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Azelaic acid is a naturally occurring and saturated dicarboxylic acid with diverse biological activities. It is a competitive inhibitor of tyrosinase, NADH dehydrogenase, succinic dehydrogenase, and reduced ubiquitinone:cytochrome C oxidoreductase in vitro. Azelaic acid inhibits the growth and colony formation of B16 murine as well as HMB2 and SK32 human melanoma cells in a concentration-dependent manner but has no effect on CHO cells. It decreases DNA synthesis, induces mitochondrial damage and dilation of the rough endoplasmic reticulum (RER), and reduces growth of mouse keratinocytes in a dose- and time-dependent manner. Azelaic acid is bacteriostatic against S. epidermidis, S. aureus, S. capitis, P. acnes, P. avidum, P. mirabilis, and C. albicans in vitro (MICs = 0.03-0.25 M). Formulations containing azelaic acid have been used in the treatment of acne and hyperpigmentation disorders.Formal Name: nonanedioic acid. CAS Number: 123-99-9. Synonyms: FA 9:1,O2, NSC 19493. Molecular Formula: C9H16O4. Formula Weight: 188.2. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 10 mg/ml, DMSO: 10 mg/ml, Ethanol: 10 mg/ml, PBS (pH 7.2): 0.1 mg/ml. SMILES: OC(CCCCCCCC(O)=O)=O. InChi Code: InChI=1S/C9H16O4/c10-8(11)6-4-2-1-3-5-7-9(12)13/h1-7H2,(H,10,11)(H,12,13). InChi Key: BDJRBEYXGGNYIS-UHFFFAOYSA-N. Side Chain Carbon Sum: 9:0.
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