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Record Information
Version	2.0
Creation Date	2015-09-18 17:30:02 -0600
Update Date	2015-09-18 17:30:02 -0600
Secondary Accession Numbers	ECMDB24916
Identification
Name:	Dihydrocurcumin
Description
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0x90f8ec34> Close
Synonyms:	Value Source 5-Hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)-4,6-heptadien-3-one, 9ci HMDB Letestuianin b HMDB, MeSH (4Z,6E)-5-Hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-4,6-dien-3-one MeSH
Chemical Formula:	C21H22O6
Weight:	Average: 370.3958 Monoisotopic: 370.141638436
InChI Key:	MUYJSOCNDLUHPJ-XVNBXDOJSA-N
InChI:	InChI=1S/C21H22O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3,5-7,9-12,24-25H,4,8,13H2,1-2H3/b7-3+
CAS number:	Not Available
IUPAC Name:	(1E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hept-1-ene-3,5-dione
Traditional IUPAC Name:	(1E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hept-1-ene-3,5-dione
SMILES:	COC1=CC(\C=C\C(=O)CC(=O)CCC2=CC(OC)=C(O)C=C2)=CC=C1O
Chemical Taxonomy
Description	belongs to the class of organic compounds known as curcuminoids. These are aromatic compounds containing a curcumin moiety, which is composed of two aryl buten-2-one (feruloyl) chromophores joined by a methylene group.
Kingdom	Organic compounds
Super Class	Phenylpropanoids and polyketides
Class	Diarylheptanoids
Sub Class	Linear diarylheptanoids
Direct Parent	Curcuminoids
Alternative Parents	Gingerdiones Hydroxycinnamic acids and derivatives Styrenes Phenoxy compounds Methoxybenzenes Anisoles Beta-diketones Alkyl aryl ethers 1-hydroxy-2-unsubstituted benzenoids Enones Acryloyl compounds Ketones Organic oxides Hydrocarbon derivatives
Substituents	Curcumin Gingerdione Hydroxycinnamic acid or derivatives Methoxyphenol Phenoxy compound Anisole Methoxybenzene Styrene Phenol ether 1-hydroxy-2-unsubstituted benzenoid Alkyl aryl ether 1,3-diketone Phenol Monocyclic benzene moiety Benzenoid 1,3-dicarbonyl compound Acryloyl-group Alpha,beta-unsaturated ketone Enone Ketone Ether Organic oxide Organic oxygen compound Carbonyl group Hydrocarbon derivative Organooxygen compound Aromatic homomonocyclic compound
Molecular Framework	Aromatic homomonocyclic compounds
External Descriptors	enone (CHEBI:67262 ) polyphenol (CHEBI:67262 ) beta-diketone (CHEBI:67262 ) diarylheptanoid (CHEBI:67262 )
Physical Properties
State:	Not Available
Charge:	0
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 0.0053 g/L ALOGPS logP 3.5 ALOGPS logP 4.04 ChemAxon logS -4.8 ALOGPS pKa (Strongest Acidic) 9.17 ChemAxon pKa (Strongest Basic) -4.5 ChemAxon Physiological Charge 0 ChemAxon Hydrogen Acceptor Count 6 ChemAxon Hydrogen Donor Count 2 ChemAxon Polar Surface Area 93.06 Ų ChemAxon Rotatable Bond Count 9 ChemAxon Refractivity 102.72 m³·mol⁻¹ ChemAxon Polarizability 38.95 ų ChemAxon Number of Rings 2 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule Yes ChemAxon
Biological Properties
Cellular Locations:	Membrane
Reactions:	Curcumin + Hydrogen ion + NADPH + curcumin + NADPH > NADP + Dihydrocurcumin + Dihydrocurcumin Dihydrocurcumin + Hydrogen ion + NADPH + Dihydrocurcumin + NADPH > Tetrahydrocurcumin + NADP
SMPDB Pathways:	curcumin degradation PW001896
KEGG Pathways:	Not Available
EcoCyc Pathways:	Not Available
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive splash10-00tb-0931000000-0aef32f9ba1b838b6b8e View in MoNA Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive splash10-0fdk-2090310000-a0936717c59264d87b24 View in MoNA Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive Not Available View in JSpectraViewer Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-00di-0219000000-06c7320ae4e189b56209 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-004i-0923000000-43bf1b1d0b95016c2bbc View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-004s-2911000000-88a84f0715dc689ca494 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-014i-0109000000-9bc993d3ed96a784068a View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-014i-0729000000-a5d214e2be9886f4d147 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-005m-1914000000-5497d1b9173730d18438 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-014i-0319000000-ef529cda99b8f857010a View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-00m0-1934000000-288916b47b086fc61574 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-001r-1931000000-83daabac7f9c9e011594 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-00di-0209000000-3d54c7f6d8d31322eb7e View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-0079-0945000000-fc4c460aaf95131a8e59 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-004r-1933000000-d2b1f6d127a8454affdb View in MoNA 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer
References
References:	Not Available
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID 67262 HMDB ID HMDB0031552 Pubchem Compound ID 10429233 Kegg ID Not Available ChemSpider ID 8604661 Wikipedia ID Not Available BioCyc ID Not Available