Chemical Formula: C19H23NO4

Chemical Formula C19H23NO4

Found 101 metabolite its formula value is C19H23NO4

Sinomenine

(1R,9S,10R)-3-Hydroxy-4,12-dimethoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5,11-tetraen-13-one

C19H23NO4 (329.16269980000004)


Sinomenine is a morphinane alkaloid. Sinomenine is a natural product found in Sinomenium acutum, Stephania cephalantha, and other organisms with data available. Sinomenine is an alkaloid isolated from the root of Sinomenium acutum with immunomodulatory and potential anti-angiogenic and activities. Although the mechanism of action remains to be fully elucidated, sinomenine appears to inhibit endothelial proliferation mediated through basic fibroblast growth factor (bFGF), which may contribute to its anti-angiogenic effect. In Chinese medicine, this agent has a long track-record in treating arthritis, which is accounted by its ability to inhibit proliferation of synovial fibroblasts and lymphocytes. In addition, sinomenine has been shown to suppress expressions of genes involved in inflammation and apoptosis, such as interleukin-6, a pleiotropic inflammatory cytokine and JAK3 (Janus kinase 3), Daxx (death-associated protein 6), plus HSP27 (heat shock 27kDa protein 1), respectively. D002492 - Central Nervous System Depressants > D009294 - Narcotics > D053610 - Opiate Alkaloids C274 - Antineoplastic Agent > C1742 - Angiogenesis Inhibitor C308 - Immunotherapeutic Agent > C2139 - Immunostimulant D018501 - Antirheumatic Agents Annotation level-1 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.366 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.360 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.362 Sinomenine, an alkaloid extracted from?Sinomenium acutum, is a blocker of the NF-κB activation[1]. Sinomenine also is an activator of μ-opioid receptor[2]. Sinomenine, an alkaloid extracted from?Sinomenium acutum, is a blocker of the NF-κB activation[1]. Sinomenine also is an activator of μ-opioid receptor[2]. Sinomenine, an alkaloid extracted from?Sinomenium acutum, is a blocker of the NF-κB activation[1]. Sinomenine also is an activator of μ-opioid receptor[2].

   

(S)-Reticuline

7-ISOQUINOLINOL, 1,2,3,4-TETRAHYDRO-1-((3-HYDROXY-4-METHOXYPHENYL)METHYL)-6-METHOXY-2-METHYL-, (1S)-

C19H23NO4 (329.16269980000004)


(S)-Reticuline is an endogenous precursor of morphine (PMID: 15383669). (S)-Reticuline is a key intermediate in the synthesis of morphine, the major active metabolite of the opium poppy. "Endogenous morphine" has been long isolated and authenticated by mass spectrometry in trace amounts from animal- and human-specific tissue or fluids (PMID: 15874902). Human neuroblastoma cells (SH-SY5Y) were shown capable of synthesizing morphine as well. (S)-Reticuline undergoes a change of configuration at C-1 during its transformation into salutaridinol and thebaine. From thebaine, there is a bifurcate pathway leading to morphine proceeding via codeine or oripavine, in both plants and mammals (PMID 15937106). (S)-reticuline is the (S)-enantiomer of reticuline. It has a role as an EC 2.1.1.116 [3-hydroxy-N-methyl-(S)-coclaurine 4-O-methyltransferase] inhibitor. It is a conjugate base of a (S)-reticulinium(1+). It is an enantiomer of a (R)-reticuline. Reticuline is a natural product found in Fumaria capreolata, Berberis integerrima, and other organisms with data available. See also: Peumus boldus leaf (part of). Alkaloid from Papaver somniferum (opium poppy) and Annona reticulata (custard apple) The (S)-enantiomer of reticuline.

