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MedKoo Cat#: 413284 | Name: Cornigerine

Description:

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

Cornigerine is a natural product analog of colchicine produced by Colchicum cornigerum that inhibited tubulin polymerization both with and without microtubule-associated proteins, inhibited the binding of radiolabeled colchicine to tubulin, and stimulated tubulin-dependent GTP hydrolysis.

Chemical Structure

Cornigerine
CAS#6877-25-4

Theoretical Analysis

MedKoo Cat#: 413284

Name: Cornigerine

CAS#: 6877-25-4

Chemical Formula: C21H21NO6

Exact Mass: 383.1369

Molecular Weight: 383.40

Elemental Analysis: C, 65.79; H, 5.52; N, 3.65; O, 25.04

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Cornigerine; NSC358825; NSC-358825; NSC 358825
IUPAC/Chemical Name
Acetamide, N-(4,6,7,8-tetrahydro-3,13-dimethoxy-4-oxoheptaleno(1,2-f)(1,3)benzodioxol-6-yl)-, (S)-
InChi Key
DCYAJVOKJAFSES-HNNXBMFYSA-N
InChi Code
InChI=1S/C21H21NO6/c1-11(23)22-15-6-4-12-8-18-20(28-10-27-18)21(26-3)19(12)13-5-7-17(25-2)16(24)9-14(13)15/h5,7-9,15H,4,6,10H2,1-3H3,(H,22,23)/t15-/m0/s1
SMILES Code
CC(N[C@H](C1=CC(C(OC)=CC=C12)=O)CCC3=C2C(OC)=C4OCOC4=C3)=O
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
>2 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
2934.99.9001
More Info
Solvent mg/mL mM comments
Solubility
Soluble in DMSO 0.0 100.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 383.40 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
1: Hamel E, Ho HH, Kang GJ, Lin CM. Cornigerine, a potent antimitotic Colchicum alkaloid of unusual structure. Interactions with tubulin. Biochem Pharmacol. 1988 Jun 15;37(12):2445-9. doi: 10.1016/0006-2952(88)90372-3. PMID: 3390207. 2: Azadbakht M, Davoodi A, Hosseinimehr SJ, Keighobadi M, Fakhar M, Valadan R, Faridnia R, Emami S, Azadbakht M, Bakhtiyari A. Tropolone alkaloids from Colchicum kurdicum (Bornm.) Stef. (Colchicaceae) as the potent novel antileishmanial compounds; purification, structure elucidation, antileishmanial activities and molecular docking studies. Exp Parasitol. 2020 Jun;213:107902. doi: 10.1016/j.exppara.2020.107902. Epub 2020 Apr 27. PMID: 32353376. 3: Al-Mahmoud MS, Alali FQ, Tawaha K, Qasaymeh RM. Phytochemical study and cytotoxicity evaluation of Colchicum stevenii Kunth (Colchicaceae): a Jordanian meadow saffron. Nat Prod Res. 2006 Feb;20(2):153-60. doi: 10.1080/14786410500046224. PMID: 16319009. 4: Alali FQ, Tawaha K, El-Elimat T, Qasaymeh R, Li C, Burgess J, Nakanishi Y, Kroll DJ, Wani MC, Oberlies NH. Phytochemical studies and cytotoxicity evaluations of Colchicum tunicatum Feinbr and Colchicum hierosolymitanum Feinbr (Colchicaceae): two native Jordanian meadow saffrons. Nat Prod Res. 2006 May 20;20(6):558-66. doi: 10.1080/14786410500183381. PMID: 16835088. 5: Alali FQ, Gharaibeh AA, Ghawanmeh A, Tawaha K, Qandil A, Burgess JP, Sy A, Nakanishi Y, Kroll DJ, Oberlies NH. Colchicinoids from Colchicum crocifolium Boiss. (Colchicaceae). Nat Prod Res. 2010;24(2):152-9. doi: 10.1080/14786410902941097. PMID: 20077308. 6: Alali FQ, Gharaibeh A, Ghawanmeh A, Tawaha K, Oberlies NH. Colchicinoids from Colchicum crocifolium Boiss.: a case study in dereplication strategies for (-)-colchicine and related analogues using LC-MS and LC-PDA techniques. Phytochem Anal. 2008 Sep-Oct;19(5):385-94. doi: 10.1002/pca.1060. PMID: 18444231. 7: Sütlüpinar N, Husek A, Potesilová H, Dvorácková S, Hanus V, Sedmera P, Simánek V. Alkaloids and Phenolics of Colchicum cilicicum1,2. Planta Med. 1988 Jun;54(3):243-5. doi: 10.1055/s-2006-962417. PMID: 17265262. 8: Alali FQ, El-Elimat T, Li C, Qandil A, Alkofahi A, Tawaha K, Burgess JP, Nakanishi Y, Kroll DJ, Navarro HA, Falkinham JO 3rd, Wani MC, Oberlies NH. New colchicinoids from a native Jordanian meadow saffron, colchicum brachyphyllum: isolation of the first naturally occurring dextrorotatory colchicinoid. J Nat Prod. 2005 Feb;68(2):173-8. doi: 10.1021/np0496587. PMID: 15730238. 9: Brossi A, Sharma PN, Atwell L, Jacobson AE, Iorio MA, Molinari M, Chignell CF. Biological effects of modified colchicines. 2. Evaluation of catecholic colchicines, colchifolines, colchicide, and novel N-acyl- and N-aroyldeacetylcolchicines. J Med Chem. 1983 Oct;26(10):1365-9. doi: 10.1021/jm00364a006. PMID: 6620299. 10: Potesilová H, Sedmera P, Guénard D, Simánek V. Alkaloids of Androcymbium melanthioides var. stricta1. Planta Med. 1985 Aug;51(4):344-5. doi: 10.1055/s-2007-969510. PMID: 17340532.

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