Home Amines 2468-21-5
2468-21-5,MFCD01753356
Catalog No.:AA002OY4

2468-21-5 | Ibogamine-18-carboxylic acid, 3,4-didehydro-, methyl ester, (2α,5β,6α,18β)-

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5mg
98% by HPLC
in stock  
$80.00   $56.00
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10mg
98% by HPLC
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$90.00   $63.00
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25mg
98% by HPLC
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$119.00   $84.00
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50mg
98
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$147.00   $103.00
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100mg
98
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$183.00   $128.00
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500mg
98% by HPLC
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$584.00   $409.00
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1000mg
98% by HPLC
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$895.00   $627.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA002OY4
Chemical Name:
Ibogamine-18-carboxylic acid, 3,4-didehydro-, methyl ester, (2α,5β,6α,18β)-
CAS Number:
2468-21-5
Molecular Formula:
C21H24N2O2
Molecular Weight:
336.4275
MDL Number:
MFCD01753356
SMILES:
CCC1=C[C@@H]2CN3[C@H]1[C@@](C2)(C(=O)OC)c1[nH]c2c(c1CC3)cccc2
Properties
Computed Properties
 
Complexity:
603  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
3  
Heavy Atom Count:
25  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
3  
XLogP3:
2.8  

Literature

Title: Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine.

Journal: Bioorganic & medicinal chemistry 20121115

Title: New insights into the mechanism and an expanded scope of the Fe(III)-mediated vinblastine coupling reaction.

Journal: Journal of the American Chemical Society 20120815

Title: Negative-pressure cavitation extraction of four main vinca alkaloids from Catharanthus roseus leaves.

Journal: Molecules (Basel, Switzerland) 20120725

Title: [Effects of water stress and nitrogen nutrition on regulation of Catharanthus roseus alkaloids metabolism].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20120501

Title: An protocol for genetic transformation of Catharanthus roseus by Agrobacterium rhizogenes A4.

Journal: Applied biochemistry and biotechnology 20120401

Title: Strategies for engineering plant natural products: the iridoid-derived monoterpene indole alkaloids of Catharanthus roseus.

Journal: Methods in enzymology 20120101

Title: Simultaneous determination of vinblastine and its monomeric precursors vindoline and catharanthine in Catharanthus roseus by capillary electrophoresis-mass spectrometry.

Journal: Journal of separation science 20111001

Title: Soybean transcription factor GmMYBZ2 represses catharanthine biosynthesis in hairy roots of Catharanthus roseus.

Journal: Applied microbiology and biotechnology 20110801

Title: Molecular docking and pharmacogenomics of vinca alkaloids and their monomeric precursors, vindoline and catharanthine.

Journal: Biochemical pharmacology 20110315

Title: Synthesis and study of a molecularly imprinted polymer for the specific extraction of indole alkaloids from Catharanthus roseus extracts.

Journal: Analytica chimica acta 20110110

Title: [Distribution and accumulation of vindoline, catharanthine and vinblastine in Catharanthus roseus cultivated in China].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20101201

Title: Catharanthine C16 substituent effects on the biomimetic coupling with vindoline: preparation and evaluation of a key series of vinblastine analogues.

Journal: Bioorganic & medicinal chemistry letters 20101115

Title: Transcriptional response of the catharanthine biosynthesis pathway to methyl jasmonate/nitric oxide elicitation in Catharanthus roseus hairy root culture.

Journal: Applied microbiology and biotechnology 20101001

Title: Catharanthine alkaloids are noncompetitive antagonists of muscle-type nicotinic acetylcholine receptors.

Journal: Neurochemistry international 20100901

Title: Overexpression of G10H and ORCA3 in the hairy roots of Catharanthus roseus improves catharanthine production.

Journal: Plant cell reports 20100801

Title: Pharmacological effects of Catharanthus roseus root alkaloids in acetylcholinesterase inhibition and cholinergic neurotransmission.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20100701

Title: Elaboration of simplified vinca alkaloids and phomopsin hybrids.

