3,4-Methylenedioxycinnamic acid

HCID 643181CAS 38489-76-8
Substructure searchFind similar structures

Basic information

Standard SMILES
O=C(O)/C=C/c1ccc2c(c1)OCO2
InChIKey
QFQYZMGOKIROEC-DUXPYHPUSA-N
Molecular formula
C10H8O4
Average molar mass
192.17 g/mol
Monoisotopic mass
192.04225874

Overview

Methylenedioxycinnamic acid is a hydroxycinnamic acid.

Names & identifiers

Preferred name
3,4-Methylenedioxycinnamic acid
IUPAC
(E)-3-(1,3-benzodioxol-5-yl)prop-2-enoic acid
English name
(2E)-3-(1,3-Benzodioxol-5-yl)-2-propenoic acid
Molecular formula
C10H8O4
Molecular weight
192.17

Names & synonyms

3,4-Methylenedioxycinnamic acid38489-76-83,4-(METHYLENEDIOXY)CINNAMIC ACIDX8H0WPJ08Y2-Propenoic acid, 3-(1,3-benzodioxol-5-yl)-, (E)-3,4-METHYLENEDIOXYCINNAMIC ACID, (E)-3,4-METHYLENEDIOXYCINNAMIC ACID [WHO-DD](2E)-3-(1,3-dioxaindan-5-yl)prop-2-enoic acidNSC-5953RefChem:4864162Propenoic acid, 3(1,3benzodioxol5yl)3,4(Methylenedioxy)cinnamic acid, predominantly trans
Show more names
(E)-3-(3,4-Methylenedioxyph(E)-3-(1,3-Benzodioxol-5-yl)-2-propenoic Acid3,4-(Methylenedioxy)cinnamic acid, pred.trans(2E)-3-(1,3-Benzodioxol-5-yl)-2-propenoic acid, 10 mM in DMSOBrombya platynema,(2E) 3 (1,3 Benzodioxol 5 yl) 2 propenoic acid,stem bark,inhibit,Endogenous Metabolite,Inhibitor,(2E)3(1,3Benzodioxol5yl)2propenoic acid
349541-65-7887-122-52373-80-03-(Benzo[d][1,3]dioxol-5-yl)acrylic acid(2E)-3-(1,3-Benzodioxol-5-yl)-2-propenoic acid(E)-3-(1,3-benzodioxol-5-yl)prop-2-enoic acid(E)-3,4-(Methylenedioxy)cinnamic acid(E)-3-(benzo[d][1,3]dioxol-5-yl)acrylic acid

Database identifiers

CAS
38489-76-8
PubChem CID
643181
DTXSID
DTXSID80901400
ChEMBL
CHEMBL1173153
ChEBI
CHEBI:81482
UNII
X8H0WPJ08Y
EC Number
887-122-5
Nikkaji
J208.704I、J505.004I

Properties

Computed structural properties

XLogP
2.1
Topological polar surface area
55.8 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
4
Rotatable bonds
2
Heavy atoms
14

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Organic Acids
LogP2.59
Vapor Pressure0.0000248 [mmHg]
Physical DescriptionCream to yellow powder; [Alfa Aesar MSDS]

Physicochemical properties

Melting point
238 °C · 238 °C(Solv: acetic acid (64-19-7))
Boiling point
361.5 · 361.5±11.0 °C(Predicted)
Density
1.41 · 1.410
storage temp.
-20 °C, · -20°C, protect from light
solubility
Dimethyl Sulfoxide
form
Solid

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P273, 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)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazards SummaryA skin and strong eye irritant; [Alfa Aesar MSDS] See Cinnamic acid.
Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Chemistry & industry

Applications

UsesSubstituted cinnamic and dihydrocinnamic acids show anti-inflammatory and analgesic activity, with cinnamic acids being more biologically active.

Suppliers33 total

成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
湖北丹鼎医药科技有限公司17701422019 17701422019 · [email protected]
上海钰康生物科技有限公司18939844854 · [email protected]
United Life Science020-82099279 18988941402 · [email protected]

Additional notes

DefinitionChEBI: Methylenedioxycinnamic acid is a hydroxycinnamic acid.

Related reactions

1 records
New reaction record

Linked notes

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