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MedKoo Cat#: 581714 | Name: Pulchellin

Description:

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

Pulchellin is a type-2 Ribosome Inactivating Protein (RIP), whose action mechanism proposed would be initiate by B-chain binding on glycoconjugate onto the cell surface (lectinic chain). pulchellin isoforms toxicity is the interaction between B-chain lectinic and the glycosyl residues on cell surface. pulchellin A chain is a novel of selective immunotoxin cytotoxicity.

Chemical Structure

Pulchellin
Pulchellin
CAS#6754-35-4

Theoretical Analysis

MedKoo Cat#: 581714

Name: Pulchellin

CAS#: 6754-35-4

Chemical Formula: C15H22O4

Exact Mass: 266.1518

Molecular Weight: 266.34

Elemental Analysis: C, 67.65; H, 8.33; O, 24.03

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
Pulchellin; NSC 85244.
IUPAC/Chemical Name
(3aR,4aS,5R,7S,8R,9aS)-5,7-dihydroxy-4a,8-dimethyl-3-methylenedecahydroazuleno[6,5-b]furan-2(3H)-one
InChi Key
BPUNWVGCTMEMKQ-UACVIJCNSA-N
InChi Code
InChI=1S/C15H22O4/c1-7-4-11-9(8(2)14(18)19-11)6-15(3)12(17)5-10(16)13(7)15/h7,9-13,16-17H,2,4-6H2,1,3H3/t7-,9-,10+,11+,12-,13?,15-/m1/s1
SMILES Code
C[C@@H]1C[C@H]2[C@H](C[C@]3(C1[C@H](C[C@H]3O)O)C)C(=C)C(=O)O2
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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 266.34 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: Huang H, Niu J, Wang F, Hu L, Yu Q. A natural compound derivative P-13 inhibits STAT3 signaling by covalently inhibiting Janus kinase 2. Invest New Drugs. 2018 Aug 3. doi: 10.1007/s10637-018-0637-2. [Epub ahead of print] PubMed PMID: 30073465. 2: Sadraeian M, Guimarães FEG, Araújo APU, Worthylake DK, LeCour LJ, Pincus SH. Selective cytotoxicity of a novel immunotoxin based on pulchellin A chain for cells expressing HIV envelope. Sci Rep. 2017 Aug 8;7(1):7579. doi: 10.1038/s41598-017-08037-3. PubMed PMID: 28790381; PubMed Central PMCID: PMC5548917. 3: Ivanova V, Trendafilova A, Todorova M, Danova K, Dimitrov D. Phytochemical Profile of Inula britannica from Bulgaria. Nat Prod Commun. 2017 Feb;12(2):153-154. PubMed PMID: 30428197. 4: Xiao H, Rao Ravu R, Tekwani BL, Li W, Liu WB, Jacob MR, Khan SI, Cai X, Peng CY, Khan IA, Li XC, Wang W. Biological evaluation of phytoconstituents from Polygonum hydropiper. Nat Prod Res. 2017 Sep;31(17):2053-2057. doi: 10.1080/14786419.2016.1269094. Epub 2016 Dec 21. PubMed PMID: 28000515. 5: Liu M, Zhou XJ. [Simultaneous determination of five sesquiterpene lactones in Carpesium abrotanoides by HPLC]. Zhongguo Zhong Yao Za Zhi. 2015 May;40(9):1783-6. Chinese. PubMed PMID: 26323148. 6: Wang JF, He WJ, Zhang XX, Zhao BQ, Liu YH, Zhou XJ. Dicarabrol, a new dimeric sesquiterpene from Carpesium abrotanoides L. Bioorg Med Chem Lett. 2015 Oct 1;25(19):4082-4. doi: 10.1016/j.bmcl.2015.08.034. Epub 2015 Aug 18. PubMed PMID: 26316467. 7: Liu PA, Liu M, Pan WW, He WJ, Peng S, Zhou XJ. [Study on Chemical Constituents from Carpesium abrotanoides]. Zhong Yao Cai. 2014 Dec;37(12):2213-5. Chinese. PubMed PMID: 26080506. 8: Hajimehdipoor H, Mosaddegh M, Naghibi F, Haeri A, Hamzeloo-Moghadam M. Natural sesquiterpen lactones as acetylcholinesterase inhibitors. An Acad Bras Cienc. 