Chemical Formula: C23H34O4
Chemical Formula C23H34O4
Found 179 metabolite its formula value is C23H34O4
androst-4-ene-3,17-diyl diacetate
Calcitroic acid
Calcitroic acid (1 alpha-hydroxy-23 carboxy-24,25,26,27-tetranorvitamin D(3)) is a metabolite of 1 alpha, 25-dihydroxyvitamin D(3) (calcitriol). It is soluble in water, and is excreted in urine. This deactivation process involves a series of oxidation reactions at C24 and C23 leading to side-chain cleavage and, ultimately, formation of the calcitroic acid. This deactivation involves the loss of carbons 24, 25, 26, and 27 and the oxidation of carbon 23 to a carboxylic acid. Calcitroic acid is also a major terminal product for the deactivation of 1α,25-dihydroxyvitamin D2. Both the kidney and the intestine metabolize 1,25-dihydroxyvitamin D3 through the C-24 oxidation pathway according to the following steps: 1,25-dihydroxyvitamin D3----1,24,25-trihydroxyvitamin D3----1,25-dihydroxy-24-oxovitamin D3-----1,23,25-trihydroxy-24-oxovitamin D3 (PMID: 2719932). The C-24 oxidation pathway leading to the formation of calcitroic acid has been reported to be present in bone cells, but the C-23 oxidation pathway leading to the formation of 1 alpha, 25-(OH)2D3-26,23-lactone has not been described in bone cells, even though 1 alpha, 25-(OH)2D3-26,23-lactone is noted to have a significant effect on bone formation. (PMID: 7664636) [HMDB] Calcitroic acid (1 alpha-hydroxy-23 carboxy-24,25,26,27-tetranorvitamin D(3)) is a metabolite of 1 alpha, 25-dihydroxyvitamin D(3) (calcitriol). It is soluble in water, and is excreted in urine. This deactivation process involves a series of oxidation reactions at C24 and C23 leading to side-chain cleavage and, ultimately, formation of the calcitroic acid. This deactivation involves the loss of carbons 24, 25, 26, and 27 and the oxidation of carbon 23 to a carboxylic acid. Calcitroic acid is also a major terminal product for the deactivation of 1α,25-dihydroxyvitamin D2. Both the kidney and the intestine metabolize 1,25-dihydroxyvitamin D3 through the C-24 oxidation pathway according to the following steps: 1,25-dihydroxyvitamin D3----1,24,25-trihydroxyvitamin D3----1,25-dihydroxy-24-oxovitamin D3-----1,23,25-trihydroxy-24-oxovitamin D3 (PMID: 2719932). The C-24 oxidation pathway leading to the formation of calcitroic acid has been reported to be present in bone cells, but the C-23 oxidation pathway leading to the formation of 1 alpha, 25-(OH)2D3-26,23-lactone has not been described in bone cells, even though 1 alpha, 25-(OH)2D3-26,23-lactone is noted to have a significant effect on bone formation. (PMID: 7664636). D018977 - Micronutrients > D014815 - Vitamins > D004100 - Dihydroxycholecalciferols D018977 - Micronutrients > D014815 - Vitamins > D006887 - Hydroxycholecalciferols
Digitoxigenin
Rostafuroxin
21-ACETOXYPREGNENOLONE
C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone
12-O-methylcarnosic acid methyl ester|methyl 12-O-carnosoate
rel-(1R,4S,5R)-2-(1-farnesyl-4,5-dihydroxy-2-oxocyclohexan-1-yl)-acetic acid delta-lactone
3beta,16beta-Dihydroxy-6-oxo-24-nor-5alpha-cholansaeure-23-lacton|Chiogralacton|Chiogralactone
(+)-(5S,8S,9R,10S)-15,20-dimethoxypuupehenol|15,20-dimethoxypuupehenol
ent-12beta-acetoxykaur-16-en-19-oic acid methyl ester
3-Ac-(3beta,16alpha)-3,16-Dihydroxypregn-5-en-20-one
Cannabigerolinsaeure-methylester|Methyl-cannabigerolat
2,2,6-Trimethyl-4-(butanoyloxymethyl)-5-[2-(butanoyloxy)ethyl]indan
