32383-76-9

32383-76-9 structure

Name: Medicarpin
Chemical Name: (-)-medicarpin
CAS Number: 32383-76-9
Molecular Formula: C₁₆H₁₄O₄
Molecular Weight: 270.280
Catalog: Natural product Phenols
Create Date: 2016-11-16 23:31:50
Modify Date: 2024-01-02 20:17:56
Medicarpin is a flavonoid isolated from Medicago sativa. Medicarpin induces apoptosis and overcome multidrug resistance in leukemia P388 cells by modulating P-gp-mediated efflux of drugs[1].

Name	(-)-medicarpin
Synonyms	l-3-Hydroxy-9-methoxypterocarpan 6H-Benzofuro[3,2-c][1]benzopyran-3-ol, 6a,11a-dihydro-9-methoxy-, (6aR-cis)- UNII-6TX086I6IG (-)-3-Hydroxy-9-methoxypterocarpan 3-hydroxy-9-methoxypterocarpan Demethylhomopterocarpin Medicarpin 6H-Benzofuro[3,2-c][1]benzopyran-3-ol, 6a,11a-dihydro-9-methoxy-, (6aR,11aR)- (6aR-cis)-6a,11a-Dihydro-9-methoxy-6H-benzofuro[3,2-c][1]benzopyran-3-ol (6aR,11aR)-9-Methoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-3-ol Medicarpin, (-)- demethylhomopterocarpan

Description	Medicarpin is a flavonoid isolated from Medicago sativa. Medicarpin induces apoptosis and overcome multidrug resistance in leukemia P388 cells by modulating P-gp-mediated efflux of drugs[1].
Related Catalog	Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer
In Vitro	Medicarpin (90 µM; for 48 h) triggers apoptosis in sensitive as well as multidrug resistant P388 cells. P-glycoprotein-expressing P388/DOX cells does not show resistance to medicarpin (IC50≈90 µM for P388 and P388/DOX cells)[1].
References	[1]. Grégory Gatouillat, et al. Medicarpin and millepurpan, two flavonoids isolated from Medicago sativa, induce apoptosis and overcome multidrug resistance in leukemia P388 cells. medicine. 2015 Dec 1;22(13):1186-94.

Density	1.3±0.1 g/cm3
Boiling Point	418.8±45.0 °C at 760 mmHg
Melting Point	127.5-128.5°
Molecular Formula	C₁₆H₁₄O₄
Molecular Weight	270.280
Flash Point	207.1±28.7 °C
Exact Mass	270.089203
PSA	47.92000
LogP	2.72
Vapour Pressure	0.0±1.0 mmHg at 25°C
Index of Refraction	1.630

Hazard Codes	Xi

131887-80-4

32383-76-9

Literature: Akashi, Tomoyoshi; VanEtten, Hans D.; Sawada, Yuji; Wasmann, Catherine C.; Uchiyama, Hiroshi; Ayabe, Shin-ichi Phytochemistry, 2006 , vol. 67, # 23 p. 2525 - 2530

1891-01-6

32383-76-9

33983-39-0

Literature: Goel, Atul; Kumar, Amit; Hemberger, Yasmin; Raghuvanshi, Ashutosh; Jeet, Ram; Tiwari, Govind; Knauer, Michael; Kureel, Jyoti; Singh, Anuj K.; Gautam, Abnish; Trivedi, Ritu; Singh, Divya; Bringmann, Gerhard Organic and Biomolecular Chemistry, 2012 , vol. 10, # 48 p. 9583 - 9592

1890-99-9

32383-76-9

33983-39-0

108-46-3

32383-76-9

33983-39-0

32383-76-9

33983-39-0

6496-89-5

32383-76-9

33983-39-0

770722-02-6

32383-76-9

Literature: Akashi, Tomoyoshi; VanEtten, Hans D.; Sawada, Yuji; Wasmann, Catherine C.; Uchiyama, Hiroshi; Ayabe, Shin-ichi Phytochemistry, 2006 , vol. 67, # 23 p. 2525 - 2530

485-72-3

32383-76-9

Literature: Akashi, Tomoyoshi; VanEtten, Hans D.; Sawada, Yuji; Wasmann, Catherine C.; Uchiyama, Hiroshi; Ayabe, Shin-ichi Phytochemistry, 2006 , vol. 67, # 23 p. 2525 - 2530

Precursor 7
131887-80-4 1890-99-9 108-46-3 32383-76-9
6496-89-5 770722-02-6 485-72-3
DownStream 3
32383-76-9 33983-39-0 1690-62-6

74560-05-7	32383-76-9
52766-70-8	33983-40-3
164124-45-2	51828-10-5