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18-Deoxyherboxidiene Sale

(Synonyms: RQN-18690A) 目录号 : GC46474

A bacterial metabolite with antiangiogenic activity

18-Deoxyherboxidiene Chemical Structure

Cas No.:1200128-66-0

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500 μg
¥11,975.00
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1 mg
¥22,750.00
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Sample solution is provided at 25 µL, 10mM.

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产品描述

18-Deoxyherboxidiene is a bacterial metabolite that has been found in Streptomyces QN18690 and has antiangiogenic activity.1 It binds to the SF3b subunit of spliceosome-associated protein 130 (SAP130), SAP145, or SAP155 in HeLa cell extracts when used at 100, 1,000, and 10,000 ng and induces the accumulation of unspliced mRNA in HEK293T cells in a reporter assay. 18-Deoxyherboxidiene inhibits VEGF-induced migration of human umbilical vein endothelial cells (HUVECs) in a concentration-dependent manner and VEGF-induced HUVEC tube formation when used at a concentration of 0.3 µg/ml.

1.Kakeya, H., Kaida, D., Sekiya, H., et al.RQN-18690A (18-deoxyherboxidiene) targets SF3b, a spliceosome component, and inhibits angiogenesisJ. Antibiot. (Tokyo)69(2)121-123(2016)

Chemical Properties

Cas No. 1200128-66-0 SDF
别名 RQN-18690A
Canonical SMILES OC(C[C@@H]1O[C@H](/C(C)=C/C=C/[C@H](C[C@@]2([C@@]([C@@H]([C@H](CC)OC)C)(O2)[H])C)C)[C@@H](C)CC1)=O
分子式 C25H42O5 分子量 422.6
溶解度 DMSO: Soluble,Ethanol: Soluble,Methanol: Soluble 储存条件 Store at -20°C
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1 mg 5 mg 10 mg
1 mM 2.3663 mL 11.8315 mL 23.663 mL
5 mM 0.4733 mL 2.3663 mL 4.7326 mL
10 mM 0.2366 mL 1.1832 mL 2.3663 mL
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Research Update

Enantioselective Total Synthesis of RQN-18690A (18-Deoxyherboxidiene)

Org Lett 2016 Jul 15;18(14):3382-5.PMID:27377811DOI:10.1021/acs.orglett.6b01524.

The first total synthesis of RQN-18690A (18-Deoxyherboxidiene) and the determination of its absolute stereochemical configuration are described. The synthesis features an organocatalytic aldol reaction for the first step, 1,4- and 1,2- dual reductions of α,β-unsaturated δ-lactone followed by a domino reaction in a one-pot operation, and diastereoselective epoxidation with kinetic resolution.