| Record Information |
| Version |
3.5 |
| Creation Date |
2005-11-16 08:48:42 -0700 |
| Update Date |
2013-02-08 17:09:47 -0700 |
| HMDB ID |
HMDB01043 |
| Secondary Accession Numbers |
None |
| Metabolite Identification |
| Common Name |
Arachidonic acid |
| Description |
Arachidonic acid is a polyunsaturated, essential fatty acid. It is found in animal and human fat as well as in the liver, brain, and glandular organs, and is a constituent of animal phosphatides. It is formed by the synthesis from dietary linoleic acid. Arachidonic acid mediates inflammation and the functioning of several organs and systems either directly or upon its conversion into eicosanoids. Arachidonic acid in cell membrane phospholipids is the substrate for the synthesis of a range of biologically active compounds (eicosanoids) including prostaglandins, thromboxanes, and leukotrienes. These compounds can act as mediators in their own right and can also act as regulators of other processes, such as platelet aggregation, blood clotting, smooth muscle contraction, leukocyte chemotaxis, inflammatory cytokine production, and immune function. Arachidonic acid can be metabolized by cytochrome p450 (CYP450) enzymes to 5,6-, 8,9-, 11,12-, and 14,15-epoxyeicosatrienoic acids (EETs), their corresponding dihydroxyeicosa-trienoic acids (DHETs), and 20-hydroxyeicosatetraenoic acid (20-HETE). The production of kidney CYP450 arachidonic acid metabolites is altered in diabetes, pregnancy, hepatorenal syndrome, and in various models of hypertension, and it is likely that changes in this system contribute to the abnormalities in renal function that are associated with many of these conditions. Phospholipase A2 (PLA2) catalyzes the hydrolysis of the sn-2 position of membrane glycerophospholipids to liberate arachidonic acid (PMID: 12736897 , 12736897 , 12700820 , 12570747 , 12432908 ). |
| Structure |
Download:
MOL |
SDF |
SMILES |
InChI
Display:
2D Structure |
3D Structure
|
| Synonyms |
- (all-Z)-5,8,11,14-Eicosatetraenoate
- (all-Z)-5,8,11,14-Eicosatetraenoic acid
- 5,8,11,14-All-cis-Eicosatetraenoate
- 5,8,11,14-All-cis-Eicosatetraenoic acid
- 5,8,11,14-Eicosatetraenoate
- 5,8,11,14-Eicosatetraenoic acid
- 5-cis,8-cis,11-cis,14-cis-Eicosatetraenoate
- 5-cis,8-cis,11-cis,14-cis-Eicosatetraenoic acid
- 5Z,8Z,11Z,14Z-Eicosatetraenoate
- 5Z,8Z,11Z,14Z-Eicosatetraenoic acid
- All-cis-5,8,11,14-Eicosatetraenoate
- All-cis-5,8,11,14-Eicosatetraenoic acid
- Arachidonic acid
- cis-D5,8,11,14-Eicosatetraenoate
- cis-D5,8,11,14-Eicosatetraenoic acid
- Immunocytophyte
|
| Chemical Formula |
C20H32O2 |
| Average Molecular Weight |
304.4669 |
| Monoisotopic Molecular Weight |
304.240230268 |
| IUPAC Name |
(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid |
| Traditional IUPAC Name |
arachidonic acid |
| CAS Registry Number |
506-32-1 |
| SMILES |
CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O |
| InChI Identifier |
InChI=1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-15- |
| InChI Key |
YZXBAPSDXZZRGB-DOFZRALJSA-N |
| Chemical Taxonomy |
| Kingdom |
Organic Compounds |
| Super Class |
Lipids |
| Class |
Fatty Acids and Conjugates |
| Sub Class |
Unsaturated Fatty Acids |
| Other Descriptors |
- Aliphatic Acyclic Compounds
- Organic Compounds
- Polyunsaturated fatty acids(KEGG)
- Straight Chain Fatty Acids
- Unsaturated fatty acids(KEGG)
- Unsaturated fatty acids(Lipidmaps)
