Compound: azelaic acid
SMILES: O=C(O)CCCCCCCC(=O)O
InChIKey: BDJRBEYXGGNYIS-UHFFFAOYSA-N
Synonyms: azelaic acid, NONANEDIOIC ACID, 123-99-9, Anchoic acid, Finacea, Lepargylic acid, 1,7-Heptanedicarboxylic acid, Azelex, Skinoren, Heptanedicarboxylic acid, 1,9-Nonanedioic acid, Emerox 1110, Emerox 1144, n-Nonanedioic acid, acide azelaique, Acido azelaico, acidum azelaicum, Azelaic acid, technical grade, 1,7-Dicarboxyheptane, ZK 62498, ZK-62498, F2VW3D43YT, NSC-19493, DTXSID8021640, CHEBI:48131, NSC19493, DTXCID501640, 4-02-00-02055 (Beilstein Handbook Reference), hydron;nonanedioate, Azelainsaeure, Nonandisaeure, Finacea Foam, Azelaic Acid Gel, RefChem:5575, D10AX03, 204-669-1, Finevin, Azelainic acid, Skinorem, Emery's L-110, NSC 19493, MFCD00004432, heptane-1,7-dicarboxylic acid, MLS000069659, NCGC00014993-07, SMR000059164, Azalaic Acid, Acide azelaique [French], Acido azelaico [Spanish], Acidum azelaicum [Latin], Azelaic acid [USAN:INN], Azelaic, CAS-123-99-9, Finacea (TN), Azelex (TN), SR-01000075671, EINECS 204-669-1, UNII-F2VW3D43YT, Azelaic acid (USAN/INN), BRN 1101094, Azelaicacidtech, Lepargylate, Anchoate, azelaic-acid, n-Nonanedioate, AI3-06299, HSDB 7659, 1tuf, 1,9-Nonanedioate, SH-441, AGN-191861, Azelaic acid, 98%, Spectrum_000057, Water-solubleazelaicacid, Opera_ID_740, Azelaic acid (Standard), 1,7-Heptanedicarboxylate, Spectrum2_000995, Spectrum3_000278, Spectrum4_000401, Spectrum5_001304, Water-soluble azelaic acid, AZELAIC ACID [MI], Epitope ID:187039, EC 204-669-1, AZELAIC ACID [INN], Lopac-246379, SCHEMBL3887, AZELAIC ACID [HSDB], AZELAIC ACID [USAN], CHEMBL1238, Lopac0_000051, AZELAIC ACID [VANDF], BSPBio_001756, KBioGR_000662, KBioSS_000437, Nonanedioic acid Azelaic acid, MLS001148615, AZELAIC ACID [MART.], BIDD:GT0315, DivK1c_000532, SPECTRUM1500648, SPBio_001089, AZELAIC ACID [WHO-DD], GTPL7484, orb1310162, orb3025897, SCHEMBL11583701, SCHEMBL20853602, HMS501K14, HY-B0704R, KBio1_000532, KBio2_000437, KBio2_003005, KBio2_005573, KBio3_001256, Azelaic acid, analytical standard, MSK1782, NINDS_000532, HMS1921O11, HMS2092E22, HMS2234D10, HMS3260K03, HMS3372J07, HMS5083D11, Pharmakon1600-01500648, AZELAIC ACID [ORANGE BOOK], HY-B0704, Tox21_110063, Tox21_201989, Tox21_303011, Tox21_500051, Azelaic acid, technical grade, 80%, CCG-40081, EBC-13419, LMFA01170054, NSC757406, s4550, SBB060279, STL059432, AKOS000120052, Tox21_110063_1, Azelaic acid, technical, ~85% (GC), Azelaic acid, Vetec(TM) reagent grade, DB00548, FA29685, KS-5293, LP00051, NSC-757406, SDCCGMLS-0066619.P001, SDCCGMLS-0066619.P033, SDCCGSBI-0050040.P004, IDI1_000532, MLS-0066619, NCGC00014993-01, NCGC00014993-02, NCGC00014993-03, NCGC00014993-04, NCGC00014993-05, NCGC00014993-06, NCGC00014993-08, NCGC00014993-09, NCGC00014993-10, NCGC00014993-12, NCGC00014993-15, NCGC00093565-01, NCGC00093565-02, NCGC00093565-03, NCGC00093565-04, NCGC00093565-05, NCGC00093565-06, NCGC00093565-07, NCGC00256508-01, NCGC00259538-01, NCGC00260736-01, BP-27863, MLS-0066619.P021, SBI-0050040.P003, A0561, A1318, Dicarboxylic acid C9; Nonanedioic acid; AZA, EU-0100051, NS00011498, ST45053319, EN300-18040, C08261, D03034, D70171, M01351, AB00052140_12, Q413504, SR-01000075671-1, SR-01000075671-4, SR-01000075671-6, 0C50D8EC-0DB0-4F24-8EFC-2919E1F0D9BF, BRD-K08976401-001-18-5, Z57127532, F8889-5093, InChI=1/C9H16O4/c10-8(11)6-4-2-1-3-5-7-9(12)13/h1-7H2,(H,10,11)(H,12,13
Theoretical properties:
molecular_formula: C9H16O4
molecular_weight: 188.22 g/mol
exact_mass: 188.10485899 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 8
heavy_atom_count: 13
topological_polar_surface_area: 74.6 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Monoclinic prismatic needles
color: Monoclinic prismatic needles
density: 1.225 g/cu cm at 25 °C
flash_point: 210 °C (closed cup)
vapor_pressure: 0.00000001 [mmHg]
Descriptions:
pubchem: Nonanedioic acid is an alpha,-dicarboxylic acid that is heptane substituted at positions 1 and 7 by carboxy groups. It has a role as an antibacterial agent, an antineoplastic agent, a dermatologic drug and a plant metabolite. It is a dicarboxylic fatty acid and an alpha,omega-dicarboxylic acid. It is a conjugate acid of an azelaate and an azelaate(2-).
chebi: An α,ω-dicarboxylic acid that is heptane substituted at positions 1 and 7 by carboxy groups.
chembl: AZELAIC ACID is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Azelaic acid (AzA), or nonanedioic acid, is an organic compound with the formula HOOC(CH2)7COOH. This saturated dicarboxylic acid exists as a white powder. It is found in wheat, rye, and barley. It is a precursor to diverse industrial products including polymers and plasticizers, as well as being a component of several hair and skin conditioners. In medicine, topical formulations of AzA are used in the treatment of acne vulgaris, where they exert antimicrobial and keratolytic effects that reduce clogged hair follicles and inflammation. In plants, AzA functions as a mobile signaling molecule that primes systemic acquired resistance against pathogens by inducing the accumulation of salicylic acid. AzA also inhibits tyrosinase.