Skip to Content
Merck

Skip To

419796

Sigma-Aldrich

6-Hydroxyflavanone

99%

Sign Into View Organizational & Contract Pricing

About This Item

Empirical Formula (Hill Notation):
C15H12O3
CAS Number:
Molecular Weight:
240.25
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available. Contact Technical Service
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Quality Level

Assay

99%

form

solid

mp

220-222 °C (dec.) (lit.)

functional group

ketone
phenyl

SMILES string

Oc1ccc2OC(CC(=O)c2c1)c3ccccc3

InChI

1S/C15H12O3/c16-11-6-7-14-12(8-11)13(17)9-15(18-14)10-4-2-1-3-5-10/h1-8,15-16H,9H2

InChI key

XYHWPQUEOOBIOW-UHFFFAOYSA-N

Gene Information

rat ... Ar(24208)

Looking for similar products? Visit Product Comparison Guide

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
73340402168399361
assay

99%

assay

≥97.0% (HPLC)

assay

99%

assay

90%

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

mp

220-222 °C (dec.) (lit.)

mp

242-244 °C (lit.)

mp

190-193 °C (lit.)

mp

35-37 °C (lit.)

form

solid

form

powder

form

-

form

solid

functional group

ketone

functional group

amine, nitro

functional group

aldehyde, bromo, ketone

functional group

carboxylic acid, ketone

Gene Information

rat ... Ar(24208)

Gene Information

-

Gene Information

human ... PTPN1(5770)

Gene Information

-

General description

6-Hydroxyflavanone is a flavonoid.[1] Its biotransformation by Aspergillus niger strains have been described.[2] Crystal structure of S and R enanti­omers of 6-hydroxyflavanone has been reported to have four crystallographic sites of the unit cell in an approximate 3:1/1:3 ratio.[3] It was identified as a metabolite of flavnone on incubation with rat liver microsomes by positive ion electrospray LC/MS analysis.[4]

Application

6-Hydroxyflavanone (6-HF) has been used for the enantiomeric separation of flavonoids using polysaccharide-based chiral stationary phases by nano-liquid chromatography (nano-LC).[1] Racemic 6-HF may be used in the synthesis of 6-propionoxy-flavanone (6-PF). 6-HF may be employed as synthetic flavone to investigate the mechanism of tumor necrosis factor-related apoptosis-inducing ligand (TRAIL) induced cytotoxic and apoptotic effects in HeLa cancer cells.[5]

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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

  • Choose from one of the most recent versions:

    Certificates of Analysis (COA)

    Lot/Batch Number

    Don't see the Right Version?

    If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

    Already Own This Product?

    Find documentation for the products that you have recently purchased in the Document Library.

    Visit the Document Library

    Asako Katsume et al.
    Arteriosclerosis, thrombosis, and vascular biology, 31(5), 1084-1092 (2011-03-05)
    Reactive oxygen species (ROS) are involved in the initial process of atherosclerosis, whereas it remains to be determined how atherogenic stimulus causes ROS-mediated proinflammatory reactions. Here, we focused on proline-rich tyrosine kinase (PYK2)-mediated ROS generation and examined how atherogenic stimulus
    Ji Hoon Jung et al.
    Cell biochemistry and biophysics, 67(3), 1379-1389 (2013-06-04)
    We here investigated the anticancer mechanism of 1-stearoyl-sn-glycero-3-phosphocholine (LPC), one of the lysophosphatidylcholines, in chronic myelogenous leukemia (CML) K562 cells. LPC significantly showed cytotoxicity at 80 μM and induced apoptosis by sub-G1 accumulation, increase in Annexin V positive and caspase
    Michał Flasiński et al.
    Journal of colloid and interface science, 348(2), 511-521 (2010-05-25)
    The interactions of beta-CD with one component monolayers of cholesterol (chol), 1-stearoyl-sn-glycero-3-phosphocholine (lyso-PC), 1,2-dipalmitpyl-sn-phosphocholine (DPPC), sphingomyelin (SM) and the SM/chol and DPPC/chol mixtures have been investigated by the Langmuir monolayer technique and the synchrotron grazing incidence X-ray diffraction (GIXD). The
    Marcus O W Grimm et al.
    Journal of chromatography. A, 1218(42), 7713-7722 (2011-08-30)
    Alzheimer's disease (AD) is a devastating neurodegenerative disorder characterized by extracellular senile plaques mainly consisting of Aβ, a 40-42 amino acid long peptide, and intracellular neurofibrillary tangles, accompanied by an excessive loss of synapses. Recently evidence accumulated that nutrition, especially
    Jongwon Shim et al.
    International journal of pharmaceutics, 388(1-2), 251-256 (2010-01-12)
    We have studied how the transdermal delivery of lidocaine hydrochloride (LHC) is affected by the morphology of lipid carriers, liposomes and micelles, having the same lipid composition of 1-stearoyl-sn-glycero-3-phosphocholine (LPC) and cholesteryl hemisuccinate (CHEMS). In vitro drug permeation study, carried

    Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

    Contact Technical Service