(3beta,5beta,14beta,15beta,20R,21R,22S)-14,21:15,21:20,22-triepoxy-24-norcholan-3-ol
(3S,3aS,5aR,9S,11S,13bR)-3-[(2S)-2,4-dihydroxybutan-2-yl]-1,2,3,3a,4,5,5a,8,9,10,11,13b-dodecahydro-9-hydroxy-3a-methyl-12H-6,11-methanocyclodeca[e]inden-12-one|norcyclocitrinol A
ent-7alpha-acetoxytrachyloban-18-oic acid|trachylobane-360
SCHEMBL13760302
methyl 12(S)-acetoxy-5(Z),8(Z),10(E),14(Z)-eicosapentaenoate
(Z,Z)-2,5-dihydroxy-3-(heptadeca-8,11-dienyl)-1,4-benzoquinone|2-(heptadeca-8,11-dienyl)-3,6-dihydroxy-1,4-benzoquinone
7,7-dimethyl-2,6-di(gamma,gamma-dimethylallyl)-4-(1-oxo-2-methylpropyl)-1,2,3,4-tetrahydrofurano[1,4-af]cyclohexa-1,3-dione|garcinielliptone J
5-methoxycannabigerolic acid|cannabigerolic acid monomethyl ether
4,6-dimethoxy-2-[(8Z,11Z)-8,11,14-pentadecatriene]resorcinol
(14R)-ent-Kaur-16-en-14-yl hydrogen malonate|ent-16-kauren-14R-yl hydrogen malonate
2-hydroxy-4-methoxy-3,5-bis(3-methylbut-2-enyl)-6-pentylbenzoic acid
Digitoxigenin
D020011 - Protective Agents > D002316 - Cardiotonic Agents > D002301 - Cardiac Glycosides CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 23
Calcitroate
Uzarigenin
D020011 - Protective Agents > D002316 - Cardiotonic Agents > D002301 - Cardiac Glycosides
Calcitroic acid
D018977 - Micronutrients > D014815 - Vitamins > D004100 - Dihydroxycholecalciferols D018977 - Micronutrients > D014815 - Vitamins > D006887 - Hydroxycholecalciferols
4-ethyl-2-methylideneoctanoic acid,2-methylprop-2-enoic acid,styrene
Rostafuroxin
C78274 - Agent Affecting Cardiovascular System > C270 - Antihypertensive Agent
butyl 2-methylprop-2-enoate,butyl prop-2-enoate,styrene
Digitoxigenin
tuberostemonine A
A natural product found particularly in Stemona tuberosa and Stemona sessilifolia.
acetic acid [(1S)-1-hydroxy-1,10a,12a-trimethyl-8-oxo-2,3,4,4a,4b,5,6,9,10,10b,11,12-dodecahydrochrysen-2-yl] ester
4-[(3as,5ar,7s,9as,11ar)-3a,7-dihydroxy-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-1-yl]-5h-furan-2-one
3-(3,7-dimethylocta-2,6-dien-1-yl)-2-hydroxy-4-methoxy-6-pentylbenzoic acid
methyl 6-(acetyloxy)-7-ethenyl-1,4a,7-trimethyl-3,4,6,8,8a,9,10,10a-octahydro-2h-phenanthrene-1-carboxylate
3-oxo-3-{[(1r,4s,5r,9s,10r,13s)-5,9,13-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-14-en-5-yl]methoxy}propanoic acid
3-(heptadeca-8,11-dien-1-yl)-2,5-dihydroxycyclohexa-2,5-diene-1,4-dione
4,6-dimethoxy-2-[(8z,11z)-pentadeca-8,11,14-trien-1-yl]benzene-1,3-diol
methyl (1r,4ar,4bs,6r,7s)-6-(acetyloxy)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2h-phenanthrene-1-carboxylate
4-{3a,4-dihydroxy-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-1-yl}-5h-furan-2-one
methyl 2-[1-(acetyloxy)-6-methylhepta-2,5-dien-2-yl]-5-methyl-9-methylidenecyclonon-5-ene-1-carboxylate
3-[(8z,11z)-heptadeca-8,11-dien-1-yl]-2,5-dihydroxycyclohexa-2,5-diene-1,4-dione
methyl (4ar)-7-isopropyl-5,6-dimethoxy-1,1-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylate
methyl 3-[(7e)-8-(2-hydroxypropan-2-yl)-3a,10b-dimethyl-3-oxo-1h,2h,4h,6h,8h,9h,10h,10ah-cyclohepta[e]inden-7-ylidene]propanoate
8-hydroxy-5-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)-2-oxabicyclo[3.3.1]nonane-3,6-dione
4,6-dimethoxy-2-(pentadeca-8,11,14-trien-1-yl)benzene-1,3-diol
methyl (1r,4ar,4br,6s,10as)-6-(acetyloxy)-7-isopropyl-1,4a-dimethyl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylate
(3r,4as,7as)-3,4a-dimethyl-3-(2-methyl-8-phenyloctyl)-dihydro-4h-furo[3,2-c][1,2]dioxin-6-one
methyl 15-(acetyloxy)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate
