Exact Mass: 170.0626

3,4-Dihydroxyphenylglycol, also known as DHPG or DOPEG, belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety. 3,4-Dihydroxyphenylglycol is an extremely weak basic (essentially neutral) compound. 3,4-Dihydroxyphenylglycol exists in all living organisms, ranging from bacteria to plants to humans. It is a potent antioxidant (PMID: 30007612). In mammals, 3,4-Dihydroxyphenylglycol is the primary metabolite of norepinephrine and is generated through the action of the enzyme monoamine oxidase (MAO). DHPG is then further metabolized by the enzyme Catechol-O-methyltransferase (COMT) to 3-methoxy-4-hydroxyphenylglycol (MHPG). Within humans, 3,4-dihydroxyphenylglycol participates in a number of enzymatic reactions. In particular, 3,4-dihydroxyphenylglycol can be biosynthesized from 3,4-dihydroxymandelaldehyde; which is mediated by the enzyme alcohol dehydrogenase 1A. In addition, 3,4-dihydroxyphenylglycol and guaiacol can be converted into vanylglycol and pyrocatechol through its interaction with the enzyme catechol O-methyltransferase. Outside of the human body, 3,4-dihydroxyphenylglycol is found, on average, in the highest concentration in olives. High levels of DHPG (up to 368 mg/kg of dry weight) have been found in the pulp of natural black olives. This could make 3,4-dihydroxyphenylglycol a potential biomarker for the consumption of olives and olive oil. 3,4-Dihydroxyphenylglycol has been linked to Menkes disease (PMID: 19234788). DHPG level are lower in Menkes patients (3.57 ¬± 0.40 nM) than healthy infants 8.91 ¬± 0.77 nM). Menkes disease (also called ‚Äúkinky hair disease‚Äù) is an X-linked recessive neurodevelopmental disorder caused by defects in a gene that encodes a copper-transporting ATPase (ATP7A). Affected infants typically appear healthy at birth and show normal neurodevelopment for 2-3 months. Subsequently there is loss of milestones (e.g., smiling, visual tracking, head control) and death in late infancy or childhood (PMID: 19234788). 3,4-Dihydroxyphenylglycol (DOPEG) is a normal norepinephrine metabolite present in CSF, plasma and urine in humans (PMID 6875564). In healthy individuals there is a tendency for free DOPEG to increase and for conjugated DOPEG to decrease with age; plasmatic DOPEG levels are significantly lower in depressed patients as compared to healthy controls (PMID 6671452). DL-1-(3,4-Dihydroxyphenyl)-1,2-ethanediol is found in olive. 4-(1,2-Dihydroxyethyl)benzene-1,2-diol, a normal norepinephrine metabolite, is found to be associated with Menkes syndrome.

penicillic acid

(2E)-3-methoxy-5-methyl-4-oxohexa-2,5-dienoic acid

D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents D009676 - Noxae > D011042 - Poisons > D009183 - Mycotoxins CONFIDENCE isolated standard

1,2-Dihydroxy-3-methylcyclohexa-3,5-dienecarboxylate

1,6-dihydroxy-5-methylcyclohexa-2,4-dienecarboxylic acid

1,6-Dihydroxy-4-methylcyclohexa-2,4-diene-1-carboxylic acid

1,2-Dihydroxy-6-methylcyclohexa-3,5-dienecarboxylate

1,6-dihydroxy-2-methylcyclohexa-2,4-dienecarboxylic acid

2-Hydroxy-6-oxo-octa-2,4-dienoate

Imetit

{[2-(1H-imidazol-5-yl)ethyl]sulfanyl}methanimidamide

D018377 - Neurotransmitter Agents > D018494 - Histamine Agents > D017442 - Histamine Agonists

N-NITROSOGUVACOLINE

Herierin III

6-Methyl-2,5-dihydroxymethyl-gamma-pyranone III

Herierin III is found in mushrooms. Herierin III is a constituent of Hericium erinaceum (lions mane). Constituent of Hericium erinaceum (lions mane). Herierin III is found in mushrooms.