   

Salutaridinol

5,6,8,14-Tetradehydro-3,6-dimethoxy-17-methyl-morphinan-4,7-diol

C19H23NO4 (329.16269980000004)


D002492 - Central Nervous System Depressants > D009294 - Narcotics > D053610 - Opiate Alkaloids

   

Cinnamoylcocaine

methyl (3S,4R)-8-methyl-3-[(E)-3-phenylprop-2-enoyl]oxy-8-azabicyclo[3.2.1]octane-4-carboxylate

C19H23NO4 (329.16269980000004)


   

Isosinomenine

4-Hydroxy-3,6-dimethoxy-17-methyl-5,6-didehydromorphinan-7-one #

C19H23NO4 (329.16269980000004)


D002492 - Central Nervous System Depressants > D009294 - Narcotics > D053610 - Opiate Alkaloids

   
   

(R)-Reticuline

(1R)-1,2,3,4-Tetrahydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6- methoxy-2-methyl-7-isoquinolinol

C19H23NO4 (329.16269980000004)


   

xi-Anomuricine

6,7-dimethoxy-1-[(4-methoxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinolin-5-ol

C19H23NO4 (329.16269980000004)


xi-Anomuricine is found in fruits. Minor alkaloid from the root and stem barks of Annona muricata (soursop). Minor alkaloid from the root and stem barks of Annona muricata (soursop). xi-Anomuricine is found in fruits.

   

14-Methoxymetopon

10-hydroxy-17-methoxy-4,13-dimethyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10-trien-14-one

C19H23NO4 (329.16269980000004)


   

Oxycodone cr

17-hydroxy-10-methoxy-4-(methylamino)-12-oxapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10-trien-14-one

C19H23NO4 (329.16269980000004)


   

Sinomenine

3-hydroxy-4,12-dimethoxy-17-methyl-17-azatetracyclo[7.5.3.0¹,¹⁰.0²,⁷]heptadeca-2,4,6,11-tetraen-13-one

C19H23NO4 (329.16269980000004)


   

salutaridinol

4,13-dimethoxy-17-methyl-17-azatetracyclo[7.5.3.0¹,¹⁰.0²,⁷]heptadeca-2(7),3,5,10,13-pentaene-3,12-diol

C19H23NO4 (329.16269980000004)


Salutaridinol belongs to phenanthrenes and derivatives class of compounds. Those are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene. Salutaridinol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Salutaridinol can be found in a number of food items such as pummelo, cardamom, yellow wax bean, and chinese bayberry, which makes salutaridinol a potential biomarker for the consumption of these food products. Salutaridinol is a modified benzyltetrahydroisoquinoline alkaloid with the formula C19H23NO4. It is produced in the secondary metabolism of the opium poppy Papaver somniferum (Papaveraceae) as an intermediate in the biosynthetic pathway that generates morphine. As an isoquinoline alkaloid, it is fundamentally derived from tyrosine as part of the shikimate pathway of secondary metabolism. Salutaridinol is a product of the enzyme salutaridine: NADPH 7-oxidoreductase and the substrate for the enzyme salutaridinol 7-O-acetyltransferase, which are two of the four enzymes in the morphine biosynthesis pathway that generates morphine from (R)-reticuline. Salutaridinols unique position adjacent to two of the four enzymes in the morphine biosynthesis pathway gives it an important role in enzymatic, genetic, and synthetic biology studies of morphine biosynthesis. Salutaridinol levels are indicative of the flux through the morphine biosynthesis pathway and the efficacy of both salutaridine: NADPH 7-oxidoreductase and salutaridinol 7-O-acetyltransferase .

   
   
   
   
   
   

Erythrartine

11-Hydroxyerysotrine

C19H23NO4 (329.16269980000004)


   
   
   
   
   
   

Cohirsinine

O-Demethylcohirsine

C19H23NO4 (329.16269980000004)


   
   
   
   

1,2,3,4-Tetrahydro-6-hydroxy-7-methoxy-1-(4-hydroxy-3-methoxybenzyl)-2-methylisoquinoline

1,2,3,4-Tetrahydro-6-hydroxy-7-methoxy-1-(4-hydroxy-3-methoxybenzyl)-2-methylisoquinoline

