Tetrahydrocurcumin (CED0005890)

Record Information

Version

1.0

Creation Date

2016-05-25 22:38:23 UTC

Update Date

2026-08-21 19:06:17 UTC

SynCED ID

CED0005890

Secondary Accession Numbers

CHEM025849

Identification

Common Name

Tetrahydrocurcumin

Class

Small Molecule

Description

Tetrahydrocurcumin belongs to the linear diarylheptanoids, a subclass of diarylheptanoids within the organic compounds. It has the chemical formula C21H24O6 and an average molecular weight of 372.41 g/mol. This compound is categorized within the superclass of phenylpropanoids and polyketides. In industrial applications, tetrahydrocurcumin is used as an antioxidant. Additionally, it is unspecified in polycarbonate plastics.

Contaminant Type

Phenolic Antioxidant

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1,7-Bis(4-hydroxy-3-methoxyphenyl)-3,5-heptanedione	ChEBI

Chemical Formula

C₂₁H₂₄O₆

Average Molecular Mass

372.412 g/mol

Monoisotopic Mass

372.157 g/mol

CAS Registry Number

36062-04-1

IUPAC Name

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

Traditional Name

tetrahydrocurcumin

SMILES

COC1=CC(CCC(=O)CC(=O)CCC2=CC(OC)=C(O)C=C2)=CC=C1O

InChI Identifier

InChI=1S/C21H24O6/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/h5-6,9-12,24-25H,3-4,7-8,13H2,1-2H3

InChI Key

LBTVHXHERHESKG-UHFFFAOYSA-N

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

Substituents

Curcumin
Gingerdione
Methoxyphenol
Anisole
Phenoxy compound
Phenol ether
Methoxybenzene
Phenol
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
1,3-diketone
Benzenoid
1,3-dicarbonyl compound
Monocyclic benzene moiety
Ketone
Ether
Organooxygen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

polyphenol (CHEBI:67263 )
beta-diketone (CHEBI:67263 )
diarylheptanoid (CHEBI:67263 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

metabolite (PMC7356876 )?A chemical produced during metabolism process, as an intermediate or end-product
antioxidant (PMC6357096 , PMC7356876 )?
hypoglycemic agent (PMC7356876 )?

Chemical Roles

Not Available

Organoleptic Effects

off-white colour ?

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.0056 g/L	ALOGPS
logP	3.51	ALOGPS
logP	3.96	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	9.31	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	101.62 m³·mol⁻¹	ChemAxon
Polarizability	39.42 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-004r-0910000000-fa5f9c88947d04535eb3	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0umr-9410140000-19c50b651dca5f38ec3c	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0209000000-7dfd4c091aad667f4f26	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00bi-0922000000-4172923a1d3dfd5cefd5	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004r-1911000000-8ecd77e0bdc5eeb2914c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0109000000-cc999937febfc38f47c1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0639000000-3347b9d7105791a849f6	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-05ru-5986000000-5bfd0dc38ca2bb0b9efe	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-1049000000-140fb262cdbb389db98d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00ks-6962000000-30302cd971363baba315	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-3930000000-7ddc098840a945474666	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0219000000-9f478fd39c93a8ba2530	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0935000000-5253debe0acf5be8a731	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-1921000000-1003e2c392e655b3af0f	Not Available	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, H₂O, predicted)	Not Available	Not Available	View Spectrum
1D NMR	¹H NMR Spectrum (1D, H₂O, predicted)	Not Available	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
3099.0 Log mg/kg [1700:5500]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference
cancer	Has Therapeutic Effect On	Not Available	Cancer is a group of diseases involving abnormal cell growth with the potential to invade or spread to other parts of the body. Possible signs and symptoms include a lump, abnormal bleeding, prolonged cough, unexplained weight loss, and a change in bowel movements. There are over 100 types of cancers affect humans. The risk of developing certain cancers can be reduced by not smoking, maintaining a healthy weight, not drinking too much alcohol, eating plenty of vegetables, fruits and whole grains, vaccination against certain infectious diseases, not eating too much processed and red meat and avoiding too much sunlight exposure. Cancer is often treated with some combination of radiation therapy, surgery, chemotherapy and targeted therapy. The majority of cancers, some 90–95% of cases, are due to genetic mutations from environmental and lifestyle factors. The remaining 5–10% are due to inherited genetics.	PMC7356876 , PMC7356876
cancer	Not Available	Not Available	Cancer is a group of diseases involving abnormal cell growth with the potential to invade or spread to other parts of the body. Possible signs and symptoms include a lump, abnormal bleeding, prolonged cough, unexplained weight loss, and a change in bowel movements. There are over 100 types of cancers affect humans. The risk of developing certain cancers can be reduced by not smoking, maintaining a healthy weight, not drinking too much alcohol, eating plenty of vegetables, fruits and whole grains, vaccination against certain infectious diseases, not eating too much processed and red meat and avoiding too much sunlight exposure. Cancer is often treated with some combination of radiation therapy, surgery, chemotherapy and targeted therapy. The majority of cancers, some 90–95% of cases, are due to genetic mutations from environmental and lifestyle factors. The remaining 5–10% are due to inherited genetics.	PMC7356876
ischemic stroke	Has Therapeutic Effect On	Not Available	Not Available	PMC8253632
Abnormality of mitochondrial metabolism	Has Therapeutic Effect On	Not Available	Not Available	PMC8253632
Oxidative Stress	Has Therapeutic Effect On	Not Available	Not Available	PMC7356876
glioma	Has Therapeutic Effect On	Not Available	Not Available	PMC7356876
Death	Has Therapeutic Effect On	Not Available	Not Available	PMC9423984 , PMC7356876
high grade glioma	Has Therapeutic Effect On	Not Available	Not Available	PMC7356876
lung non-small cell carcinoma	Has Therapeutic Effect On	Not Available	Not Available	PMC7356876
Refractory drug response	Has Therapeutic Effect On	Not Available	Not Available	PMC7356876
spinal cord injury	Not Available	Not Available	Not Available	PMC12466678

