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MedKoo Cat#: 558551 | Name: Kobusine

Description:

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

Kobusine is an aconite alkaloid of the C20-diterpenoid type.

Chemical Structure

Kobusine
Kobusine
CAS#27530-78-5

Theoretical Analysis

MedKoo Cat#: 558551

Name: Kobusine

CAS#: 27530-78-5

Chemical Formula: C20H27NO2

Exact Mass: 313.2000

Molecular Weight: 313.44

Elemental Analysis: C, 76.64; H, 8.68; N, 4.47; O, 10.21

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
Kobusine;
IUPAC/Chemical Name
(3aS,3a1S,5R,5aR,6aR,7S,9S,10S,10aS,10bR,11S,13R)-3a-methyl-12-methylenedecahydro-1H,4H,7H-5,7,10b-(epimethanetriyl)-6a,9-ethanodibenzo[cd,f]indole-10,13-diol
InChi Key
SYQIMSBCRURKCZ-BPHXWNOMSA-N
InChi Code
InChI=1S/C20H27NO2/c1-9-10-6-11-16-19-5-3-4-18(2)8-21(16)12(14(18)19)7-20(11,17(9)23)15(19)13(10)22/h10-17,22-23H,1,3-8H2,2H3/t10-,11+,12+,13-,14-,15-,16-,17+,18+,19+,20+/m0/s1
SMILES Code
C=C([C@@H]([C@@H]1O)C[C@H]23)[C@@H](O)[C@]43[C@@H]1[C@]56[C@H]2[N@@]7C[C@](CCC6)(C)[C@@H]5[C@H]7C4
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

Preparing Stock Solutions

The following data is based on the product molecular weight 313.44 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: Wada K, Ishizuki S, Mori T, Fujihira E, Kawahara N. Effects of Aconitum alkaloid kobusine and pseudokobusine derivatives on cutaneous blood flow in mice. Biol Pharm Bull. 1998 Feb;21(2):140-6. PubMed PMID: 9514608. 2: Wada K, Ishizuki S, Mori T, Fujihira E, Kawahara N. Effects of Aconitum alkaloid kobusine and pseudokobusine derivatives on cutaneous blood flow in mice; II. Biol Pharm Bull. 2000 May;23(5):607-15. PubMed PMID: 10823674. 3: OKAMOTO T, NATSUME M, ZENDA H, KAMATA S. Structural correlation of kobusine to pseudokobusine. Chem Pharm Bull (Tokyo). 1962 Sep;10:883-6. PubMed PMID: 13939783. 4: Wada K, Ohkoshi E, Zhao Y, Goto M, Morris-Natschke SL, Lee KH. Evaluation of Aconitum diterpenoid alkaloids as antiproliferative agents. Bioorg Med Chem Lett. 2015 Apr 1;25(7):1525-31. doi: 10.1016/j.bmcl.2015.02.018. Epub 2015 Feb 18. PubMed PMID: 25770782; PubMed Central PMCID: PMC4374035. 5: Wada K, Hazawa M, Takahashi K, Mori T, Kawahara N, Kashiwakura I. Structure-activity relationships and the cytotoxic effects of novel diterpenoid alkaloid derivatives against A549 human lung carcinoma cells. J Nat Med. 2011 Jan;65(1):43-9. doi: 10.1007/s11418-010-0452-3. Epub 2010 Aug 14. PubMed PMID: 20706796; PubMed Central PMCID: PMC2999725. 6: Kimura M, Muroi M, Kimura I, Sakai S, Kitagawa I. Hypaconitine, the dominant constituent responsible for the neuromuscular blocking action of the Japanese-sino medicine "bushi" (aconite root). Jpn J Pharmacol. 1988 Oct;48(2):290-3. PubMed PMID: 3210453. 7: Wada K, Hazawa M, Takahashi K, Mori T, Kawahara N, Kashiwakura I. Inhibitory effects of diterpenoid alkaloids on the growth of A172 human malignant cells. J Nat Prod. 2007 Dec;70(12):1854-8. Epub 2007 Nov 29. PubMed PMID: 18044843. 8: Ulubelen A, Desai HK, Srivastava SK, Hart BP, Park JC, Joshi BS, Pelletier SW, Meriçli AH, Meriçli F, Ilarslan R. Diterpenoid alkaloids from Delphinium davisii. J Nat Prod. 1996 Apr;59(4):360-6. PubMed PMID: 8699181. 9: Peese KM, Gin DY. Enantioselective approach to the hetisine alkaloids. Synthesis of the 3-methyl-1-aza-tricyclo[5.2.1.0(3,8)]decane core via intramolecular dipolar cycloaddition. Org Lett. 2005 Jul 21;7(15):3323-5. PubMed PMID: 16018651; PubMed Central PMCID: PMC2593868. 10: Williams CM, Mander LN. Bridgehead arylation: a direct route to advanced intermediates for the synthesis of C-20 diterpene alkaloids. Org Lett. 2003 Sep 18;5(19):3499-502. PubMed PMID: 12967309. 11: Wada K. [Studies on structural elucidation of Aconitum diterpenoid alkaloid by LC-APCI-MS and effects of Aconitum diterpenoid alkaloid on cutaneous blood flow]. Yakugaku Zasshi. 2002 Nov;122(11):929-56. Review. Japanese. PubMed PMID: 12440151. 12: Wada K, Ishizuki S, Mori T, Bando H, Murayama M, Kawahara N. Effects of alkaloids from Aconitum yesoense var. macroyesoense on cutaneous blood flow in mice. Biol Pharm Bull. 1997 Sep;20(9):978-82. PubMed PMID: 9331980.