4891-15-0

4891-15-0 structure

Name: Estramustine phosphate
Chemical Name: estramustine phosphate
CAS Number: 4891-15-0
Molecular Formula: C₂₃H₃₂Cl₂NO₆P
Molecular Weight: 520.38300
Catalog: API Antineoplastic agents Alkylating agent
Create Date: 2018-09-08 00:31:09
Modify Date: 2024-01-02 17:11:44
Estramustine phosphate, an estradiol analog, is an orally active antimicrotubule chemotherapy agent. Estramustine phosphate depolymerises microtubules by binding to microtubule associated proteins (MAPs) and/or to tubulin. Estramustine phosphate can interfere mitosis, trigger cell death and induce apoptosis, which can be used for the research of cancer like prostate cancer[1][2][3].

Name	estramustine phosphate
Synonyms	LS 299 [(8R,9S,13S,14S,17S)-13-methyl-17-phosphonooxy-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] N,N-bis(2-chloroethyl)carbamate ESTRAMUSTINE PHOSPHATE Leo 299 Emcyt (free acid) (17\|A)-17-(phosphonooxy)estra-1,3,5(10)-trien-3-yl bis(2-chloroethyl)carbamate Estradiol,3-(bis(2-chloroethyl)carbamate) dihydrogen phosphate

Description	Estramustine phosphate, an estradiol analog, is an orally active antimicrotubule chemotherapy agent. Estramustine phosphate depolymerises microtubules by binding to microtubule associated proteins (MAPs) and/or to tubulin. Estramustine phosphate can interfere mitosis, trigger cell death and induce apoptosis, which can be used for the research of cancer like prostate cancer[1][2][3].
Related Catalog	Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Research Areas >> Endocrinology Signaling Pathways >> Cell Cycle/DNA Damage >> Microtubule/Tubulin Research Areas >> Inflammation/Immunology Signaling Pathways >> Cytoskeleton >> Microtubule/Tubulin
In Vitro	Estramustine phosphate (1 µg/mL, 48 h) suppresses PC3 cell growth[1]. Estramustine phosphate (2 µg/mL, 48 h) elevates phosphatidylserine eversion amount on PC3 cells and induces PC3 cell apoptosis through reducing miR-31[1]. Estramustine phosphate (0-40 µM, 24-72 h) inhibits cell proliferation and tubulin cytoskeleton in RAW 264.7 cells[2]. Estramustine phosphate (10 µM, 24 h) inhibits TGF-β-induced RAW 264.7 cell migration, as well as TGF-β-induced uPA production by inhibiting Smad3 activation[2]. Cell Viability Assay[1] Cell Line: PC3 cells Concentration: 1 µg/ mL Incubation Time: 48 h Result: Suppressed PC3 cell growth. Immunofluorescence[2] Cell Line: RAW 264.7 cells Concentration: 10 µM Incubation Time: 24 h Result: Disrupted the interphase microtubules. Cell Migration Assay [2] Cell Line: 18 h of TGF-β treated RAW 264.7 cells Concentration: 10 µM Incubation Time: 24 h Result: Inhibited TGF-β-Induced Cell Migration.
In Vivo	Estramustine phosphate (Intraperitoneal injection, 4 or 12 mg/kg, a daily dose for 2 weeks) inhibits PAC120 tumor growth 53% by day 35[3]. Animal Model: Human prostate cancer xenograft PAC120[3] Dosage: 4 or 12 mg/kg, a daily dose for 2 weeks. Administration: Intraperitoneal injection Result: Inhibited PAC120 tumor growth 53% by day 35.
References	[1]. C Wei, et al. Estramustine phosphate induces prostate cancer cell line PC3 apoptosis by down-regulating miR-31 levels. Eur Rev Med Pharmacol Sci. 2018 Jan;22(1):40-45. [2]. Sonja S Mojsilovic, et al. Estramustine Phosphate Inhibits TGF- β-Induced Mouse Macrophage Migration and Urokinase-Type Plasminogen Activator Production. Anal Cell Pathol (Amst). 2018 Sep 2;2018:3134102. [3]. Stephane Oudard, et al. Activity of docetaxel with or without estramustine phosphate versus mitoxantrone in androgen dependent and independent human prostate cancer xenografts. J Urol. 2003 May;169(5):1729-34.

Density	1.4g/cm3
Boiling Point	661.2ºC at 760mmHg
Molecular Formula	C₂₃H₃₂Cl₂NO₆P
Molecular Weight	520.38300
Flash Point	353.7ºC
Exact Mass	519.13400
PSA	106.11000
LogP	5.29900
Index of Refraction	1.594

CHEMICAL IDENTIFICATION

RTECS NUMBER :: KG4300000

CHEMICAL NAME :: Estradiol, 3-(bis(2-chloroethyl)carbamate) dihydrogen phosphate

CAS REGISTRY NUMBER :: 4891-15-0

LAST UPDATED :: 199707

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C23-H32-Cl2-N-O6-P

MOLECULAR WEIGHT :: 520.43

WISWESSER LINE NOTATION :: L E5 B666TTT&J E1 FOPQQO OOVN2G2G

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :: Mutation in microorganisms

TEST SYSTEM :: Bacteria - Salmonella typhimurium

DOSE/DURATION :: 1000 ug/plate

REFERENCE :: URLRA5 Urological Research. (Springer Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 07094) V.1- 1973- Volume(issue)/page/year: 7,119,1979

4891-15-0	4140-20-9
52205-73-9	40068-23-3
1227300-83-5	14396-43-1
32288-01-0	7635-45-2
7601-54-9	146-17-8
1158522-08-7	940364-43-2
134104-43-1	1855938-26-9
131615-57-1	2068150-58-1
6906-52-1	930439-75-1
1018584-77-4	1375289-11-4