C19H23NO4 (329.16269980000004)


   

nortropane-3alpha,7beta-diol 7-trans-cinnamate 3-propanoate

nortropane-3alpha,7beta-diol 7-trans-cinnamate 3-propanoate

C19H23NO4 (329.16269980000004)


   
   

2-Hydroxy-3-methoxy-6-oxo-N-acetylmorphinan

2-Hydroxy-3-methoxy-6-oxo-N-acetylmorphinan

C19H23NO4 (329.16269980000004)


   
   
   
   
   

N-[2-(4-Methoxyphenyl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)propanamide

N-[2-(4-Methoxyphenyl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)propanamide

C19H23NO4 (329.16269980000004)


   

N-[2-(4-Hydroxyphenyl)ethyl]-3-(3,4-dimethoxyphenyl)propanamide

N-[2-(4-Hydroxyphenyl)ethyl]-3-(3,4-dimethoxyphenyl)propanamide

C19H23NO4 (329.16269980000004)


   
   
   

8-Demethoxycephatonine

7,8-Didehydro-2-hydroxy-3,7-dimethoxy-17-methylhasubanan-6-one

C19H23NO4 (329.16269980000004)


   
   

2,3-methanediyldioxy-6xi-methoxy-17-methyl-morphin-8(14)-en-7xi-ol|5,6-dihydro-amurinol|amurininol|Dihydroundarin

2,3-methanediyldioxy-6xi-methoxy-17-methyl-morphin-8(14)-en-7xi-ol|5,6-dihydro-amurinol|amurininol|Dihydroundarin

C19H23NO4 (329.16269980000004)


   

(7Z,10S,12Z,13aS)-7,13-epoxy-2,3,9,10,11,13a-hexahydro-5,6-dimethoxy-1-methyl-1H-cyclodec[ij]isoquinolin-10-ol|stephalonganine B

(7Z,10S,12Z,13aS)-7,13-epoxy-2,3,9,10,11,13a-hexahydro-5,6-dimethoxy-1-methyl-1H-cyclodec[ij]isoquinolin-10-ol|stephalonganine B

C19H23NO4 (329.16269980000004)


   
   

14-Episinomenine

14-Episinomenine

C19H23NO4 (329.16269980000004)


14-Episinomenine is a natural product found in Stephania cephalantha with data available.

   

kukoline

Sinomenine

C19H23NO4 (329.16269980000004)


Origin: Plant; Formula(Parent): C19H23NO4; Bottle Name:Sinomenine; PRIME Parent Name:Sinomenine; PRIME in-house No.:V0298; SubCategory_DNP: Isoquinoline alkaloids, Morphine alkaloids D002492 - Central Nervous System Depressants > D009294 - Narcotics > D053610 - Opiate Alkaloids C274 - Antineoplastic Agent > C1742 - Angiogenesis Inhibitor C308 - Immunotherapeutic Agent > C2139 - Immunostimulant D018501 - Antirheumatic Agents Sinomenine, an alkaloid extracted from?Sinomenium acutum, is a blocker of the NF-κB activation[1]. Sinomenine also is an activator of μ-opioid receptor[2]. Sinomenine, an alkaloid extracted from?Sinomenium acutum, is a blocker of the NF-κB activation[1]. Sinomenine also is an activator of μ-opioid receptor[2]. Sinomenine, an alkaloid extracted from?Sinomenium acutum, is a blocker of the NF-κB activation[1]. Sinomenine also is an activator of μ-opioid receptor[2].

