Compound: succinic acid
SMILES: O=C(O)CCC(=O)O
InChIKey: KDYFGRWQOYBRFD-UHFFFAOYSA-N
Synonyms: succinic acid, butanedioic acid, 110-15-6, Amber acid, Asuccin, Wormwood acid, Dihydrofumaric acid, Katasuccin, Bernsteinsaure, 1,2-Ethanedicarboxylic acid, ethylenesuccinic acid, 1,4-Butanedioic acid, Succinicum acidum, Butandisaeure, Acidum succinicum, Butanedionic acid, Kyselina jantarova, Ethylene dicarboxylic acid, acide succinique, Bernsteinsaeure, acide butanedioique, AB6MNQ6J6L, NSC-106449, DTXSID6023602, E363, FEMA NO. 4719, HOOC-CH2-CH2-COOH, DTXCID303602, CHEBI:15741, 1,2 Ethanedicarboxylic Acid, Succinate, Potassium, 1,4 Butanedioic Acid, RefChem:6501, 203-740-4, butanedioate;hydron, Butane diacid, Bernsteinsaure [German], Kyselina jantarova [Czech], MFCD00002789, HSDB 791, succ, NSC 106449, AI3-06297, NSC25949, NCGC00159372-02, NCGC00159372-04, Succinellite, Sal succini, WLN: QV2VQ, SIN, Succinic Acid; Butanedioic acid, Ethylene succinic acid, Ethanedicarboxylic acid, Succinic acid (Butanedioic acid), succinic-acid, Butanedioic-2,2,3,3-d4acid, sodium succinate (anhydrous), Butanedioic-1,2,3,4-13C4acid, succinate, 9, 26776-24-9, CAS-110-15-6, Succinic acid [NF], Succinic acid (8CI), Butanedioic acid (9CI), EINECS 203-740-4, UNII-AB6MNQ6J6L, BRN 1754069, Dihydrofumarate, Succinicate, succinct acid, Succunic Acide, Butanedioic acid diammonium salt, 1cze, Succinic acid CRS, 1,4-Butanedioate, Succinic acid, 6, Succinic acid, FCC, SuccinicAcid(IndustrialGrade&FoodGrade), Succinic acid, 99%, Succinic acid, natural, 4lh2, 1,2-Ethanedicarboxylate, suc, Succinic acid (standard), Terlipressin Impurity 14, SCHEMBL829, Succinic acid, ACS grade, bmse000183, bmse000968, CHEMBL576, EC 203-740-4, SUCCINIC ACID [II], SUCCINIC ACID [MI], SUCCINIC ACID [FCC], A 12084, SUCCINIC ACID [HSDB], 4-02-00-01908 (Beilstein Handbook Reference), SCHEMBL259220, SCHEMBL490729, SCHEMBL595442, SUCCINIC ACID [VANDF], SUCCINIC ACID [MART.], GTPL3637, orb1305118, orb3140119, SCHEMBL8424503, SUCCINIC ACID [USP-RS], SUCCINIC ACID [WHO-DD], SUCCINICUM ACIDUM [HPUS], BDBM26121, HY-N0420R, MSK7504, HMS3885O04, HMS5082G13, HY-N0420, STR02803, Tox21_111612, Tox21_201918, Tox21_303247, BBL002473, EBC-26049, LMFA01170043, NSC-25949, NSC106449, s3791, SBB040562, STK387105, SUCCINIC ACID [USP IMPURITY], Succinic acid, >=99%, FCC, FG, Succinic acid, BioXtra, >=99.0%, AKOS000118899, Tox21_111612_1, CCG-266069, DB00139, FS27891, NCGC00159372-03, NCGC00159372-05, NCGC00159372-06, NCGC00257092-01, NCGC00259467-01, Succinic acid, ACS reagent, >=99.0%, BP-21128, Succinic Acid; Adipic Acid EP Impurity B, Succinic acid, ReagentPlus(R), >=99.0%, ADIPIC ACID IMPURITY B [EP IMPURITY], CS-0008946, NS00002272, S0100, ST50213944, Succinic acid, p.a., ACS reagent, 99.0%, Succinic acid, SAJ first grade, >=99.0%, EN300-17990, Succinic acid, purum p.a., >=99.0% (T), Succinic acid, SAJ special grade, >=99.5%, 1,4-BUTANEDIOIC ACID  (SUCCINIC ACID), C00042, D85169, SBI-0633499.0002, Succinic acid, Vetec(TM) reagent grade, 98%, AB01332192-02, F239121, Q213050, SR-01000944556, SR-01000944556-2, BRD-K45238818-001-02-6, Z57127453, F2191-0239, 37E8FFFB-70DA-4399-B724-476BD8715EF0, Succinic acid, certified reference material, TraceCERT(R), Succinic