MedKoo Cat#: 597930 | Name: Conagenin

Description:

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

Conagenin is a low molecular weight immunomodulator produced by Streptomyces roseosporus.

Chemical Structure

Conagenin
Conagenin
CAS#134381-30-9

Theoretical Analysis

MedKoo Cat#: 597930

Name: Conagenin

CAS#: 134381-30-9

Chemical Formula: C10H19NO6

Exact Mass: 249.1212

Molecular Weight: 249.26

Elemental Analysis: C, 48.19; H, 7.68; N, 5.62; O, 38.51

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
Conagenin;
IUPAC/Chemical Name
(S)-2-((2R,3S,4R)-2,4-dihydroxy-3-methylpentanamido)-3-hydroxy-2-methylpropanoic acid
InChi Key
GLESHRYLRAOJPS-DHCFDGJBSA-N
InChi Code
InChI=1S/C10H19NO6/c1-5(6(2)13)7(14)8(15)11-10(3,4-12)9(16)17/h5-7,12-14H,4H2,1-3H3,(H,11,15)(H,16,17)/t5-,6+,7+,10-/m0/s1
SMILES Code
OC[C@](C(O)=O)(C)NC([C@@H]([C@@H](C)[C@@H](C)O)O)=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
>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 249.26 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: Jiao XZ, Wang LP, Xiao Q, Xie P, Liang XT. Total synthesis of (+)-conagenin. J Asian Nat Prod Res. 2009;11(3):274-80. doi: 10.1080/10286020902828369. PubMed PMID: 19408153. 2: Kawatsu M, Yamashita T, Ishizuka M, Takeuchi T. Effect of conagenin on thrombocytopenia induced by antitumor agents in mice. J Antibiot (Tokyo). 1994 Oct;47(10):1123-9. PubMed PMID: 7961162. 3: Hamada M, Yamamoto S, Moriguchi S, Kishino Y. Phagocytosis of alveolar macrophages after conagenin injection to rats. J Antibiot (Tokyo). 2001 Apr;54(4):349-53. PubMed PMID: 11426659. 4: Kawatsu M, Yamashita T, Osono M, Ishizuka M, Takeuchi T. T cell activation by conagenin in mice. J Antibiot (Tokyo). 1993 Nov;46(11):1687-91. PubMed PMID: 8270490. 5: Matsukawa Y, Isobe M, Kotsuki H, Ichikawa Y. Synthesis of (+)-conagenin. J Org Chem. 2005 Jun 24;70(13):5339-41. PubMed PMID: 15960545. 6: Yamashita T, Iijima M, Nakamura H, Isshiki K, Naganawa H, Hattori S, Hamada M, Ishizuka M, Takeuchi T, Iitaka Y. Conagenin, a low molecular weight immunomodulator produced by Streptomyces roseosporus. J Antibiot (Tokyo). 1991 May;44(5):557-9. PubMed PMID: 1905708. 7: Kawatsu M, Yamashita T, Ishizuka M, Takeuchi T. Improvement of efficacy of antitumor agents by conagenin. J Antibiot (Tokyo). 1995 Mar;48(3):222-5. PubMed PMID: 7730156. 8: Hamada M, Sonotake E, Yamamoto S, Moriguchi S. Conagenin derived from Streptomyces roseosporus enhances macrophage functions. J Antibiot (Tokyo). 1999 Jun;52(6):548-51. PubMed PMID: 10470679. 9: Kawatsu M, Yamashita T, Ishizuka M, Takeuchi T. Modulation by conagenin of inflammatory mediator productions in mice given 5-fluorouracil. Anticancer Res. 1997 Mar-Apr;17(2A):917-22. PubMed PMID: 9137428. 10: Kawatsu M, Yamashita T, Osono M, Masuda T, Ishizuka M, Takeuchi T. Effect of conagenin in tumor bearing mice. Antitumor activity, generation of effector cells and cytokine production. J Antibiot (Tokyo). 1993 Nov;46(11):1692-8. PubMed PMID: 8270491. 11: Kawatsu M, Yamashita T, Ishizuka M, Takeuchi T. Improvement of intestinal toxicity of 5-fluorouracil by conagenin, a low molecular immunomodulator. Anticancer Res. 1996 Sep-Oct;16(5A):2937-41. PubMed PMID: 8917410. 12: Ishizuka M, Kawatsu M, Yamashita T, Ueno M, Takeuchi T. Low molecular weight immunomodulators produced by microorganisms. Int J Immunopharmacol. 1995 Feb;17(2):133-39. PubMed PMID: 7657405. 13: Ishizuka M. [Action and molecular targets of anti cancer agents from microbial products]. Jpn J Antibiot. 1999 Feb;52(2):174-5. Japanese. PubMed PMID: 10221183. 14: Liu X, Sun B, Deng L. Catalytic Enantioselective Electrophilic Aminations of Acyclic α-Alkyl β-Carbonyl Nucleophilies. Synlett. 2009 Jun;10:1685-1689. PubMed PMID: 21340046; PubMed Central PMCID: PMC3039914. 15: Nagao Y. [Development of new reactions and their pharmaceutical application based on the molecular structure characteristics]. Yakugaku Zasshi. 2002 Jan;122(1):1-27. Review. Japanese. PubMed PMID: 11828744. 16: Abate A, Brenna E, Costantini A, Fuganti C, Gatti FG, Malpezzi L, Serra S. Enzymatic approach to enantiomerically pure 5-alken-2,4-diols and 4-hydroxy-5-alken-2-ones: application to the synthesis of chiral synthons. J Org Chem. 2006 Jul 7;71(14):5228-40. PubMed PMID: 16808510. 17: Luo YC, Zhang HH, Wang Y, Xu PF. Synthesis of α-amino acids based on chiral tricycloiminolactone derived from natural (+)-camphor. Acc Chem Res. 2010 Oct 19;43(10):1317-30. doi: 10.1021/ar100050p. PubMed PMID: 20672798.