(E)-3,4-Dimethoxycinnamic acid - CAS 14737-89-4
Catalog: |
BB010192 |
Product Name: |
(E)-3,4-Dimethoxycinnamic acid |
CAS: |
14737-89-4 |
Synonyms: |
(E)-O-Methylferulic acid; (E)-3-(3,4-dimethoxyphenyl)acrylic acid; (2E)-3-(3,4-dimethoxyphenyl)prop-2-enoic acid; trans-3,4-Dimethoxycinnamic acid; (E)-3',4'-Dimethoxycinnamic acid; 2-Propenoic acid, 3-(3,4-dimethoxyphenyl)-, (2E)- |
Related CAS: | 2316-26-9 (rac-isomer)
|
IUPAC Name: | (E)-3-(3,4-dimethoxyphenyl)prop-2-enoic acid |
Description: | (E)-3,4-Dimethoxycinnamic acid is the less active isomer of 3,4-Dimethoxycinnamic acid, which has anti-apoptotic effects on L-02 cells via the ROS-mediated signaling pathway. |
Molecular Weight: | 208.21 |
Molecular Formula: | C11H12O4 |
Canonical SMILES: | COC1=C(C=C(C=C1)C=CC(=O)O)OC |
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+ |
InChI Key: | HJBWJAPEBGSQPR-GQCTYLIASA-N |
Boiling Point: | 367.4±27.0°C (Predicted) |
Melting Point: | 181-183°C |
Flash Point: | 140.6±20.0 °C |
Purity: | ≥98% |
Density: | 1.203±0.1 g/cm3 |
Solubility: | Soluble in DMSO |
Appearance: | White to off-white (Solid) |
Storage: | Store at RT |
LogP: | 1.80160 |
Vapor Pressure: | 0.0±0.9 mmHg at 25°C |
GHS Hazard Statement: | H302 (96.15%): Harmful if swallowed [Warning Acute toxicity, oral] |
Precautionary Statement: | P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501 |
Signal Word: | Warning |
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PMID | Publication Date | Title | Journal |
29940154 | 20180801 | Methyl ferulic acid attenuates ethanol-induced hepatic steatosis by regulating AMPK and FoxO1 Pathways in Rats and L-02 cells | Chemico-biological interactions |
23571415 | 20130601 | Structure-based identification of OATP1B1/3 inhibitors | Molecular pharmacology |
22925447 | 20120915 | Structure-anti-leukemic activity relationship study of ortho-dihydroxycoumarins in U-937 cells: key role of the δ-lactone ring in determining differentiation-inducing potency and selective pro-apoptotic action | Bioorganic & medicinal chemistry |
22865606 | 20120901 | Absorption of dimethoxycinnamic acid derivatives in vitro and pharmacokinetic profile in human plasma following coffee consumption | Molecular nutrition & food research |
23055639 | 20120701 | Trianthema portulacastrum Linn. (Bishkhapra) | Pharmacognosy reviews |
Complexity: | 237 |
Compound Is Canonicalized: | Yes |
Covalently-Bonded Unit Count: | 1 |
Defined Atom Stereocenter Count: | 0 |
Defined Bond Stereocenter Count: | 1 |
Exact Mass: | 208.07355886 |
Formal Charge: | 0 |
Heavy Atom Count: | 15 |
Hydrogen Bond Acceptor Count: | 4 |
Hydrogen Bond Donor Count: | 1 |
Isotope Atom Count: | 0 |
Monoisotopic Mass: | 208.07355886 |
Rotatable Bond Count: | 4 |
Topological Polar Surface Area: | 55.8 Å2 |
Undefined Atom Stereocenter Count: | 0 |
Undefined Bond Stereocenter Count: | 0 |
XLogP3: | 1.8 |
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