- eicosa-5,8,11,14-tetraenoic acid(ChEBI)
- eicosanoid(ChEBI)
- omega-6 fatty acid(ChEBI)
- very long-chain fatty acid(ChEBI)
|
| Substituents |
- Acyclic Alkene
- Carboxylic Acid
|
| Direct Parent |
Unsaturated Fatty Acids |
| Ontology |
| Status |
Detected and Quantified |
| Origin |
|
| Biofunction |
- Cell signaling
- Component of Prostaglandin and leukotriene metabolism
- Fuel and energy storage
- Fuel or energy source
- Membrane integrity/stability
|
| Application |
- Nutrients
- Stabilizers
- Surfactants and Emulsifiers
|
| Cellular locations |
- Cytoplasm
- Extracellular
- Membrane (predicted from logP)
- Endoplasmic reticulum
|
| Physical Properties |
| State |
Solid |
| Experimental Properties |
| Property |
Value |
Reference |
| Melting Point |
Not Available |
Not Available |
| Boiling Point |
Not Available |
Not Available |
| Water Solubility |
Not Available |
Not Available |
| LogP |
6.98 |
SANGSTER (1993) |
|
| Predicted Properties |
|
| Spectra |
|
|
| Biological Properties |
| Cellular Locations |
- Cytoplasm
- Extracellular
- Membrane (predicted from logP)
- Endoplasmic reticulum
|
| Biofluid Locations |
- Blood
- Cerebrospinal Fluid (CSF)
- Urine
|
| Tissue Location |
- Muscle
- Skeletal Muscle
- Fibroblasts
- Intestine
- Neuron
- Pancreas
- Placenta
- Testes
- Kidney
- Liver
- Epidermis
- Thyroid Gland
- Myelin
- Prostate
- Adipose Tissue
- Lung
- Nerve Cells
- Platelet
- Spleen
- Nervous Tissues
|
| Pathways |
|
| Normal Concentrations |
|
| Blood |
Detected and Quantified |
|
2.94 +/- 0.058 uM |
Adult (>18 years old) |
Both |
Normal |
Not Available |
| Blood |
Detected and Quantified |
|
14 +/- 12 uM |
Adult (>18 years old) |
Not Specified |
Normal |
Not Available |
| Blood |
Detected and Quantified |
|
31.6 +/- 21.7 uM |
Adult (>18 years old) |
Both |
Normal |
Not Available |
| Blood |
Detected and Quantified |
|
31.5 +/- 25.8 uM |
Adult (>18 years old) |
Male |
Normal |
Not Available |
| Blood |
Detected and Quantified |
|
31.7 +/- 30.4 uM |
Adult (>18 years old) |
Female |
Normal |
Not Available |
| Blood |
Detected and Quantified |
|
5.263 +/- 2.072 uM |
Adult (>18 years old) |
Both |
Normal |
Not Available |
| Blood |
Detected and Quantified |
|
8.50 +/- 1.58 uM |
Adult (>18 years old) |
Female |
Normal |
Not Available |
| Cerebrospinal Fluid (CSF) |
Detected and Quantified |
|
0.35 (0.03 - 0.66) uM |
Adult (>18 years old) |
Not Specified |
Normal |
Not Available |
| Urine |
Detected and Quantified |
|
2.45 +/- 1.63 umol/mmol creatinine |
Adult (>18 years old) |
Female |
Normal |
Not Available |
|
| Abnormal Concentrations |
|
| Blood |
Detected and Quantified |
|
34.3 +/- 27.8 uM |
Adult (>18 years old) |
Both |
Hypertension |
Not Available |
| Blood |
Detected and Quantified |
|
34.0 +/- 28.6 uM |
Adult (>18 years old) |
Male |
Essential hypertension |
Not Available |
| Blood |
Detected and Quantified |
|
34.9 +/- 26.4 uM |
Adult (>18 years old) |
Female |
Essential hypertension |
Not Available |
| Blood |
Detected and Quantified |
|
10.27 +/- 2.11 uM |
Adult (>18 years old) |
Female |
Gestational diabetes mellitus (GDM) |
Not Available |
|
| Associated Disorders and Diseases |
| Disease References |
| Gestational diabetes |
- Min Y, Ghebremeskel K, Lowy C, Thomas B, Crawford MA: Adverse effect of obesity on red cell membrane arachidonic and docosahexaenoic acids in gestational diabetes. Diabetologia. 2004 Jan;47(1):75-81. Epub 2003 Nov 22.
