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SML4070

Sigma-Aldrich

Dihydromyricetin

≥98% (HPLC)

Synonym(s):

(+)-Ampelopsin, (+)-Dihydromyricetin, (2R,3R)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-2,3-dihydrochromen-4-one, Ampelopsin, DHM

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About This Item

Empirical Formula (Hill Notation):
C15H12O8
CAS Number:
Molecular Weight:
320.25
MDL number:
UNSPSC Code:
41116107
UNSPSC Code:
12352200
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Quality Level

Assay

≥98% (HPLC)

form

powder

storage condition

protect from light

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

SMILES string

O1[C@@H]([C@H](C(=O)c3c1cc(cc3O)O)O)c2cc(c(c(c2)O)O)O

InChI key

KJXSIXMJHKAJOD-LSDHHAIUSA-N

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1 of 4

This Item
PHR294010194171019428
grade

pharmaceutical primary standard

grade

certified reference material, pharmaceutical secondary standard

grade

pharmaceutical primary standard

grade

pharmaceutical primary standard

manufacturer/tradename

USP

manufacturer/tradename

-

manufacturer/tradename

USP

manufacturer/tradename

USP

application(s)

pharmaceutical (small molecule)

application(s)

pharmaceutical

application(s)

pharmaceutical (small molecule)

application(s)

pharmaceutical (small molecule)

format

neat

format

-

format

neat

format

neat

API family

amifostine

API family

amifostine

API family

amifostine

API family

amifostine

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

−20°C

Biochem/physiol Actions

Antioxidant, anti-cancer flavanonol with anti-alcohol intoxication effects, significantly impacts metabolic regulation and cancer chemoprevention through pathways like AMPK and SPHK1/mTOR.Dihydromyricetin (DHM) is a potent flavonoid known for its antioxidative, anti-inflammatory, anticancer, and antimicrobial properties, and plays a key role in modulating metabolism with minimal side effects. It operates by either scavenging or generating reactive oxygen species (ROS) to selectively target cancer cells, while sparing normal cells. DHM acts through multiple pathways including AMPK, affecting autophagy and glucose transport. Additionally, Dihydromyricetin inhibits ferroptosis via the SPHK1/mTOR pathway, modulates the Prx2 cascade through Nrf2, and contributes to cancer prevention and diabetes treatment by altering redox balance, gene expression, and improving metabolism, also involving AMPK, PI3K/Akt, PPAR pathways, and microRNAs.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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