methyl (1r,4r,5r,9s,10s,13r,15s)-15-(acetyloxy)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate
2-(3,7-dimethylocta-2,6-dien-1-yl)-3,6-dihydroxy-5-pentylphenyl acetate
methyl (1r,4ar,4bs,6r,7s,10ar)-6-(acetyloxy)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2h-phenanthrene-1-carboxylate
methyl 2-[(4ar,10as)-5-hydroxy-7-isopropyl-6-methoxy-1,1-dimethyl-2,3,4,9,10,10a-hexahydrophenanthren-4a-yl]acetate
methyl 6-(acetyloxy)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2h-phenanthrene-1-carboxylate
3-{[(1s,4as,7s,8as,10ar)-7-ethenyl-1,4a,7-trimethyl-3,4,6,8,8a,9,10,10a-octahydro-2h-phenanthren-1-yl]methoxy}-3-oxopropanoic acid
methyl (1r,4ar,4br,6r,10as)-6-(acetyloxy)-7-isopropyl-1,4a-dimethyl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylate
4-[(1r,3as,3br,5as,7s,9as,9br,11ar)-3a,7-dihydroxy-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-1-yl]-5h-furan-2-one
methyl (1s,4s,5r,9s,10r,12s,13r)-12-(acetyloxy)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate
3-{[(1s,4s,5r,9s,10r,13r)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-5-yl]methoxy}-3-oxopropanoic acid
4-[(1r,3as,3br,5ar,7r,9as,9bs,11ar)-3a,7-dihydroxy-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-1-yl]-5h-furan-2-one
3-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-4,6-dihydroxy-2-pentylphenyl acetate
methyl (1r,4ar,6r,7s,8as,10as)-6-(acetyloxy)-7-ethenyl-1,4a,7-trimethyl-3,4,6,8,8a,9,10,10a-octahydro-2h-phenanthrene-1-carboxylate
2-{4-[(butanoyloxy)methyl]-2,2,6-trimethyl-1,3-dihydroinden-5-yl}ethyl butanoate
methyl 12-(acetyloxy)icosa-5,8,10,14,17-pentaenoate
(1r,5r,8s)-8-hydroxy-5-[(2e,6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]-2-oxabicyclo[3.3.1]nonane-3,6-dione
3-oxo-3-{[(1r,4r,9r,10s,13r,15r)-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-15-yl]oxy}propanoic acid
4,4-dimethyl-1,3-bis(3-methylbut-2-en-1-yl)-5-(2-methylpropanoyl)-6-oxabicyclo[3.2.1]octane-7,8-dione
(1s,5r,8e,16s,19r)-4,8,19,20,20-pentamethyl-11,15-dioxatricyclo[14.3.1.0⁵,¹⁹]icosa-3,8-diene-12,14-dione
4-[(1r,3as,3bs,5as,7s,9as,9br,11ar)-3a,7-dihydroxy-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-1-yl]-5h-furan-2-one
4-[(1s,3ar,3br,5ar,7s,9as,9bs,11ar)-3a,7-dihydroxy-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-1-yl]-5h-furan-2-one
3-{[(1s,4as,4bs,7s,10as)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2h-phenanthren-1-yl]methoxy}-3-oxopropanoic acid
6-(2,4-dihydroxybutan-2-yl)-15-hydroxy-5-methyltetracyclo[11.4.1.0²,¹⁰.0⁵,⁹]octadeca-1(17),10-dien-12-one
methyl 6-(acetyloxy)-7-isopropyl-1,4a-dimethyl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylate
(1r,4s,7r,9ar,10r,11ar)-1-ethenyl-4,10-dihydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl acetate
7-(2,2-dimethyl-1,3-dioxolan-4-yl)-3-hydroxy-4b,7,10a-trimethyl-1-methylidene-5,6,8,8a,9,10-hexahydro-4ah-phenanthren-2-one
methyl 3-[(3as,7z,8r,10ar,10bs)-8-(2-hydroxypropan-2-yl)-3a,10b-dimethyl-3-oxo-1h,2h,4h,6h,8h,9h,10h,10ah-cyclohepta[e]inden-7-ylidene]propanoate
(1s,2r,3's,5s,6s,9s,11r,14r,15s,17r,19r,21r)-2,3',6-trimethyl-16,18-dioxaspiro[hexacyclo[15.3.1.0²,¹⁵.0⁵,¹⁴.0⁶,¹¹.0¹⁵,¹⁹]henicosane-21,2'-oxiran]-9-ol
3-oxo-3-{[(1r,4s,5s,9s,10r,13s)-5,9,13-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-14-en-5-yl]methoxy}propanoic acid
(1r,3as,3bs,4s,7r,9ar,9bs,10r,11ar)-1-ethenyl-4,10-dihydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl acetate
