Chemical Formula: C11H9NO2

Chemical Formula C11H9NO2

Found 132 metabolite its formula value is C11H9NO2

1204-06-4

3-Indoleacrylic acid

C11H9NO2 (187.0633254)


trans-3-Indoleacrylic acid is an endogenous metabolite.

   

Methyl 2-quinolinecarboxylate

Methyl quinoline-2-carboxylate

C11H9NO2 (187.0633254)


   

Indoleacrylic acid

(2E)-3-(1H-indol-3-yl)prop-2-enoic acid

C11H9NO2 (187.0633254)


Indoleacrylic acid (CAS: 1204-06-4), also known as indoleacrylate, IA, and IAcrA, is a member of the class of compounds known as indoles. Indoles are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole. Indoleacrylic acid is practically insoluble (in water) and a weak acidic compound (based on its pKa). Within the cell, indoleacrylic acid is primarily located in the membrane (predicted from logP). Indoleacrylic acid is best known as a plant growth hormone (a natural auxin), whereas its biological role in animals is still unknown. A two-stage production of this compound is likely: intestinal microorganisms catabolize tryptophan to indole derivatives which are then absorbed and converted into indoleacrylic acid and its glycine conjugate, indolylacryloylglycine (IAcrGly). Indolylacryloylglycine excretion in urine is especially pronounced in some myopathies, namely in boys with Duchenne muscular dystrophy (PMID: 10707769). It has been recently found that indoleacrylic acid promotes intestinal epithelial barrier function and mitigates inflammatory responses. Stimulating indoleacrylic acid production could promote anti-inflammatory responses and have therapeutic benefits (PMID: 28704649). Urinary Indole-3-acrylate is produced by Clostridium sporogenes (PMID: 29168502). Indoleacrylic acid is also a metabolite of Peptostreptococcus (PMID: 28704649, 29168502). trans-3-Indoleacrylic acid is an endogenous metabolite.

   

N-Methylquinolinium-2-carboxylate

N-Methylquinolinium-2-carboxylate

C11H9NO2 (187.0633254)


   

3-Indoleacrylic acid

Indole-3-acrylic acid

C11H9NO2 (187.0633254)


trans-3-Indoleacrylic acid is an endogenous metabolite.

   

3-AMINO-2-NAPHTHOIC ACID

3-AMINO-2-NAPHTHOIC ACID

C11H9NO2 (187.0633254)


   

3-Methylquinoline-4-carboxylic acid

3-Methylquinoline-4-carboxylic acid

C11H9NO2 (187.0633254)


   

9,9a-dihydro-naphtho[2,3-c]isoxazol-3(1H)-one|naphthisoxazol A

9,9a-dihydro-naphtho[2,3-c]isoxazol-3(1H)-one|naphthisoxazol A

C11H9NO2 (187.0633254)


   

1-Acetylindole-3-carboxaldehyde

1-Acetyl-1H-indole-3-carbaldehyde

C11H9NO2 (187.0633254)


An N-acylindole that is N-acetylindole carrying an additional formyl substituent at position 3.

   

4-Methyl-[1,2]naphthochinon-2-oxim|4-methyl-[1,2]naphthoquinone-2-oxime

4-Methyl-[1,2]naphthochinon-2-oxim|4-methyl-[1,2]naphthoquinone-2-oxime

C11H9NO2 (187.0633254)


   

2-methyl-4-nitrosonaphthalen-1-ol

2-methyl-4-nitrosonaphthalen-1-ol

C11H9NO2 (187.0633254)


   

5-Methyl-2-nitroso-[1]naphthol

5-Methyl-2-nitroso-[1]naphthol

C11H9NO2 (187.0633254)


   

1-methylquinolin-1-ium-2-carboxylate

1-methylquinolin-1-ium-2-carboxylate

C11H9NO2 (187.0633254)


   

Indoleacrylic acid

3-Indoleacrylic acid

C11H9NO2 (187.0633254)


trans-3-Indoleacrylic acid is an endogenous metabolite.

