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Eriocalyxin B

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Eriocalyxin B Basic information

Product Name:
Eriocalyxin B
Synonyms:
  • Eriocalyxin B
  • Kaura-2,16-diene-1,15-dione, 7,20-epoxy-6,7-dihydroxy-, (6β,7α)-
  • 5-trimethoxyphenol
  • Eriocalyxin B, 10 mM in DMSO
  • (4aR,5S,6S,6aS,9R,11aS,11bS)-5,6-Dihydroxy-4,4-dimethyl-8-methylene-4,4a,5,6,9,10,11,11a-octahydro-1H-6,11b-(epoxymethano)-6a,9-methanocyclohepta[a]naphthalene-1,7(8H)-dione
CAS:
84745-95-9
MF:
C20H24O5
MW:
344.41
Product Categories:
  • Diterpenoids
Mol File:
84745-95-9.mol
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Eriocalyxin B Chemical Properties

Boiling point:
551.1±50.0 °C(Predicted)
Density 
1.37±0.1 g/cm3(Predicted)
storage temp. 
4°C, protect from light
pka
11.05±0.60(Predicted)
form 
Solid
color 
White to off-white
InChIKey
RTIKCEKESDRWAE-HCLRZYKANA-N
SMILES
O[C@@]12OC[C@]3(C(C=CC(C)(C)[C@@]3([H])[C@@H]1O)=O)[C@]1([H])CC[C@@]3([H])C(=C)C(=O)[C@@]21C3 |&1:1,4,11,13,16,20,26,r|
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Eriocalyxin B Usage And Synthesis

Uses

Eriocalyxin B is an ent-Kaurene diterpenoid isolated from Chinese herb Isodon eriocalyx. Eriocalyxin B has anti-cancer and anti-infammatory activities. Eriocalyxin B induces cell apoptosis[1].

References

[1] Rong-Fang Mu, et al. Eriocalyxin B Inhibits Adipogenesis in 3T3-L1 Adipocytes by Cell Cycle Arrest. Nat Prod Bioprospect. 2020 Jun;10(3):131-140. DOI:10.1007/s13659-020-00240-6
[2] Wang WG, et al. Laxiflorolides A and B, epimeric bishomoditerpene lactones from Isodon eriocalyx. J Nat Prod. 2012 Jun 22;75(6):1102-7.
[3] Zhou X, et al. Eriocalyxin B, a novel autophagy inducer, exerts anti-tumor activity through the suppression of Akt/mTOR/p70S6K signaling pathway in breast cancer. Biochem Pharmacol. 2017 Oct 15;142:58-70.
[4] Lu Y, et al. Eriocalyxin B ameliorates experimental autoimmune encephalomyelitis by suppressing Th1 and Th17 cells. Proc Natl Acad Sci U S A. 2013 Feb 5;110(6):2258-63.
[5] Leung CH, et al. Eriocalyxin B inhibits nuclear factor-kappaB activation by interfering with the binding of both p65 and p50 to the response element in a noncompetitive manner. Mol Pharmacol. 2006 Dec;70(6):1946-55.Leung CH, Grill SP, Lam W, Gao W, Sun HD, Cheng YC. Eriocalyxin B inhibits nuclear factor-kappaB activation by interfering with the binding of both p65 and p50 to the response element in a noncompetitive manner. Mol Pharmacol. 2006 Dec;70(6):1946-55.

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