2,6-dimethoxybenzene-1,4-diol

Herierin IV

5-(1-Hydroxyethyl)-2-(hydroxymethyl)-(-)-4H-pyran-4-one

Herierin IV is found in mushrooms. Herierin IV is a constituent of Hericium erinaceum (lions mane). Constituent of Hericium erinaceum (lions mane). Herierin IV is found in mushrooms.

Furaneol acetate

2,5-Dimethyl-4-oxo-4,5-dihydrofuran-3-yl acetic acid

Furaneol acetate is used in meaty and caramel-type flavours. It is used in meaty and caramel-type flavours.

3,4-Methyleneadipic acid

3,4-dimethylidenehexanedioic acid

3,4-Methyleneadipic acid belongs to the family of Branched Fatty Acids. These are fatty acids containing a branched chain.

Dihydroxyphenylethyleneglycol

1-phenylethane-1,2,2,2-tetrol

Ethylene glycol diacrylate

Poly(ethylene glycol)-diacrylate macromer

D013501 - Surface-Active Agents > D011092 - Polyethylene Glycols D001697 - Biomedical and Dental Materials

Penicillic acid

3-Methoxy-5-methyl-4-oxo-2,5-hexadienoic acid

Dihydrofumigatin

3-methoxy-6-methylbenzene-1,2,4-triol

Dihydrofumigatin is a member of the class of compounds known as ubiquinols. Ubiquinols are coenzyme Q derivatives containing a 5, 6-dimethoxy-3-methylbenzene-1,4-diol moiety to which an isoprenyl group is attached at ring position 2(or 6). Dihydrofumigatin is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Dihydrofumigatin can be found in ceylon cinnamon, which makes dihydrofumigatin a potential biomarker for the consumption of this food product.

(4Z,6R,7R)-5-(2,3-dihydroxybutylidene)furan-2(5H)-one|(4Z,6R,7R)-6,7-dihydroxyocta-2,4-dien-4-lactone|versicolactone A

SCHEMBL7643331

methyl 1-hydroxy-6-oxocyclohex-2-enecarboxylate

2,5-dimethoxybenzene-1,3-diol

coriloxin

3,4-Epoxy-5-hydroxycyclohexene-1-carboxylic acid methyl ester

(1S,5R,6S)-5-hydroxy-3-methoxy-4-methyl-7-oxabicyclo[4.1.0]hept-3-en-2-one|cyclobotryoxide

2,5-Bis(hydroxymethyl)furan monoacetate

4-Ethoxy-6-(hydroxymethyl)-2H-pyran-2-one

(+)-5-acetoxymethyl-5-methylfuran-2-one

3,4-Dihydroxyphenylglycol

3,4-Dihydroxyphenylethyleneglycol

A tetrol composed of ethyleneglycol having a 3,4-dihydroxyphenyl group at the 1-position. 4-(1,2-Dihydroxyethyl)benzene-1,2-diol, a normal norepinephrine metabolite, is found to be associated with Menkes syndrome.

