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all-cis-docosa-4,7,10,13,16,19-hexaenoic acid |
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CHEBI:28125 |
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all-cis-docosa-4,7,10,13,16,19-hexaenoic acid |
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A docosahexaenoic acid having six cis-double bonds at positions 4, 7, 10, 13, 16 and 19. |
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This entity has been manually annotated by the ChEBI Team.
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CHEBI:43162, CHEBI:4673, CHEBI:23857
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ChemicalBook:CB3731934, eMolecules:29541226, Selleckchem:vitamin-d2-ergocalciferol, ZINC000004629876 |
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Molfile
XML
SDF
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more structures >>
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Ergocalciferol, also known as vitamin D2 and nonspecifically calciferol, is a type of vitamin D found in food. It is used as a dietary supplement to prevent and treat vitamin D deficiency due to poor absorption by the intestines or liver disease. It may also be used for low blood calcium due to hypoparathyroidism. It is taken by mouth or via injection into a muscle.
Excessive doses can result in vitamin D toxicity causing increased urine production, high blood pressure, kidney stones, kidney failure, muscle weakness, and constipation. If high doses are taken for a long period of time, tissue calcification may occur. Normal doses are safe in pregnancy. It works by increasing the amount of calcium absorbed by the intestines and reabsorbed by the kidneys. Food in which it is found include some mushrooms.
Ergocalciferol was first described in 1936. Ergocalciferol is available as a generic medication and over the counter. In 2022, it was the 38th most commonly prescribed medication in the United States, with more than 15 million prescriptions. Certain foods such as breakfast cereal and margarine have ergocalciferol added to them in some countries. It is on the World Health Organization's List of Essential Medicines.
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Read full article at Wikipedia
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InChI=1S/C22H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h3-4,6-7,9-10,12-13,15-16,18-19H,2,5,8,11,14,17,20-21H2,1H3,(H,23,24)/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18- |
MBMBGCFOFBJSGT-KUBAVDMBSA-N |
C(\C/C=C\C/C=C\C/C=C\CC)=C\C/C=C\C/C=C\CCC(=O)O |
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Mus musculus
(NCBI:txid10090)
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See:
MetaboLights Study
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Daphnia tenebrosa
(NCBI:txid521141)
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See:
Trophic transfer and trophic modification of fatty acids in high Arctic lakesHessen D., Liu E.Freshwater Biology (2006) 51, 1987-1998
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Rebecca salina
(NCBI:txid561169)
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See:
PubMed
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Homo sapiens
(NCBI:txid9606)
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See:
PubMed
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Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
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human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
(via docosahexaenoic acid )
(via omega-3 fatty acid )
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
Daphnia tenebrosa metabolite
A Daphnia metabolite produced by the species Daphnia tenebrosa.
algal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
(via omega-3 fatty acid )
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
(via omega-3 fatty acid )
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
(via omega-3 fatty acid )
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nutraceutical
A product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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View more via ChEBI Ontology
Outgoing
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all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
has role
Daphnia tenebrosa metabolite
(CHEBI:83146)
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
has role
algal metabolite
(CHEBI:84735)
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
has role
antineoplastic agent
(CHEBI:35610)
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
has role
human metabolite
(CHEBI:77746)
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
has role
mouse metabolite
(CHEBI:75771)
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
has role
nutraceutical
(CHEBI:50733)
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
is a
ω−3 fatty acid
(CHEBI:25681)
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
is a
docosahexaenoic acid
(CHEBI:36005)
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
is conjugate acid of
(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate
(CHEBI:77016)
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Incoming
