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19079

Sigma-Aldrich

3,4-(Methylenedioxy)mandelic acid

≥98.0%

Synonym(s):

α-Hydroxy-1,3-benzodioxole-5-acetic acid

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About This Item

Empirical Formula (Hill Notation):
C9H8O5
CAS Number:
27738-46-1
Molecular Weight:
196.16
Beilstein:
209546
EC Number:
248-628-6
MDL number:
MFCD00043585
UNSPSC Code:
12352100
PubChem Substance ID:
57647779

Assay

≥98.0%

form

powder

mp

158-162 °C

SMILES string

OC(C(O)=O)c1ccc2OCOc2c1

InChI

1S/C9H8O5/c10-8(9(11)12)5-1-2-6-7(3-5)14-4-13-6/h1-3,8,10H,4H2,(H,11,12)

InChI key

CLUJFRCEPFNVHW-UHFFFAOYSA-N

Application

3,4-(Methylenedioxy)mandelic acid was used as starting reagent in the synthesis of (-)cephalotaxine, (+)harringtonine and (-)drupacine.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCBT7587
BCBL9400V
BCBD4100V
1335067
449521/1

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Hajer Abdelkafi et al.
Natural product reports, 29(8), 845-869 (2012-06-21)
The Cephalotaxus genus belongs to the Cephalotaxaceae family of conifers. Over the past decades it has proved to be a fruitful source of interesting natural products, especially alkaloids (cephalotaxine esters) and terpenoids (abietanes, troponoids), which often display medicinal properties, especially
Anna Constance Vind et al.
Molecular cell, 78(4), 700-713 (2020-04-15)
Impairment of ribosome function activates the MAPKKK ZAK, leading to activation of mitogen-activated protein (MAP) kinases p38 and JNK and inflammatory signaling. The mechanistic basis for activation of this ribotoxic stress response (RSR) remains completely obscure. We show that the

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