3-coumaric acid, (E)-
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Basic information
- CAS
14755-02-3- Standard SMILES
O=C(O)/C=C/c1cccc(O)c1- InChIKey
KKSDGJDHHZEWEP-SNAWJCMRSA-N- Molecular formula
- C9H8O3
- Average molar mass
- 164.16 g/mol
- Monoisotopic mass
- 164.04734412
Overview
3-coumaric acid is a monohydroxycinnamic acid in which the hydroxy substituent is located at C-3 of the phenyl ring. It has a role as a plant metabolite and a human xenobiotic metabolite. It is a conjugate acid of a 3-coumarate.
Names & identifiers
- Preferred name
- 3-coumaric acid, (E)-
- IUPAC
- (E)-3-(3-hydroxyphenyl)prop-2-enoic acid
- English name
- 3-Hydroxycinnamic acid
- Molecular formula
- C9H8O3
- Molecular weight
- 164.16
Names & synonyms
RefChem:259273-coumaric acid, (E)-3-Hydroxycinnamic acid14755-02-3M-COUMARIC ACID588-30-73-Coumaric acidm-Hydroxycinnamic acid(E)-3-(3-Hydroxyphenyl)acrylic acid3-(3-Hydroxyphenyl)acrylic acidtrans-3-Hydroxycinnamic acidtrans-m-Coumaric Acid
Show more names
coumarinic acidm-CoumarateAKOS B004108Coumaricacidcumaric acidAKOS BAR-2480COUMARIC ACID,3-META-COUMARICACID
trans-3-HydroxycinnamateCinnamic acid, m-hydroxy-2-propenoic acid, 3-(3-hydroxyphenyl)-, (2E)-(2E)-3-(3-hydroxyphenyl)prop-2-enoic acidMFCD00004390(E)-3-(3-hydroxyphenyl)prop-2-enoic acid(2E)-3-(3-hydroxyphenyl)acrylic acid2-Propenoic acid, 3-(3-hydroxyphenyl)-
Database identifiers
- CAS
14755-02-3、588-30-7- PubChem CID
- 637541
- DTXSID
DTXSID001336224- ChEMBL
CHEMBL98521- ChEBI
Properties
Computed structural propertiesFilling in
- XLogP
- 1.8
- Topological polar surface area
- 57.5 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 186
Experimental & physicochemical properties
Melting Point192 - 194 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 193 · 193-195 °C(lit.)
- Boiling point
- 231.61 °C · 231.61°C (rough estimate)
- Density
- 1.1403 · 1.1403 (rough estimate)
- refractive index
- 1.45 · 1.4500 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- soluble in Methanol,Benzene,Ethanol,Ether
- pka
- 4.38 · 4.38±0.10(Predicted)
- form
- Fine Crystalline Powder
- color
- Beige
- Water Solubility
- slightly soluble in water
- BRN
- 2690254 · 2690254
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 44 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
Hazard information
Regulatory Information
3-Hydroxycinnamic acid: Does not have an individual approval but may be used under an appropriate group standard
3-Coumaric acid: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and Categories
Skin Irrit. 2 (100%)
Skin Irrit. 2 (100%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- hs_code
- 29163990
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 22-24/25-37/39-26-36
- hazard_class
- IRRITANT
- Storage Class
Chemistry & industry
Applications
Usesfood and beverages
Upstream & downstream products
Downstream products
Additional notes
DefinitionChEBI: 3-coumaric acid is a monohydroxycinnamic acid in which the hydroxy substituent is located at C-3 of the phenyl ring. It has a role as a human xenobiotic metabolite and a plant metabolite. It is a conjugate acid of a 3-coumarate.
Suppliers
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Related reactions
4 records
Compound notes
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