2,4,5-trimethoxybenzaldehyde

• ChemBase ID: 73066
• Molecular Formular: C10H12O4
• Molecular Mass: 196.19988
• Monoisotopic Mass: 196.07355886
• SMILES: c1(c(cc(c(c1)C=O)OC)OC)OC
• Canonical SMILES: COc1cc(C=O)c(cc1OC)OC
• InChI: InChI=1S/C10H12O4/c1-12-8-5-10(14-3)9(13-2)4-7(8)6-11/h4-6H,1-3H3
• InChIKey: IAJBQAYHSQIQRE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,4,5-trimethoxybenzaldehyde
• IUPAC Traditional name: 2,4,5-trimethoxybenzaldehyde
• Synonyms: Asaronaldehyde; Asarylaldehyde; NSC 89299; Asaraldehyde; 2,4,5-Trimethoxybenzaldehyde; 2,4,5-Trimethoxybenzaldehyde; 细辛醛; 2,4,5-三甲氧基苯甲醛

Database IDs

• CAS Number: 4460-86-0
• EC Number: 224-713-3
• MDL Number: MFCD00003312
• Beilstein Number: 1951403
• PubChem SID: 24847548; 162037986; 24889617
• PubChem CID: 20525

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.2127343
• LogD (pH = 7.4): 1.2127343
• Log P: 1.2127343
• Molar Refractivity: 52.0316 cm^3
• Polarizability: 19.809145 Å^3
• Polar Surface Area: 44.76 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder
• Melting Point: 111-115°C; 111-115°C; 112-114 °C; 112-114 °C(lit.)
• Boiling Point: 140°C/4mm; 140°C/4mm subl.

Safety Information

• Storage Condition: -20°C; 2-8°C
• Storage Warning: Air Sensitive; Harmful/Irritant/Air Sensitive/Store under Argon
• RTECS: CU8460000
• German water hazard class: 3
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Target: COX

Product Information

• Purity: ≥98.0% (HPLC); 98%
• Grade: purum
• Salt Data: Free Base
• Linear Formula: (CH3O)3C6H2CHO

DETAILS

MP Biomedicals - 02157060

Crystalline

Selleck Chemicals - S2531

Research Area: Cancer
Biological Activity:
Asaraldehyde (Asaronaldehyde) is a selective COX-2 inhibitor.Asaraldehyde (Asaronaldehyde) was found to be the most abundant constituent, but was totally absent in its cultured broth and its natural host, C. kanehirae wood. On feeding with the acid-digested sawdust of C. kanehirae wood or vanillin to the broth for culture, asaraldehyde (Asaronaldehyde) was produced in both cultured broths. Asaraldehyde (Asaronaldehyde) showed 3.32% of prostaglandin H endoperoxide synthase-1 (COX-1) inhibitory activity and 52.69% prostaglandin H endoperoxide synthase-2 (COX-2) inhibitory activity, respectively at 100 mg/ml. 2,4,5-trimethoxybenzaldehyde showed selectivity towards COX-2 enzyme inhibition at 100 µg/ml. The COX-2/COX-1 ratio for compound 1 was 17.68 at 100 µg/ml compared to solvent control. [1][2]References on Asaraldehyde (Asaronaldehyde)[1] Letters in Applied Microbiology, 2007, 44 :387–392[2] Phytother. Res, 2003, 17:976–979

Sigma Aldrich - 132152

Packaging
25, 100 g in poly bottle

REFERENCES

• Momin RA et al. Phytother Res. 2003 Sep;17(8)