ANHYDROUS CITRIC ACID COMPONENT OF CLENPIQ, Citric acid, BioUltra, anhydrous, >=99.5% (T), Q159683, 1,2,3-Propanetricarboxylic acid, 2-hydroxy- (9CI), 2-Hydroxy-1,2,3-propanetricarboxylic Acid, Anhydrous, 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 (CONSTITUENT OF CRANBERRY LIQUID PREPARATION), Citric acid, United States Pharmacopeia (USP) Reference Standard, CITRIC ACID (CONSTITUENT OF CRANBERRY LIQUID PREPARATION) [DSC], CITRIC ACID (CONSTITUENT OF GARCINIA CAMBOGIA AND GARCINIA INDICA), 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, 141633-96-7, 201-069-1, 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 |
|---|---|
| Ghose Rule | False |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 132.0 |
| Hydrogen Bond Donor Count | 4.0 |
| Pfizer 3 75 Rule | True |
| Np Classifier Class | Hydroxy fatty acids |
| Deep Smiles | OC=O)CCC=O)O)))CC=O)O)))O |
| Heavy Atom Count | 13.0 |
| Classyfire Class | Carboxylic acids and derivatives |
| Description | Citrate, also known as anhydrous citric acid or 2-hydroxy-1,2,3-propanetricarboxylic acid, belongs to tricarboxylic acids and derivatives class of compounds. Those are carboxylic acids containing exactly three carboxyl groups. Citrate is soluble (in water) and a weakly acidic compound (based on its pKa). Citrate can be found in a number of food items such as ucuhuba, loquat, bayberry, and longan, which makes citrate a potential biomarker for the consumption of these food products. Citrate can be found primarily in most biofluids, including saliva, sweat, feces, and blood, as well as throughout all human tissues. Citrate exists in all living species, ranging from bacteria to humans. In humans, citrate is involved in several metabolic pathways, some of which include the oncogenic action of succinate, the oncogenic action of fumarate, the oncogenic action of 2-hydroxyglutarate, and congenital lactic acidosis. Citrate is also involved in several metabolic disorders, some of which include 2-ketoglutarate dehydrogenase complex deficiency, pyruvate dehydrogenase deficiency (E2), fumarase deficiency, and glutaminolysis and cancer. Moreover, citrate is found to be associated with lung Cancer, tyrosinemia I, maple syrup urine disease, and propionic acidemia. A citrate is a derivative of citric acid, that is, the salts, esters, and the polyatomic anion found in solution. An example of the former, a salt is trisodium citrate, an ester is triethyl citrate. When part of a salt, the formula of the citrate ion is written as C6H5O73− or C3H5O(COO)33− . |
| Classyfire Subclass | Tricarboxylic acids and derivatives |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 227.0 |
| Database Name | fooddb_chem_all;hmdb_chem_all;imppat_phytochem;pubchem |
| Defined Atom Stereocenter Count | 0.0 |
| Uniprot Id | P53396, O75390, P15121, P14174, Q9Y663, Q14749, Q9BY32, P07741, P07998, Q96KN2, Q93088, O76074, Q99798, P21399, P40926, P12931, P03950, O94956, P12724, Q9BZX2, Q8N0X4, Q96RQ9, Q9ULI2, Q9GZU7, P15086 |
| Iupac Name | 2-hydroxypropane-1,2,3-tricarboxylic acid |
| Class | Carboxylic acids and derivatives |
| Veber Rule | True |
| Classyfire Superclass | Organic acids and derivatives |
| Xlogp | -1.7 |
| Superclass | Organic acids and derivatives |
| Subclass | Tricarboxylic acids and derivatives |
| Gsk 4 400 Rule | True |
| Molecular Formula | C6H8O7 |
| Inchi Key | KRKNYBCHXYNGOX-UHFFFAOYSA-N |
| Silicos It Class | Soluble |
| Rotatable Bond Count | 5.0 |
| State | Solid |
| Synonyms | 2-Hydroxy-1,2,3-propanetricarboxylic acid, 2-Hydroxytricarballylic acid, 3-Carboxy-3-hydroxypentane-1,5-dioic acid, Citronensaeure, e330, H3Cit, Anhydrous citric acid, Citric acid anhydrous, 2-Hydroxy-1,2,3-propanetricarboxylate, 2-Hydroxytricarballylate, 3-Carboxy-3-hydroxypentane-1,5-dioate, Anhydrous citrate, Citrate anhydrous, Citrate, Aciletten, beta-Hydroxytricarballylate, beta-Hydroxytricarballylic acid, Chemfill, Citraclean, Citretten, Citro, e 330, Hydrocerol a, Kyselina citronova, Suby g, Uro-trainer, Acid monohydrate, citric, Monohydrate, citric acid, Citric acid, anhydrous, Citric acid monohydrate, Uralyt u, citirc acid, citric, citric acid, citric-acid |
| Esol Class | Highly soluble |
| Functional Groups | CC(=O)O, CO |
| Compound Name | Citric Acid |
| Kingdom | Organic compounds |
| Exact Mass | 192.027 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 192.027 |
| Hydrogen Bond Acceptor Count | 7.0 |
| Molecular Weight | 192.12 |
| Gi Absorption | False |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 0.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aliphatic acyclic compounds |
| Lipinski Rule Of 5 | True |
| Inchi | InChI=1S/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) |
| Smiles | C(C(=O)O)C(CC(=O)O)(C(=O)O)O |
| Np Classifier Biosynthetic Pathway | Fatty acids |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | False |
| Taxonomy Direct Parent | Tricarboxylic acids and derivatives |
| Np Classifier Superclass | Fatty Acids and Conjugates |
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