(3R,4R)-3-[(1-carboxyeth-1-en-1-yl)oxy]-4-hydroxycyclohexa-1,5-diene-1-carboxylic acid

• ChemBase ID: 126557
• Molecular Formular: C10H10O6
• Molecular Mass: 226.1828
• Monoisotopic Mass: 226.04773804
• SMILES: O=C(O)C1=C[C@@H](OC(=C)C(=O)O)[C@H](O)C=C1
• Canonical SMILES: O[C@@H]1C=CC(=C[C@H]1OC(=C)C(=O)O)C(=O)O
• InChI: InChI=1S/C10H10O6/c1-5(9(12)13)16-8-4-6(10(14)15)2-3-7(8)11/h2-4,7-8,11H,1H2,(H,12,13)(H,14,15)/t7-,8-/m1/s1
• InChIKey: WTFXTQVDAKGDEY-HTQZYQBOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4R)-3-[(1-carboxyeth-1-en-1-yl)oxy]-4-hydroxycyclohexa-1,5-diene-1-carboxylic acid
• IUPAC Traditional name: chorismic acid
• Synonyms: Chorismic acid; Chorismic acid from Enterobacter aerogenes; 反式-3-([1-羧基乙烯基]氧)-4-羟基-1,5-环己二烯-1-羧酸; 分支酸 来源于产气肠杆菌

Database IDs

• CAS Number: 617-12-9
• MDL Number: MFCD00135935
• PubChem SID: 24892434; 162220889
• PubChem CID: 12039
• CHEBI ID: 17333
• Chemspider ID: 11542
• Wikipedia Title: Chorismic_acid

CALCULATED PROPERTIES

• Acid pKa: 3.394281
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -3.5690978
• LogD (pH = 7.4): -6.606815
• Log P: -0.12549059
• Molar Refractivity: 54.3101 cm^3
• Polarizability: 20.221416 Å^3
• Polar Surface Area: 104.06 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 140°C

Safety Information

• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 45-63-20/21/22-36/37/38
• Safety Statements: 53-23-36/37/39-45
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H312-H315-H319-H332-H335-H350-H361
• GHS Precautionary statements: P201-P261-P280-P305 + P351 + P338-P308 + P313
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• Storage Temperature: -70°C

Product Information

• Purity: ≥80%
• Shipped in: dry ice

DETAILS

Sigma Aldrich - C1761

Application
通过莽草酸途径生物合成芳香氨基酸的中间体。
包装
10 mg in autosmp vl
5 mg in glass bottle
25, 100 mg in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. C1761.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.