5-{3-[(2-carboxy-4-oxo-4H-chromen-6-yl)oxy]-2-hydroxypropoxy}-4-oxo-4H-chromene-2-carboxylic acid

• ChemBase编号: 876
• 分子式: C23H16O11
• 平均质量: 468.36654
• 单一同位素质量: 468.06926133
• SMILES: O(CC(O)COc1cc2c(oc(cc2=O)C(=O)O)cc1)c1c2c(oc(cc2=O)C(=O)O)ccc1
• Canonical SMILES: OC(COc1cccc2c1c(=O)cc(o2)C(=O)O)COc1ccc2c(c1)c(=O)cc(o2)C(=O)O
• InChI: InChI=1S/C23H16O11/c24-11(9-31-12-4-5-16-13(6-12)14(25)7-19(33-16)22(27)28)10-32-17-2-1-3-18-21(17)15(26)8-20(34-18)23(29)30/h1-8,11,24H,9-10H2,(H,27,28)(H,29,30)
• InChIKey: FSINDHDHRQZTPH-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5-{3-[(2-carboxy-4-oxo-4H-chromen-6-yl)oxy]-2-hydroxypropoxy}-4-oxo-4H-chromene-2-carboxylic acid
• IUPAC传统名: 5-{3-[(2-carboxy-4-oxochromen-6-yl)oxy]-2-hydroxypropoxy}-4-oxochromene-2-carboxylic acid
• 商标名: Aarane; Alercom; Alerion; Allergocrom; Apo-Cromolyn; Children's Nasalcrom; Colimune; Crolom; Cromolyn Nasal Solution; Cromoptic; Cromovet; Fivent; Gastrocrom; Gastrofrenal; Gen-Cromoglycate; Inostral; Intal; Intal Inhaler; Intal Syncroner; Introl; Irtan; Lomudal; Lomupren; Lomusol; Lomuspray; Nalcrom; Nalcron; Nasalcrom; Nasmil; Opticrom; Opticron; Rynacrom; Sofro; Vistacrom; Vividrin
• 别名: Acide Cromoglicique [INN-French]; Acido Cromoglicico [INN-Spanish]; Acidum Cromoglicicum [INN-Latin]; Cromoglicic Acid; Cromoglycic Acid; Cromolyn; Cromoglycate; Cromoglicate

登记号

• CAS号: 16110-51-3
• PubChem SID: 160964339
• PubChem CID: 27686

理论计算性质

JChem

• Acid pKa: 1.7642059
• 质子受体: 11
• 质子供体: 3
• LogD (pH = 5.5): -4.92321
• LogD (pH = 7.4): -5.5695944
• Log P: 1.4770117
• 摩尔折射率: 114.1067 cm^3
• 极化性: 42.951942 Å^3
• 极化表面积: 165.89 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: 1.94
• LOG S: -4.2
• 溶解度: 2.98e-02 g/l

分子性质

理化性质

• 溶解度: 210 mg/L
• 疏水性(logP): 1.6

详细说明

DrugBank - DB01003

• Drug Groups: approved
• Description: A chromone complex that acts by inhibiting the release of chemical mediators from sensitized mast cells. It is used in the prophylactic treatment of both allergic and exercise-induced asthma, but does not affect an established asthmatic attack. [PubChem]
• Indication: For the management of patients with bronchial asthma. Also used in the treatment of vernal keratoconjunctivitis, vernal conjunctivitis, and vernal keratitis.
• Pharmacology: Cromoglicate or cromolyn (USAN), a synthetic compound, inhibits antigen-induced bronchospasms and, hence, is used to treat asthma and allergic rhinitis. Cromoglicate is used as an ophthalmic solution to treat conjunctivitis and is taken orally to treat systemic mastocytosis and ulcerative colitis.
• Toxicity: Symptoms of overdose include cough, nasal congestion, nausea, sneezing and wheezing.
• Affected Organisms: Humans and other mammals
• Absorption: 1%
• Half Life: 1.3 hours
• References: Heinke S, Szucs G, Norris A, Droogmans G, Nilius B: Inhibition of volume-activated chloride currents in endothelial cells by chromones. Br J Pharmacol. 1995 Aug;115(8):1393-8. [Pubmed]
• External Links: Wikipedia; RxList

参考文献

• Heinke S, Szucs G, Norris A, Droogmans G, Nilius B: Inhibition of volume-activated chloride currents in endothelial cells by chromones. Br J Pharmacol. 1995 Aug;115(8):1393-8. Pubmed