Medicarpin

Modify Date: 2026-07-10 20:36:30

Medicarpin Structure
Medicarpin structure
Common Name Medicarpin
CAS Number 32383-76-9 Molecular Weight 270.280
Density 1.3±0.1 g/cm3 Boiling Point 418.8±45.0 °C at 760 mmHg
Molecular Formula C16H14O4 Melting Point 127.5-128.5°
MSDS N/A Flash Point 207.1±28.7 °C

 Use of Medicarpin


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].

 Names

Name (-)-medicarpin
Synonym More Synonyms

 Medicarpin Biological Activity

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
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.

 Chemical & Physical Properties

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
InChIKey NSRJSISNDPOJOP-BBRMVZONSA-N
SMILES COc1ccc2c(c1)OC1c3ccc(O)cc3OCC21

 Safety Information

Hazard Codes Xi

 Synthetic Route

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Medicarpin Structure

Medicarpin

CAS#:32383-76-9

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

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Medicarpin Structure

Medicarpin

CAS#:32383-76-9

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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

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Medicarpin Structure

Medicarpin

CAS#:32383-76-9

Learn More
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

~%

Medicarpin Structure

Medicarpin

CAS#:32383-76-9

Learn More
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
Medicarpin Structure

Medicarpin

CAS#:32383-76-9

~%

Medicarpin Structure

Medicarpin

CAS#:32383-76-9

Learn More
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

~%

Medicarpin Structure

Medicarpin

CAS#:32383-76-9

Learn More
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

~%

Medicarpin Structure

Medicarpin

CAS#:32383-76-9

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

~%

Medicarpin Structure

Medicarpin

CAS#:32383-76-9

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

 MedicarpinBioassay

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Name: Primary cell-based high-throughput screening assay for identification of compounds th...
Source: Johns Hopkins Ion Channel Center
Target: regulator of G-protein signaling 4 isoform 2 [Homo sapiens]
External Id: JHICC_RGS_Act_HTS
Name: Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induc...
Source: ChEMBL
Target: NON-PROTEIN TARGET
External Id: CHEMBL2399681
Name: Luminescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: mu-type opioid receptor isoform MOR-1 [Homo sapiens]
External Id: OPRM1-OPRD1_AG_LUMI_1536_1X%ACT PRUN
Name: QFRET-based biochemical primary high throughput screening assay to identify exosite i...
Source: The Scripps Research Institute Molecular Screening Center
Target: disintegrin and metalloproteinase domain-containing protein 17 preproprotein [Homo sapiens]
External Id: ADAM17_INH_QFRET_1536_1X%INH PRUN
Name: Cytotoxicity against mouse RAW264.7 cells by CCK assay
Source: ChEMBL
Target: N/A
External Id: CHEMBL2399680
Name: Fluorescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: muscarinic acetylcholine receptor M1 [Homo sapiens]
External Id: CHRM1_AG_FLUO8_1536_1X%ACT PRUN
Name: uHTS identification of small molecule activators of the adaptive arm of the Unfolded ...
Source: Burnham Center for Chemical Genomics
Target: N/A
External Id: BCCG-A405-UPR-XBP1-PrimaryAgonist-Assay
Name: Antibacterial activity against Klebsiella pneumoniae MDR ATCC 70063 (CO-ADD:GN_003); ...
Source: ChEMBL
Target: Klebsiella pneumoniae
External Id: CHEMBL4296186
Name: Fluorescence polarization to screen for inhibitor that competite the binding of FadD2...
Source: Broad Institute
Target: FATTY-ACID-CoA LIGASE FADD28 (FATTY-ACID-CoA SYNTHETASE)
External Id: 2147-01_Inhibitor_SinglePoint_HTS_Activity
Name: Primary Screen Inhibitors of CD40 Signaling in BL2 Cells Measured in Cell-Based Syste...
Source: Broad Institute
Target: N/A
External Id: 7124-01_Inhibitor_SinglePoint_HTS_Activity
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 Synonyms

l-3-Hydroxy-9-methoxypterocarpan
UNII-6TX086I6IG
(-)-3-Hydroxy-9-methoxypterocarpan
3-hydroxy-9-methoxypterocarpan
Demethylhomopterocarpin
Medicarpin
(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
demethylhomopterocarpan
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