Isopsoralen structure, CAS 523-50-2

Isopsoralen

CAS Number523-50-2

Synonyms2H-Furo[2,3-h][1]benzopyran-2-one; 4-Hydroxy-5-benzofuranacrylic acid γ-lactone; Furo[2,3-h]benzopyran-2-one; EINECS 201-480-6; 2-Oxo-(2H)-furo(2,3-h)-1-benzopyran,2H-Furo[2,3-h]-1-benzopyran-2-one; ISOPSORALENE; Isopsoralen; ANGELICINE; angecin; 2-Oxo-(2H)-furo(2,3-h)-1-benzopyran 2H-Furo[2,3-h]-1-benzopyran-2-one; T B566 EO LVOJ; MFCD00064930; 2H-Furo[2,3-h]chromen-2-one; 2H-Furo[2,3-h]-1-benzopyran-2-one; isopsoralin; Angelicin; ISOBERGAPTEN

Molecular FormulaC11H6O3

Molecular Weight186.16

Purity98%

Density1.4±0.1 g/cm3

Boiling Point362.6±27.0 °C at 760 mmHg

Melting Point132-134ºC

Flash Point

Appearancepowder

EINECS

MSDSChineseEnglish

SymbolTransport

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Cat. No.: 2A-9011055 Purity: 98%
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Chemical & Physical Properties
CAS Number523-50-2
Catalog No.2A-9011055
Chinese Name异补骨脂素
Synonyms2H-Furo[2,3-h][1]benzopyran-2-one; 4-Hydroxy-5-benzofuranacrylic acid γ-lactone; Furo[2,3-h]benzopyran-2-one; EINECS 201-480-6; 2-Oxo-(2H)-furo(2,3-h)-1-benzopyran,2H-Furo[2,3-h]-1-benzopyran-2-one; ISOPSORALENE; Isopsoralen; ANGELICINE; angecin; 2-Oxo-(2H)-furo(2,3-h)-1-benzopyran 2H-Furo[2,3-h]-1-benzopyran-2-one; T B566 EO LVOJ; MFCD00064930; 2H-Furo[2,3-h]chromen-2-one; 2H-Furo[2,3-h]-1-benzopyran-2-one; isopsoralin; Angelicin; ISOBERGAPTEN
Molecular FormulaC11H6O3
Molecular Weight186.16
Purity98
Density1.4±0.1 g/cm3
Boiling Point362.6±27.0 °C at 760 mmHg
Melting Point132-134ºC
Appearancepowder
Storage Condition2-8°C
ApplicationAngelicin is a natural tricyclic aromatic hydrocarbon compound that is structurally related to psoralen and has anti-cancer, anti-inflammatory, anti-viral and other activities. Cytotoxic, IC50: 49.56
HTC2932999099
PubChem ID24890472
MDL NumberMFCD00064930
SMILESO=C1Oc2c(C=C1)ccc3occc23
InChI1S/C11H6O3/c12-10-4-2-7-1-3-9-8(5-6-13-9)11(7)14-10/h1-6H
InChI KeyXDROKJSWHURZGO-UHFFFAOYSA-N
Beilstein/REAXYS153970
NACRES CodeNA.25
UNSPSC85151701
Hazard SymbolsTransport
MSDSmsds/11055_1_523_50_2.pdf
BioactivityAngelicin, a furocoumarin naturally occurring tricyclic aromatic compound, structurally related to psoralens, is reported to have anti-cancer, antiviral, anti-inflammatory activity. IC50 value: 49.56 μM (cellular cytotoxicity); 5.39 μg/ml (28.95 μM) (against MHV-68)Target: In vitro: In human SH-SY5Y neuroblastoma cells, angelicin increased cellular cytotoxicity in a dose- and time-dependent manner with IC50 of 49.56 μM at 48 h of incubation. Angelicin dose-dependently downregulated the expression of anti-apoptotic proteins including Bcl-2, Bcl-xL, and Mcl-1; Angelicin-induced apoptosis is mediated primarily through the intrinsic caspase-mediated pathway[1]. Angelicin efficiently inhibited 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced lytic replication of human gammaherpresviruses in both EBV- and KSHV-infected cells [2]. Angelicin was potentially advantageous to prevent inflammatory diseases by inhibiting NF-κB and MAPK pathways [3].In vivo: Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Others Natural Products >> Phenylpropanoids References [1]. Md. Ataur Rahman, Angelicin induces apoptosis through intrinsic caspase-dependent pathway in human SH-SY5Y neuroblastoma cells. Molecular and Cellular Biochemistry October 2012, Volume 369, Issue 1-2, pp 95-104 [2]. Hye-Jeong Cho, et al. Antiviral activity of angelicin against