5-hydroxy-4-methoxy-5-prop-1-en-2-ylfuran-2-one

3,4-DIHYDROXYPHENYL GLYCOL

5-hydroxy-4-methoxy-5-prop-1-en-2-ylfuran-2-one_major

2,3,4-Trihydroxybenzylhydrazide

3,4-bis(methylene)-Hexanedioic acid

dechloro-Honaucin A

vinylic Honaucin A

Furaneol acetate

3(2H)-Furanone, 4-hydroxy-2,5-dimethyl-, acetate

Herierin III

6-Methyl-2,5-dihydroxymethyl-gamma-pyranone III

Herierin IV

5-(1-Hydroxyethyl)-2-(hydroxymethyl)-(-)-4H-pyran-4-one

WE 8:3;O2

2,4-Hexadienedioic acid 1-ethyl ester

Diethyl squarate

1,3-DIACETYL-2-IMIDAZOLIDINONE

5-isopropylbarbituric acid

Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid monomethyl ester

Carbamic acid, (5-methyl-3-isoxazolyl)-, ethyl ester

3,3,3-Trifluoro-2,2-dimethylpropionic acid methyl ester

5-Butyl-2-chloropyrimidine

Ethanedioic acid,1,2-di-2-propen-1-yl ester

4-Isoxazolepropanoicacid,5-amino-3-methyl-(9CI)

2,3-DIMETHOXYHYDROQUINONE

3-(2-HYDROXY-ETHYL)-6-METHYL-1H-PYRIMIDINE-2,4-DIONE

2-Phenylethanimidamide hydrochloride (1:1)

Methyl 5-methoxy-1(2H)-pyrazinecarboxylate

4-METHYLENE-CYCLOPENTANE-1,2-DICARBOXYLIC ACID

Ethyl 4,4,4-Trifluorobutyrate

3,5-Difluoropropiophenone

Dimethyl trans,trans-muconate

2,4-Hexadienedioicacid, 1,6-dimethyl ester, (2E,4E)-

Dimethyl 1-cyclobutene-1,2-dicarboxylate

4-Cyclohexene-1,2-dicarboxylicacid

6-(Chloromethyl)-N,N-dimethylpyridin-2-amine

ETHYL 2-OXO-1,2,3,4-TETRAHYDROPYRIMIDINE-5-CARBOXYLATE

2-(6-chloropyridin-3-yl)propan-2-amine

isoindolin-2-amine hydrochloride

5-AMINO-2,6-DIMETHOXY-3-HYDROXYPYRIDINE

1H-Imidazole-4-carboxylicacid,2-methoxy-5-methyl-,methylester(9CI)

3-CHLORO-6-METHYL-5-PROPYLPYRIDAZINE

2-(2,4-difluoro-phenyl)-acetamidine

C8H8F2N2 (170.0656)

diethylbut-2-indioat

(2R,3S)-1-CARBOXY-2,3-DIHYDROXY-4-METHYLCYCLOHEXA-4,6-DIENE

3,4-difluoropropiophenone

2,4,6-Trimethoxypyrimidine

2-METHYL-5-NITROANILINE HYDRATE

Ethyl 5-(hydroxymethyl)-1H-pyrazole-3-carboxylate

4-Chloro-5-ethyl-2,6-dimethylpyrimidine

5-Isoxazolealanine,3-methyl-(6CI)

2,2,2-trifluoroethyl butyrate

Acetic acid,2,2,2-trifluoro-, butyl ester

2-Fluoro-4-methoxyphenylboronic acid

TRIMETHYL-THIOPHEN-2-YLMETHYL-SILANE

C8H14SSi (170.0585)

4-Cyclohexene-1,2-dicarboxylicacid, (1R,2R)-rel-

4-(1H-1,2,4-TRIAZOL-1-YL)BENZONITRILE

4-CHLORO-5-ISOPROPYL-6-METHYLPYRIMIDINE

2-(4-nitro-1H-imidazol-5-yl)guanidine

C4H6N6O2 (170.0552)

1-(4-chloro-2-methylphenyl)-1-methylhydrazine

1H-Imidazo[4,5-g]phthalazine(9CI)

