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Key Documents

SMB00565

Sigma-Aldrich

Zinniol

≥90% (LC/MS-UV)

Synonym(s):

3-methoxy-4-methyl-5-(3-methyl-2-butenyloxy)-1,2-benzenedimethanol

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About This Item

Empirical Formula (Hill Notation):
C15H22O4
CAS Number:
Molecular Weight:
266.33
MDL number:
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.25

assay

≥90% (LC/MS-UV)

form

solid

solubility

DMSO: 1 mg/mL

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

CC(C)=CCOC1=CC(CO)=C(CO)C(OC)=C1C

InChI

1S/C15H22O4/c1-10(2)5-6-19-14-7-12(8-16)13(9-17)15(18-4)11(14)3/h5,7,16-17H,6,8-9H2,1-4H3

InChI key

DUMQPTRUYCCSEZ-UHFFFAOYSA-N

Biochem/physiol Actions

Antitumor activity
Natural product derived from fungal source.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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P Thuleau et al.
Proceedings of the National Academy of Sciences of the United States of America, 85(16), 5932-5935 (1988-08-01)
Zinniol [1,2-bis(hydroxymethyl)-3-methoxy-4-methyl-5-(3-methyl-2-butenyloxy)benzene], a toxin produced by fungi of the Alternaria group, causes symptoms in plants that resemble those induced by the fungi. The phytotoxin binds to carrot protoplasts and isolated membranes in a saturable and reversible manner. Receptor occupancy stimulates

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