   

3-Indoleacrylic acid; AIF; CE0; CorrDec

3-Indoleacrylic acid; AIF; CE0; CorrDec

C11H9NO2 (187.0633254)


   

3-Indoleacrylic acid; AIF; CE10; CorrDec

3-Indoleacrylic acid; AIF; CE10; CorrDec

C11H9NO2 (187.0633254)


   

3-Indoleacrylic acid; AIF; CE30; CorrDec

3-Indoleacrylic acid; AIF; CE30; CorrDec

C11H9NO2 (187.0633254)


   

3-Indoleacrylic acid; AIF; CE0; MS2Dec

3-Indoleacrylic acid; AIF; CE0; MS2Dec

C11H9NO2 (187.0633254)


   

3-Indoleacrylic acid; AIF; CE10; MS2Dec

3-Indoleacrylic acid; AIF; CE10; MS2Dec

C11H9NO2 (187.0633254)


   

3-Indoleacrylic acid; AIF; CE30; MS2Dec

3-Indoleacrylic acid; AIF; CE30; MS2Dec

C11H9NO2 (187.0633254)


   

3-Indoleacrylic acid [M+H-H2O]+; AIF: CE0; MS2Dec

3-Indoleacrylic acid [M+H-H2O]+; AIF: CE0; MS2Dec

C11H9NO2 (187.0633254)


   

3-Indoleacrylic acid [M+H-H2O]+; AIF: CE10; MS2Dec

3-Indoleacrylic acid [M+H-H2O]+; AIF: CE10; MS2Dec

C11H9NO2 (187.0633254)


   

3-Indoleacrylic acid [M+H-H2O]+; AIF: CE30; MS2Dec

3-Indoleacrylic acid [M+H-H2O]+; AIF: CE30; MS2Dec

C11H9NO2 (187.0633254)


   

3-Indoleacrylic acid; AIF: CE0; MS2Dec

3-Indoleacrylic acid; AIF: CE0; MS2Dec

C11H9NO2 (187.0633254)


   

3-Indoleacrylic acid; AIF: CE10; MS2Dec

3-Indoleacrylic acid; AIF: CE10; MS2Dec

C11H9NO2 (187.0633254)


   

3-Indoleacrylic acid; AIF: CE30; MS2Dec

3-Indoleacrylic acid; AIF: CE30; MS2Dec

C11H9NO2 (187.0633254)


   

3-Indoleacrylic acid; LC-tDDA; CE10

3-Indoleacrylic acid; LC-tDDA; CE10

C11H9NO2 (187.0633254)


   

3-Indoleacrylic acid; LC-tDDA; CE20

3-Indoleacrylic acid; LC-tDDA; CE20

C11H9NO2 (187.0633254)


   

3-Indoleacrylic acid; LC-tDDA; CE30

3-Indoleacrylic acid; LC-tDDA; CE30

C11H9NO2 (187.0633254)


   

3-Indoleacrylic acid; LC-tDDA; CE40

3-Indoleacrylic acid; LC-tDDA; CE40

C11H9NO2 (187.0633254)


   

4-(PYRIDIN-2-YLOXY)PHENOL

4-(PYRIDIN-2-YLOXY)PHENOL

C11H9NO2 (187.0633254)


   

2-Methylquinoline-6-carboxylicacid

2-Methylquinoline-6-carboxylicacid

C11H9NO2 (187.0633254)


   

5-methyl-2-phenyl-1,3-oxazole-4-carbaldehyde

5-methyl-2-phenyl-1,3-oxazole-4-carbaldehyde

C11H9NO2 (187.0633254)


   

2-(2-methylphenyl)-1,3-oxazole-4-carbaldehyde

2-(2-methylphenyl)-1,3-oxazole-4-carbaldehyde

C11H9NO2 (187.0633254)


   

1-Allyl-1H-indole-2,3-dione

1-Allyl-1H-indole-2,3-dione

C11H9NO2 (187.0633254)


   

4-Methylquinoline-2-carboxylic acid

4-Methylquinoline-2-carboxylic acid

C11H9NO2 (187.0633254)


   
   

