MedKoo Cat#: 146089 | Name: Indicine

Description:

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

Indicine is a synthetic compound that primarily acts as a selective agonist of the adenosine A3 receptor, which plays a key role in modulating immune responses, inflammation, and tissue repair. Its mechanism of action involves binding to this receptor, triggering anti-inflammatory effects by reducing the production of pro-inflammatory cytokines and promoting cell survival pathways. INDICINE has potential applications in treating conditions associated with excessive inflammation, such as autoimmune diseases, and could also be explored in the context of cancer therapy to modulate immune responses and enhance tumor suppression.

Chemical Structure

Indicine
Indicine
CAS#480-82-0

Theoretical Analysis

MedKoo Cat#: 146089

Name: Indicine

CAS#: 480-82-0

Chemical Formula: C15H25NO5

Exact Mass: 299.1733

Molecular Weight: 299.37

Elemental Analysis: C, 60.18; H, 8.42; N, 4.68; O, 26.72

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
Indicine;
IUPAC/Chemical Name
((1R,7aR)-1-hydroxy-2,3,5,7a-tetrahydro-1H-pyrrolizin-7-yl)methyl (2R,3S)-2,3-dihydroxy-2-isopropylbutanoate
InChi Key
SFVVQRJOGUKCEG-XTWPYSKKSA-N
InChi Code
1S/C15H25NO5/c1-9(2)15(20,10(3)17)14(19)21-8-11-4-6-16-7-5-12(18)13(11)16/h4,9-10,12-13,17-18,20H,5-8H2,1-3H3/t10-,12+,13+,15+/m0/s1
SMILES Code
[H][C@@]12[C@H](O)CCN1CC=C2COC(=O)[C@@](O)(C(C)C)[C@H](C)O
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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 299.37 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: Chen N, Xia X, Hanif Q, Zhang F, Dang R, Huang B, Lyu Y, Luo X, Zhang H, Yan H, Wang S, Wang F, Chen J, Guan X, Liu Y, Li S, Jin L, Wang P, Sun L, Zhang J, Liu J, Qu K, Cao Y, Sun J, Liao Y, Xiao Z, Cai M, Mu L, Siddiki AZ, Asif M, Mansoor S, Babar ME, Hussain T, Silva GLLP, Gorkhali NA, Terefe E, Belay G, Tijjani A, Zegeye T, Gebre MG, Ma Y, Wang Y, Huang Y, Lan X, Chen H, Migliore NR, Colombo G, Semino O, Achilli A, Sinding MS, Lenstra JA, Cheng H, Lu W, Hanotte O, Han J, Jiang Y, Lei C. Global genetic diversity, introgression, and evolutionary adaptation of indicine cattle revealed by whole genome sequencing. Nat Commun. 2023 Nov 28;14(1):7803. doi: 10.1038/s41467-023-43626-z. PMID: 38016956; PMCID: PMC10684552. 2: Teixeira DP, Costa RB, de Camargo GMF. Guzerat indicine cattle and A2 milk production. Anim Biotechnol. 2023 Apr;34(2):467-469. doi: 10.1080/10495398.2021.1962336. Epub 2021 Aug 9. PMID: 34370616. 3: Dai X, Bian P, Hu D, Luo F, Huang Y, Jiao S, Wang X, Gong M, Li R, Cai Y, Wen J, Yang Q, Deng W, Nanaei HA, Wang Y, Wang F, Zhang Z, Rosen BD, Heller R, Jiang Y. A Chinese indicine pangenome reveals a wealth of novel structural variants introgressed from other Bos species. Genome Res. 2023 Aug;33(8):1284-1298. doi: 10.1101/gr.277481.122. Epub 2023 Sep 15. PMID: 37714713; PMCID: PMC10547261. 4: Barbato M, Hailer F, Upadhyay M, Del Corvo M, Colli L, Negrini R, Kim ES, Crooijmans RPMA, Sonstegard T, Ajmone-Marsan P. Adaptive introgression from indicine cattle into white cattle breeds from Central Italy. Sci Rep. 2020 Jan 28;10(1):1279. doi: 10.1038/s41598-020-57880-4. PMID: 31992729; PMCID: PMC6987186. 5: Dong Z, Ning Q, Liu Y, Wang S, Wang F, Luo X, Chen N, Lei C. Comparative transcriptomics analysis of testicular miRNA from indicine and taurine cattle. Anim Biotechnol. 2023 Nov;34(4):1436-1446. doi: 10.1080/10495398.2022.2029466. Epub 2022 Feb 7. PMID: 35130471. 6: Alexandre PA, Naval-Sánchez M, Menzies M, Nguyen LT, Porto-Neto LR, Fortes MRS, Reverter A. Chromatin accessibility and regulatory vocabulary across indicine cattle tissues. Genome Biol. 2021 Sep 21;22(1):273. doi: 10.1186/s13059-021-02489-7. PMID: 34548076; PMCID: PMC8454054. 7: Capra E, Lazzari B, Milanesi M, Nogueira GP, Garcia JF, Utsunomiya YT, Ajmone-Marsan P, Stella A. Comparison between indicine and taurine cattle DNA methylation reveals epigenetic variation associated to differences in morphological adaptive traits. Epigenetics. 