Octahydrocurcumin

Base Information

• Chemical Name: Octahydrocurcumin
• CAS No.: 36062-07-4
• Molecular Formula: C₂₁H₂₈O₆
• Molecular Weight: 376.45
• European Community (EC) Number: 918-345-9
• UNII: YS2A8X6SX2
• DSSTox Substance ID: DTXSID40873750
• Nikkaji Number: J1.513.901C
• Wikidata: Q72497186
• Metabolomics Workbench ID: 121887
• ChEMBL ID: CHEMBL1087517
• Mol file: 36062-07-4.mol

Synonyms:Octahydrocurcumin;36062-07-4;1,7-bis(4-hydroxy-3-methoxyphenyl)heptane-3,5-diol;Octahydro-curcumin;Hexahydrocurcuminol;YS2A8X6SX2;CHEMBL1087517;1,7-Bis(4-hydroxy-3-methoxyphenyl)-3,5-heptanediol;3,5-Heptanediol, 1,7-bis(4-hydroxy-3-methoxyphenyl)-;UNII-YS2A8X6SX2;SCHEMBL645293;MEGxp0_001209;MEGxp0_001210;ACon1_001058;ACon1_001138;DTXSID40873750;HY-N0894;MFCD25371921;AKOS030526791;CS-3740;NCGC00169640-01;NCGC00169640-02;AC-34050;MS-26114;1,7-Bis(3-methoxy-4-hydroxyphenyl)heptane-3,5-diol;BRD-A35096796-001-01-0;BRD-A35096796-001-02-8;1,7-bis-(4-Hydroxy-3-methoxyphenyl)-heptane-3,5-diol;3,5-dihydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)heptane;(3S,5S)-1,7-BIS(4-HYDROXY-3-METHOXYPHENYL)HEPTANE-3,5-DIOL

Chemical Property of Octahydrocurcumin

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 74-75℃ (dichloromethane )
• Boiling Point: 623.527oC at 760 mmHg
• Flash Point: 330.898oC
• PSA: 99.38000
• Density: 1.23g/cm3
• LogP: 2.79230
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 376.18858861
• Heavy Atom Count: 27
• Complexity: 370

Purity/Quality:

Octahydrocurcumin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)CCC(CC(CCC2=CC(=C(C=C2)O)OC)O)O)O

Technology Process of Octahydrocurcumin

There total 31 articles about Octahydrocurcumin 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: 91.8%

curcumin (458-37-7) → 3,5-dihydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)heptane (36062-07-4,112494-41-4,135413-63-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 27h; under 10343 Torr;

DOI:10.1016/j.bmc.2005.06.058

Reference yield: 89.0%

1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione (36062-04-1) → 3,5-dihydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)heptane (36062-07-4,112494-41-4,135413-63-7)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; at 20 ℃; for 5h;

Reference yield: 84.0%

(S)-5-hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)heptan-3-one (36062-05-2,93559-28-5,100667-55-8,39886-84-5) → (3S,5S)-3,5-Dihydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)heptane (112494-41-4,36062-07-4,135413-63-7)

Guidance literature:

With acetic acid; tetramethylammonium triacetoxyborohydride; In acetonitrile; at -40 ℃; for 3h; optical yield given as %de; Inert atmosphere;

DOI:10.1016/j.tetasy.2011.11.010

upstream raw materials:

curcumin

curcumin

1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione

(Z)-5-hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)hept-4-en-3-one

Downstream raw materials:

Acetic acid 4-[(3S,5S)-3,5-diacetoxy-7-(4-acetoxy-3-methoxy-phenyl)-heptyl]-2-methoxy-phenyl ester

(3S,5S)-1,7-Bis-(3,4-dimethoxy-phenyl)-heptane-3,5-diol