   

xi-Anomuricine

6,7-dimethoxy-1-[(4-methoxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinolin-5-ol

C19H23NO4 (329.16269980000004)


   

8,14-Dihydrosalutaridine

(-)-8,14-dihydrosalutaridine

C19H23NO4 (329.16269980000004)


   

(S)-2-Amino-5-methoxytetralin (S)-mandelate

(S)-2-Amino-5-methoxytetralin (S)-mandelate

C19H23NO4 (329.16269980000004)


   

(S)-2-TERT-BUTOXYCARBONYLAMINO-3-NAPHTHALEN-2-YL-PROPIONIC ACID METHYL ESTER

(S)-2-TERT-BUTOXYCARBONYLAMINO-3-NAPHTHALEN-2-YL-PROPIONIC ACID METHYL ESTER

C19H23NO4 (329.16269980000004)


   

2-ethylhexyl (E)-3-(1,3-benzodioxol-5-yl)-2-cyanoprop-2-enoate

2-ethylhexyl (E)-3-(1,3-benzodioxol-5-yl)-2-cyanoprop-2-enoate

C19H23NO4 (329.16269980000004)


   

Boc-(S)-3-Amino-4-(2-naphthyl)-butyric acid

Boc-(S)-3-Amino-4-(2-naphthyl)-butyric acid

C19H23NO4 (329.16269980000004)


   

N-(3,4-Dimethoxyphenethyl)-2-(4-methoxyphenyl)acetamide

N-(3,4-Dimethoxyphenethyl)-2-(4-methoxyphenyl)acetamide

C19H23NO4 (329.16269980000004)


   

3,5-Pyridinedicarboxylicacid, 1,4-dihydro-2,6-dimethyl-4-phenyl-, 3,5-diethyl ester

3,5-Pyridinedicarboxylicacid, 1,4-dihydro-2,6-dimethyl-4-phenyl-, 3,5-diethyl ester

C19H23NO4 (329.16269980000004)


   

N-[2-(3,4-dimethoxyphenyl)ethyl]-2-(3-methoxyphenyl)acetamide

N-[2-(3,4-dimethoxyphenyl)ethyl]-2-(3-methoxyphenyl)acetamide

C19H23NO4 (329.16269980000004)


   

Boc-(R)-3-Amino-4-(1-naphthyl)-butyric acid

Boc-(R)-3-Amino-4-(1-naphthyl)-butyric acid

C19H23NO4 (329.16269980000004)


   

Boc-(R)-3-Amino-4-(2-naphthyl)-butyric acid

Boc-(R)-3-Amino-4-(2-naphthyl)-butyric acid

C19H23NO4 (329.16269980000004)


   

1-(TERT-BUTOXYCARBONYL)SPIRO[INDENE-1,4-PIPERIDINE]-3-CARBOXYLIC ACID

1-(TERT-BUTOXYCARBONYL)SPIRO[INDENE-1,4-PIPERIDINE]-3-CARBOXYLIC ACID

C19H23NO4 (329.16269980000004)


   

Boc-(S)-3-Amino-4-(1-naphthyl)-butyric acid

Boc-(S)-3-Amino-4-(1-naphthyl)-butyric acid

C19H23NO4 (329.16269980000004)


   

2-Benzyl 4-(2-methyl-2-propanyl) 3,5-dimethyl-1H-pyrrole-2,4-dica rboxylate

2-Benzyl 4-(2-methyl-2-propanyl) 3,5-dimethyl-1H-pyrrole-2,4-dica rboxylate

C19H23NO4 (329.16269980000004)


   

Aspyridone A

Aspyridone A

C19H23NO4 (329.16269980000004)


2-Pyridone carrying as substituents a branched dimethylhexanoyl group, a hydroxy group and a p-hydroxyphenyl group at C-3, -4 and -5 respectively. Secondary metabolite produced by Aspergillus spp.