2023 Dec;18(1):2163363. doi: 10.1080/15592294.2022.2163363. Epub 2023 Jan 4. PMID: 36600398; PMCID: PMC9980582. 8: Iqbal N, Liu X, Yang T, Huang Z, Hanif Q, Asif M, Khan QM, Mansoor S. Genomic variants identified from whole-genome resequencing of indicine cattle breeds from Pakistan. PLoS One. 2019 Apr 11;14(4):e0215065. doi: 10.1371/journal.pone.0215065. PMID: 30973947; PMCID: PMC6459497. 9: Crum TE, Schnabel RD, Decker JE, Taylor JF. Taurine and Indicine Haplotype Representation in Advanced Generation Individuals From Three American Breeds. Front Genet. 2021 Oct 18;12:758394. doi: 10.3389/fgene.2021.758394. PMID: 34733318; PMCID: PMC8558500. 10: King SA, Suffness M, Leyland-Jones B, Hoth DF, O'Dwyer PJ. Indicine N-oxide: clinical use of a pyrrolizidine alkaloid. Cancer Treat Rep. 1987 May;71(5):517-23. PMID: 3552221. 11: Appadurai P, Rathinasamy K. Indicine N-oxide binds to tubulin at a distinct site and inhibits the assembly of microtubules: a mechanism for its cytotoxic activity. Toxicol Lett. 2014 Feb 10;225(1):66-77. doi: 10.1016/j.toxlet.2013.11.030. Epub 2013 Dec 1. PMID: 24300171. 12: Senczuk G, Landi V, Mastrangelo S, Persichilli C, Pilla F, Ciani E. Seven Shades of Grey: A Follow-Up Study on the Molecular Basis of Coat Colour in Indicine Grey Cattle Using Genome-Wide SNP Data. Genes (Basel). 2022 Sep 7;13(9):1601. doi: 10.3390/genes13091601. PMID: 36140768; PMCID: PMC9498432. 13: Rocha RFB, Garcia AO, Otto PI, da Silva MVB, Martins MF, Machado MA, Panetto JCDC, Guimarães SEF. Runs of homozygosity and signatures of selection for number of oocytes and embryos in the Gir Indicine cattle. Mamm Genome. 2023 Sep;34(3):482-496. doi: 10.1007/s00335-023-09989-w. Epub 2023 Mar 31. PMID: 37000236. 14: Wangkumhang P, Wilantho A, Shaw PJ, Flori L, Moazami-Goudarzi K, Gautier M, Duangjinda M, Assawamakin A, Tongsima S. Genetic analysis of Thai cattle reveals a Southeast Asian indicine ancestry. PeerJ. 2015 Oct 27;3:e1318. doi: 10.7717/peerj.1318. PMID: 26528405; PMCID: PMC4627918. 15: Pioltine EM, Costa CB, Franchi FF, Dos Santos PH, Nogueira MFG. Tauroursodeoxycholic Acid Supplementation in In Vitro Culture of Indicine Bovine Embryos: Molecular and Cellular Effects on the In Vitro Cryotolerance. Int J Mol Sci. 2023 Sep 14;24(18):14060. doi: 10.3390/ijms241814060. PMID: 37762363; PMCID: PMC10531190. 16: Hanif Q, Farooq M, Amin I, Mansoor S, Zhang Y, Khan QM. In silico identification of conserved miRNAs and their selective target gene prediction in indicine (Bos indicus) cattle. PLoS One. 2018 Oct 26;13(10):e0206154. doi: 10.1371/journal.pone.0206154. PMID: 30365525; PMCID: PMC6203363. 17: Salim B, Takeshima SN, Nakao R, Moustafa MAM, Ahmed MA, Kambal S, Mwacharo JM, Alkhaibari AM, Giovambattista G. BoLA-DRB3 gene haplotypes show divergence in native Sudanese cattle from taurine and indicine breeds. Sci Rep. 2021 Aug 25;11(1):17202. doi: 10.1038/s41598-021-96330-7. PMID: 34433838; PMCID: PMC8387388. 18: Alexandre PA, Reverter A, Berezin RB, Porto-Neto LR, Ribeiro G, Santana MHA, Ferraz JBS, Fukumasu H. Exploring the Regulatory Potential of Long Non-Coding RNA in Feed Efficiency of Indicine Cattle. Genes (Basel). 2020 Aug 25;11(9):997. doi: 10.3390/genes11090997. PMID: 32854445; PMCID: PMC7565090. 19: Kumari N, Mishra SK, Saini S, Kumar A, Loat S, Dhilor N, Niranjan SK, Sodhi M, Kataria RS. Identification of novel allelic patterns and evolutionary lineage of BoLA MHC class II DQA locus in indicine and taurine cattle. Anim Biotechnol. 2022 Dec;33(7):1746-1752. doi: 10.1080/10495398.2021.1885426. Epub 2021 Feb 18. PMID: 33600274. 20: Peripolli E, Reimer C, Ha NT, Geibel J, Machado MA, Panetto JCDC, do Egito AA, Baldi F, Simianer H, da Silva MVGB. Genome-wide detection of signatures of selection in indicine and Brazilian locally adapted taurine cattle breeds using whole-genome re-sequencing data. BMC Genomics. 2020 Sep 11;21(1):624. doi: 10.1186/s12864-020-07035-6. PMID: 32917133; PMCID: PMC7488563.