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Key Documents

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SMB00091

Sigma-Aldrich

Altholactone

≥95% (LC/MS-ELSD)

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About This Item

Fórmula empírica (notación de Hill):
C13H12O4
Número de CAS:
65408-91-5
Peso molecular:
232.23
MDL number:
MFCD23103612
UNSPSC Code:
12352205
PubChem Substance ID:
329824769
NACRES:
NA.25

assay

≥95% (LC/MS-ELSD)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

O[C@H]1[C@@H]2OC(=O)C=C[C@@H]2O[C@@H]1c3ccccc3

InChI

1S/C13H12O4/c14-10-7-6-9-13(17-10)11(15)12(16-9)8-4-2-1-3-5-8/h1-7,9,11-13,15H/t9-,11+,12+,13+/m0/s1

InChI key

ZKIRVBNLJKGIEM-WKSBVSIWSA-N

General description

Natural product derived from plant source.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Nizar M Mhaidat et al.
Phytotherapy research : PTR, 26(6), 926-931 (2011-11-23)
Resistance of colorectal cancer (CRC) to the available chemotherapy reveals the demand for identification of new anticancer agents. We evaluated the antitumour potential of altholactone, a naturally occurring bioactive compound isolated from Goniothalamus spp. (Annonaceae) hooks, against CRC cells. Antitumour
Kavirayani R Prasad et al.
The Journal of organic chemistry, 73(1), 2-11 (2007-05-26)
Stereoselective total synthesis of biologically active styryllactones 7-epi-goniofufurone, goniofufurone, goniopypyrone, goniotriol, altholactone, and etharvensin was achieved in high overall yields from a common intermediate derived from d-(-)-tartaric acid. It is based on the utility of a masked tetrol, comprising an
Barry M Trost et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 13(34), 9547-9560 (2007-09-12)
The use of a mixture of dl- and meso-divinylethylene carbonate as an electrophile in palladium-catalyzed asymmetric allylic alkylation reactions is reported. From the diastereomeric mixture of meso and chiral racemic starting materials, a single product is obtained in high optical
Dieter Enders et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 14(9), 2842-2849 (2008-01-26)
The asymmetric total synthesis of (+)-altholactone (1), a member of the styryllactone family of natural products displaying cytotoxic and antitumor activities, is described. Key steps include a RAMP-hydrazone alpha-alkylation (RAMP=(R)-1-amino-2-methoxymethylpyrrolidine) of 2,2-dimethyl-1,3-dioxan-5-one, a boron-mediated aldol reaction, a six- to five-membered
Fouad Al Momani et al.
Molecules (Basel, Switzerland), 16(6), 4560-4566 (2011-06-07)
The antimicrobial activity of altholactone, a naturally extracted styryllactone isolated from Goniothalamus malayanus, was determined against Gram positive (S. aureus ATTC 25923, S. aureus ATTC 25392, and E. faecalis ATTC 29212) and Gram negative (E. coli ATTC 35218, S. typhi
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