3-Fluoro-5-(hydroxyMethyl)phenylboronic Acid

1H-Pyrazole-3-acetic acid, 4,5-dihydro-5-oxo-, ethyl ester

4-Methylbenzene-1-carboximidamide hydrochloride

2,4-Difluoropropiophenone

6-(1H-Imidazol-1-yl)nicotinonitrile

ethyl 5-methyl-2-oxo-1,3-dihydroimidazole-4-carboxylate

Propanedinitrile,2-(2-phenylhydrazinylidene)-

ETHYL 5-AMINO-2-METHYLOXAZOLE-4-CARBOXYLATE

2-(2,4-difluorophenyl)prop-2-en-1-ol

ETHYL 4-OXO-3,4-DIHYDRO-2H-PYRAN-2-CARBOXYLATE

3-(3,4-DIFLUORO-PHENYL)-PROPIONALDEHYDE

2-Amino-[1,8]naphthyridine-3-carbonitrile

1H-Imidazo[4,5-c][2,7]naphthyridine (9CI)

2-Aminoquinazoline-6-carbonitrile

(2-Fluoro-3-methoxyphenyl)boronic acid

5-[ethoxy(hydroxy)methylidene]-2-methyl-1H-imidazol-4-one

2-(2,5-difluoro-phenyl)-acetamidine

C8H8F2N2 (170.0656)

Ethyl 5-hydroxy-1-methyl-1H-pyrazole-4-carboxylate

6H-imidazo[4,5-g]cinnoline

2-CHLORO-6-TERT-BUTYL PYRAZINE

1-allyl-3-vinylimidazolium chloride

3-AMINO-2-QUINOXALINECARBONITRILE

2,5-difluoropropiophenone

5-NITRO-2,4,6-TRIAMINOPYRIMIDINE

C4H6N6O2 (170.0552)

Ethyl 3,3,3-trifluoro-2-methylpropanoate

(3-Fluoro-4-(hydroxymethyl)phenyl)boronic acid

ETHYL 2-METHYL-5-OXO-2,5-DIHYDRO-1H-PYRAZOLE-3-CARBOXYLATE

N-[(6-Chloro-3-pyridinyl)methyl]ethanamine

5-HYDROXYMETHYL-FURAN-2-CARBOXYLIC ACID ETHYL ESTER

4-(chloromethyl)-N,N-dimethylpyridin-2-amine

4-chlorophenelzine

3-Fluoro-4-methoxybenzeneboronic acid

2-Methylbenzamidine hydrochloride

trans,trans-1,4-diacetoxy-1,3-butadiene

2-(2,6-difluoro-phenyl)-acetamidine

C8H8F2N2 (170.0656)

2-Fluoro-6-methoxyphenylboronic acid

5-HYDROXYMETHYL-2-METHYL-FURAN-3-CARBOXYLIC ACID METHYL ESTER

5-Amino-3-methyl-isoxazole-4-carboxylic acid ethyl ester

(2-Fluoro-3-(hydroxymethyl)phenyl)boronic acid

5-Fluoro-2-hydroxymethylphenylboronic acid

Ethyl acetamido(cyano)acetate

5,5,5-Trifluoropentanoic acid methyl ester

6-Methoxy-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione

4-fluoro-3-(hydroxymethyl)benzeneboronic acid

3,4-DIHYDRO-2,2-DIMETHYL-4-OXO-2H-PYRAN-6-CARBOXYLIC ACID

1-Methylimidazolium tetrafluoroborate

C4H7BF4N2 (170.0638)

Sodium phenolate hydrate (1:1:3)

C6H11NaO4 (170.0555)

2-oxotetrahydrofuran-3-yl methacrylate

2-(4-ETHOXY-PHENYL)-1-METHYL-ETHYLAMINE HYDROCHLORIDE

2-pyrimidinemethanol,4,6-dimethoxy-

1-butylimidazolidine-2,4,5-trione

4-Chloro-2-methyl-5-propylpyrimidine

1H-Imidazole-4-carboxylicacid,2-(methoxymethyl)-,methylester(9CI)

(2-Fluoro-5-methoxyphenyl)boronic acid

1H-Imidazo[4,5-c][1,7]naphthyridine (9CI)

1H-Imidazo[4,5-c][1,5]naphthyridine (9CI)

1H-Imidazo[4,5-g]quinoxaline(8CI,9CI)

