Compound
all-cis-docosa-4,7,10,13,16,19-hexaenoic acid
DHA, the specific all-cis isomer present in fish oil. PINNED TO CORRECT AN AUTO-RESOLUTION: the resolver exact-matched CHEBI:36005 'docosahexaenoic acid', which is the generic PARENT CLASS covering any isomer. Left alone, DHA would have been a chemical class while EPA was a molecule — two omega-3 nodes at different levels of specificity. An exact label match can still be the wrong entity. SIX BOUNDARIES. (1) DHA CO-ADMINISTERED WITH EPA IS NOT A DHA TRIAL, and this is the mirror of the boundary on CHEBI:28364. Fish oil and nearly every omega-3 product deliver both, and a pooled result cannot separate their contributions, so it belongs to neither compound alone. WHAT MAKES IT A COMBINATION IS EPA BEING PRESENT ONLY WHERE THE DHA IS. A trial giving the SAME EPA in both arms has EPA as balanced background and its randomised contrast isolates DHA — extract it and record the background in population. So does a DHA-only arm against placebo, and a DHA arm where EPA is the comparator. A trial that doses EPA rather than DHA is not homeless: EPA is CHEBI:28364, so decline subject_species_mismatch and name it in dosed_subject. (2) MOST OF THIS LITERATURE DOSES ONE PERSON AND MEASURES ANOTHER, AND THAT IS RECORDED RATHER THAN DECLINED. Twenty-six of 75 corpus papers give DHA to a pregnant woman, a nursing mother or a preterm neonate and report an outcome in the child — IQ at five years, bronchopulmonary dysplasia, behaviour, growth, ductus arteriosus. These are randomised and they are evidence. They are also the easiest claim in the graph to read wrongly, because the edge says DHA does something and the reader assumes it does that to whoever takes it. `population` MUST NAME BOTH PARTIES IN ORDER — who was dosed, then in whom the outcome was measured — and the dose in dose_regimen is the dose the DOSED party received, never a figure back-calculated for the child. Where a paper reports the same endpoint in mother and infant, they are two claims with two populations, not one. Where the design is a follow-up of a trial randomised years earlier, say so: the randomisation is sound and the interval is long. (3) ARACHIDONIC ACID IS THE OTHER HALF OF THE PRETERM PRODUCTS AND HAS NO NODE. Seven papers give DHA with arachidonic acid to very preterm infants. AA having no node changes nothing about the test, which is the comparator and not the co-agent: DHA plus AA against no supplement is a combination exposure — decline it and name AA in co_exposure — while DHA plus AA against the SAME AA alone is balanced background and isolates DHA. The same reading applies to the trials pairing DHA with piracetam, folate, medium-chain triglycerides or vitamin E. (4) ALGAL OIL IS A PREPARATION OF THIS COMPOUND, NOT A DIFFERENT ONE. Microalgal DHA is the vegetarian source and is chemically the same molecule; so are the triglyceride, ethyl ester and microencapsulated forms. All are this node, with the form written into `preparation` and the wording of the paper kept. Splitting them would divide one literature across nodes that tie on every paper, and discarding the form would hide a bioavailability dispute inside the graph instead of letting it be read off it. This mirrors the ester-form boundary on EPA. (5) THE OMEGA-3 INDEX HAS NO NODE, AND THAT IS WHY THIS SUBJECT DIFFERS FROM VITAMIN D. Where a trial gives DHA and measures the rise in the Omega-3 Index or in red-cell DHA, the finding is real but the graph has nowhere to put it: no outcome node holds either. That is no_outcome_node, and it IS a node gap a curator could close. It is NOT subject_is_the_outcome, which is the different case where DHA is the readout of something else. Where circulating DHA is the EXPOSURE in an observational study, the exposure is a biomarker of intake AND of metabolism rather than of an assigned dose — extract it if the design supports it, at the tier the DESIGN carries, and say in extraction_note that nothing was administered. (6) THE OTHER OMEGA-3S ARE NOT THIS NODE. Alpha-linolenic acid, docosapentaenoic acid (CHEBI:77224) and the oxidised and esterified DHA derivatives are different compounds. So is CHEBI:36005, the parent class this node was pinned away from: a paper about 'docosahexaenoic acid' generically is still about this molecule in practice, but a paper about a different isomer is not.