Pubmed: 14634727
|
| Hypertension |
- Wang S, Ma A, Song S, Quan Q, Zhao X, Zheng X: Fasting serum free fatty acid composition, waist/hip ratio and insulin activity in essential hypertensive patients. Hypertens Res. 2008 Apr;31(4):623-32.
Pubmed: 18633173
|
| Essential hypertension |
- Wang S, Ma A, Song S, Quan Q, Zhao X, Zheng X: Fasting serum free fatty acid composition, waist/hip ratio and insulin activity in essential hypertensive patients. Hypertens Res. 2008 Apr;31(4):623-32.
Pubmed: 18633173
|
|
| Associated OMIM IDs |
|
| External Links |
| DrugBank ID |
DB04557  |
| Phenol Explorer Compound ID |
Not Available |
| Phenol Explorer Metabolite ID |
Not Available |
| FoodDB ID |
FDB011872 |
| KNApSAcK ID |
C00000388  |
| Chemspider ID |
392692  |
| KEGG Compound ID |
C00219  |
| BioCyc ID |
ARACHIDONIC_ACID  |
| BiGG ID |
1586189  |
| Wikipedia Link |
Arachidonic acid  |
| NuGOwiki Link |
HMDB01043  |
| Metagene Link |
HMDB01043  |
| METLIN ID |
193  |
| PubChem Compound |
444899  |
| PDB ID |
ACD  |
| ChEBI ID |
15843  |
| References |
| Synthesis Reference |
Dai, Chuanchao; Yuan, Zhilin; Wang, Anqi. Production of arachidonic acid and eicosapentaenoic acid with organic wastewater of soybean products. Zhongguo Youzhi (2004), 29(5), 31-33. |
| Material Safety Data Sheet (MSDS) |
Download (PDF)
|
| General References |
- Frelinger AL 3rd, Furman MI, Linden MD, Li Y, Fox ML, Barnard MR, Michelson AD: Residual arachidonic acid-induced platelet activation via an adenosine diphosphate-dependent but cyclooxygenase-1- and cyclooxygenase-2-independent pathway: a 700-patient study of aspirin resistance. Circulation. 2006 Jun 27;113(25):2888-96. Epub 2006 Jun 19.
Pubmed: 16785341
- Daskalou T, Karamouzis M, Liaros G: [Metabolites of arachidonic acid in activating platelets and their estimation by radionuclide techniques] Hell J Nucl Med. 2006 Jan-Apr;9(1):49-52.
Pubmed: 16617398
- Sacerdoti D, Gatta A, McGiff JC: Role of cytochrome P450-dependent arachidonic acid metabolites in liver physiology and pathophysiology. Prostaglandins Other Lipid Mediat. 2003 Oct;72(1-2):51-71.
Pubmed: 14626496
- Claria J, Arroyo V: Prostaglandins and other cyclooxygenase-dependent arachidonic acid metabolites and the kidney in liver disease. Prostaglandins Other Lipid Mediat. 2003 Oct;72(1-2):19-33.
Pubmed: 14626494
- Pantaleo P, Marra F, Vizzutti F, Spadoni S, Ciabattoni G, Galli C, La Villa G, Gentilini P, Laffi G: Effects of dietary supplementation with arachidonic acid on platelet and renal function in patients with cirrhosis. Clin Sci (Lond). 2004 Jan;106(1):27-34.
Pubmed: 12877651
- Hughes-Fulford M, Tjandrawinata RR, Li CF, Sayyah S: Arachidonic acid, an omega-6 fatty acid, induces cytoplasmic phospholipase A2 in prostate carcinoma cells. Carcinogenesis. 2005 Sep;26(9):1520-6. Epub 2005 May 5.