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000490		Personal care & cosmetics	Not Available
CEDs000491		Industrial manufacturing & chemical processing	Not Available
CEDs000545	Food Preservation?Food preservation often involves the use of synthetic chemicals, such as preservatives, flavor enhancers, and color additives, to extend shelf life and enhance the sensory qualities of food products.	Food, food processing & cookware	PubChem
CEDs000561	Perfumes Within Detergents And Soaps?Perfumes within detergents and soaps are synthetic fragrance compounds added to enhance the sensory experience of cleaning products.	Household cleaning & consumer products	PubChem
CEDs000563	Soap Detergents?Soap detergents are synthetic surfactants designed to enhance the cleaning efficacy of water by reducing surface tension, allowing for better interaction with dirt and grease.	Household cleaning & consumer products	PubChem
CEDs000569	Tobacco Smoke Filters?Tobacco smoke filters are designed to reduce the inhalation of harmful substances in cigarette smoke, including tar and other particulate matter.	Household cleaning & consumer products	PubChem
CEDs000609	Aftershave?Aftershave is a grooming product typically used to soothe and protect the skin following shaving.	Personal care & cosmetics	PubChem
CEDs000610	Aftersun Products?Aftersun products are designed to soothe and hydrate the skin after sun exposure, often containing various synthetic chemicals such as emollients, preservatives, and fragrances.	Personal care & cosmetics	PubChem
CEDs000611	Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.	Personal care & cosmetics	PubChem
CEDs000613	Depilatories?Depilatories are products designed to remove unwanted hair through the application of synthetic chemicals that break down the protein structure of hair, facilitating its removal.	Personal care & cosmetics	PubChem
CEDs000614	Essential Oils Or Perfumes?Essential oils and perfumes are complex mixtures of volatile compounds derived from natural or synthetic sources, commonly used for their aromatic properties.	Personal care & cosmetics	PubChem
CEDs000615	Eye Makeup Products?Eye makeup products, including mascaras, eyeliners, and eyeshadows, often contain a variety of synthetic chemicals such as pigments, preservatives, and film-forming agents.	Personal care & cosmetics	PubChem
CEDs000617	Lip Care Products?Lip care products, including lipsticks, balms, and glosses, often contain a variety of synthetic chemicals such as parabens, phthalates, and synthetic fragrances.	Personal care & cosmetics	PubChem
CEDs000618	Lip Makeup Products?Lip makeup products, such as lipsticks, lip glosses, and lip liners, often contain a variety of synthetic chemicals, including pigments, preservatives, and emollients.	Personal care & cosmetics	PubChem
CEDs000632	Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.	Textiles, leather & furnishings	PubChem
CEDs000662	Yarns Or Threads?Yarns or threads used in textiles can be a source of synthetic chemical contamination due to the production processes and treatments they undergo.	Textiles, leather & furnishings	PubChem
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	PubChem
CEDs000739	Inks?Inks are complex mixtures composed of pigments or dyes, solvents, resins, and additives used primarily for printing and writing applications.	Paper, pulp & fiber products	PubChem
CEDs000740	Paper?Paper production involves the processing of wood fibers and the use of various chemicals, which can lead to synthetic chemical contamination.	Paper, pulp & fiber products	PubChem

