Record Information
Version1.0
Creation date2015-10-09 22:29:30 UTC
Update date2017-01-19 02:36:18 UTC
FoodComEx IDPC000258
FoodDB RecordFDB000774
Chemical Information
NameTiglic acid
DescriptionFlavouring ingredient A thick, syrupy poisonous liquid, C5H8O2, derived from croton oil, having a spicy odor and used in making perfumes and flavoring agents.; Tiglic acid has a double bond between the second and third carbons of the chain. Together with angelic acid form a pair of cis-trans isomers. Tiglic acid is a volatile and crystallizable substance with a sweet, warm spicy odour. It is used in making perfumes and flavoring agents.; Tiglic acid is a monocarboxylic unsaturated organic acid. It is found in croton oil and in several other natural products. It was also isolated from the defensive secretion of certain beetles.; Tiglic acid is a skin and eye irritant. The inhalation of the substance causes respiratory tract irritation. It is listed on the Toxic Substances Control Act (TSCA).
CAS Number80-59-1
Structure
Thumb
Synonyms
SynonymSource
(2E)-2-Methyl-2-butenoatebiospider
(2e)-2-Methyl-2-butenoic acidHMDB
(E)-2-methyl-2-Butenoatebiospider
(E)-2-methyl-2-Butenoic acidbiospider
(E)-2-methyl-Crotonatebiospider
(E)-2-methyl-Crotonic acidbiospider
(e)-2-Methylbut-2-enoateGenerator
(e)-2-Methylbut-2-enoic acidChEBI
(E)-2-Methylcrotonatebiospider
(E)-2-Methylcrotonic acidbiospider
(E)-2,3-Dimethylacrylatebiospider
(E)-2,3-Dimethylacrylic acidbiospider
2-Butenoic acid, 2-methyl-biospider
2-Butenoic acid, 2-methyl-, (E)-biospider
2-methyl-(E)-2-butenoatebiospider
2-methyl-(E)-2-butenoic acidbiospider
2-methyl-2-butenoatebiospider
2-methyl-2-butenoic acidbiospider
2-methyl-Crotonatebiospider
2-methyl-Crotonic acidbiospider
2-Methylbut-2-enoatebiospider
2-Methylbut-2-enoic acidbiospider
2,3-Dimethylacrylatebiospider
2,3-Dimethylacrylic acidbiospider
Cevadatebiospider
Cevadic aciddb_source
Crotonic acid, 2-methyl-biospider
Crotonic acid, 2-methyl-, (E)-biospider
E-tiglatebiospider
E-tiglic acidbiospider
Epsilon-tiglatebiospider
Epsilon-tiglic acidbiospider
FEMA 3599db_source
Methyl methacrylateGenerator
Methyl methacrylic acidChEBI
Methylbutenoicacidbiospider
Tiglatebiospider
Tiglic aciddb_source
Tiglic acid, (e)-biospider
Tiglic acid, ebiospider
Tiglinatebiospider
Tiglinic acidbiospider
TiglinsaeureChEBI
Trans-α,β-dimethylacrylic acidbiospider
trans-2-Methyl-2-butenoatebiospider
trans-2-Methyl-2-butenoic acidbiospider
trans-2-Methylcrotonatebiospider
trans-2-Methylcrotonic acidbiospider
trans-2-Methylcrotonic acid = trans-2-Methyl-2-butenoatebiospider
trans-2-Methylcrotonic acid = trans-2-methyl-2-butenoic acidHMDB
trans-2-Methylcrotonic acid = trans-2-methyl-2-butenoic acid = tiglinateHMDB
trans-2-Methylcrotonic acid = trans-2-methyl-2-butenoic acid = tiglinic acidHMDB
trans-2,3-Dimethylacrylatebiospider
trans-2,3-Dimethylacrylic acidbiospider
trans-a,b-DimethylacrylateGenerator
trans-a,b-Dimethylacrylic acidGenerator
Trans-alpha,beta-dimethylacrylatebiospider
Trans-alpha,beta-dimethylacrylic acidbiospider
trans-α,β-dimethylacrylateGenerator
trans-α,β-dimethylacrylic acidGenerator
Chemical FormulaC5H8O2
IUPAC name(2Z)-2-methylbut-2-enoic acid
InChI IdentifierInChI=1S/C5H8O2/c1-3-4(2)5(6)7/h3H,1-2H3,(H,6,7)/b4-3-
InChI KeyUIERETOOQGIECD-ARJAWSKDSA-N
Isomeric SMILESC\C=C(\C)C(O)=O
Average Molecular Weight100.1158
Monoisotopic Molecular Weight100.0524295
Chemical Taxonomy
ClassificationNot classified
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointMp 63.5-64°DFC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 3 g
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci 7388AF
MetaSci HMDB0001470
Sigma-Aldrich HMDB0001470
Toronto Research Chemicals T440050