1,3,4,5-Tetrahydroxycyclohexanecarboxylic acid

Base Information

• Chemical Name: 1,3,4,5-Tetrahydroxycyclohexanecarboxylic acid
• CAS No.: 562-73-2
• Molecular Formula: C₇H₁₂O₆
• Molecular Weight: 192.169
• European Community (EC) Number: 201-072-8,253-023-5,209-233-4
• NSC Number: 243743
• DSSTox Substance ID: DTXSID40861632
• Nikkaji Number: J22.857E
• Wikidata: Q104908413
• Mol file: 562-73-2.mol

Synonyms:1,3,4,5-Tetrahydroxycyclohexanecarboxylic acid;1,3,4,5-tetrahydroxycyclohexane-1-carboxylic acid;562-73-2;EINECS 209-233-4;Cyclohexanecarboxylic acid, 1,3,4,5-tetrahydroxy-;D-(-)-Kinic Acid;D-(-)-Chinic Acid;Kinic acid;Chinic acid;Oprea1_849562;SCHEMBL614369;SCHEMBL12045452;DTXSID40861632;CHEBI:177632;Cyclohexanecarboxylic acid, 1,3,4,5-tetrahydroxy-, (1.alpha.,3.alpha.,4.alpha.,5.beta.)-;Cyclohexanecarboxylic acid, 1,3,4,5-tetrahydroxy-, (1.alpha.,3R,4.alpha.,5R)-rel-;HMS3369F17;BCP29199;Cyclohexanecarboxylic acid, 1,3,4,5-tetrahydroxy-, [1R-(1.alpha.,3.alpha.,4.alpha.,5.beta.)]-;NSC243743;AKOS006227643;GS-6162;NSC 243743;NSC-243743;NCGC00095620-01;NCGC00142589-02;Hexahydro-1,4,5-tetrahydroxybenzoic acid;SY010828;1,4,5-Tetrahydroxycyclohexanecarboxylic acid;FT-0624343;Cyclohexanecarboxylic acid,3,4,5-tetrahydroxy-;EN300-120326;Cyclohexanecarboxylic acid, 1,3,4,5-tetrahydroxy-, D-(-)-;1,3,4,5-Tetrahydroxycyclohexanecarboxylic acid, (1R-(1.alpha.,3.alpha.,4.alpha.,5.beta.)-;470-63-3

Chemical Property of 1,3,4,5-Tetrahydroxycyclohexanecarboxylic acid

Chemical Property:

• Vapor Pressure: 1.58E-09mmHg at 25°C
• Boiling Point: 438.4°Cat760mmHg
• PKA: 4.27±0.50(Predicted)
• Flash Point: 233.1°C
• PSA: 118.22000
• Density: 1.828g/cm³
• LogP: -2.32140
• XLogP3: -2.4
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 192.06338810
• Heavy Atom Count: 13
• Complexity: 203

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(C(CC1(C(=O)O)O)O)O)O

Technology Process of 1,3,4,5-Tetrahydroxycyclohexanecarboxylic acid

There total 21 articles about 1,3,4,5-Tetrahydroxycyclohexanecarboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

chlorogenic acid (1049703-62-9) → caffeic acid (331-39-5,501-16-6) + 1,3,4,5-tetrahydroxy-cyclohexanecarboxylic acid (77-95-2,1010-25-9,7216-27-5,23804-29-7,23804-41-3,23804-44-6,36413-60-2,135558-83-7,135558-85-9,470-63-3,562-73-2,23804-34-4,23804-38-8) + 3,5-dicaffeoylquinic acid (2450-53-5,16758-05-7,89919-61-9,89919-62-0,101222-97-3)

Guidance literature:

at 30 ℃; for 0.5h; pH 6.4; enzyme from Ipomoea batatas;

Reference yield:

→ 1,3,4,5-tetrahydroxy-cyclohexanecarboxylic acid (77-95-2,1010-25-9,7216-27-5,23804-29-7,23804-41-3,23804-44-6,36413-60-2,135558-83-7,135558-85-9,470-63-3,562-73-2,23804-34-4,23804-38-8) + α-bromo-3,4-dihydroxy-cinnamic acid

Guidance literature:

With potassium hydroxide;

Reference yield:

→ 1,3,4,5-tetrahydroxy-cyclohexanecarboxylic acid (77-95-2,1010-25-9,7216-27-5,23804-29-7,23804-41-3,23804-44-6,36413-60-2,135558-83-7,135558-85-9,470-63-3,562-73-2,23804-34-4,23804-38-8) + (R)-laudanosine (85-63-2,20412-65-1)

Guidance literature:

upstream raw materials:

chlorogenic acid

1,3,4-trihydroxy-6-oxa-bicyclo[3.2.1]octan-7-one

3-caffeoylquinic acid

hydrogenchloride

Downstream raw materials:

(S)-laudanosine

1R,3R,4R,5R-1,3,4,5-tetrahydroxycyclohexanecarboxylic acid

D-(-)-quinic acid

(-)-methyl 4-epi-quinate

Refernces

• 1、 Kojima, Mineo,Kondo, Tadao. "An Enzyme in Sweet Potato Root which Catalyzes the Conversion of Chlorogenic Acid, 3-Caffeoylquininc Acid to Isochlorogenic Acid, 3,5-Dicaffeoylquinic Acid". . p. 2467 - 2470. Retrieved 2007/10/02.