LY355703 | Cryptophycin 52 | CAS#186256-67-7 | NCI

MedKoo Cat#: 127602 | Name: LY355703

Description:

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

Cryptophycin 52 is a member of the cryptophycin family of antitumor agents that binds to microtubules, inducing growth arrest and apoptosis in solid tumors. (NCI)

Chemical Structure

LY355703

CAS#186256-67-7

Theoretical Analysis

MedKoo Cat#: 127602

Name: LY355703

CAS#: 186256-67-7

Chemical Formula: C36H45ClN2O8

Exact Mass: 668.2864

Molecular Weight: 669.21

Elemental Analysis: C, 64.61; H, 6.78; Cl, 5.30; N, 4.19; O, 19.13

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

LY355703; LY355703; LY355703; Cryptophycin 52; Cryptophycin-52; Cryptophycin52

IUPAC/Chemical Name

(3S,10R,13E)-10-[(3-chloro-4-methoxyphenyl)methyl]-6,6-dimethyl-3-(2-methylpropyl)-16-[(1S)-1-[(2R,3R)-3-phenyloxiran-2-yl]ethyl]-1,4-dioxa-8,11-diazacyclohexadec-13-ene-2,5,9,12-tetrone

InChi Key

LSXOBYNBRKOTIQ-MQHIEMKOSA-N

InChi Code

InChI=1S/C36H45ClN2O8/c1-21(2)17-29-34(42)45-27(22(3)31-32(47-31)24-11-8-7-9-12-24)13-10-14-30(40)39-26(19-23-15-16-28(44-6)25(37)18-23)33(41)38-20-36(4,5)35(43)46-29/h7-12,14-16,18,21-22,26-27,29,31-32H,13,17,19-20H2,1-6H3,(H,38,41)(H,39,40)/b14-10+/t22-,26+,27?,29-,31+,32+/m0/s1

SMILES Code

O=C([C@H](CC(C)C)OC(C(C)(C)CNC([C@@H](CC1=CC=C(OC)C(Cl)=C1)N2)=O)=O)OC([C@@H]([C@H]3O[C@@H]3C4=CC=CC=C4)C)C/C=C/C2=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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 669.21 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.

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: Eren E, Watts NR, Sackett DL, Wingfield PT. Conformational changes in tubulin upon binding cryptophycin-52 reveal its mechanism of action. J Biol Chem. 2021 Oct;297(4):101138. doi: 10.1016/j.jbc.2021.101138. Epub 2021 Aug 28. PMID: 34461087; PMCID: PMC8456064. 2: Lai Q, Wu M, Wang R, Lai W, Tao Y, Lu Y, Wang Y, Yu L, Zhang R, Peng Y, Jiang X, Fu Y, Wang X, Zhang Z, Guo C, Liao W, Zhang Y, Kang T, Chen H, Yao Y, Gou L, Yang J. Cryptophycin-55/52 based antibody-drug conjugates: Synthesis, efficacy, and mode of action studies. Eur J Med Chem. 2020 Aug 1;199:112364. doi: 10.1016/j.ejmech.2020.112364. Epub 2020 Apr 30. PMID: 32402935. 3: Boinpally RR, Polin L, Zhou SL, Jasti BR, Wiegand RA, White K, Kushner J, Horwitz JP, Corbett TH, Parchment RE. Pharmacokinetics and tissue distribution of cryptophycin 52 (C-52) epoxide and cryptophycin 55 (C-55) chlorohydrin in mice with subcutaneous tumors. Cancer Chemother Pharmacol. 2003 Jul;52(1):25-33. doi: 10.1007/s00280-003-0621-0. Epub 2003 May 9. PMID: 12739061. 4: Leena Hussein Bajrai, Sayed Sartaj Sohrab, Mohammad Khalid, Mohammad A Kamal, Esam Ibraheem Azhar. Molecular interaction of cryptophycin 52 with Caspase 8 for the management of lung cancer during coronavirus outbreak : A computational study. Cell Mol Biol (Noisy-le-grand). 2022 Jun 30;68(6):31-35. doi: 10.14715/cmb/2022.68.6.5. PMID: 36227681. 5: Nahrwold M, Bogner T, Eissler S, Verma S, Sewald N. "Clicktophycin-52": a bioactive cryptophycin-52 triazole analogue. Org Lett. 2010 Mar 5;12(5):1064-7. doi: 10.1021/ol1000473. PMID: 20131817. 6: Wagner MM, Paul DC, Shih C, Jordan MA, Wilson L, Williams DC. In vitro pharmacology of cryptophycin 52 (LY355703) in human tumor cell lines. Cancer Chemother Pharmacol. 1999;43(2):115-25. doi: 10.1007/s002800050871. PMID: 9923816. 7: Drew L, Fine RL, Do TN, Douglas GP, Petrylak DP. The novel antimicrotubule agent cryptophycin 52 (LY355703) induces apoptosis via multiple pathways in human prostate cancer cells. Clin Cancer Res. 2002 Dec;8(12):3922-32. PMID: 12473608. 8: Panda D, DeLuca K, Williams D, Jordan MA, Wilson L. Antiproliferative mechanism of action of cryptophycin-52: kinetic stabilization of microtubule dynamics by high-affinity binding to microtubule ends. Proc Natl Acad Sci U S A. 1998 Aug 4;95(16):9313-8. doi: 10.1073/pnas.95.16.9313. PMID: 9689077; PMCID: PMC21335. 9: Teicher BA, Forler P, Menon K, Phares V, Amsrud T, Shih C. Cryptophycin 52 and cryptophycin 55 in sequential and simultaneous combination treatment regimens in human tumor xenografts. In Vivo. 2000 Jul-Aug;14(4):471-80. PMID: 10945160.