Piperic acid
Basic information
- CAS
136-72-1- Standard SMILES
O=C(O)/C=C/C=C/c1ccc2c(c1)OCO2- InChIKey
RHBGITBPARBDPH-ZPUQHVIOSA-N- Molecular formula
- C12H10O4
- Average molar mass
- 218.2 g/mol
- Monoisotopic mass
- 218.0579088
Overview
(E,E)-piperic acid is a monocarboxylic acid that is (E)-penta-2,4-dienoic acid substituted by a 1,3-benzodioxol-5-yl group at position 5. It has been isolated from black pepper (Piper nigrum). It has a role as a plant metabolite. It is a member of benzodioxoles and an alpha,beta-unsaturated monocarboxylic acid. It is functionally related to an (E)-penta-2,4-dienoic acid. It is a conjugate acid of an (E,E)-piperate.
Names & identifiers
- Preferred name
- Piperic acid
- IUPAC
- (2E,4E)-5-(1,3-benzodioxol-5-yl)penta-2,4-dienoic acid
- English name
- 5-(3,4-Methylenedioxyphenyl)-2,4-pentadienoic acid
- Molecular formula
- C12H10O4
- Molecular weight
- 218.21
Names & synonyms
Piperic acid(E,E)-piperic acid136-72-1Piperonic acidPiperinic Acid(2E,4E)-5-(1,3-benzodioxol-5-yl)penta-2,4-dienoic acidGFG3FLA9URNSC-1295382,4-Pentadienoic acid, 5-(1,3-benzodioxol-5-yl)-, (E,E)-CHEBI:37316DTXSID8010169795-(1,3-Benzodioxol-5-yl)-2,4-pentadienoic acid, (2E,4E)-
Show more names
(2E,4E)-5-(benzo[d][1,3]dioxol-5-yl)penta-2,4-dienoic acid(E,E)-FormPiperonic AciLABOTEST-BB LT00112000
Piperic acid (E,E)-RefChem:174420DTXCID70911139226-118-4(2E,4Z)-5-(2H-1,3-benzodioxol-5-yl)penta-2,4-dienoic acid5-(3,4-Methylenedioxyphenyl)-2,4-pentadienoic acidPiperic acid (E,E)-form(E,E)-Piperonic Acid
Database identifiers
- CAS
136-72-1、5285-18-7- PubChem CID
- 5370536
- DTXSID
DTXSID801016979
Properties
Computed structural properties
- XLogP
- 2.7
- Topological polar surface area
- 55.8 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 3
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 308
Experimental & physicochemical properties
Collision Cross Section138.6 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 216 · 216-2170C
- Boiling point
- 318.88 °C · 318.88°C (rough estimate)
- Density
- 1.2655 · 1.2655 (rough estimate)
- refractive index
- 1.716 · 1.7160 (estimate)
- storage temp.
- Refrigerator
- solubility
- DMSO (Slightly), Methanol (Slightly, Heated)
- pka
- 4.37 · 4.37±0.10(Predicted)
- form
- Solid
- color
- Pale Yellow to Light Yellow
- FDA UNII
- 3 FLA9UR · GFG3FLA9UR
- HS Code
- 2932990090 · 2932990090
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- hs_code
- 2932990090
Chemistry & industry
Applications
UsesA metabolite of Piperine
Upstream & downstream products
Downstream products
Additional notes
DefinitionChEBI: A monocarboxylic acid that is (E)-penta-2,4-dienoic acid substituted by a 1,3-benzodioxol-5-yl group at position 5. It has been isolated from black pepper (Piper nigrum).
Related reactions
9 records
Compound notes
Loading…