6-methoxyquinoline-3-carbaldehyde

6-methoxyquinoline-3-carbaldehyde

C11H9NO2 (187.0633254)


   

6-Methylquinoline-3-carboxylic acid

6-Methylquinoline-3-carboxylic acid

C11H9NO2 (187.0633254)


   

2-METHYL-INDOLIZINE-1,3-DICARBALDEHYDE

2-METHYL-INDOLIZINE-1,3-DICARBALDEHYDE

C11H9NO2 (187.0633254)


   

2-Furancarboxamide,N-phenyl-

2-Furancarboxamide,N-phenyl-

C11H9NO2 (187.0633254)


   

3-methyl-1-phenylpyrrole-2,5-dione

3-methyl-1-phenylpyrrole-2,5-dione

C11H9NO2 (187.0633254)


   

3-(1h-pyrrol-1-yl)benzoic acid

3-(1h-pyrrol-1-yl)benzoic acid

C11H9NO2 (187.0633254)


   

Methyl quinoline-6-carboxylate

Methyl quinoline-6-carboxylate

C11H9NO2 (187.0633254)


   

8-Methyl-2-Oxo-1,2-Dihydro-Quinoline-3-Carbaldehyde

8-Methyl-2-Oxo-1,2-Dihydro-Quinoline-3-Carbaldehyde

C11H9NO2 (187.0633254)


   

2-P-TOLYL-OXAZOLE-4-CARBALDEHYDE

2-P-TOLYL-OXAZOLE-4-CARBALDEHYDE

C11H9NO2 (187.0633254)


   

6-AMINO-2-NAPHTHOIC ACID

6-AMINO-2-NAPHTHOIC ACID

C11H9NO2 (187.0633254)


   

2-methylquinoline-8-carboxylic acid

2-methylquinoline-8-carboxylic acid

C11H9NO2 (187.0633254)


   

5-methyl-7H-furo[2,3-f]indol-6-one

5-methyl-7H-furo[2,3-f]indol-6-one

C11H9NO2 (187.0633254)


   

4-Amino-1-naphthoic acid

4-Amino-1-naphthoic acid

C11H9NO2 (187.0633254)


   

2-(1H-Pyrrol-1-yl)benzoic acid

2-(1H-Pyrrol-1-yl)benzoic acid

C11H9NO2 (187.0633254)


   

2-(3-methylphenyl)-1,3-oxazole-4-carbaldehyde

2-(3-methylphenyl)-1,3-oxazole-4-carbaldehyde

C11H9NO2 (187.0633254)


   

Methyl 5-quinolinecarboxylate

Methyl 5-quinolinecarboxylate

C11H9NO2 (187.0633254)


   

2-(QUINOLIN-7-YL)ACETIC ACID

2-(QUINOLIN-7-YL)ACETIC ACID

C11H9NO2 (187.0633254)


   

5-Phenyl-1H-pyrrole-2-carboxylic acid

5-Phenyl-1H-pyrrole-2-carboxylic acid

C11H9NO2 (187.0633254)


   

Methyl quinoline-7-carboxylate

Methyl quinoline-7-carboxylate

C11H9NO2 (187.0633254)


   

(E)-Methyl 2-Cyano-3-phenyl-2-propenoate

(E)-Methyl 2-Cyano-3-phenyl-2-propenoate

C11H9NO2 (187.0633254)


   

Methyl isoquinoline-3-carboxylate

Methyl isoquinoline-3-carboxylate

C11H9NO2 (187.0633254)


   

1-(2-phenyl-1,3-oxazol-5-yl)ethanone

1-(2-phenyl-1,3-oxazol-5-yl)ethanone

C11H9NO2 (187.0633254)


   

Methyl .alpha.-cyanocinnamate

Methyl .alpha.-cyanocinnamate

C11H9NO2 (187.0633254)


   

2-isoquinolin-1-ylacetic acid

2-isoquinolin-1-ylacetic acid

C11H9NO2 (187.0633254)


   

2-(QUINOLIN-8-YL)ACETIC ACID

2-(QUINOLIN-8-YL)ACETIC ACID

C11H9NO2 (187.0633254)