Pubmed: 15878913
- Kudolo GB, Wang W, Barrientos J, Elrod R, Blodgett J: The ingestion of Ginkgo biloba extract (EGb 761) inhibits arachidonic acid-mediated platelet aggregation and thromboxane B2 production in healthy volunteers. J Herb Pharmacother. 2004;4(4):13-26.
Pubmed: 15927922
- Burke J, Kraft WK, Greenberg HE, Gleave M, Pitari GM, VanBuren S, Wagner JA, Waldman SA: Relationship of arachidonic acid concentration to cyclooxygenase-dependent human platelet aggregation. J Clin Pharmacol. 2003 Sep;43(9):983-9.
Pubmed: 12971030
- Carroll RC, Craft RM, Chavez JJ, Snider CC, Bresee SJ, Cohen E: A Thrombelastograph whole blood assay for clinical monitoring of NSAID-insensitive transcellular platelet activation by arachidonic acid. J Lab Clin Med. 2005 Jul;146(1):30-5.
Pubmed: 16025089
- Cuisset T, Frere C, Quilici J, Barbou F, Morange PE, Hovasse T, Bonnet JL, Alessi MC: High post-treatment platelet reactivity identified low-responders to dual antiplatelet therapy at increased risk of recurrent cardiovascular events after stenting for acute coronary syndrome. J Thromb Haemost. 2006 Mar;4(3):542-9. Epub 2005 Dec 22.
Pubmed: 16371119
- Arruzazabala ML, Mas R, Molina V, Carbajal D, Fernandez L, Illnait J, Castano G, Fernandez J, Mendoza S: Effects of d-003, a new substance purified from sugar cane wax, on platelet aggregation and plasma levels of arachidonic acid metabolites in healthy volunteers. Int J Clin Pharmacol Res. 2004;24(2-3):55-63.
Pubmed: 15689052
- Sinzinger H: Metabolites of arachidonic acid in activating platelets and their estimation by radionuclide techniques. Hell J Nucl Med. 2006 May-Aug;9(2):111; author reply 111-2.
Pubmed: 16894418
- Bringmann A, Schopf S, Faude F, Reichenbach A: Arachidonic acid-induced inhibition of Ca2+ channel currents in retinal glial (Muller) cells. Graefes Arch Clin Exp Ophthalmol. 2001 Nov;239(11):859-64.
Pubmed: 11789867
- Eikelboom JW, Hankey GJ, Thom J, Claxton A, Yi Q, Gilmore G, Staton J, Barden A, Norman PE: Enhanced antiplatelet effect of clopidogrel in patients whose platelets are least inhibited by aspirin: a randomized crossover trial. J Thromb Haemost. 2005 Dec;3(12):2649-55.
Pubmed: 16359503
- Cox D, Maree AO, Dooley M, Conroy R, Byrne MF, Fitzgerald DJ: Effect of enteric coating on antiplatelet activity of low-dose aspirin in healthy volunteers. Stroke. 2006 Aug;37(8):2153-8. Epub 2006 Jun 22.
Pubmed: 16794200
- Yamada N, Miyamoto M, Isogaya M, Suzuki M, Ikezawa S, Ohno M, Otake A, Umemura K: TRA-418, a novel compound having both thromboxane A(2) receptor antagonistic and prostaglandin I(2) receptor agonistic activities: its antiplatelet effects in human and animal platelets. J Thromb Haemost. 2003 Aug;1(8):1813-9.
Pubmed: 12911598
- Markuszewski L, Rosiak M, Golanski J, Rysz J, Spychalska M, Watala C: Reduced blood platelet sensitivity to aspirin in coronary artery disease: are dyslipidaemia and inflammatory states possible factors predisposing to sub-optimal platelet response to aspirin? Basic Clin Pharmacol Toxicol. 2006 May;98(5):503-9.
