CHEBI:9592 - tiglic acid

ChEBI IDCHEBI:9592
ChEBI Nametiglic acid
Stars
DefinitionA 2-methylbut-2-enoic acid having its double bond in trans-configuration.
Last Modified16 July 2015
DownloadsMolfile
FormulaC5H8O2
Net Charge0
Average Mass100.117
Monoisotopic Mass100.05243
SMILES[H]/C(C)=C(/C)C(=O)O
InChIInChI=1S/C5H8O2/c1-3-4(2)5(6)7/h3H,1-2H3,(H,6,7)/b4-3+
InChIKeyUIERETOOQGIECD-ONEGZZNKSA-N
Wikipedia
Roles Classification
Chemical Roles:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
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.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
(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)
O-tiglylcarnitine (CHEBI:71179) 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)
2-methylcrotonoyl-CoA (CHEBI:15478) 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)
23-epivepaol (CHEBI:67302) 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)
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)
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  Source
Tiglic acidKEGG COMPOUND
(E)-2,3-Dimethylacrylic acidKEGG COMPOUND
(E)-2-methylcrotonic acidNIST Chemistry WebBook
trans-2-methyl-2-butenoic acidNIST Chemistry WebBook
(E)-2,3-dimethylacrylic acidNIST Chemistry WebBook
trans-2-methylcrotonic acidNIST Chemistry WebBook
Manual XrefsDatabases
C08279KEGG COMPOUND
LMFA01020030LIPID MAPS
CPD-7077MetaCyc
Tiglic_acidWikipedia
HMDB0001470HMDB
C00001207KNApSAcK
Registry NumbersSources
Gmelin:278139Gmelin
Reaxys:1236500Reaxys
CAS:80-59-1KEGG COMPOUND
CAS:80-59-1ChemIDplus
CAS:80-59-1NIST Chemistry WebBook
Citations