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155233-30-0

155233-30-0 | 4,5-Dihydro-4-(11-methoxy-8-methyl-1,5,7,13-tetradecatetraenyl)-2-(2-m ethylcyclopropyl)thiazole (1R-(1alpha(R*(1Z,5E,7E,11R*)),2alpha))-

CAS No: 155233-30-0 Catalog No: AG00AZOP MDL No:

Product Description

Catalog Number:
AG00AZOP
Chemical Name:
4,5-Dihydro-4-(11-methoxy-8-methyl-1,5,7,13-tetradecatetraenyl)-2-(2-m ethylcyclopropyl)thiazole (1R-(1alpha(R*(1Z,5E,7E,11R*)),2alpha))-
CAS Number:
155233-30-0
IUPAC Name:
(4R)-4-[(1Z,5E,7E,11R)-11-methoxy-8-methyltetradeca-1,5,7,13-tetraenyl]-2-[(1R,2S)-2-methylcyclopropyl]-4,5-dihydro-1,3-thiazole
InChI:
InChI=1S/C23H35NOS/c1-5-11-21(25-4)15-14-18(2)12-9-7-6-8-10-13-20-17-26-23(24-20)22-16-19(22)3/h5,7,9-10,12-13,19-22H,1,6,8,11,14-17H2,2-4H3/b9-7+,13-10-,18-12+/t19-,20+,21-,22+/m0/s1
InChI Key:
LUEYTMPPCOCKBX-KWYHTCOPSA-N

Properties

Complexity:
561  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Defined Bond Stereocenter Count:
3  
Exact Mass:
373.244g/mol
Formal Charge:
0
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
373.599g/mol
Monoisotopic Mass:
373.244g/mol
Rotatable Bond Count:
12  
Topological Polar Surface Area:
46.9A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
6.1  

Literature

Title Journal
Insights from the sea: structural biology of marine polyketide synthases. Natural product reports 20121001
Terminal alkene formation by the thioesterase of curacin A biosynthesis: structure of a decarboxylating thioesterase. The Journal of biological chemistry 20110422
Metamorphic enzyme assembly in polyketide diversification. Nature 20090604
Crystal structure of the ECH2 catalytic domain of CurF from Lyngbya majuscula. Insights into a decarboxylase involved in polyketide chain beta-branching. The Journal of biological chemistry 20071207
GNAT-like strategy for polyketide chain initiation. Science (New York, N.Y.) 20071109
Metabolic coupling of dehydration and decarboxylation in the curacin A pathway: functional identification of a mechanistically diverse enzyme pair. Journal of the American Chemical Society 20060719
A common pharmacophore for a diverse set of colchicine site inhibitors using a structure-based approach. Journal of medicinal chemistry 20050922
Biosynthetic pathway and gene cluster analysis of curacin A, an antitubulin natural product from the tropical marine cyanobacterium Lyngbya majuscula. Journal of natural products 20040801
High-content profiling of drug-drug interactions: cellular targets involved in the modulation of microtubule drug action by the antifungal ketoconazole. Journal of biomolecular screening 20030401
Synthesis and biological evaluation of structurally highly modified analogues of the antimitotic natural product curacin A. Journal of medicinal chemistry 20020425

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