Pathways

0 pathwaysPathway Source: PathBank

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Catalase	P04040	Humans	Known	Not Available
Click to view 3D structure	Glutathione S-transferase	Q59721	Burkholderia xenovorans (strain LB400)	Known	Not Available
Click to view 3D structure	Cytochrome P450 2C9	P11712	Humans	Known	Not Available
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Known	Not Available
Click to view 3D structure	Cytochrome P450 2E1	P05181	Humans	Known	Not Available
Click to view 3D structure	Phospholipase A2	P04054	Humans	Known	Not Available
Click to view 3D structure	Ornithine decarboxylase	P11926	Humans	Known	Not Available
Click to view 3D structure	Stromelysin-1	P08254	Humans	Known	Not Available
Click to view 3D structure	Collagenase 3	P45452	Humans	Known	Not Available
Click to view 3D structure	Prostaglandin G/H synthase 2	P35354	Humans	Known	Not Available
Click to view 3D structure	Cytochrome P450 2C9	P11712	Humans	Predicted (SEA)	Prediction Confidence Score 0.587 Applicability Domain 0.7 Statistical Significance 0.0011 Supporting Reference Compounds 1245 E-value 8.48557
Click to view 3D structure	Polyunsaturated fatty acid 5-lipoxygenase	P09917	Humans	Predicted (SEA)	Prediction Confidence Score 0.573 Applicability Domain 1.0 Statistical Significance 1.70e-04 Supporting Reference Compounds 182 E-value 1.32344
Click to view 3D structure	Cytochrome P450 2C8	P10632	Humans	Predicted (SEA)	Prediction Confidence Score 0.547 Applicability Domain 0.7 Statistical Significance 3.80e-04 Supporting Reference Compounds 305 E-value 2.95827
Click to view 3D structure	Cytochrome P450 2B6	P20813	Humans	Predicted (SEA)	Prediction Confidence Score 0.54 Applicability Domain 0.7 Statistical Significance 7.00e-05 Supporting Reference Compounds 150 E-value 0.544945
Click to view 3D structure	Cytochrome P450 1A2	P05177	Humans	Predicted (SEA)	Prediction Confidence Score 0.493 Applicability Domain 0.7 Statistical Significance 0.0026 Supporting Reference Compounds 793 E-value 20.4743
Click to view 3D structure	Cytochrome P450 2C19	P33261	Humans	Predicted (SEA)	Prediction Confidence Score 0.487 Applicability Domain 0.7 Statistical Significance 0.0023 Supporting Reference Compounds 825 E-value 17.6718
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	Prediction Confidence Score 0.467 Applicability Domain 0.596 Statistical Significance 0.0075 Supporting Reference Compounds 1538 E-value 58.3869
Click to view 3D structure	Carbonic anhydrase 9	Q16790	Humans	Predicted (SEA)	Prediction Confidence Score 0.433 Applicability Domain 0.476 Statistical Significance 0.0037 Supporting Reference Compounds 372 E-value 29.1156
Click to view 3D structure	Carbonic anhydrase 12	O43570	Humans	Predicted (SEA)	Prediction Confidence Score 0.422 Applicability Domain 0.476 Statistical Significance 0.004 Supporting Reference Compounds 332 E-value 30.9061
Click to view 3D structure	Carbonic anhydrase 7	P43166	Humans	Predicted (SEA)	Prediction Confidence Score 0.417 Applicability Domain 0.476 Statistical Significance 0.0028 Supporting Reference Compounds 242 E-value 21.6421
Click to view 3D structure	Transient receptor potential cation channel subfamily V member 1	Q8NER1	Humans	Predicted (SEA)	Prediction Confidence Score 0.414 Applicability Domain 0.565 Statistical Significance 0.0012 Supporting Reference Compounds 104 E-value 9.57545
