Quebrachidine

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 592323

CAS#: 4835-69-2

Description: Quebrachidine is a biochemical.

Chemical Structure

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Quebrachidine
CAS# 4835-69-2
Instruction

Theoretical Analysis

MedKoo Cat#: 592323
Name: Quebrachidine
CAS#: 4835-69-2
Chemical Formula: C21H24N2O3
Exact Mass: 352.18
Molecular Weight: 352.430
Elemental Analysis: C, 71.57; H, 6.86; N, 7.95; O, 13.62

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: Quebrachidine

IUPAC/Chemical Name: Ajmalan-16-carboxylic acid, 19,20-didehydro-1-demethyl-17-hydroxy-, methyl ester, (2alpha,17S,19E)-

InChi Key: RLUORQGMBKDXPO-GUQIAKCCSA-N

InChi Code: InChI=1S/C21H24N2O3/c1-3-11-10-23-15-8-13(11)21(19(25)26-2)16(23)9-20(18(21)24)12-6-4-5-7-14(12)22-17(15)20/h3-7,13,15-18,22,24H,8-10H2,1-2H3/b11-3+/t13-,15-,16+,17+,18-,20-,21+/m0/s1

SMILES Code: C/C=C([C@@H]1C[C@@H]23)\C[N@]3[C@H](C4)[C@@]1(C(OC)=O)[C@@H](O)[C@]54[C@@H]2Nc6ccccc56

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.03.00

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 352.43 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Yin W, Kabir MS, Wang Z, Rallapalli SK, Ma J, Cook JM. Enantiospecific total synthesis of the important biogenetic intermediates along the ajmaline pathway, (+)-polyneuridine and (+)-polyneuridine aldehyde, as well as 16-epivellosimine and macusine A. J Org Chem. 2010 May 21;75(10):3339-49. doi: 10.1021/jo100279w. PubMed PMID: 20392128; PubMed Central PMCID: PMC3188852.

2: Yin W, Ma J, Rivas FM, Cook JM. First enantiospecific total synthesis of the important biogenetic intermediates, (+)-polyneuridine and (+)-polyneuridine aldehyde, as well as 16-epi-vellosimine and macusine A. Org Lett. 2007 Jan 18;9(2):295-8. PubMed PMID: 17217288.

3: Yu J, Wearing XZ, Cook JM. A general strategy for the synthesis of vincamajine-related indole alkaloids: stereocontrolled total synthesis of (+)-dehydrovoachalotine, (-)-vincamajinine, and (-)-11-methoxy-17-epivincamajine as well as the related quebrachidine diol, vincamajine diol, and vincarinol. J Org Chem. 2005 May 13;70(10):3963-79. PubMed PMID: 15876085.

4: Aynilian GH, Bell CL, Farnsworth NR. Alkaloids of Vinca species V: structure elucidation of herbadine, an alkaloid isolated from Vinca libanotica. J Pharm Sci. 1975 Feb;64(2):341-2. PubMed PMID: 1127594.

5: Lyon RL, Fong HH, Farnsworth NR, Svoboda GH. Biological and phytochemical evaluation of plants. XI. Isolation of aspidospermine, quebrachidine, rhazinilam, (-)-pyrifolidine, and akuammidine from Aspidosperma quebracho-blanco (Apocynaceae). J Pharm Sci. 1973 Feb;62(2):218-21. PubMed PMID: 4686392.