2-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-3,6-dihydroxy-5-pentylphenyl acetate
methyl 3-{[(1r,2r,4as,8as)-2-hydroxy-2,5,5,8a-tetramethyl-hexahydro-1h-naphthalen-1-yl]methyl}-4-hydroxybenzoate
(1s,5s,8r)-8-hydroxy-5-[(2e,6e)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]-2-oxabicyclo[3.3.1]nonane-3,6-dione
3-oxo-3-({5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-16-yl}oxy)propanoic acid
3-{[(1r,4as,7s,8as,10ar)-7-ethenyl-1,4a,7-trimethyl-3,4,6,8,8a,9,10,10a-octahydro-2h-phenanthren-1-yl]methoxy}-3-oxopropanoic acid
6-[2-(but-2-en-2-yl)-5,6-dihydroxy-1a,6-dimethyl-octahydronaphtho[1,2-b]oxiren-3-yl]-3-methylhexa-3,5-dien-2-one
3-(3,7-dimethylocta-2,6-dien-1-yl)-4,6-dihydroxy-2-pentylphenyl acetate
(1r,5r,8e,16s,19s)-4,8,19,20,20-pentamethyl-11,15-dioxatricyclo[14.3.1.0⁵,¹⁹]icosa-3,8-diene-12,14-dione
methyl (1r,2s,5e)-2-[(2e)-1-(acetyloxy)-6-methylhepta-2,5-dien-2-yl]-5-methyl-9-methylidenecyclonon-5-ene-1-carboxylate
3-oxo-3-({5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-15-yl}oxy)propanoic acid
3-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-2-hydroxy-4-methoxy-6-pentylbenzoic acid
methyl 2-(5-hydroxy-7-isopropyl-6-methoxy-1,1-dimethyl-2,3,4,9,10,10a-hexahydrophenanthren-4a-yl)acetate
(3e,5e)-6-[(1ar,2r,3s,3as,5r,6r,7ar,7bs)-2-[(2e)-but-2-en-2-yl]-5,6-dihydroxy-1a,6-dimethyl-octahydronaphtho[1,2-b]oxiren-3-yl]-3-methylhexa-3,5-dien-2-one
(4ar,4bs,7s,8as,10as)-7-[(4r)-2,2-dimethyl-1,3-dioxolan-4-yl]-3-hydroxy-4b,7,10a-trimethyl-1-methylidene-5,6,8,8a,9,10-hexahydro-4ah-phenanthren-2-one
4-[(1r,3as,3br,4s,5ar,9as,9bs,11ar)-3a,4-dihydroxy-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-1-yl]-5h-furan-2-one
methyl (5z,8z,10e,12s,14z,17z)-12-(acetyloxy)icosa-5,8,10,14,17-pentaenoate
methyl 3-[8-(2-hydroxypropan-2-yl)-3a,10b-dimethyl-3-oxo-1h,2h,4h,6h,8h,9h,10h,10ah-cyclohepta[e]inden-7-ylidene]propanoate
1-ethenyl-4,10-dihydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-yl acetate
4-[(1s,3as,3br,5as,7s,9as,9bs,11ar)-3a,7-dihydroxy-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-1-yl]-5h-furan-2-one
4-[(1s,3as,3br,5ar,7s,9as,9bs,11ar)-3a,7-dihydroxy-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-1-yl]-5h-furan-2-one
3-({5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-5-yl}methoxy)-3-oxopropanoic acid
(1r,3r,5r)-4,4-dimethyl-1,3-bis(3-methylbut-2-en-1-yl)-5-(2-methylpropanoyl)-6-oxabicyclo[3.2.1]octane-7,8-dione
(2r,5s,6s,9r,13s,15s)-6-[(2s)-2,4-dihydroxybutan-2-yl]-15-hydroxy-5-methyltetracyclo[11.4.1.0²,¹⁰.0⁵,⁹]octadeca-1(17),10-dien-12-one
3-oxo-3-{[(1s,4r,9r,10s,13s,16r)-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-16-yl]oxy}propanoic acid
4-[(1r,3as,3bs,4s,5ar,9as,9bs,11ar)-3a,4-dihydroxy-9a,11a-dimethyl-tetradecahydrocyclopenta[a]phenanthren-1-yl]-5h-furan-2-one
methyl 12-(acetyloxy)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylate
4,8,19,20,20-pentamethyl-11,15-dioxatricyclo[14.3.1.0⁵,¹⁹]icosa-3,8-diene-12,14-dione
3-[(7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2h-phenanthren-1-yl)methoxy]-3-oxopropanoic acid
3-oxo-3-({5,9,13-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadec-14-en-5-yl}methoxy)propanoic acid
3-{[(1r,4ar,4bs,7s,10as)-7-ethenyl-1,4a,7-trimethyl-3,4,4b,5,6,8,10,10a-octahydro-2h-phenanthren-1-yl]methoxy}-3-oxopropanoic acid
3-[(7-ethenyl-1,4a,7-trimethyl-3,4,6,8,8a,9,10,10a-octahydro-2h-phenanthren-1-yl)methoxy]-3-oxopropanoic acid
OAHFA(23:5)
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