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(E, E) -Piperic Acid

CAT: 0024-sc-211392Size: 100 mgDry Ice: NoHazardous: No
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CAS Number
136-72-1

Chemical Information

Piperic acid

(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.

CAS Number136-72-1
PubChem CID5370536
IUPAC Name(2E,4E)-5-(1,3-benzodioxol-5-yl)penta-2,4-dienoic acid
Molecular FormulaC12H10O4
Molecular Weight218.20
XLogP2.7
Topological Polar Surface Area55.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count3
Heavy Atom Count16
Formal Charge0
Complexity308
SMILES
C1OC2=C(O1)C=C(C=C2)/C=C/C=C/C(=O)O
InChI
InChI=1S/C12H10O4/c13-12(14)4-2-1-3-9-5-6-10-11(7-9)16-8-15-10/h1-7H,8H2,(H,13,14)/b3-1+,4-2+
InChIKey
RHBGITBPARBDPH-ZPUQHVIOSA-N
Chemical Structure
2D Structure
2D structure of Piperic acid
CAS: 136-72-1
CID: 5370536
Formula: C12H10O4
MW: 218.20
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight218.20
XLogP32.7
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count3
Exact Mass218.05790880
Monoisotopic Mass218.05790880
Topological Polar Surface Area55.8 Ų
Heavy Atom Count16
Formal Charge0
Complexity308
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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