Journal: Chemical biology & drug design 20100301

Title: Total synthesis of vinblastine, vincristine, related natural products, and key structural analogues.

Journal: Journal of the American Chemical Society 20090408

Title: A differential response to chemical elicitors in Catharanthus roseus in vitro cultures.

Journal: Biotechnology letters 20090401

Title: [Effects of NaCl on the growth and alkaloid content of Catharanthus roseus seedlings].

Journal: Ying yong sheng tai xue bao = The journal of applied ecology 20081001

Title: The leaf epidermome of Catharanthus roseus reveals its biochemical specialization.

Journal: The Plant cell 20080301

Title: Direct coupling of catharanthine and vindoline to provide vinblastine: total synthesis of (+)- and ent-(-)-vinblastine.

Journal: Journal of the American Chemical Society 20080116

Title: Optimisation of supercritical fluid extraction of indole alkaloids from Catharanthus roseus using experimental design methodology--comparison with other extraction techniques.

Journal: Phytochemical analysis : PCA 20080101

Title: Application of carborundum abrasion for investigating the leaf epidermis: molecular cloning of Catharanthus roseus 16-hydroxytabersonine-16-O-methyltransferase.

Journal: The Plant journal : for cell and molecular biology 20080101

Title: A simplified procedure for indole alkaloid extraction from Catharanthus roseus combined with a semi-synthetic production process for vinblastine.

Journal: Molecules (Basel, Switzerland) 20070705

Title: [Simultaneous determination of vindoline, catharanthine and anhydrovinblastine in Catharanthus roseus by high performance liquid chromatography].

Journal: Se pu = Chinese journal of chromatography 20070701

Title: UV-B-induced signaling events leading to enhanced-production of catharanthine in Catharanthus roseus cell suspension cultures.

Journal: BMC plant biology 20070101

Title: Identification of a low vindoline accumulating cultivar of Catharanthus roseus (L.) G. Don by alkaloid and enzymatic profiling.

Journal: Phytochemistry 20060801

Title: Simultaneous determination of vincristine, vinblastine, catharanthine, and vindoline in leaves of catharanthus roseus by high-performance liquid chromatography.

Journal: Journal of chromatographic science 20051001

Title: Elicitor-induced nitric oxide burst is essential for triggering catharanthine synthesis in Catharanthus roseus suspension cells.

Journal: Applied microbiology and biotechnology 20050401

Title: Effect of nitric oxide on catharanthine production and growth of Catharanthus roseus suspension cells.

Journal: Biotechnology and bioengineering 20050205

Title: Intramolecular [3 + 2]-cycloaddition reaction of push-pull dipoles across heteroaromatic pi-systems.

Journal: Organic letters 20040916

Title: Novel bisindole derivatives of Catharanthus alkaloids with potential cytotoxic properties.

Journal: Advances in experimental medicine and biology 20030101

Title: The effect of ajmalicine spiking and resin addition timing on the production of indole alkaloids from Catharanthus roseus cell cultures.

Journal: Biotechnology and bioengineering 20020820

Title: Continuous selective extraction of secondary metabolites from Catharanthus roseus hairy roots with silicon oil in a two-liquid-phase bioreactor.

Journal: Biotechnology progress 20020101

Title: Effects of stress factors, bioregulators, and synthetic precursors on indole alkaloid production in compact callus clusters cultures of Catharanthus roseus.

Journal: Applied microbiology and biotechnology 20010601

Title: Jadhav A, et al. Catharanthine dilates small mesenteric arteries and decreases heart rate and cardiac contractility by inhibition of voltage-operated calcium channels on vascular smooth muscle cells and cardiomyocytes. J Pharmacol Exp Ther. 2013 Jun;345(3):383-92.

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Tags:2468-21-5 Molecular Formula|2468-21-5 MDL|2468-21-5 SMILES|2468-21-5 Ibogamine-18-carboxylic acid, 3,4-didehydro-, methyl ester, (2α,5β,6α,18β)-