   

8-methylquinoline-4-carboxylic acid

8-methylquinoline-4-carboxylic acid

C11H9NO2 (187.0633254)


   

5-(4-METHYLPHENYL)ISOXAZOLE-3-CARBOXALD&

5-(4-METHYLPHENYL)ISOXAZOLE-3-CARBOXALD&

C11H9NO2 (187.0633254)


   

3-(3-CYANO-PHENYL)-ACRYLIC ACID METHYL ESTER

3-(3-CYANO-PHENYL)-ACRYLIC ACID METHYL ESTER

C11H9NO2 (187.0633254)


   

2-cyano-3-(4-methylphenyl)acrylic acid

2-cyano-3-(4-methylphenyl)acrylic acid

C11H9NO2 (187.0633254)


   

8-METHYL-QUINOLINE-3-CARBOXYLIC ACID

8-METHYL-QUINOLINE-3-CARBOXYLIC ACID

C11H9NO2 (187.0633254)


   

7-Methoxy-2H-chromene-3-carbonitrile

7-Methoxy-2H-chromene-3-carbonitrile

C11H9NO2 (187.0633254)


   

8-Quinolinyl acetate

8-Quinolinyl acetate

C11H9NO2 (187.0633254)


   

3-METHYL-5-PHENYL-4-ISOXAZOLECARBALDEHYDE

3-METHYL-5-PHENYL-4-ISOXAZOLECARBALDEHYDE

C11H9NO2 (187.0633254)


   

1-o-tolyl-pyrrole-2,5-dione

1-o-tolyl-pyrrole-2,5-dione

C11H9NO2 (187.0633254)


   

6-Methoxy-4-quinolinecarbaldehyde

6-Methoxy-4-quinolinecarbaldehyde

C11H9NO2 (187.0633254)


   

7-ACETYLBENZOFURAN

7-ACETYLBENZOFURAN

C11H9NO2 (187.0633254)


   

2-Hydroxy-3-naphtoamide

2-Hydroxy-3-naphtoamide

C11H9NO2 (187.0633254)


   

Quinacetol sulfate

1-(8-Hydroxyquinolin-5-yl)ethanone

C11H9NO2 (187.0633254)


   

Methyl 4-quinolinecarboxylate

Methyl 4-quinolinecarboxylate

C11H9NO2 (187.0633254)


   

Quinolin-2-ylacetic acid

Quinolin-2-ylacetic acid

C11H9NO2 (187.0633254)


   

3-(O-TOLYL)ISOXAZOLE-5-CARBALDEHYDE

3-(O-TOLYL)ISOXAZOLE-5-CARBALDEHYDE

C11H9NO2 (187.0633254)


   

2-Methylquinoline-4-carboxylic acid

2-Methylquinoline-4-carboxylic acid

C11H9NO2 (187.0633254)


   

3-Methylquinoline-2-carboxylic acid

3-Methylquinoline-2-carboxylic acid

C11H9NO2 (187.0633254)


   

1,2-Dihydro-7-Methyl-2-Oxo-3-Quinolinecarboxaldehyde

1,2-Dihydro-7-Methyl-2-Oxo-3-Quinolinecarboxaldehyde

C11H9NO2 (187.0633254)


   

7-Methyl-2-Quinolinecarboxylic Acid

7-Methyl-2-Quinolinecarboxylic Acid

C11H9NO2 (187.0633254)


   

2,4-Dihydroxy-5-phenylpyridine

2,4-Dihydroxy-5-phenylpyridine

C11H9NO2 (187.0633254)


   

4-Quinolinylacetic acid

4-Quinolinylacetic acid

C11H9NO2 (187.0633254)


   

2(1H)-Quinolinone, 3-acetyl-

2(1H)-Quinolinone, 3-acetyl-

C11H9NO2 (187.0633254)


   

2-(ISOQUINOLIN-7-YL)ACETIC ACID

2-(ISOQUINOLIN-7-YL)ACETIC ACID

C11H9NO2 (187.0633254)


   

