20485-01-2|Acetylaranotin|(5S,5aR,7aR,13S,13aR,15aR)-7,15-dioxo-5,5a,13,13a-tetrahydro-7H,8H,15H,16H-7a,15a-epidithiooxepino[3',4'4,5]pyrrolo[1,2-a]oxepino[3',4'4,5]pyrrolo[1,2-d]pyrazine-5,13-diyl diacetate|-范德生物科技公司

Acetylaranotin

NMR下载 COA and HPLC MSDS下载
names：
(5S,5aR,7aR,13S,13aR,15aR)-7,15-dioxo-5,5a,13,13a-tetrahydro-7H,8H,15H,16H-7a,15a-epidithiooxepino[3',4'4,5]pyrrolo[1,2-a]oxepino[3',4'4,5]pyrrolo[1,2-d]pyrazine-5,13-diyl diacetate
CAS号：
20485-01-2
MDL Number：
MF(分子式)： C22H20N2O8S2 MW(分子量)： 504.52
EINECS: Reaxys Number:
Pubchem ID: Brand:BIOFOUNT

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中文别名	Acetylaranotin
英文别名	Acetylaranotin; Antibiotic LL-S-88-A; LL-S-88-A;
CAS号	20485-01-2
Inchi	InChI=1S/C22H20N2O8S2/c1-11(25)31-15-3-5-29-9-13-7-21-20(28)24-18-14(10-30-6-4-16(18)32-12(2)26)8-22(24,34-33-21)19(27)23(21)17(13)15/h3-6,9-10,15-18H,7-8H2,1-2H3/t15-,16-,17+,18+,21+,22+/m0/s1
InchiKey	OHTZNUUGYPDWEB-FJHDBJKYSA-N
分子式 Formula	C22H20N2O8S2
分子量 Molecular Weight	504.52
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	Acetylaranotin(CAS:20485-01-2):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	Acetylaranotin belongs to one structural subgroup of ETPs characterized by the presence of a seven-membered 4,5-dihydrooxepine ring.
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]Guo CJ, Yeh HH, Chiang YM, Sanchez JF, Chang SL, Bruno KS, Wang CC. Biosynthetic pathway for the epipolythiodioxopiperazine acetylaranotin in Aspergillus terreus revealed by genome-based deletion analysis. J Am Chem Soc. 2013 May 15;135(19):7205-13. doi: 10.1021/ja3123653. Epub 2013 May [1]PubMed PMID: 23586797; PubMed Central PMCID: PMC3695726.

[2]Fujiwara H, Kurogi T, Okaya S, Okano K, Tokuyama H. Total synthesis of (-)-acetylaranotin. Angew Chem Int Ed Engl. 2012 Dec 21;51(52):13062-5. doi: 10.1002/anie.201207307. Epub 2012 Nov 19. PubMed PMID: 23161829.

[3] Belov DS, Ratmanova NK, Andreev IA, Kurkin AV. Synthesis of bicyclic proline derivatives by the aza-Cope-Mannich reaction: formal synthesis of (±)-acetylaranotin. Chemistry. 2015 Mar 2;21(10):4141-7. doi: 10.1002/chem.201405811. Epub 2015 Jan 28. PubMed PMID: 25631763.

[4] Codelli JA, Puchlopek AL, Reisman SE. Enantioselective total synthesis of (-)-acetylaranotin, a dihydrooxepine epidithiodiketopiperazine. J Am Chem Soc. 2012 Feb 1;134(4):1930-3. doi: 10.1021/ja209354e. Epub 2011 Oct 28. PubMed PMID: 22023250; PubMed Central PMCID: PMC3271125.

[5] Nagarajan R, Neuss N, Marsh MM. Aranotin and related metabolites. 3. Configuration and conformation of acetylaranotin. J Am Chem Soc. 1968 Nov 6;90(23):6518-9. PubMed PMID: 5682450.

6: Murdock KC. Antiviral agents. Chemical modifications of a disulfide antibiotic, acetylaranotin. J Med Chem. 1974 Aug;17(8):827-35. PubMed PMID: 4602597.7: Choi EJ, Park JS, Kim YJ, Jung JH, Lee JK, Kwon HC, Yang HO. Apoptosis-inducing effect of diketopiperazine disulfides produced by Aspergillus sp. KMD 901 isolated from marine sediment on HCT116 colon cancer cell lines. J Appl Microbiol. 2011 Jan;110(1):304-13. doi: 10.1111/j.1365-2672.2010.04885.x. Epub 2010 Dec 2. PubMed PMID: 21122037.8: Moncrief JW. Molecular structure of bisdethiodi(methylthio)acetylaranotin including absolute configuration. J Am Chem Soc. 1968 Nov 6;90(23):6517-8. PubMed PMID: 5682449.9: Billard W, Peets E. Sulfhydryl reactivity: mechanism of action of several antiviral compounds--selenocystine, 4-(2-propinyloxy)-beta-nitrostyrene, and acetylaranotin. Antimicrob Agents Chemother. 1974 Jan;5(1):19-24. PubMed PMID: 4840446; PubMed Central PMCID: PMC428913.10: Guo CJ, Wang CC. Recent advances in genome mining of secondary metabolites in Aspergillus terreus. Front Microbiol. 2014 Dec 23;

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