Pubmed: 16635110
- Payne DA, Jones CI, Hayes PD, Webster SE, Ross Naylor A, Goodall AH: Platelet inhibition by aspirin is diminished in patients during carotid surgery: a form of transient aspirin resistance? Thromb Haemost. 2004 Jul;92(1):89-96.
Pubmed: 15213849
- Kroetz DL, Xu F: Regulation and inhibition of arachidonic acid omega-hydroxylases and 20-HETE formation. Annu Rev Pharmacol Toxicol. 2005;45:413-38.
Pubmed: 15822183
- Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4.
Pubmed: 19212411
|
| Enzymes |
| Name: |
Fatty acid synthase
|
| Reactions: |
- a (3R)-3-hydroxypalmitoyl-[acyl-carrier protein] = a hexadec-2-enoyl-[acyl-carrier protein] + H2O [RN:R04462]
|
| Gene Name: |
FASN |
| Uniprot ID: |
P49327  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
|
|
|
|
| Name: |
Cytosolic phospholipase A2
|
| Reactions: |
- 2-lysophosphatidylcholine + H2O = glycerophosphocholine + a carboxylate [RN:R07291]
|
| Gene Name: |
PLA2G4A |
| Uniprot ID: |
P47712  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
| Name: |
Phospholipase A2
|
| Reactions: |
- phosphatidylcholine + H2O = 1-acylglycerophosphocholine + a carboxylate [RN:R01313]
|
| Gene Name: |
PLA2G1B |
| Uniprot ID: |
P04054  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
|
|
|
|
|
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|
|
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|
|
|
|
|
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|
|
|
|
|
|
|
|
|
|
| Name: |
Endothelial lipase
|
| Reactions: |
- triacylglycerol + H2O = diacylglycerol + a carboxylate [RN:R01369]
|
| Gene Name: |
LIPG |
| Uniprot ID: |
Q9Y5X9  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
|
|
|
|
| Name: |
Lipoprotein lipase
|
| Reactions: |
- triacylglycerol + H2O = diacylglycerol + a carboxylate [RN:R01369]
|
| Gene Name: |
LPL |
| Uniprot ID: |
P06858  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
| Name: |
Cytochrome P450 4A11
|
| Reactions: |
- octane + reduced rubredoxin + O2 = 1-octanol + oxidized rubredoxin + H2O [RN:R02879]
|
| Gene Name: |
CYP4A11 |
| Uniprot ID: |
Q02928  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
|
|
| Name: |
Carboxylesterase 2
|
| Reactions: |
- a carboxylic ester + H2O = an alcohol + a carboxylate [RN:R00630]
|
| Gene Name: |
CES2 |
| Uniprot ID: |
O00748  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
| Name: |
Cholinesterase
|
| Reactions: |
- an acylcholine + H2O = choline + a carboxylate [RN:R01029]
|
| Gene Name: |
BCHE |
| Uniprot ID: |
P06276  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
|
|
| Name: |
Hormone-sensitive lipase
|
| Reactions: |
- (1) diacylglycerol + H2O = monoacylglycerol + a carboxylate [RN:R05209]
- (2) triacylglycerol + H2O = diacylglycerol + a carboxylate [RN:R01369]
- (3) monoacylglycerol + H2O = glycerol + a carboxylate [RN:R07293]
|
| Gene Name: |
LIPE |
| Uniprot ID: |
Q05469  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
|
|
|
|
| Name: |
Acylphosphatase-2
|
| Reactions: |
- an acylphosphate + H2O = a carboxylate + phosphate [RN:R00539]
|
| Gene Name: |
ACYP2 |
| Uniprot ID: |
P14621  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
| Name: |
Acylphosphatase-1
|
| Reactions: |
- an acylphosphate + H2O = a carboxylate + phosphate [RN:R00539]
|
| Gene Name: |
ACYP1 |
| Uniprot ID: |
P07311  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
| Name: |
Aminoacylase-1
|
| Reactions: |
- an N-acyl-L-amino acid + H2O = a carboxylate + an L-amino acid [RN:R01263]
|
| Gene Name: |
ACY1 |
| Uniprot ID: |
Q03154  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
| Name: |
Aspartoacylase
|
| Reactions: |
