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Merck
CN

SML1226

YM-26734

≥95% (HPLC)

Synonym(s):

1,1′-[5-[3,4-Dihydro-7-hydroxy-2-(4-hydroxyphenyl)-2H-1-benzopyran-4-yl]-2,4,6-trihydroxy-1,3-phenylene]bis1-dodecanone

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About This Item

Empirical Formula (Hill Notation):
C45H62O8
CAS Number:
144337-18-8
Molecular Weight:
730.97
NACRES:
NA.77
PubChem Substance ID:
329825731
UNSPSC Code:
41106300
MDL number:
MFCD00918068

Key Documents

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InChI key

CEJAYJCUSZHYDS-UHFFFAOYSA-N

SMILES string

OC1=C(C2CC(C3=CC=C(O)C=C3)OC4=C2C=CC(O)=C4)C(O)=C(C(CCCCCCCCCCC)=O)C(O)=C1C(CCCCCCCCCCC)=O

InChI

1S/C45H62O8/c1-3-5-7-9-11-13-15-17-19-21-36(48)41-43(50)40(44(51)42(45(41)52)37(49)22-20-18-16-14-12-10-8-6-4-2)35-30-38(31-23-25-32(46)26-24-31)53-39-29-33(47)27-28-34(35)39/h23-29,35,38,46-47,50-52H,3-22,30H2,1-2H3

assay

≥95% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

Quality Level

100

Related Categories

Biochem/physiol Actions

YM-26734 is a competitive inhibitor of the secreted (Group II) form of phospholipase A2.
YM-26734 is a competitive inhibitor of the secreted (Group II) form of phospholipase A2. The IC50 against rabbit platelet derived sPLA2 is 85 nM. YM-26734 is active against, but less potent for group I (pancreatic) sPLA2 (porcine pancreatic enzyme IC50 = 7 μM), and does not inhibit intracellular PLA2 isoforms.
YM-26734 is a natural product analog and a derivative of YM-26567-1, which is found in the fruit of Horsfieldia amygdaline. It exhibits a broad inhibitory spectrum towards different sPLA2s.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000489858
0000489776
0000489858
066M4736V

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Katsuhiko Hamaguchi et al.
Biochimica et biophysica acta, 1635(1), 37-47 (2003-12-04)
Although the expression of the prototypic secretory phospholipase A(2) (sPLA(2)), group IIA (sPLA(2)-IIA), is known to be up-regulated during inflammation, it remains uncertain if other sPLA(2) enzymes display similar or distinct profiles of induction under pathological conditions. In this study
Rob C Oslund et al.
Bioorganic & medicinal chemistry letters, 18(20), 5415-5419 (2008-09-27)
Simplified analogs of YM-26734, a known inhibitor of secreted phospholipase A(2) (sPLA(2)) group IIA, were synthesized and found to also display potent inhibition at low nanomolar concentrations. Analogs were based on the didodecanoylphloroglucinol portion of YM-26734 which contains the predicted

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