5-chloro-2-(ethylamino)aniline

Isoindolin-5-amine hydrochloride

2,6-Difluorophenylacetone

INDOLIN-1-AMINEHYDROCHLORIDE

6-(1H-PYRAZOL-1-YL)NICOTINONITRILE

5,6,7,8-Tetrahydro-1,6-naphthyridine hydrochloride

1,2,3,4-Tetrahydro-2,7-naphthyridine hydrochloride

methyl 2,2-dimethyl-1-oxidoimidazol-1-ium-4-carboxylate

1H-Imidazo[4,5-g]quinazoline(9CI)

3-Methylbenzenecarboximidamide hydrochloride

4-Oxazolecarboxylicacid,2-(aminomethyl)-5-methyl-,methylester(9CI)

2,5-dimethyl-2,4-hexadienedioic acid

3-(3,5-difluorophenyl)propenol

(R)-2-AMINO-5,5,5-TRIFLUOROPENTANAMIDE

C5H9F3N2O (170.0667)

trimethyl-(5-methylthiophen-2-yl)silane

C8H14SSi (170.0585)

(4-Fluoro-2-methoxyphenyl)boronic acid

4,5-DIMETHOXYBENZENE-1,2-DIOL

Ethyl 2-amino-4-methyloxazole-5-carboxylate

2-propan-2-ylsulfonylethanol,hydrate

C5H14O4S (170.0613)

methyl 4-methoxy-2-oxocyclopent-3-ene-1-carboxylate

Ethyl 5-hydroxy-1-methyl-1H-pyrazole-3-carboxylate

4-FLUORO-3-METHOXYPHENYLBORONIC ACID

3-ETHOXY-4-(1-METHYLHYDRAZINO)CYCLOBUT-3-ENE-1,2-DIONE

2-Chloro-N,N-dimethyl-1,4-benzenediamine

1-(2-Methoxyethyl)-1H-pyrazole-4-carboxylic acid

5-Pyrrolidin-1-yl-1,3,4-thiadiazol-2-amine

3-Fluoro-2-methoxyphenylboronic acid

(2-Chloro-4,6-dimethylphenyl)hydrazine

6,10-Dioxaspiro[4.5]decane-7,9-dione

1-(pyridin-3-yl)cyclopropanamine (Hydrochloride)

N-Methoxy-N,2-dimethyl-oxazole-4-carboxamide

1-Cyclohexene-1,3-dicarboxylic acid (6CI,9CI)

4-chloro-2-methyl-6-propylpyrimidine

1H-Imidazole-4-carboxylicacid,1-(2-hydroxyethyl)-,methylester(9CI)

6,6-Dimethyl-5,7-dioxaspiro(2.5)octane-4,8-dione

1,4-Diacetoxy-2-butyne

Pyrrolo[1,2-a]pyrazine-1,4-dione, hexahydro-2-hydroxy-, (S)-(9CI)

5-phenyl-3h-[1,2,3]triazole-4-carbonitrile

2-Fluoro-5-(hydroxymethyl)phenylboronic acid

2,6-difluoropropiophenone

4,6-difluoro-2,3-dihydro-1H-inden-1-ol

Thiourea,(2,5-dimethyl-1H-imidazol-4-yl)- (9CI)

3H-imidazo[4,5-f]quinazoline

6,7-Dihydro-5H-cyclopenta[b]pyridin-7-aMine hydrochloride

4-CHLORO-2-ISOPROPYL-6-METHYLPYRIMIDINE

4-METHYL-2-OXOPENTANOIC ACID, SODIUM SALT, HYDRATE

C6H11NaO4 (170.0555)

