6688-49-9|Ryanodol|(1S,2R,2aS,2a1R,3S,3aS,6S,7R,7aR,9S,9aS)-1-isopropyl-3,6,9a-trimethylhexahydro-3,9-methanobenzo[1,2]pentaleno[1,6-bc]furan-1,2,2a,2a1,3a,7,9(2H,3H)-heptaol|-范德生物科技公司

Ryanodol

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names：
(1S,2R,2aS,2a1R,3S,3aS,6S,7R,7aR,9S,9aS)-1-isopropyl-3,6,9a-trimethylhexahydro-3,9-methanobenzo[1,2]pentaleno[1,6-bc]furan-1,2,2a,2a1,3a,7,9(2H,3H)-heptaol
CAS号：
6688-49-9
MDL Number：
MF(分子式)： C20H32O8 MW(分子量)： 400.46
EINECS: Reaxys Number:
Pubchem ID: Brand:BIOFOUNT

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中文别名	(1S,2R,2aS,2a1R,3S,3aS,6S,7R,7aR,9S,9aS)-1-isopropyl-3,6,9a-trimethylhexahydro-3,9-methanobenzo[1,2]pentaleno[1,6-bc]furan-1,2,2a,2a1,3a,7,9(2H,3H)-heptaol
英文别名	Ryanodol;
CAS号	6688-49-9
Inchi	InChI=1S/C20H32O8/c1-9(2)17(25)12(22)18(26)13(4)8-16(24)14(17,5)20(18,27)19(28-16)11(21)10(3)6-7-15(13,19)23/h9-12,21-27H,6-8H2,1-5H3/t10-,11+,12+,13-,14-,15-,16-,17+,18+,19+,20+/m0/s1
InchiKey	POSDEVOSMOCDHR-BPHXWNOMSA-N
分子式 Formula	C20H32O8
分子量 Molecular Weight	400.46
溶解度Solubility
性状	Solid powder
储藏条件 Storage conditions	Dry, dark and store at 0-4℃ for short term (days to weeks) or -20℃ for long term (Store correctly 2-3years).

产品说明	Ryanodol(CAS:6688-49-9):仅限应用于工业或者科学研究过程中非医疗目的，不应用于人类或动物的临床诊断以及治过程疗，该产品非药用，非食用。
Introduction	Ryanodol is a complex diterpenoid that modulates intracellular calcium-ion release at ryanodine receptors, ion channels critical for skeletal and cardiac muscle excitation-contraction coupling and synaptic transmission.
Application1
Application2
Application3

警示图
危险性	Warning
危险性警示
安全声明
安全防护
备注

[1]Chuang KV, Xu C, Reisman SE. A 15-step synthesis of (+)-ryanodol. Science. 2016 Aug 26;353(6302):912-5. doi: 10.1126/science.aag1028. PubMed PMID: 27563092; PubMed Central PMCID: PMC5505075.

[2]Nagatomo M, Koshimizu M, Masuda K, Tabuchi T, Urabe D, Inoue M. Total synthesis of ryanodol. J Am Chem Soc. 2014 Apr 23;136(16):5916-9. doi: 10.1021/ja502770n. Epub 2014 Apr 11. PubMed PMID: 24708178.

[3] Masuda K, Nagatomo M, Inoue M. Chemical Conversion of Ryanodol to Ryanodine. Chem Pharm Bull (Tokyo). 2016 Jul 1;64(7):874-9. doi: 10.1248/cpb.c16-00214. Epub 2016 Mar 23. PubMed PMID: 27010543.

[4] Masuda K, Koshimizu M, Nagatomo M, Inoue M. Asymmetric Total Synthesis of (+)-Ryanodol and (+)-Ryanodine. Chemistry. 2016 Jan 4;22(1):230-6. doi: 10.1002/chem.201503641. Epub 2015 Nov 30. PubMed PMID: 26616265.

[5] Koshimizu M, Nagatomo M, Inoue M. Unified Total Synthesis of 3-epi-Ryanodol, Cinnzeylanol, Cinncassiols A and B, and Structural Revision of Natural Ryanodol and Cinnacasol. Angew Chem Int Ed Engl. 2016 Feb 12;55(7):2493-7. doi: 10.1002/anie.201511116. Epub 2016 Jan 14. PubMed PMID: 26766239.

6: Ramos-Franco J, Gomez AM, Nani A, Liu Y, Copello JA, Fill M. Ryanodol action on calcium sparks in ventricular myocytes. Pflugers Arch. 2010 Sep;460(4):767-76. doi: 10.1007/s00424-010-0839-8. Epub 2010 Apr 24. PubMed PMID: 20419313; PubMed Central PMCID: PMC3315696.7: Porta M, Diaz-Sylvester PL, Nani A, Ramos-Franco J, Copello JA. Ryanoids and imperatoxin affect the modulation of cardiac ryanodine receptors by dihydropyridine receptor Peptide A. Biochim Biophys Acta. 2008 Nov;1778(11):2469-79. doi: 10.1016/j.bbamem.2008.07.024. Epub 2008 Aug 3. PubMed PMID: 18722342; PubMed Central PMCID: PMC2738596.8: Hui CS, Besch HR Jr, Bidasee KR. Effects of ryanoids on spontaneous and depolarization-evoked calcium release events in frog muscle. Biophys J. 2004 Jul;87(1):243-55. PubMed PMID: 15240461; PubMed Central PMCID: PMC1304347.9: VALENTA Z, WIESNER K, BABIN DR, BOGRI T, FORREST TP, FRIED F, REINSHAGEN H. On the structure of ryanodol. Experientia. 1962 Mar 15;18:111-3. PubMed PMID: 13924329.10: Sigalas C, Mayo-Martin MB, Jane DE, Sitsapesan R. Ca2+-calmodulin increases RyR2 open probability yet reduces ryanoid association with RyR2. Biophys J. 2009 Oct 7;97(7):1907-16. doi: 10.1016/j.bpj.2009.07.027. PubMed PMID: 19804721; PubMed Central PMCID: PMC2756350.1

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