CHEBI:9592 - tiglic acid

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ChEBI Name tiglic acid
ChEBI ID CHEBI:9592
Definition A 2-methylbut-2-enoic acid having its double bond in trans-configuration.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C5H8O2
Net Charge 0
Average Mass 100.11582
Monoisotopic Mass 100.052
InChI InChI=1S/C5H8O2/c1-3-4(2)5(6)7/h3H,1-2H3,(H,6,7)/b4-3+
InChIKey UIERETOOQGIECD-ONEGZZNKSA-N
SMILES [H]\C(C)=C(\C)C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via 2-methylbut-2-enoic acid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing tiglic acid (CHEBI:9592) has functional parent crotonic acid (CHEBI:41131)
tiglic acid (CHEBI:9592) has role plant metabolite (CHEBI:76924)
tiglic acid (CHEBI:9592) is a 2-methylbut-2-enoic acid (CHEBI:36432)
Incoming (4βH)-5α-hydroxy-8α-(2-methylbut-2-enoyloxy)-2-oxo-1(10),11(13)-guaiadien-12,6α-olide (CHEBI:65832) has functional parent tiglic acid (CHEBI:9592)
(4βH)-8α-(2-methylbut-2-enoyloxy)-2-oxo-1(5),10(14),11(13)-guaiatrien-12,6α-olide (CHEBI:65833) has functional parent tiglic acid (CHEBI:9592)
1,2-diacetyltrichagmalin C (CHEBI:68363) has functional parent tiglic acid (CHEBI:9592)
1,30-diacetyltrichagmalin F (CHEBI:68369) has functional parent tiglic acid (CHEBI:9592)
15-O-deacetylnimbolidin B (CHEBI:65725) has functional parent tiglic acid (CHEBI:9592)
15-acetyltrichagmalin C (CHEBI:68362) has functional parent tiglic acid (CHEBI:9592)
15-acetyltrichagmalin E (CHEBI:68366) has functional parent tiglic acid (CHEBI:9592)
17-defurano-17-oxosalannin (CHEBI:67312) has functional parent tiglic acid (CHEBI:9592)
2β-methoxy-2-deethoxy-8-O-deacylphantomolin-8-O-tiglinate (CHEBI:65836) has functional parent tiglic acid (CHEBI:9592)
2,5-epoxy-2β-hydroxy-8α-(2-methylbut-2-enoyloxy)-4(15),10(14),11(13)-germacratrien-12,6α-olide (CHEBI:65834) has functional parent tiglic acid (CHEBI:9592)
2-methylcrotonoyl-CoA (CHEBI:15478) has functional parent tiglic acid (CHEBI:9592)
23-epivepaol (CHEBI:67302) has functional parent tiglic acid (CHEBI:9592)
3-epi-heliangin (CHEBI:65881) has functional parent tiglic acid (CHEBI:9592)
3-acetyl-11-methoxy-1-tigloylazadirachtinin (CHEBI:67303) has functional parent tiglic acid (CHEBI:9592)
3-acetyl-7-tigloylvilasinin lactone (CHEBI:67294) has functional parent tiglic acid (CHEBI:9592)
3-deacetylsalannin (CHEBI:67311) has functional parent tiglic acid (CHEBI:9592)
30-acetyltrichagmalin F (CHEBI:68368) has functional parent tiglic acid (CHEBI:9592)
4-O-[(E)-2-methyl-2-butenoyl]ascaroside (CHEBI:79127) has functional parent tiglic acid (CHEBI:9592)
O-tiglylcarnitine (CHEBI:71179) has functional parent tiglic acid (CHEBI:9592)
ajugaciliatin C (CHEBI:69862) has functional parent tiglic acid (CHEBI:9592)
ajugaciliatin E (CHEBI:69864) has functional parent tiglic acid (CHEBI:9592)
ajugaciliatin I (CHEBI:69870) has functional parent tiglic acid (CHEBI:9592)
ajugaciliatin J (CHEBI:69871) has functional parent tiglic acid (CHEBI:9592)
ajugamarin A2 chlorohydrin (CHEBI:69865) has functional parent tiglic acid (CHEBI:9592)
ananolignan L (CHEBI:67449) has functional parent tiglic acid (CHEBI:9592)
calysolin II (CHEBI:68897) has functional parent tiglic acid (CHEBI:9592)
calysolin III (CHEBI:68898) has functional parent tiglic acid (CHEBI:9592)
calysolin IV (CHEBI:68899) has functional parent tiglic acid (CHEBI:9592)
cystodytin E (CHEBI:65711) has functional parent tiglic acid (CHEBI:9592)
cystodytin G (CHEBI:65713) has functional parent tiglic acid (CHEBI:9592)
cystodytin I (CHEBI:65715) has functional parent tiglic acid (CHEBI:9592)
eupaheliangolide A (CHEBI:65879) has functional parent tiglic acid (CHEBI:9592)
heliangin (CHEBI:5638) has functional parent tiglic acid (CHEBI:9592)
salannin (CHEBI:67309) has functional parent tiglic acid (CHEBI:9592)
trichagmalin A (CHEBI:68359) has functional parent tiglic acid (CHEBI:9592)
trichagmalin C (CHEBI:68361) has functional parent tiglic acid (CHEBI:9592)
trichagmalin D (CHEBI:68364) has functional parent tiglic acid (CHEBI:9592)
trichagmalin E (CHEBI:68365) has functional parent tiglic acid (CHEBI:9592)
trichagmalin F (CHEBI:68367) has functional parent tiglic acid (CHEBI:9592)
vepaol (CHEBI:67301) has functional parent tiglic acid (CHEBI:9592)
IUPAC Name
(2E)-2-methylbut-2-enoic acid
Synonyms Sources
(E)-2,3-Dimethylacrylic acid KEGG COMPOUND
(E)-2,3-dimethylacrylic acid NIST Chemistry WebBook
(E)-2-methylbut-2-enoic acid ChemIDplus
(E)-2-methylcrotonic acid NIST Chemistry WebBook
methyl methacrylic acid ChEBI
Tiglic acid KEGG COMPOUND
Tiglinsäure ChEBI
trans-2,3-dimethylacrylic acid ChEBI
trans-2-methyl-2-butenoic acid NIST Chemistry WebBook
trans-2-methylcrotonic acid NIST Chemistry WebBook
trans-α,β-dimethylacrylic acid NIST Chemistry WebBook
Database Links Databases
C00001207 KNApSAcK
C08279 KEGG COMPOUND
CPD-7077 MetaCyc
HMDB01470 HMDB
LMFA01020030 LIPID MAPS
Tiglic_acid Wikipedia
View more database links
Registry Numbers Types Sources
1236500 Beilstein Registry Number ChemIDplus
1236500 Reaxys Registry Number Reaxys
278139 Gmelin Registry Number Gmelin
80-59-1 CAS Registry Number NIST Chemistry WebBook
80-59-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
1368419 PubMed citation Europe PMC
17404818 PubMed citation Europe PMC
6045963 PubMed citation Europe PMC
9664709 PubMed citation Europe PMC
Last Modified
16 July 2015