5,6-DIFLUORO-2,3-DIHYDRO-1H-INDEN-1-OL

2-(1,1-difluoroethyl)- Benzaldehyde

5-Fluoro-2-methoxybenzeneboronic acid

(E)-3-(dimethylamino)-N,2-bis(formyl)acrylamide

1-(4-Chloro-pyridin-2-yl)-1-methyl-ethylamine

3-propan-2-ylsulfanyl-1,2,4-triazin-5-amine

2-Carboxy-1-cyclopentene-1-acetic acid

Benzeneazomalononitrile

1-(4-(DIFLUOROMETHYL)PHENYL)ETHANONE

dimethyl 2-prop-2-ynylpropanedioate

4-chloro-2-methyl-5-(1-methylethyl)pyrimidine

3-Chloro-2,5-diethyl pyrazine

2-(1H-Pyrazol-1-yl)nicotinonitrile

2-(1H-Imidazol-1-yl)nicotinonitrile

(4-FLUORO-2-(HYDROXYMETHYL)PHENYL)BORONIC ACID

2-(TERT-BUTYL)-4-CHLOROPYRIMIDINE

(±)-Ethyl 2,3,3-trifluorobutyrate

(1R,2S)-rel-Cyclohex-4-ene-1,2-dicarboxylic acid

1H-Imidazo[4,5-f]quinoxaline(9CI)

ethyl 3-ethyl-1,2,4-oxadiazole-5-carboxylate

5-Fluoroacenaphthylene

C12H7F (170.0532)

3-FLUORO-5-METHOXYPHENYLBORONIC ACID

(2-acetyl-3-oxo-but-1-enyl)urea

2,3-difluoropropiophenone

1-(2,3-difluoro-4-methylphenyl)ethanone

Ethyl 1-methyl-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylate

Ethyl 5-ethyl-1,2,4-oxadiazole-3-carboxylate

3,4-Dihydroxyphenylglycol, (R)-

2-[(3-Pyridinylamino)methylidene]propanedinitrile

4,5-Dimethoxybenzene-1,3-diol

3,5-Dimethoxybenzene-1,2-diol

5,6,7,8-Tetrahydro-imidazo[1,2-A]pyridine-6,7,8-triol

15233-65-5

4-06-00-07684 (Beilstein Handbook Reference)

5-Hydroxy-4-methoxy-5-(1-methylethenyl)-2-furanone

Dihydrofumigatin

3,4-Dimethoxycatechol

(1S,6R)-1,6-dihydroxy-4-methylcyclohexa-2,4-diene-1-carboxylic acid

(2,5-dihydroxy-N-methylanilino)-oxidoammonium

(1R,6S)-1,6-dihydroxy-4-methylcyclohexa-2,4-diene-1-carboxylic acid

imetit

D018377 - Neurotransmitter Agents > D018494 - Histamine Agents > D017442 - Histamine Agonists

1,6-dihydroxy-2-methylcyclohexa-2,4-dienecarboxylic acid

2,5-Dimethyl-4-oxo-4,5-dihydrofuran-3-yl acetate

Ethylene diacrylate

Ethylene glycol diacrylate

D013501 - Surface-Active Agents > D011092 - Polyethylene Glycols D001697 - Biomedical and Dental Materials

3,4-Methyleneadipic acid

1,6-dihydroxy-5-methylcyclohexa-2,4-dienecarboxylic acid

Dihydroxyphenylglycol

6-methoxy-3-methylbenzene-1,2,4-triol

1-(3,4-dimethoxyfuran-2-yl)ethanone

2-acetyl-3,5-dihydroxycyclohex-2-en-1-one

2-hydroxy-1-[5-(hydroxymethyl)furan-2-yl]propan-1-one

4-ethoxy-6-hydroxymethyl-α-pyrone

{"Ingredient_id": "HBIN010376","Ingredient_name": "4-ethoxy-6-hydroxymethyl-\u03b1-pyrone","Alias": "NA","Ingredient_formula": "C8H10O4","Ingredient_Smile": "Not Available","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "7404","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}

6-methyl-2,5-dihydroxymethyl-gamma-pyranone(iii)