Structure
- Class
- Organic compound
- Formula
- C22H32O2
- Mass
- 328.496 g/mol
- Charge
- 0
- InChIKey
- MBMBGCFOFBJSGT-KUBAVDMBSA-N
- SMILES
- CC/C=CC/C=CC/C=CC/C=CC/C=CC/C=CCCC(=O)O
- Look it up
- ChEBIBy InChIKey
Identity from ChEBI. Not evidence — none of it carries a grade.
What it touches on the way
A finding says all-cis-docosa-4,7,10,13,16,19-hexaenoic acid moved an endpoint. This is the biology in between: the proteins and reactions it runs through to get there. It is where to look for the two things a list of findings cannot answer — why a result might happen, and what else acts on the same machinery.
28 of these are proteins with a page of their own, and that is the door: a protein page says what else it carries, which is how one compound leads to the next.
Mechanistic reach
28 entities
28 entities reached, most connected first. Hub metabolites are excluded, so this is not a claim that the compound touches everything.
0 reported hop28 assembled from the scaffold
- ALOX5ProteinUNIPROT:P09917substrate ofInferred only87 paths29 endpoints
- ALOX15ProteinUNIPROT:P16050substrate ofInferred only63 paths21 endpoints
- ABCD3ProteinUNIPROT:P28288substrate of, transported byInferred only62 paths62 endpoints
- CYP4F8ProteinUNIPROT:P98187metabolized byInferred only40 paths10 endpoints
- CYP2C19ProteinUNIPROT:P33261metabolized byInferred only39 paths13 endpoints
- CYP2C8ProteinUNIPROT:P10632metabolized byInferred only34 paths17 endpoints
- PTGS2ProteinUNIPROT:P35354substrate ofInferred only34 paths17 endpoints
- CYP2D6ProteinUNIPROT:P10635metabolized byInferred only30 paths15 endpoints
- CYP1A1ProteinUNIPROT:P04798metabolized byInferred only26 paths15 endpoints
- CYP4F12ProteinUNIPROT:Q9HCS2metabolized byInferred only24 paths6 endpoints
- CYP3A4ProteinUNIPROT:P08684metabolized byInferred only22 paths11 endpoints
- CYP4F3ProteinUNIPROT:Q08477metabolized byInferred only22 paths11 endpoints
Show the remaining 16
- CYP2J2ProteinUNIPROT:P51589metabolized byInferred only20 paths10 endpoints
- CYP1A2ProteinUNIPROT:P05177metabolized byInferred only19 paths19 endpoints
- SLC27A2ProteinUNIPROT:O14975substrate ofInferred only17 paths17 endpoints
- CYP2E1ProteinUNIPROT:P05181metabolized byInferred only14 paths14 endpoints
- PLA2G2AProteinUNIPROT:P14555substrate ofInferred only13 paths13 endpoints
- ALOX12ProteinUNIPROT:P18054substrate ofInferred only13 paths13 endpoints
- CYP4F2ProteinUNIPROT:P78329metabolized byInferred only12 paths12 endpoints
- CYP4F11ProteinUNIPROT:Q9HBI6metabolized byInferred only11 paths11 endpoints
- PLA2G2DProteinUNIPROT:Q9UNK4substrate ofInferred only10 paths10 endpoints
- PLA2G2EProteinUNIPROT:Q9NZK7substrate ofInferred only10 paths10 endpoints
- ACSL4ProteinUNIPROT:O60488substrate ofInferred only9 paths9 endpoints
- ACSL3ProteinUNIPROT:O95573substrate ofInferred only9 paths9 endpoints
- CYP4V2ProteinUNIPROT:Q6ZWL3metabolized byInferred only8 paths8 endpoints
- DAGLBProteinUNIPROT:Q8NCG7substrate ofInferred only8 paths8 endpoints
- ALOX12BProteinUNIPROT:O75342substrate ofInferred only5 paths5 endpoints
- PM20D1ProteinUNIPROT:Q6GTS8substrate ofInferred only4 paths4 endpoints
Where it reaches
9 systems, 17 regions, 44 tissues, 44 transporter routes.
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