- N-acyl-L-aspartate + H2O = a carboxylate + L-aspartate [RN:R00546]
|
| Gene Name: |
ASPA |
| Uniprot ID: |
P45381  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
|
|
| Name: |
Arachidonate 5-lipoxygenase
|
| Reactions: |
- (1) arachidonate + O2 = (5S,6S,7E,9E,11Z,14Z)-5,6-epoxyicosa-7,9,11,14-tetraenoate + H2O (overall reaction) [RN:R08527]
- (2) (1a) arachidonate + O2 = (5S,6E,8Z,11Z,14Z)-5-hydroperoxyicosa-6,8,11,14-tetraenoate [RN:R01595]
- (3) (1b) (5S,6E,8Z,11Z,14Z)-5-hydroperoxyicosa-6,8,11,14-tetraenoate = (5S,6S,7E,9E,11Z,14Z)-5,6-epoxyicosa-7,9,11,14-tetraenoate + H2O [RN:R03058]
|
| Gene Name: |
ALOX5 |
| Uniprot ID: |
P09917  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
|
|
|
|
|
|
|
|
| Name: |
Arachidonate 15-lipoxygenase
|
| Reactions: |
- arachidonate + O2 = (5Z,8Z,11Z,13E)-(15S)-15-hydroperoxyicosa-5,8,11,13-tetraenoate [RN:R01593]
|
| Gene Name: |
ALOX15 |
| Uniprot ID: |
P16050  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
| Name: |
Leukotriene-B(4) omega-hydroxylase 2
|
| Reactions: |
- (6Z,8E,10E,14Z)-(5S,12R)-5,12-dihydroxyicosa-6,8,10,14-tetraenoate + NADPH + H+ + O2 = (6Z,8E,10E,14Z)-(5S,12R)-5,12,20-trihydroxyicosa-6,8,10,14- tetraenoate + NADP+ + H2O [RN:R03866]
|
| Gene Name: |
CYP4F3 |
| Uniprot ID: |
Q08477  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
| Name: |
Cytochrome P450 3A4
|
| Reactions: |
- (1) taurochenodeoxycholate + NADPH + H+ + O2 = taurohyocholate + NADP+ + H2O [RN:R07205]
- (2) lithocholate + NADPH + H+ + O2 = hyodeoxycholate + NADP+ + H2O [RN:R07206]
|
| Gene Name: |
CYP3A4 |
| Uniprot ID: |
P08684  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
| Name: |
Cytochrome P450 2C9
|
| Reactions: |
- (R)-limonene + NADPH + H+ + O2 = (+)-trans-carveol + NADP+ + H2O [RN:R06119]
|
| Gene Name: |
CYP2C9 |
| Uniprot ID: |
P11712  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
| Name: |
Cytochrome P450 2C19
|
| Reactions: |
- (R)-limonene + NADPH + H+ + O2 = (+)-trans-carveol + NADP+ + H2O [RN:R06119]
|
| Gene Name: |
CYP2C19 |
| Uniprot ID: |
P33261  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
|
|
|
|
|
|
|
|
| Name: |
Acid ceramidase
|
| Reactions: |
- N-acylsphingosine + H2O = a carboxylate + sphingosine [RN:R01493]
|
| Gene Name: |
ASAH1 |
| Uniprot ID: |
Q13510  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
|
|
|
|
| Name: |
Cytochrome P450 3A43
|
| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
|
| Gene Name: |
CYP3A43 |
| Uniprot ID: |
Q9HB55  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
| Name: |
Cytochrome P450 1B1
|
| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
|
| Gene Name: |
CYP1B1 |
| Uniprot ID: |
Q16678  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
| Name: |
Cytochrome P450 2C18
|
| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
|
| Gene Name: |
CYP2C18 |
| Uniprot ID: |
P33260  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
| Name: |
Cytochrome P450 2F1
|
| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
|
| Gene Name: |
CYP2F1 |
| Uniprot ID: |
P24903  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
| Name: |
Cytochrome P450 4X1
|
| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
|
| Gene Name: |
CYP4X1 |
| Uniprot ID: |
Q8N118  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
| Name: |
Cytochrome P450 2B6
|
| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
|
| Gene Name: |
CYP2B6 |
| Uniprot ID: |
P20813  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
| Name: |
Cytochrome P450 3A5
|
| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
|
| Gene Name: |
CYP3A5 |
| Uniprot ID: |