   

6-Alpha Naloxol

6-Alpha Naloxol

C19H23NO4 (329.16269980000004)


D002492 - Central Nervous System Depressants > D009294 - Narcotics > D053610 - Opiate Alkaloids

   

CHEBI:17428

(1R)-1,2,3,4-Tetrahydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-7-isoquinolinol

C19H23NO4 (329.16269980000004)


   

2,11,12-Trimethoxy-1,2,5,6,8,9-hexahydroindolo[7a,1-a]isoquinolin-3-one

2,11,12-Trimethoxy-1,2,5,6,8,9-hexahydroindolo[7a,1-a]isoquinolin-3-one

C19H23NO4 (329.16269980000004)


   
   
   

4-[[(1S)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]-2-methoxyphenol

4-[[(1S)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]-2-methoxyphenol

C19H23NO4 (329.16269980000004)


   

17-Hydroxy-10-methoxy-4-(methylamino)-12-oxapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one

17-Hydroxy-10-methoxy-4-(methylamino)-12-oxapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one

C19H23NO4 (329.16269980000004)


   
   

3,6-Dimethoxy-17-methyl-5,6,8,14-tetradehydromorphinan-4,7-diol

3,6-Dimethoxy-17-methyl-5,6,8,14-tetradehydromorphinan-4,7-diol

C19H23NO4 (329.16269980000004)


D002492 - Central Nervous System Depressants > D009294 - Narcotics > D053610 - Opiate Alkaloids

   

3-[5-(4-Methoxyphenyl)-1-(2-oxolanylmethyl)-2-pyrrolyl]propanoic acid

3-[5-(4-Methoxyphenyl)-1-(2-oxolanylmethyl)-2-pyrrolyl]propanoic acid

C19H23NO4 (329.16269980000004)


   

(1S)-1-[(3,4-dimethoxyphenyl)methyl]-6-methoxy-1,2,3,4-tetrahydroisoquinolin-7-ol

(1S)-1-[(3,4-dimethoxyphenyl)methyl]-6-methoxy-1,2,3,4-tetrahydroisoquinolin-7-ol

C19H23NO4 (329.16269980000004)


   

methyl (3S,4R)-8-methyl-3-[(E)-3-phenylprop-2-enoyl]oxy-8-azabicyclo[3.2.1]octane-4-carboxylate

methyl (3S,4R)-8-methyl-3-[(E)-3-phenylprop-2-enoyl]oxy-8-azabicyclo[3.2.1]octane-4-carboxylate

C19H23NO4 (329.16269980000004)


   

4-Hydroxy-3,7-dimethoxy-17-methyl-7,8-didehydromorphinan-6-one

4-Hydroxy-3,7-dimethoxy-17-methyl-7,8-didehydromorphinan-6-one

C19H23NO4 (329.16269980000004)


   

6,7-dimethoxy-1-[(4-methoxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinolin-5-ol

6,7-dimethoxy-1-[(4-methoxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinolin-5-ol

C19H23NO4 (329.16269980000004)


   
   

(1r,4s,5r)-4-hydroxy-5-methoxy-13-methyl-6-oxa-13-azapentacyclo[8.6.2.1¹,⁵.0⁷,¹⁷.0¹⁴,¹⁸]nonadeca-7(17),9,14(18)-trien-8-one

(1r,4s,5r)-4-hydroxy-5-methoxy-13-methyl-6-oxa-13-azapentacyclo[8.6.2.1¹,⁵.0⁷,¹⁷.0¹⁴,¹⁸]nonadeca-7(17),9,14(18)-trien-8-one

C19H23NO4 (329.16269980000004)


   

(1s,19s,20r)-20-methoxy-5,7-dioxa-14-azapentacyclo[12.7.0.0¹,¹⁷.0²,¹⁰.0⁴,⁸]henicosa-2,4(8),9,17-tetraen-19-ol

(1s,19s,20r)-20-methoxy-5,7-dioxa-14-azapentacyclo[12.7.0.0¹,¹⁷.0²,¹⁰.0⁴,⁸]henicosa-2,4(8),9,17-tetraen-19-ol

C19H23NO4 (329.16269980000004)


   

1-[(3-hydroxy-4-methoxyphenyl)methyl]-7-methoxy-2-methyl-3,4-dihydro-1h-isoquinolin-6-ol

1-[(3-hydroxy-4-methoxyphenyl)methyl]-7-methoxy-2-methyl-3,4-dihydro-1h-isoquinolin-6-ol

C19H23NO4 (329.16269980000004)


