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A9431

Sigma-Aldrich

Ancymidol

suitable for plant cell culture, BioReagent

Synonym(s):

reducymol, thritone, α-Cyclopropyl-α-(4-methoxyphenyl)-5-pyrimidinemethanol

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About This Item

Empirical Formula (Hill Notation):
C15H16N2O2
CAS Number:
12771-68-5
Molecular Weight:
256.30
EC Number:
235-814-7
MDL number:
MFCD00072501
UNSPSC Code:
10171502
PubChem Substance ID:
24891450
NACRES:
NA.72

product line

BioReagent

Quality Level

200

form

powder

technique(s)

cell culture | plant: suitable

application(s)

agriculture

storage temp.

2-8°C

SMILES string

COc1ccc(cc1)C(O)(C2CC2)c3cncnc3

InChI

1S/C15H16N2O2/c1-19-14-6-4-12(5-7-14)15(18,11-2-3-11)13-8-16-10-17-9-13/h4-11,18H,2-3H2,1H3

InChI key

HUTDUHSNJYTCAR-UHFFFAOYSA-N

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General description

Ancymidol, a-cyclopropyl-a-(4-methoxyphenyl)-5-pyrimidinemethanol (EL-53 1), a plant growth retardant is a synthetic pyrimidine analogue. It is also a weak fungitoxic.

Application

Ancymidol has been used as the cytochrome P450 inhibitor to study its effects on Cyanidioschyzon merolae strain.

Biochem/physiol Actions

Ancymidol is a pyrimidine-class plant cell endocrine disruptor plant growth regulator that interferes with gibberellin and cellulose biosynthesis.
Ancymidol acts as a monooxygenase inhibitor. It is capable of interrupting gibberellin biosynthesis and growth in plants.

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A B Pereira-Netto et al.
Plant cell reports, 21(5), 491-496 (2003-06-06)
Gibberellins (GAs) A(1), A(3), A(4) and A(7), all 3beta-hydroxylated, growth-active GAs, significantly inhibited shoot elongation and the formation of nodes in in vitro-grown Hancornia speciosa, as did GA(20), a 3-deoxy precursor of GA(1). Ancymidol, an early-stage inhibitor of GA biosynthesis
C N McDaniel et al.
Development (Cambridge, England), 122(11), 3661-3668 (1996-11-01)
We investigated floral initiation in the long-day monocot Lolium temulentum, strain Ceres, by culturing apices explanted from photoperiodically induced plants at various times after one inductive long day onto medium with, and without, gibberellin. Apices cultured on the first day
Effect of ancymidol on cell wall metabolism in growing maize cells
Hernaandez-AJM, et al.
Planta, 247(4), 987-999 (2018)
Carotenoid Biosynthesis in the Primitive Red Alga Cyanidioschyzon merolae
Cunningham FX, et al.
Eukaryotic Cell, 6(3), 533-545 (2007)
S Tongpim et al.
Canadian journal of microbiology, 45(5), 369-376 (1999-08-14)
Mycobacterium strain S1, originally described as Rhodococcus strain S1 by chemotaxonomic criteria, was isolated by growth on anthracene, and is unable to use any of nine other polycyclic aromatic compounds as carbon source. Metabolism of phenanthrene during growth on anthracene
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