acid, puriss. p.a., ACS reagent, >=99.5% (T), Succinic acid, United States Pharmacopeia (USP) Reference Standard, InChI=1/C4H6O4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6)(H,7,8, Succinic acid, matrix substance for MALDI-MS, >=99.5% (T), Ultra pure, Succinic acid, anhydrous, free-flowing, Redi-Dri(TM), ACS reagent, >=99.0%, Succinic acid, BioReagent, suitable for cell culture, suitable for insect cell culture, Succinic Acid, Pharmaceutical Secondary Standard; Certified Reference Material
Theoretical properties:
molecular_formula: C4H6O4
molecular_weight: 118.09 g/mol
exact_mass: 118.02660867 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 3
heavy_atom_count: 8
topological_polar_surface_area: 74.6 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: WHITE MINUTE MONOCLINIC PRISMS
color: WHITE MINUTE MONOCLINIC PRISMS
odor: Odorless
boiling_point: 455 °F at 760 mmHg (Decomposes) (NTP, 1992)
melting_point: 363 to 365 °F (NTP, 1992)
density: 1.572 at 68 °F (NTP, 1992) - Denser than water; will sink
solubility: 5 to 10 mg/mL at 72 °F (NTP, 1992)
flash_point: 160 °C (open cup)
vapor_pressure: 0.00000019 [mmHg]
Descriptions:
{"pubchem": "Succinic acid is an alpha,-dicarboxylic acid resulting from the formal oxidation of each of the terminal methyl groups of butane to the corresponding carboxy group. It is an intermediate metabolite in the citric acid cycle. It has a role as a micronutrient, an anti-ulcer drug, a nutraceutical, a radiation protective agent and a fundamental metabolite. It is an alpha,omega-dicarboxylic acid and a C4-dicarboxylic acid. It is a conjugate acid of a succinate(1-).", "chebi": "An \u03b1,\u03c9-dicarboxylic acid resulting from the formal oxidation of each of the terminal methyl groups of butane to the corresponding carboxy group. It is an intermediate metabolite in the citric acid cycle.", "chembl": "SUCCINIC ACID is a small molecule listed in the ChEMBL database and has reached clinical trial phase 3.0.", "wikipedia": "Succinic acid ()  is a dicarboxylic acid with the chemical formula (CH2)2(CO2H)2.  In living organisms, succinic acid takes the form of an anion, succinate, which has multiple biological roles as a metabolic intermediate being converted into fumarate by the enzyme succinate dehydrogenase in complex 2 of the electron transport chain which is involved in making ATP, and as a signaling molecule reflecting the cellular metabolic state.\nSuccinate is generated in mitochondria via the tricarboxylic acid (TCA) cycle. Succinate can exit the mitochondrial matrix and function in the cytoplasm as well as the extracellular space, changing gene expression patterns, modulating epigenetic landscape or demonstrating hormone-like signaling. As such, succinate links cellular metabolism, especially ATP formation, to the regulation of cellular function.\nDysregulation of succinate synthesis, and therefore ATP synthesis, happens in some genetic mitochondrial diseases, such as Leigh syndrome, and Melas syndrome, and degradation can lead to pathological conditions, such as malignant transformation, inflammation and tissue injury.\nSuccinic acid is marketed as food additive E363. The name derives from Latin succinum, meaning amber.\n\n"}