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Merck
CN

B3061

Borrelidin

From Streptomyces parvulus, ≥98% (HPLC), angiogenesis inhibitor, powder

别名:

2-(7-Cyano-8,16-dihydroxy-9,11,13,15-tetramethyl-18-oxooxacyclooctadeca-4,6-dien-2-yl)-cyclopentanecarboxylic acid, Borrelidine, Cyclopentanecarboxylic acid, NSC 216128, Treponemycin

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关于此项目

经验公式（希尔记法）:
C28H43NO6
化学文摘社编号:
7184-60-3
分子量:
489.64
UNSPSC Code:
12352200
PubChem Substance ID:
24724417
NACRES:
NA.77
MDL number:
MFCD01740784

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产品名称

Borrelidin, from Streptomyces parvulus, ≥98% (HPLC)

SMILES string

[H][C@]1(CCC[C@H]1C(O)=O)[C@@H]2C\C=C\C=C(C#N)[C@H](O)[C@@H](C)C[C@H](C)C[C@H](C)C[C@H](C)[C@@H](O)CC(=O)O2

InChI key

OJCKRNPLOZHAOU-UGKRXNSESA-N

InChI

1S/C28H43NO6/c1-17-12-18(2)14-20(4)27(32)21(16-29)8-5-6-11-25(22-9-7-10-23(22)28(33)34)35-26(31)15-24(30)19(3)13-17/h5-6,8,17-20,22-25,27,30,32H,7,9-15H2,1-4H3,(H,33,34)/b6-5+,21-8-/t17-,18+,19-,20-,22+,23+,24-,25-,27+/m0/s1

biological source

Streptomyces parvulus

assay

≥98% (HPLC)

form

powder

solubility

DMSO: 1 mg/mL, methanol: 1 mg/mL

antibiotic activity spectrum

viruses

mode of action

enzyme | inhibits

shipped in

wet ice

storage temp.

−20°C

Quality Level

200

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相关类别

General description

Chemical structure: macrolide

Biochem/physiol Actions

Borrelidin is a potent angiogenesis inhibitor that induces apoptosis in capillary tube-forming cells. Also displays antimalarial activity against drug-resistant Plasmodia. Antimicrobial and selective threonyl t-RNA synthetase inhibitor.

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000445517
0000445517
0000380061
0000354271
0000380061

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András Jeney et al.
Magyar onkologia, 50(2), 93-100 (2006-08-05)
Further progress in the therapy of malignant diseases is expected from the introduction of potent antimetastatic drugs. Surveying of the complex and multi-step behavior of the metastatic process, compounds showing inhibitory action against tumor cell migration may be ranked among
Zhisheng Cao et al.
Bioscience, biotechnology, and biochemistry, 76(2), 353-357 (2012-02-09)
Streptomyces species strain GK18, isolated in Iran, induced deep-pitted lesions on potato tubers, lesions different from the raised lesions induced by the usual scab-causing phytotoxin, thaxtomin. In addition, neither thaxtomin production nor hybridization to its biosynthetic probe was detected for
Carlos Olano
The Journal of antibiotics, 64(1), 51-57 (2010-11-11)
Professor Charles Richard Hutchinson (Hutch) dedicated his research to the study of polyketide compounds, in particular, those produced by actinomycetes. Hutch principally centered his efforts to study the biosynthesis of bioactive compounds, antibiotic and antitumor drugs, and to develop new
Ashoka V R Madduri et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(38), 11726-11731 (2010-08-25)
Borrelidin (1) is a polyketide that possesses extremely potent anti-angiogenesis activity. This paper describes its formal total synthesis by the most efficient route to date. This modular approach takes optimal benefit of asymmetric catalysis and permits the synthesis of analogues;
Tibor Novak et al.
Journal of the American Chemical Society, 127(9), 2838-2839 (2005-03-03)
A highly efficient method for the synthesis of stereochemically pure (>/=99% ee and >50/1 dr) alpha,omega-diheterofunctional reduced polypropionates has been developed. The essential features of the method are represented by the conversion of inexpensive styrene into 2-methyl-4-phenyl-1-pentanol (1) in 50%
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