2-(Quinolin-6-yl)acetic acid

2-(Quinolin-6-yl)acetic acid

C11H9NO2 (187.0633254)


   

2-Methyl-3-quinolinecarboxylic acid

2-Methyl-3-quinolinecarboxylic acid

C11H9NO2 (187.0633254)


   

6-methoxyquinoline-8-carbaldehyde

6-methoxyquinoline-8-carbaldehyde

C11H9NO2 (187.0633254)


   

2-(ISOQUINOLIN-6-YL)ACETIC ACID

2-(ISOQUINOLIN-6-YL)ACETIC ACID

C11H9NO2 (187.0633254)


   

6-Quinolinyl acetate

6-Quinolinyl acetate

C11H9NO2 (187.0633254)


   

1H-Pyrrole-2,5-dione,1-(3-methylphenyl)-

1H-Pyrrole-2,5-dione,1-(3-methylphenyl)-

C11H9NO2 (187.0633254)


   

Methyl isoquinoline-4-carboxylate

Methyl isoquinoline-4-carboxylate

C11H9NO2 (187.0633254)


   

3-Quinolinylacetic acid

3-Quinolinylacetic acid

C11H9NO2 (187.0633254)


   

1-BENZO[1,3]DIOXOL-5-YL-CYCLOPROPANECARBONITRILE

1-BENZO[1,3]DIOXOL-5-YL-CYCLOPROPANECARBONITRILE

C11H9NO2 (187.0633254)


   

5(4H)-Oxazolone,2-methyl-4-(phenylmethylene)-

5(4H)-Oxazolone,2-methyl-4-(phenylmethylene)-

C11H9NO2 (187.0633254)


   

1-Benzylpyrrole-2,5-dione

1-Benzylpyrrole-2,5-dione

C11H9NO2 (187.0633254)


   

1-methyl-2-oxoquinoline-4-carbaldehyde

1-methyl-2-oxoquinoline-4-carbaldehyde

C11H9NO2 (187.0633254)


   

1-METHYL-2-OXO-1,2-DIHYDROQUINOLINE-3-CARBALDEHYDE

1-METHYL-2-OXO-1,2-DIHYDROQUINOLINE-3-CARBALDEHYDE

C11H9NO2 (187.0633254)


   

7-methoxyquinoline-3-carbaldehyde

7-methoxyquinoline-3-carbaldehyde

C11H9NO2 (187.0633254)


   

5-METHYL-3-PHENYL-4-ISOXAZOLECARBALDEHYDE

5-METHYL-3-PHENYL-4-ISOXAZOLECARBALDEHYDE

C11H9NO2 (187.0633254)


   

1-(3-PHENYLISOXAZOL-5-YL)ETHANONE

1-(3-PHENYLISOXAZOL-5-YL)ETHANONE

C11H9NO2 (187.0633254)


   

(Z)-4-BENZYLIDENE-2-METHYLOXAZOL-5(4H)-ONE

(Z)-4-BENZYLIDENE-2-METHYLOXAZOL-5(4H)-ONE

C11H9NO2 (187.0633254)


   

1-Amino-2-naphthoic acid

1-Amino-2-naphthoic acid

C11H9NO2 (187.0633254)


   

4-(1H-Pyrrol-1-yl)benzoic acid

4-(1H-Pyrrol-1-yl)benzoic acid

C11H9NO2 (187.0633254)


   

6-Methyl-2-oxo-1,2-dihydroquinoline-3-carbaldehyde

6-Methyl-2-oxo-1,2-dihydroquinoline-3-carbaldehyde

C11H9NO2 (187.0633254)


   

6-methoxy-2h-chromene-3-carbonitrile

6-methoxy-2h-chromene-3-carbonitrile

C11H9NO2 (187.0633254)


   

1H-Isoindole-1,3(2H)-dione,2-(2-propen-1-yl)-

1H-Isoindole-1,3(2H)-dione,2-(2-propen-1-yl)-

C11H9NO2 (187.0633254)


   

methyl quinoline-3-carboxylate

methyl quinoline-3-carboxylate

C11H9NO2 (187.0633254)


   

