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

Packsize	Purity	Availability	Price	Discounted Price
5mg	98% by HPLC	in stock	$72.00	$50.00
10mg	98% by HPLC	in stock	$82.00	$57.00
25mg	98% by HPLC	in stock	$109.00	$76.00
50mg	98	in stock	$142.00	$99.00
100mg	98	in stock	$175.00	$123.00
500mg	98% by HPLC	in stock	$546.00	$382.00
1000mg	98% by HPLC	in stock	$839.00	$588.00

Description

• Catalog Number: AB25544
• 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

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

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

  Bioorganic & medicinal chemistry 20121115

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

  Journal of the American Chemical Society 20120815

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

  Molecules (Basel, Switzerland) 20120725

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

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

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

  Applied biochemistry and biotechnology 20120401

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

  Methods in enzymology 20120101

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

  Journal of separation science 20111001

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

  Applied microbiology and biotechnology 20110801

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

  Biochemical pharmacology 20110315

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

  Analytica chimica acta 20110110

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

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

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

  Bioorganic & medicinal chemistry letters 20101115

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

  Applied microbiology and biotechnology 20101001

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

  Neurochemistry international 20100901

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

  Plant cell reports 20100801

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

  Phytomedicine : international journal of phytotherapy and phytopharmacology 20100701

• Elaboration of simplified vinca alkaloids and phomopsin hybrids.

  Chemical biology & drug design 20100301

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

  Journal of the American Chemical Society 20090408

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

  Biotechnology letters 20090401

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

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

• The leaf epidermome of Catharanthus roseus reveals its biochemical specialization.

  The Plant cell 20080301

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

  Journal of the American Chemical Society 20080116

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

  Phytochemical analysis : PCA 20080101

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

  The Plant journal : for cell and molecular biology 20080101

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

  Molecules (Basel, Switzerland) 20070705

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

  Se pu = Chinese journal of chromatography 20070701

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

  BMC plant biology 20070101

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

  Phytochemistry 20060801

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

  Journal of chromatographic science 20051001

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

  Applied microbiology and biotechnology 20050401

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

  Biotechnology and bioengineering 20050205

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

  Organic letters 20040916

• Novel bisindole derivatives of Catharanthus alkaloids with potential cytotoxic properties.

  Advances in experimental medicine and biology 20030101

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

  Biotechnology and bioengineering 20020820

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

  Biotechnology progress 20020101

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

  Applied microbiology and biotechnology 20010601