2014 Jun;86(2):801-806. Epub 2014 May 14. PubMed PMID: 24838542. 9: Santana SS, Gennari-Cardoso ML, Carvalho FC, Roque-Barreira MC, Santiago Ada S, Alvim FC, Pirovani CP. Eutirucallin, a RIP-2 type lectin from the latex of Euphorbia tirucalli L. presents proinflammatory properties. PLoS One. 2014 Feb 18;9(2):e88422. doi: 10.1371/journal.pone.0088422. eCollection 2014. PubMed PMID: 24558388; PubMed Central PMCID: PMC3928152. 10: Hua Y, Qin J, Zhang F, Cheng X, Jin H, Zhang W. Sesquiterpene lactones from Inula helianthus-aquatica. Zhongguo Zhong Yao Za Zhi. 2012 Jun;37(11):1586-9. PubMed PMID: 22993986. 11: de Matos DC, de Ribeiro LC, Tansini A, Ferreira LS, Placeres MC, Colombo LL, Carlos IZ. Immunological response in mice bearing LM3 breast tumor undergoing pulchellin treatment. BMC Complement Altern Med. 2012 Jul 24;12:107. doi: 10.1186/1472-6882-12-107. PubMed PMID: 22827934; PubMed Central PMCID: PMC3479043. 12: Reyes LF, Nobre TM, Pavinatto FJ, Zaniquelli ME, Caseli L, Oliveira ON Jr, Araújo AP. The role of the C-terminal region of pulchellin A-chain in the interaction with membrane model systems. Biochim Biophys Acta. 2012 Jan;1818(1):82-9. doi: 10.1016/j.bbamem.2011.10.002. Epub 2011 Oct 12. PubMed PMID: 22015581. 13: Mosaddegh M, Moghadam MH, Ghafari S, Naghibi F, Ostad SN, Read RW. Sesquiterpene lactones from Inula oculus-christi. Nat Prod Commun. 2010 Apr;5(4):511-4. PubMed PMID: 20433061. 14: Castilho PV, Goto LS, Roberts LM, Araújo AP. Isolation and characterization of four type 2 ribosome inactivating pulchellin isoforms from Abrus pulchellus seeds. FEBS J. 2008 Mar;275(5):948-59. doi: 10.1111/j.1742-4658.2008.06258.x. Epub 2008 Jan 22. PubMed PMID: 18215161. 15: Goto LS, Castilho PV, Cominetti MR, Selistre-Araújo HS, Ulian Araújo AP. Endocytosis of pulchellin and its recombinant B-chain into K-562 cells: binding and uptake studies. Biochim Biophys Acta. 2007 Dec;1770(12):1660-6. Epub 2007 Aug 28. PubMed PMID: 17920772. 16: Silva AL, Goto LS, Dinarte AR, Hansen D, Moreira RA, Beltramini LM, Araújo AP. Pulchellin, a highly toxic type 2 ribosome-inactivating protein from Abrus pulchellus. Cloning heterologous expression of A-chain and structural studies. FEBS J. 2005 Mar;272(5):1201-10. PubMed PMID: 15720394. 17: Goto LS, Beltramini LM, de Moraes DI, Moreira RA, de Araújo AP. Abrus pulchellus type-2 RIP, pulchellin: heterologous expression and refolding of the sugar-binding B chain. Protein Expr Purif. 2003 Sep;31(1):12-8. PubMed PMID: 12963336. 18: Vajs V, Nevesćanin M, Macura S, Juranić N, Menković N, Milosavljević S. Sesquiterpene lactones from the aerial parts of Inula oculus-christi. Fitoterapia. 2003 Jul;74(5):508-10. PubMed PMID: 12837374. 19: Silva AL, Horta AC, Moreira RA, Beltramini LM, Araújo AP. Production of Abrus pulchellus ribosome-inactivating protein from seeds callus culture. Toxicon. 2003 Jun;41(7):841-9. PubMed PMID: 12782084. 20: González-Romero MA, Villaescusa-Castillo L, Díaz-Lanza AM. Sesquiterpene lactones from Inula montana L. Z Naturforsch C. 2000 Sep-Oct;55(9-10):697-700. PubMed PMID: 11098818.

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