124689-65-2

124689-65-2 structure

Name: Cryptophycin 1
Chemical Name: (3S,6R,10R,13E,16S)-10-[(3-chloro-4-methoxyphenyl)methyl]-6-methyl-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
CAS Number: 124689-65-2
Molecular Formula: C₃₅H₄₃ClN₂O₈
Molecular Weight: 655.17800
Catalog: Signaling Pathways Apoptosis Apoptosis
Create Date: 2016-11-24 20:58:05
Modify Date: 2024-01-03 09:59:09
Cryptophycin 1 is a potent cytotoxic antimicrotubule agent which is isolated from Nostoc sp. Cryptophycin 1 can induce cells apoptosis, and exhibits antitumor activity and exceptional antiproliferative potency[1][2][3].

Name	(3S,6R,10R,13E,16S)-10-[(3-chloro-4-methoxyphenyl)methyl]-6-methyl-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
Synonyms	10-((3-Chloro-4-methoxyphenyl)methyl)-6-methyl-3-(2-methylpropyl)-16-(1-(3-phenyloxiranyl)ethyl)-1,4-dioxa-8,11-diazacyclohexadec-13-ene-2,5,9,12-tetrone CRYPTOPHYCIN A C35H43ClN2O8 1,4-Dioxa-8,11-diazacyclohexadec-13-ene-2,5,9,12-tetrone,10-((3-chloro-4-methoxyphenyl)methyl)-6-methyl-3-(2-methylpropyl)-16-(1-(3-phenyloxiranyl)ethyl) cryptophycin cryptophycin-1

Description	Cryptophycin 1 is a potent cytotoxic antimicrotubule agent which is isolated from Nostoc sp. Cryptophycin 1 can induce cells apoptosis, and exhibits antitumor activity and exceptional antiproliferative potency[1][2][3].
Related Catalog	Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Signaling Pathways >> Cell Cycle/DNA Damage >> Microtubule/Tubulin Signaling Pathways >> Cytoskeleton >> Microtubule/Tubulin
In Vitro	Cryptophycin 1 (50 pM) rapidly causes morphological changes consistent with the induction of apoptosis in SKOV3 and MDA-MB-435 cells[1]. Cryptophycin 1 (50 pM; 12-24 h) causes an accumulation of MDA-MB-435 cells in G2/M[1]. Cryptophycin 1 (100 nM; 1-7 min) markedly reduces the rates and extents of microtubule shortening and growing events and dramatically increases the duration of phases of attenuation or pause[2]. Apoptosis Analysis[1] Cell Line: SKOV3 cells Concentration: 50 pM Incubation Time: 4 hours Result: Caused rapid cell shrinkage, loss of the normal elliptical spheroid shape and the formation of membrane blebs. Cell Cycle Analysis[1] Cell Line: MDA-MB-435 cells Concentration: 50 pM Incubation Time: 12, 18, 24 hours Result: A doubling in the number of cells in G2/M at 12 hr. Still a large number of cells (58%) in G2/M at 18 hr.
In Vivo	Cryptophycin 1 (i.v.) exhibits anti-tumor activity in mice[3].
References	[1]. Mooberry SL, et, al. Induction of apoptosis by cryptophycin 1, a new antimicrotubule agent. Int J Cancer. 1997 Nov 4;73(3):440-8. [2]. Panda D, et, al. Mechanism of action of the unusually potent microtubule inhibitor cryptophycin 1. Biochemistry. 1997 Oct 21;36(42):12948-53. [3]. Corbett TH, et, al. Discovery of cryptophycin-1 and BCN-183577: examples of strategies and problems in the detection of antitumor activity in mice. Invest New Drugs. 1997;15(3):207-18.

Density	1.171g/cm3
Boiling Point	889.4ºC at 760 mmHg
Molecular Formula	C₃₅H₄₃ClN₂O₈
Molecular Weight	655.17800
Flash Point	491.7ºC
Exact Mass	654.27100
PSA	139.54000
LogP	5.28580
Vapour Pressure	2.92E-32mmHg at 25°C
Index of Refraction	1.526

RIDADR	UN 3172
Packaging Group	III
Hazard Class	6.1(b)

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