Basic information
- CAS
14737-89-4- Standard SMILES
COc1ccc(/C=C/C(=O)O)cc1OC- InChIKey
HJBWJAPEBGSQPR-GQCTYLIASA-N- Molecular formula
- C11H12O4
- Average molar mass
- 208.21 g/mol
- Monoisotopic mass
- 208.07355886
Overview
3,4-dimethoxycinnamic acid is a methoxycinnamic acid that is trans-cinnamic acid substituted by methoxy groups at positions 3' and 4' respectively. It is functionally related to a trans-cinnamic acid. It is a conjugate acid of a 3,4-dimethoxy-(E)-cinnamate.
Names & identifiers
- Preferred name
- 3,4-Dimethoxycinnamic acid
- IUPAC
- (E)-3-(3,4-dimethoxyphenyl)prop-2-enoic acid
- English name
- (E)-3,4-Dimethoxycinnamic acid
- Molecular formula
- C11H12O4
- Molecular weight
- 208.21
Names & synonyms
3,4-DIMETHOXYCINNAMIC ACID(2E)-3-(3,4-dimethoxyphenyl)prop-2-enoic acid(E)-3-(3,4-dimethoxyphenyl)prop-2-enoic acidCHEBI:86549DTXSID10871869RefChem:486310DTXCID70819484219-025-514737-89-4(E)-3,4-dimethoxycinnamic acid(E)-3-(3,4-dimethoxyphenyl)acrylic acidDimethylcaffeic acid
Show more names
BBXS-Btrans-3AURORA 2809AKOS BB/0042Einecs 238-801-4AKOS BBS-00000090RARECHEM BK HC T253
o-Methylferulic acidDimethyl caffeic acidMFCD000043872-Propenoic acid, 3-(3,4-dimethoxyphenyl)-, (2E)-(2E)-3-(3,4-dimethoxyphenyl)acrylic acid3-(3,4-Dimethoxyphenyl)-2-propenoic Acidtrans-3,4-Dimethoxycinnamic acidBVZ841PVJL
Database identifiers
- CAS
14737-89-4、2316-26-9- PubChem CID
- 717531
- DTXSID
DTXSID501016475
Properties
Computed structural properties
- XLogP
- 1.8
- Topological polar surface area
- 55.8 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 4
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 237
Experimental & physicochemical properties
Melting Point180 - 181.5 °C
Physical DescriptionSolid
Collision Cross Section137.3 Ų [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 181 · 181-183 °C(lit.)
- Boiling point
- 367.4 · 367.4±27.0 °C(Predicted)
- Density
- 1.203 · 1.203
- storage temp.
- Sealed in dry,Room Temperature
- form
- powder
- pka
- 4.53 · 4.53±0.10(Predicted)
- color
- White
- InChI
- InChI=1S/C11H12O4/c1-14-9-5-3-8(4-6-11(12)13)7-10(9)15-2/h3-7H,1-2H3,(H,12,13)/b6-4+
- InChIKey
- HJBWJAPEBGSQPR-GQCTYLIASA-N
- SMILES
- C(O)(=O)/C=C/C1=CC=C(OC)C(OC)=C1
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
H302 (96.2%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 26 reports by companies from 2 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
Hazard Classes and Categories
Acute Tox. 4 (96.2%)
Skin Irrit. 2 (100%)
Safety data
- wgk
- 3
- hs_code
- 2918999090
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 37/39-26
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Applications
Uses(E)-3,4-Dimethoxycinnamic acid is the less active isomer of 3,4-Dimethoxycinnamic acid. 3,4-Dimethoxycinnamic acid exerts anti-apoptotic effects on L-02 cells via the ROS-mediated signaling pathway[1]. Anti-apoptotic effects[1].
Upstream & downstream products
Downstream products
Suppliers94 total
苏州道澜生物医药科技有限公司15952404857 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
温州共赢化学有限公司+86-0086-577-64498589 +86-15355981851 · [email protected]
普善实业（陕西）有限公司029-81310890 18165209495 · [email protected]
Related reactions
12 records
Compound notes
Loading…