P20815  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
| Name: |
Cytochrome P450 2A13
|
| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
|
| Gene Name: |
CYP2A13 |
| Uniprot ID: |
Q16696  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
| Name: |
Cytochrome P450 3A7
|
| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
|
| Gene Name: |
CYP3A7 |
| Uniprot ID: |
P24462  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
| Name: |
Cytochrome P450 4B1
|
| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
|
| Gene Name: |
CYP4B1 |
| Uniprot ID: |
P13584  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
| Name: |
Cytochrome P450 4Z1
|
| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
|
| Gene Name: |
CYP4Z1 |
| Uniprot ID: |
Q86W10  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
| Name: |
Cytochrome P450 1A2
|
| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
|
| Gene Name: |
CYP1A2 |
| Uniprot ID: |
P05177  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
| Name: |
Cytochrome P450 19A1
|
| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
|
| Gene Name: |
CYP19A1 |
| Uniprot ID: |
P11511  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
| Name: |
Cytochrome P450 2C8
|
| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
|
| Gene Name: |
CYP2C8 |
| Uniprot ID: |
P10632  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
| Name: |
Cytochrome P450 2S1
|
| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
|
| Gene Name: |
CYP2S1 |
| Uniprot ID: |
Q96SQ9  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
| Name: |
Cytochrome P450 2J2
|
| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
|
| Gene Name: |
CYP2J2 |
| Uniprot ID: |
P51589  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
| Name: |
Cytochrome P450 2A7
|
| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
|
| Gene Name: |
CYP2A7 |
| Uniprot ID: |
P20853  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
| Name: |
Cytochrome P450 2A6
|
| Reactions: |
- RH + reduced flavoprotein + O2 = ROH + oxidized flavoprotein + H2O [RN:R04122]
|
| Gene Name: |
CYP2A6 |
| Uniprot ID: |
P11509  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
|
|
|
|
|
|
|
|
|
|
|
|
| Name: |
Cytochrome P450 4A22
|
| Reactions: |
- octane + reduced rubredoxin + O2 = 1-octanol + oxidized rubredoxin + H2O [RN:R02879]
|
| Gene Name: |
CYP4A22 |
| Uniprot ID: |
Q5TCH4  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
| Name: |
Alkaline ceramidase 2
|
| Reactions: |
- N-acylsphingosine + H2O = a carboxylate + sphingosine [RN:R01493]
|
| Gene Name: |
ACER2 |
| Uniprot ID: |
Q5QJU3  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
| Name: |
Neutral ceramidase
|
| Reactions: |
- N-acylsphingosine + H2O = a carboxylate + sphingosine [RN:R01493]
|
| Gene Name: |
ASAH2 |
| Uniprot ID: |
Q9NR71  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
|
|
| Name: |
Carboxylesterase 7
|
| Reactions: |
- a carboxylic ester + H2O = an alcohol + a carboxylate [RN:R00630]
|
| Gene Name: |
CES7 |
| Uniprot ID: |
Q6NT32  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
| Name: |
Alkaline ceramidase 1
|
| Reactions: |
- N-acylsphingosine + H2O = a carboxylate + sphingosine [RN:R01493]
|
| Gene Name: |
ACER1 |
| Uniprot ID: |
Q8TDN7  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
|
|
|
|
|
|
|
|
| Name: |
Carboxylesterase 3
|
| Reactions: |
- a carboxylic ester + H2O = an alcohol + a carboxylate [RN:R00630]
|
| Gene Name: |
CES3 |
| Uniprot ID: |
Q6UWW8  |
| Protein Sequence: |
FASTA |
| Gene Sequence: |
FASTA |
|
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