Borrelidin - Moligand™,≥98% , CAS No.7184-60-3

CAS: 7184-60-3 Cat. No.: B1421134 Molecular Weight: 489.64 EC Number: 811-923-0 PubChem CID: 6436801

GRADE & PURITY Moligand™, ≥98%

Synonyms

Treponemycin | NSC 216128 | (1R,2R)-2-((2S,4E,6Z,8R,9S,11R,13S,15S,16S)-7-Cyano-8,16-dihydroxy-9,11,13,15-tetramethyl-18-oxooxacyclooctadeca-4,6-dien-2-yl)cyclopentane-1-carboxylic acid

Storage

Store at -20°C,Argon charged,Desiccated

Shipped In

Ice chest + Ice pads

Overview

Borrelidin (Treponemycin) is a bacterial and eukaryal threonyl-tRNA synthetase inhibitor which is a nitrile-containing macrolide antibiotic isolated from Streptomyces rochei. Borrelidin is an inhibitor of Cdc28/Cln2 of the budding yeast, with an IC 50 of 24 μM. Borrelidin is a potent angiogenesis inhibitor, with an IC 50 of 0.8 nM. Borrelidin induces apoptosis in the tube-forming cells. Borrelidin has strong antimalarial activities, with IC 50 s of 1.9 nM and 1.8 nM against K1 and FCR3 strains of Plasmodium falciparum , respectively.

Specifications

Synonyms

Treponemycin | NSC 216128 | (1R, 2R)-2-((2S, 4E, 6Z, 8R, 9S, 11R, 13S, 15S, 16S)-7-Cyano-8, 16-dihydroxy-9, 11, 13, 15-tetramethyl-18-oxooxacyclooctadeca-4, 6-dien-2-yl)cyclopentane-1-carboxylic acid

Specifications & Purity

Moligand™, ≥98%

Storage

Store at -20°C, Argon charged, Desiccated

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

INHIBITOR

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CC1CC(CC(C(C(=CC=CCC(OC(=O)CC(C(C1)C)O)C2CCCC2C(=O)O)C#N)O)C)C
• IUPAC Name: (1R,2R)-2-[(2S,4E,6Z,8R,9S,11R,13S,15S,16S)-7-cyano-8,16-dihydroxy-9,11,13,15-tetramethyl-18-oxo-1-oxacyclooctadeca-4,6-dien-2-yl]cyclopentane-1-carboxylic acid
• InChIKey: 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
• Isomeric SMILES: C[C@H]1C[C@H](C[C@@H]([C@H](/C(=C\C=C\C[C@H](OC(=O)C[C@@H]([C@H](C1)C)O)[C@@H]2CCC[C@H]2C(=O)O)/C#N)O)C)C
• WGK Germany: 3
• RTECS: ED8750000
• PubChem CID: 6436801
• Molecular Weight: 489.64

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Macrolides and analogues

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Macrolides and analogues
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Macrolides and analogues
• Alternative Parents: Dicarboxylic acids and derivatives Secondary alcohols Lactones Carboxylic acid esters Oxacyclic compounds Nitriles Carboxylic acids Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Macrolide - Dicarboxylic acid or derivatives - Carboxylic acid ester - Lactone - Secondary alcohol - Carboxylic acid derivative - Carboxylic acid - Carbonitrile - Nitrile - Organoheterocyclic compound - Oxacycle - Carbonyl group - Organic oxide - Organopnictogen compound - Organic oxygen compound - Alcohol - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Organic nitrogen compound - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: Moisture sensitive