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(4Z,7Z,10Z,13Z,15E,17R,19Z)-17-hydroperoxydocosahexaenoic acid
(CHEBI:138590)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
(4Z,7Z,10Z,13Z,15E,17S,19Z)-17-hydroperoxydocosahexaenoic acid
(CHEBI:136113)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
(4Z,7Z,10Z,13Z,15E,19Z)-17-hydroxydocosahexaenoic acid
(CHEBI:72637)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
(4Z,7Z,10Z,13Z,15E,19Z)-17-oxodocosahexaenoic acid
(CHEBI:140238)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
(4Z,7Z,10Z,13Z,16Z)-19,20-epoxydocosapentaenoic acid
(CHEBI:72653)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
(4Z,7Z,10Z,13Z,16Z,19R,20S)-19,20-epoxydocosapentaenoic acid
(CHEBI:137154)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
(4Z,7Z,10Z,13Z,16Z,19S,20R)-19,20-epoxydocosapentaenoic acid
(CHEBI:137183)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
(4Z,7Z,10Z,13Z,16Z,19Z)-22-hydroxydocosahexaenoic acid
(CHEBI:77124)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-CoA
(CHEBI:65132)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-containing glycerolipid
(CHEBI:88267)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
(4Z,7Z,10Z,13Z,19Z)-16,17-epoxydocosapentaenoic acid
(CHEBI:72855)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
(4Z,7Z,10Z,14E,16Z,19Z)-13-oxodocosahexaenoic acid
(CHEBI:140204)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
(4Z,7Z,10Z,16Z,19Z)-13,14-epoxydocosapentaenoic acid
(CHEBI:136563)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
(4Z,7Z,11E,13Z,16Z,19Z)-10-hydroperoxydocosahexaenoic acid
(CHEBI:136657)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
(4Z,7Z,11Z,13Z,15E,17S,19Z)-10,17-bis(hydroperoxy)docosahexaenoic acid
(CHEBI:136587)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
(4Z,7Z,13Z,16Z,19Z)-10,11-epoxydocosapentaenoic acid
(CHEBI:136569)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
(4Z,8E,10Z,13Z,16Z,19Z)-7-oxodocosahexaenoic acid
(CHEBI:140252)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
(7R,14S)-dihydroxy-(4Z,8E,10E,12Z,16Z,19Z)-docosahexaenoic acid
(CHEBI:138249)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
(7S,14S)-bis(hydroperoxy)-(4Z,8E,10Z,12E,16Z,19Z)-docosahexaenoic acid
(CHEBI:140196)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
(7S,14S)-dihydroxy-(4Z,8E,10E,12Z,16Z,19Z)-docosahexaenoic acid
(CHEBI:140193)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
(7S,14S)-dihydroxy-(4Z,8E,10Z,12E,16Z,19Z)-docosahexaenoic acid
(CHEBI:140194)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
(7S,17S)-bis(hydroperoxy)-(4Z,8E,10Z,13Z,15E,19Z)-docosahexaenoic acid
(CHEBI:140245)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
1,2-di-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphoethanolamine
(CHEBI:84538)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
1,2-di[(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl]-sn-glycero-3-phosphate
(CHEBI:83778)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
1,2-di[(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl]-sn-glycerol
(CHEBI:82925)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
1-(1Z,9Z-octadecadienyl)-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphoethanolamine
(CHEBI:90487)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
1-(1Z-hexadecenyl)-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphoethanolamine
(CHEBI:90479)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
1-(1Z-octadecenyl)-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphoethanolamine
(CHEBI:79099)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
1-(1Z-octadecenyl)-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphoserine
(CHEBI:79102)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
1-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine
(CHEBI:73873)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
1-(all-cis-docosa-4,7,10,13,16,19-hexaenoyl)-glycerol
(CHEBI:142500)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
1-O-[(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl]-N-acetylsphingosine
(CHEBI:76087)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
1-[(11Z)-octadecenoyl]-2-[(4Z,7Z,10Z,13Z,16Z,19Z)]-docosahexaenoyl-sn-glycero-3-phosphocholine
(CHEBI:84812)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
1-[(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl]-2-hexadecanoyl-sn-glycero-3-phosphocholine
(CHEBI:86182)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
1-[(6Z,9Z,12Z,15Z)-octadecatetraenoyl]-2-[(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl]-sn-glycerol
(CHEBI:87246)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
1-[(9Z)-octadecenoyl]-2-[(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl]-sn-glycero-3-phosphocholine
(CHEBI:84814)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
1-eicosanoyl-2-[(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl]-sn-glycero-3-phosphocholine
(CHEBI:86221)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine
(CHEBI:74963)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphoethanolamine
(CHEBI:79097)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
1-hexadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphoserine
(CHEBI:79103)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
1-hexadecyl-2-[(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl]-sn-glycero-3-phosphocholine
(CHEBI:86248)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphocholine
(CHEBI:84829)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphoethanolamine
(CHEBI:79109)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
1-octadecanoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycero-3-phosphoserine
(CHEBI:79098)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
1-octadecyl-2-[(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl]-sn-glycero-3-phosphocholine
(CHEBI:86252)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
1-oleoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoyl)-sn-glycerol
(CHEBI:84439)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
1-palmitoyl-2-[(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl]-sn-glycero-3-phosphate
(CHEBI:83785)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
1-palmitoyl-2-[(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl]-sn-glycerol
(CHEBI:82949)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
1-stearoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-sn-glycero-3-phosphate
(CHEBI:77258)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
1-stearoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-sn-glycerol
(CHEBI:77129)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
1-tetradecanoyl-2-[(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl]-sn-glycero-3-phosphocholine
(CHEBI:86162)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
14(S)-HPDHE
(CHEBI:78861)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
14-HPDHE
(CHEBI:84177)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
2-(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-sn-glycero-3-phosphocholine
(CHEBI:76085)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
21-HDoHE
(CHEBI:132325)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
N-(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-sn-glycero-3-phosphoethanolamine
(CHEBI:85780)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
N-(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoylethanolamine
(CHEBI:85252)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
N-[(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl]-L-glutamic acid
(CHEBI:132485)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
CDP-1-stearoyl-2-(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl-sn-glycerol
(CHEBI:85846)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
cholesteryl (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate
(CHEBI:74102)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
ethyl (4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate
(CHEBI:84945)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
lysophosphatidylethanolamine (0:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z))
(CHEBI:72749)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
lysophosphatidylethanolamine (22:6(4Z,7Z,10Z,13Z,16Z,19Z)/0:0)
(CHEBI:72747)
has functional parent
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate
(CHEBI:77016)
is conjugate base of
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoyl group
(CHEBI:85932)
is substituent group from
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
(CHEBI:28125)
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(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoic acid
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(4Z,7Z,10Z,13Z,16Z,19Z)-Docosahexaenoic acid
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KEGG COMPOUND
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22:6(n-3)
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ChEBI
|
22:6-4, 7,10,13,16,19
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ChEBI
|
4,7,10,13,16,19-docosahexaenoic acid
|
ChEBI
|
4,7,10,13,16,19-Docosahexaenoic acid
|
KEGG COMPOUND
|
all-cis-4,7,10,13,16,19-docosahexaenoic acid
|
ChEBI
|
all-cis-DHA
|
ChEBI
|
cervonic acid
|
ChEBI
|
DHA
|
ChEBI
|
Doconexent
|
ChemIDplus
|
DOCOSA-4,7,10,13,16,19-HEXAENOIC ACID
|
PDBeChem
|
docosa-4,7,10,13,16,19-hexaenoic acid
|
ChEBI
|
Docosahexaenoic acid
|
KEGG COMPOUND
|
Docosahexaenoic acid
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KEGG COMPOUND
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1715505
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Reaxys Registry Number
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Reaxys
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6217-54-5
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CAS Registry Number
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ChemIDplus
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12359365
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PubMed citation
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Europe PMC
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12538082
|
PubMed citation
|
Europe PMC
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17291553
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PubMed citation
|
Europe PMC
|
18072818
|
PubMed citation
|
Europe PMC
|
18220672
|
PubMed citation
|
Europe PMC
|
21045096
|
PubMed citation
|
Europe PMC
|
|