1-(4-hydroxyphenyl)pyrrole-2-carbaldehyde

1-(4-hydroxyphenyl)pyrrole-2-carbaldehyde

C11H9NO2 (187.0633254)


   

4-methyl-2-phenyl-1,3-oxazole-5-carbaldehyde

4-methyl-2-phenyl-1,3-oxazole-5-carbaldehyde

C11H9NO2 (187.0633254)


   

3-(1-Cyanocyclopropyl)benzoic acid

3-(1-Cyanocyclopropyl)benzoic acid

C11H9NO2 (187.0633254)


   

5-Amino-1-naphthoic acid

5-Amino-1-naphthoic acid

C11H9NO2 (187.0633254)


   

3-Methyl-1-nitronaphthalene

3-Methyl-1-nitronaphthalene

C11H9NO2 (187.0633254)


   

(E)-METHYL 3-(4-CYANOPHENYL)ACRYLATE

(E)-METHYL 3-(4-CYANOPHENYL)ACRYLATE

C11H9NO2 (187.0633254)


   

1-AMINO-8-NAPHTHOIC ACID

1-AMINO-8-NAPHTHOIC ACID

C11H9NO2 (187.0633254)


   

3-Methyl-6-isoquinolinecarboxylic acid

3-Methyl-6-isoquinolinecarboxylic acid

C11H9NO2 (187.0633254)


   

8-methoxyquinoline-2-carbaldehyde

8-methoxyquinoline-2-carbaldehyde

C11H9NO2 (187.0633254)


   

(2E)-3-(1H-Indol-7-yl)acrylic acid

(2E)-3-(1H-Indol-7-yl)acrylic acid

C11H9NO2 (187.0633254)


   

2-Methyl-1-nitronaphthalene

2-Methyl-1-nitronaphthalene

C11H9NO2 (187.0633254)


   

1-Naphthohydroxamic acid

1-Naphthohydroxamic acid

C11H9NO2 (187.0633254)


   

3-(M-TOLYL)ISOXAZOLE-5-CARBALDEHYDE

3-(M-TOLYL)ISOXAZOLE-5-CARBALDEHYDE

C11H9NO2 (187.0633254)


   

1-METHYL-4-NITRONAPHTHALENE

1-METHYL-4-NITRONAPHTHALENE

C11H9NO2 (187.0633254)


   

4-phenyl-1h-pyrrole-3-carboxylic acid

4-phenyl-1h-pyrrole-3-carboxylic acid

C11H9NO2 (187.0633254)


   

Methyl (2E)-3-(4-cyanophenyl)acrylate

Methyl (2E)-3-(4-cyanophenyl)acrylate

C11H9NO2 (187.0633254)


   

Methyl 8-isoquinolinecarboxylate

Methyl 8-isoquinolinecarboxylate

C11H9NO2 (187.0633254)


   

6-Isoquinolinecarboxylic acid methyl ester

6-Isoquinolinecarboxylic acid methyl ester

C11H9NO2 (187.0633254)


   

3-Azabicyclo[3.1.0]hexane-2,4-dione, 1-phenyl-

3-Azabicyclo[3.1.0]hexane-2,4-dione, 1-phenyl-

C11H9NO2 (187.0633254)


   

ISOQUINOLINE-1-CARBOXYLIC ACID METHYL ESTER

ISOQUINOLINE-1-CARBOXYLIC ACID METHYL ESTER

C11H9NO2 (187.0633254)


   

(2E)-3-(1H-indol-2-yl)prop-2-enoic acid

(2E)-3-(1H-indol-2-yl)prop-2-enoic acid

C11H9NO2 (187.0633254)


   

Cyclopent[f]indole-2,3-dione, 1,5,6,7-tetrahydro-

Cyclopent[f]indole-2,3-dione, 1,5,6,7-tetrahydro-

C11H9NO2 (187.0633254)


   

(9ar)-1h,9h,9ah-naphtho[2,3-c][1,2]oxazol-3-one

(9ar)-1h,9h,9ah-naphtho[2,3-c][1,2]oxazol-3-one

C11H9NO2 (187.0633254)