FComEx: Tiglic acid (PC000258)

Record Information

Version

1.0

Creation date

2015-10-09 22:29:30 UTC

Update date

2017-01-19 02:36:18 UTC

FoodComEx ID

PC000258

FoodDB Record

FDB000774

Chemical Information

Name

Tiglic acid

Description

Flavouring 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 Number

80-59-1

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(2E)-2-Methyl-2-butenoate	biospider
(2e)-2-Methyl-2-butenoic acid	HMDB
(E)-2-methyl-2-Butenoate	biospider
(E)-2-methyl-2-Butenoic acid	biospider
(E)-2-methyl-Crotonate	biospider
(E)-2-methyl-Crotonic acid	biospider
(e)-2-Methylbut-2-enoate	Generator
(e)-2-Methylbut-2-enoic acid	ChEBI
(E)-2-Methylcrotonate	biospider
(E)-2-Methylcrotonic acid	biospider
(E)-2,3-Dimethylacrylate	biospider
(E)-2,3-Dimethylacrylic acid	biospider
2-Butenoic acid, 2-methyl-	biospider
2-Butenoic acid, 2-methyl-, (E)-	biospider
2-methyl-(E)-2-butenoate	biospider
2-methyl-(E)-2-butenoic acid	biospider
2-methyl-2-butenoate	biospider
2-methyl-2-butenoic acid	biospider
2-methyl-Crotonate	biospider
2-methyl-Crotonic acid	biospider
2-Methylbut-2-enoate	biospider
2-Methylbut-2-enoic acid	biospider
2,3-Dimethylacrylate	biospider
2,3-Dimethylacrylic acid	biospider
Cevadate	biospider
Cevadic acid	db_source
Crotonic acid, 2-methyl-	biospider
Crotonic acid, 2-methyl-, (E)-	biospider
E-tiglate	biospider
E-tiglic acid	biospider
Epsilon-tiglate	biospider
Epsilon-tiglic acid	biospider
FEMA 3599	db_source
Methyl methacrylate	Generator
Methyl methacrylic acid	ChEBI
Methylbutenoicacid	biospider
Tiglate	biospider
Tiglic acid	db_source
Tiglic acid, (e)-	biospider
Tiglic acid, e	biospider
Tiglinate	biospider
Tiglinic acid	biospider
Tiglinsaeure	ChEBI
Trans-α,β-dimethylacrylic acid	biospider
trans-2-Methyl-2-butenoate	biospider
trans-2-Methyl-2-butenoic acid	biospider
trans-2-Methylcrotonate	biospider
trans-2-Methylcrotonic acid	biospider
trans-2-Methylcrotonic acid = trans-2-Methyl-2-butenoate	biospider
trans-2-Methylcrotonic acid = trans-2-methyl-2-butenoic acid	HMDB
trans-2-Methylcrotonic acid = trans-2-methyl-2-butenoic acid = tiglinate	HMDB
trans-2-Methylcrotonic acid = trans-2-methyl-2-butenoic acid = tiglinic acid	HMDB
trans-2,3-Dimethylacrylate	biospider
trans-2,3-Dimethylacrylic acid	biospider
trans-a,b-Dimethylacrylate	Generator
trans-a,b-Dimethylacrylic acid	Generator
Trans-alpha,beta-dimethylacrylate	biospider
Trans-alpha,beta-dimethylacrylic acid	biospider
trans-α,β-dimethylacrylate	Generator
trans-α,β-dimethylacrylic acid	Generator

Chemical Formula

C5H8O2

IUPAC name

(2Z)-2-methylbut-2-enoic acid

InChI Identifier

InChI=1S/C5H8O2/c1-3-4(2)5(6)7/h3H,1-2H3,(H,6,7)/b4-3-

InChI Key

UIERETOOQGIECD-ARJAWSKDSA-N

Isomeric SMILES

C\C=C(\C)C(O)=O

Average Molecular Weight

100.1158

Monoisotopic Molecular Weight

100.0524295

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Methyl-branched fatty acids

Alternative Parents