69866-21-3|Rachelmycin|4-Hydroxy-7-(4-hydroxy-5-methoxy-7-((7bR,8aS)-7-methyl-4-oxo-1,2,4,5,8,8a-hexahydrocyclopropa[c]pyrrolo[3,2-e]indole-2-carbonyl)-1,2,3,6-tetrahydropyrrolo[3,2-e]indole-3-carbonyl)-5-methoxy-1,6-dihydropyrrolo[3,2-e]indole-3(2H)-carboxamide|-范德生物科技公司

Rachelmycin

NMR下载 COA and HPLC MSDS下载
names：
4-Hydroxy-7-(4-hydroxy-5-methoxy-7-((7bR,8aS)-7-methyl-4-oxo-1,2,4,5,8,8a-hexahydrocyclopropa[c]pyrrolo[3,2-e]indole-2-carbonyl)-1,2,3,6-tetrahydropyrrolo[3,2-e]indole-3-carbonyl)-5-methoxy-1,6-dihydropyrrolo[3,2-e]indole-3(2H)-carboxamide
CAS号：
69866-21-3
MDL Number：
MF(分子式)： C37H33N7O8 MW(分子量)： 703.71
EINECS: Reaxys Number:
Pubchem ID: Brand:BIOFOUNT

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中文别名	4-Hydroxy-7-(4-hydroxy-5-methoxy-7-((7bR,8aS)-7-methyl-4-oxo-1,2,4,5,8,8a-hexahydrocyclopropa[c]pyrrolo[3,2-e]indole-2-carbonyl)-1,2,3,6-tetrahydropyrrolo[3,2-e]indole-3-carbonyl)-5-methoxy-1,6-dihydropyrrolo[3,2-e]indole-3(2H)-carboxamide
英文别名	CC1065; CC 1065; CC-1065; NSC298223; NSC 298223; NSC-298223; Rachelmycin
CAS号	69866-21-3
SMILES	O=C(N1CCC2=C1C(O)=C(OC)C3=C2C=C(C(N4CCC5=C4C(O)=C(OC)C6=C5C=C(C(N7C[C@](C8)([H])[C@]98C%10=C(NC=C%10C)C(C=C79)=O)=O)N6)=O)N3)N
Inchi	InChI=1S/C37H33N7O8/c1-14-12-39-27-22(45)10-23-37(24(14)27)11-15(37)13-44(23)35(49)21-9-18-16-4-6-42(28(16)30(46)32(51-2)25(18)41-21)34(48)20-8-19-17-5-7-43(36(38)50)29(17)31(47)33(52-3)26(19)40-20/h8-10,12,15,39-41,46-47H,4-7,11,13H2,1-3H3,(H2,38,50)/t15-,37+/m1/s1
InchiKey	UOWVMDUEMSNCAV-WYENRQIDSA-N
分子式 Formula	C37H33N7O8
分子量 Molecular Weight	703.71
闪点 FP
熔点 Melting point
沸点 Boiling point
Polarizability极化度
密度 Density
蒸汽压 Vapor Pressure
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	Rachelmycin(CAS:69866-21-3):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	Rachelmycin is a novel and potent DNA-alkylating agent which inhibits TBP/DNA interaction.
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

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[2]Chavda S, Babu B, Yanow SK, Jardim A, Spithill TW, Kiakos K, Kluza J, Hartley JA, Lee M. A novel achiral seco-cyclopropylpyrido[e]indolone (CPyI) analog of CC-1065 and the duocarmycins: synthesis, DNA interactions, in vivo anticancer and anti-parasitic evaluation. Bioorg Med Chem. 2010 Jul 15;18(14):5016-24. doi: 10.1016/j.bmc.2010.05.078. Epub 2010 Jun 4. PubMed PMID: 20579889.

[3] Wu S, Jian XH, Yuan H, Jin WB, Yin Y, Wang LY, Zhao J, Tang GL. Unified Biosynthetic Origin of the Benzodipyrrole Subunits in CC-1065. ACS Chem Biol. 2017 Jun 16;12(6):1603-1610. doi: 10.1021/acschembio.7b00302. Epub 2017 May 2. PubMed PMID: 28426198.

[4] Jin WB, Wu S, Jian XH, Yuan H, Tang GL. A radical S-adenosyl-L-methionine enzyme and a methyltransferase catalyze cyclopropane formation in natural product biosynthesis. Nat Commun. 2018 Jul 17;9(1):2771. doi: 10.1038/s41467-018-05217-1. PubMed PMID: 30018376; PubMed Central PMCID: PMC6050322.

[5] Yuan H, Zhang J, Cai Y, Wu S, Yang K, Chan HCS, Huang W, Jin WB, Li Y, Yin Y, Igarashi Y, Yuan S, Zhou J, Tang GL. GyrI-like proteins catalyze cyclopropanoid hydrolysis to confer cellular protection. Nat Commun. 2017 Nov 14;8(1):1485. doi: 10.1038/s41467-017-01508-1. PubMed PMID: 29133784; PubMed Central PMCID: PMC5684135.

6: Mullins EA, Shi R, Eichman BF. Toxicity and repair of DNA adducts produced by the natural product yatakemycin. Nat Chem Biol. 2017 Sep;13(9):1002-1008. doi: 10.1038/nchembio.2439. Epub 2017 Jul 24. PubMed PMID: 28759018; PubMed Central PMCID: PMC5657529.7: Chanda PB, Boyle KE, Brody DM, Shukla V, Boger DL. Synthesis and evaluation of duocarmycin SA analogs incorporating the methyl 1,2,8,8a-tetrahydrocyclopropa[c]imidazolo[4,5-e]indol-4-one-6-carboxylate (CImI) alkylation subunit. Bioorg Med Chem. 2016 Oct 15;24(20):4779-4786. doi: 10.1016/j.bmc.2016.04.050. Epub 2016 Apr 26. PubMed PMID: 27221071; PubMed Central PMCID: PMC5052114.8: Uematsu M, Brody DM, Boger DL. A five-membered lactone prodrug of CBI-based analogs of the duocarmycins. Tetrahedron Lett. 2015 Jun 3;56(23):3101-3104. PubMed PMID: 26069351; PubMed Central PMCID: PMC4459655.9: Patil PC, Satam V, Lee M. A Short Review on the Synthetic Strategies of Duocarmycin Analogs that are Powerful DNA Alkylating Agents. Anticancer Agents Med Chem. 2015;15(5):616-30. Review. PubMed PMID: 25511515.10: Wolfe AL, Duncan KK, Parelkar NK, Weir SJ, Vielhauer GA, Boger DL. A novel, unusually efficacious duocarmycin carbamate prodrug that releases no residual byproduct. J Med Chem. 2012 Jun 28;55(12):5878-86. doi: 10.1021/jm300330b. Epub 2012 Jun 12. PubMed PMID: 22650244; PubMed Central PMCID: PMC3386426.1

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