Home Other Building Blocks Dihydromyricetin

Dihydromyricetin

CAS No.:
27200-12-0
Catalog Number:
AG0034GW
Molecular Formula:
C15H12O8
Molecular Weight:
320.2510
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
100mg
95%
In Stock USA
United States
$219
- +
1g
95%
In Stock USA
United States
$819
- +
Product Description
Catalog Number:
AG0034GW
Chemical Name:
Dihydromyricetin
CAS Number:
27200-12-0
Molecular Formula:
C15H12O8
Molecular Weight:
320.2510
MDL Number:
MFCD00189451
IUPAC Name:
(2R,3R)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-2,3-dihydrochromen-4-one
InChI:
InChI=1S/C15H12O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,14-20,22H/t14-,15+/m0/s1
InChI Key:
KJXSIXMJHKAJOD-LSDHHAIUSA-N
SMILES:
Oc1cc2O[C@H](c3cc(O)c(c(c3)O)O)[C@H](C(=O)c2c(c1)O)O
UNII:
KD8QND6427
Properties
Complexity:
445  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Defined Bond Stereocenter Count:
0
Exact Mass:
320.053g/mol
Formal Charge:
0
Heavy Atom Count:
23  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
6  
Isotope Atom Count:
0
Molecular Weight:
320.253g/mol
Monoisotopic Mass:
320.053g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
148A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.1  
Literature
Title Journal
Dihydromyricetin modulates p62 and autophagy crosstalk with the Keap-1/Nrf2 pathway to alleviate ethanol-induced hepatic injury. Toxicology letters 20170515
Suppression of reactive oxygen species-mediated ERK and JNK activation sensitizes dihydromyricetin-induced mitochondrial apoptosis in human non-small cell lung cancer. Environmental toxicology 20170401
Dihydromyricetin from Ampelopsis grossedentata inhibits melanogenesis through down-regulation of MAPK, PKA and PKC signaling pathways. Chemico-biological interactions 20161025
Dihydromyricetin induces autophagy in HepG2 cells involved in inhibition of mTOR and regulating its upstream pathways. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20140401
Synthesis and characterization of ampelopsin glucosides using dextransucrase from Leuconostoc mesenteroides B-1299CB4: glucosylation enhancing physicochemical properties. Enzyme and microbial technology 20121210
Ampelopsin inhibits H₂O₂-induced apoptosis by ERK and Akt signaling pathways and up-regulation of heme oxygenase-1. Phytotherapy research : PTR 20120701
Ampelopsin sodium exhibits antitumor effects against bladder carcinoma in orthotopic xenograft models. Anti-cancer drugs 20120701
Resveratrol dimers are novel sphingosine kinase 1 inhibitors and affect sphingosine kinase 1 expression and cancer cell growth and survival. British journal of pharmacology 20120701
Spectroscopic studies on the interaction between an anticancer drug ampelopsin and bovine serum albumin. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20120215
Ampelopsin reduces endotoxic inflammation via repressing ROS-mediated activation of PI3K/Akt/NF-κB signaling pathways. International immunopharmacology 20120101
Flavonoid ampelopsin inhibits the growth and metastasis of prostate cancer in vitro and in mice. PloS one 20120101
Vitisin B, a resveratrol tetramer, inhibits migration through inhibition of PDGF signaling and enhancement of cell adhesiveness in cultured vascular smooth muscle cells. Toxicology and applied pharmacology 20111015
Regioselective reactions for programmable resveratrol oligomer synthesis. Nature 20110623
Organic chemistry: Triumph for unnatural synthesis. Nature 20110622
Development and application of high-performance liquid chromatography for the study of ampelopsin pharmacokinetics in rat plasma using cloud-point extraction. Journal of separation science 20110101
cis-Ampelopsin E, a stilbene isolated from the seeds of Paeonia suffruticosa, inhibits lipopolysaccharide-stimulated nitric oxide production in RAW 264.7 macrophages via blockade of nuclear factor-kappa B signaling pathway. Biological & pharmaceutical bulletin 20110101
Synthesis and biological evaluation of new 5-fluorouracil-substituted ampelopsin derivatives. Molecules (Basel, Switzerland) 20100324
[Reversal effect and its mechanism of ampelopsin on multidrug resistance in K562/ADR cells]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20090301
Ampelopsin prevents apoptosis induced by H2O2 in MT-4 lymphocytes. Planta medica 20080201
[Study on preparation of ampelopsin liposomes]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20080101
[Optimizing the extracting technique of ampelopsin from Ampelopsis cantoniensis Planch by a uniform design method]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20060701
[The chemotaxis effect of ampelopsin on the immunocytes]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20060301
[Inhibitory effects of ampelopsin on angiogenesis]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20060201
Improving the solubility of ampelopsin by solid dispersions and inclusion complexes. Journal of pharmaceutical and biomedical analysis 20050701
[Anti-tumor effects of ampelopsin on human lung cancer GLC-82 implanted in nude mice]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20041101
Ampelopsin, a small molecule inhibitor of HIV-1 infection targeting HIV entry. Biomedical and environmental sciences : BES 20040601
[Effects of ampelopsin on invasion and metastasis of B16 mouse melanoma in vivo and in vitro]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20031001
[Anti-invasive and anti-metastatic effect of ampelopsin on melanoma]. Ai zheng = Aizheng = Chinese journal of cancer 20030401
[Studies on the chemical constituents from Ampelopsis grossedentata]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20020401
[Determination of ampelopsin in the different parts of Ampelopsis grossedentata in different seasons by RP-HPLC]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20020101
[Study on inhibitory effect of ampelopsin on melanoma by serologic pharmacological method]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20010501
Properties