   

7,8,11-trimethoxy-2h,4h,5h,10h,11h-indolo[7a,1-a]isoquinolin-3-ium-3-olate

7,8,11-trimethoxy-2h,4h,5h,10h,11h-indolo[7a,1-a]isoquinolin-3-ium-3-olate

C19H23NO4 (329.16269980000004)


   

(1r,9r,10s)-3-hydroxy-4,13-dimethoxy-17-methyl-17-azatetracyclo[7.5.3.0¹,¹⁰.0²,⁷]heptadeca-2,4,6,13-tetraen-12-one

(1r,9r,10s)-3-hydroxy-4,13-dimethoxy-17-methyl-17-azatetracyclo[7.5.3.0¹,¹⁰.0²,⁷]heptadeca-2,4,6,13-tetraen-12-one

C19H23NO4 (329.16269980000004)


   

3-hydroxy-4,12-dimethoxy-17-methyl-17-azatetracyclo[8.4.3.0¹,¹⁰.0²,⁷]heptadeca-2,4,6,11-tetraen-13-one

3-hydroxy-4,12-dimethoxy-17-methyl-17-azatetracyclo[8.4.3.0¹,¹⁰.0²,⁷]heptadeca-2,4,6,11-tetraen-13-one

C19H23NO4 (329.16269980000004)


   

methyl (1r,2r,3s,5s)-8-methyl-3-{[(2e)-3-phenylprop-2-enoyl]oxy}-8-azabicyclo[3.2.1]octane-2-carboxylate

methyl (1r,2r,3s,5s)-8-methyl-3-{[(2e)-3-phenylprop-2-enoyl]oxy}-8-azabicyclo[3.2.1]octane-2-carboxylate

C19H23NO4 (329.16269980000004)


   

(1s,9s,10r)-5-hydroxy-4,13-dimethoxy-17-methyl-17-azatetracyclo[7.5.3.0¹,¹⁰.0²,⁷]heptadeca-2,4,6,13-tetraen-12-one

(1s,9s,10r)-5-hydroxy-4,13-dimethoxy-17-methyl-17-azatetracyclo[7.5.3.0¹,¹⁰.0²,⁷]heptadeca-2,4,6,13-tetraen-12-one

C19H23NO4 (329.16269980000004)


   

(1r,4's)-11'-hydroxy-3,10'-dimethoxy-5'-methyl-5'-azaspiro[cyclohexane-1,2'-tricyclo[6.3.1.0⁴,¹²]dodecane]-1'(11'),2,8'(12'),9'-tetraen-4-one

(1r,4's)-11'-hydroxy-3,10'-dimethoxy-5'-methyl-5'-azaspiro[cyclohexane-1,2'-tricyclo[6.3.1.0⁴,¹²]dodecane]-1'(11'),2,8'(12'),9'-tetraen-4-one

C19H23NO4 (329.16269980000004)


   

(1s,9r,10s)-3-hydroxy-4,13-dimethoxy-17-methyl-17-azatetracyclo[7.5.3.0¹,¹⁰.0²,⁷]heptadeca-2,4,6,13-tetraen-12-one

(1s,9r,10s)-3-hydroxy-4,13-dimethoxy-17-methyl-17-azatetracyclo[7.5.3.0¹,¹⁰.0²,⁷]heptadeca-2,4,6,13-tetraen-12-one

C19H23NO4 (329.16269980000004)


   

(1r,13r,15s,18r)-4,18-dimethoxy-14-oxa-11-azapentacyclo[9.8.0.0¹,¹⁵.0²,⁷.0¹³,¹⁵]nonadeca-2(7),3,5,16-tetraen-5-ol

(1r,13r,15s,18r)-4,18-dimethoxy-14-oxa-11-azapentacyclo[9.8.0.0¹,¹⁵.0²,⁷.0¹³,¹⁵]nonadeca-2(7),3,5,16-tetraen-5-ol

C19H23NO4 (329.16269980000004)