Click to view 3D structure	Carbonic anhydrase 6	P23280	Humans	Predicted (SEA)	Prediction Confidence Score 0.412 Applicability Domain 0.476 Statistical Significance 0.0015 Supporting Reference Compounds 151 E-value 11.6774
Click to view 3D structure	Carbonic anhydrase 14	Q9ULX7	Humans	Predicted (SEA)	Prediction Confidence Score 0.408 Applicability Domain 0.432 Statistical Significance 0.0023 Supporting Reference Compounds 172 E-value 17.9053
Click to view 3D structure	Carbonic anhydrase 2	Q3I4V7	Cryptococcus neoformans	Predicted (SEA)	Prediction Confidence Score 0.407 Applicability Domain 0.526 Statistical Significance 5.80e-04 Supporting Reference Compounds 60 E-value 4.51525
Click to view 3D structure	Carbonic anhydrase	Q5AJ71	Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast)	Predicted (SEA)	Prediction Confidence Score 0.407 Applicability Domain 0.526 Statistical Significance 7.70e-04 Supporting Reference Compounds 68 E-value 5.99439
Click to view 3D structure	PROBABLE TRANSMEMBRANE CARBONIC ANHYDRASE (CARBONATE DEHYDRATASE) (CARBONIC DEHYDRATASE)	P96878	Mycobacterium tuberculosis	Predicted (SEA)	Prediction Confidence Score 0.407 Applicability Domain 0.526 Statistical Significance 9.50e-04 Supporting Reference Compounds 38 E-value 7.39568
Click to view 3D structure	Carbonic anhydrase 5A, mitochondrial	P35218	Humans	Predicted (SEA)	Prediction Confidence Score 0.403 Applicability Domain 0.432 Statistical Significance 0.0022 Supporting Reference Compounds 165 E-value 17.1268
Click to view 3D structure	Carbonic anhydrase 2	P00918	Humans	Predicted (SEA)	Prediction Confidence Score 0.4 Applicability Domain 0.476 Statistical Significance 0.0074 Supporting Reference Compounds 472 E-value 57.9977
Click to view 3D structure	Carbonic anhydrase 1	P00915	Humans	Predicted (SEA)	Prediction Confidence Score 0.4 Applicability Domain 0.476 Statistical Significance 0.0068 Supporting Reference Compounds 407 E-value 52.9375
Click to view 3D structure	Beta-carbonic anhydrase 1	P9WPJ7	Mycobacterium tuberculosis	Predicted (SEA)	Prediction Confidence Score 0.394 Applicability Domain 0.526 Statistical Significance 0.0014 Supporting Reference Compounds 55 E-value 11.0546
Click to view 3D structure	Amyloid-beta precursor protein	P05067	Humans	Predicted (SEA)	Prediction Confidence Score 0.391 Applicability Domain 0.476 Statistical Significance 0.0034 Supporting Reference Compounds 109 E-value 26.2352
Click to view 3D structure	Polyunsaturated fatty acid lipoxygenase ALOX15	P16050	Humans	Predicted (SEA)	Prediction Confidence Score 0.386 Applicability Domain 0.488 Statistical Significance 2.40e-04 Supporting Reference Compounds 46 E-value 1.86838
Click to view 3D structure	Trypanothione reductase	P39040	Crithidia fasciculata	Predicted (SEA)	Prediction Confidence Score 0.383 Applicability Domain 0.383 Statistical Significance 1.20e-04 Supporting Reference Compounds 1 E-value 0.934191
Click to view 3D structure	Dual specificity protein kinase CLK4	Q9HAZ1	Humans	Predicted (SEA)	Prediction Confidence Score 0.382 Applicability Domain 0.476 Statistical Significance 0.016 Supporting Reference Compounds 742 E-value 124.325
Click to view 3D structure	Amine oxidase [flavin-containing] A	P21397	Humans	Predicted (SEA)	Prediction Confidence Score 0.38 Applicability Domain 0.476 Statistical Significance 0.0043 Supporting Reference Compounds 241 E-value 33.4752