gammaherpesviruses. Antiviral Research Volume 100, Issue 1, October 2013, Pages 75-83 [3]. Fang Liu, et al. Angelicin regulates LPS-induced inflammation via inhibiting MAPK/NF-κB pathways. Journal of Surgical Research Volume 185, Issue 1, November 2013, Pages 300-309 Chemical & Physical Properties Density 1.4±0.1 g/cm3 Boiling Point 362.6±27.0 °C at 760 mmHg Melting Point 132-134ºC Molecular Formula C11H6O3 Molecular Weight 186.163 Flash Point 173.1±23.7 °C Exact Mass 186.031693 PSA 43.35000 LogP 2.01 Vapour Pressure 0.0±0.8 mmHg at 25°C Index of Refraction 1.667 InChIKey XDROKJSWHURZGO-UHFFFAOYSA-N SMILES O=c1ccc2ccc3occc3c2o1 Storage condition 2-8°C
Use ofAngelicin, a furocoumarin naturally occurring tricyclic aromatic compound, structurally related to psoralens, is reported to have anti-cancer, antiviral, anti-inflammatory activity. IC50 value: 49.56 μM (cellular cytotoxicity); 5.39 μg/ml (28.95 μM) (against MHV-68)Target: In vitro: In human SH-SY5Y neuroblastoma cells, angelicin increased cellular cytotoxicity in a dose- and time-dependent manner with IC50 of 49.56 μM at 48 h of incubation. Angelicin dose-dependently downregulated the expression of anti-apoptotic proteins including Bcl-2, Bcl-xL, and Mcl-1; Angelicin-induced apoptosis is mediated primarily through the intrinsic caspase-mediated pathway[1]. Angelicin efficiently inhibited 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced lytic replication of human gammaherpresviruses in both EBV- and KSHV-infected cells [2]. Angelicin was potentially advantageous to prevent inflammatory diseases by inhibiting NF-κB and MAPK pathways [3].In vivo: Properties Articles28 Name angelicin Synonym More Synonyms Angelicin Biological Activity Description Angelicin, a furocoumarin naturally occurring tricyclic aromatic compound, structurally related to psoralens, is reported to have anti-cancer, antiviral, anti-inflammatory activity. IC50 value: 49.56 μM (cellular cytotoxicity); 5.39 μg/ml (28.95 μM) (against MHV-68)Target: In vitro: In human SH-SY5Y neuroblastoma cells, angelicin increased cellular cytotoxicity in a dose- and time-dependent manner with IC50 of 49.56 μM at 48 h of incubation. Angelicin dose-dependently downregulated the expression of anti-apoptotic proteins including Bcl-2, Bcl-xL, and Mcl-1; Angelicin-induced apoptosis is mediated primarily through the intrinsic caspase-mediated pathway[1]. Angelicin efficiently inhibited 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced lytic replication of human gammaherpresviruses in both EBV- and KSHV-infected cells [2]. Angelicin was potentially advantageous to prevent inflammatory diseases by inhibiting NF-κB and MAPK pathways [3].In vivo: Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Others Natural Products >> Phenylpropanoids References [1]. Md. Ataur Rahman, Angelicin induces apoptosis through intrinsic caspase-dependent pathway in human SH-SY5Y neuroblastoma cells. Molecular and Cellular Biochemistry October 2012, Volume 369, Issue 1-2, pp 95-104 [2]. Hye-Jeong Cho, et al. Antiviral activity of angelicin against gammaherpesviruses. Antiviral Research Volume 100, Issue 1, October 2013, Pages 75-83 [3]. Fang Liu, et al. Angelicin regulates LPS-induced inflammation via inhibiting MAPK/NF-κB pathways. Journal of Surgical Research Volume 185, Issue 1, November 2013, Pages 300-309 Chemical & Physical Properties Molecular Formula C11H6O3 Exact Mass 186.031693 PSA 43.35000 Index of Refraction 1.667 InChIKey XDROKJSWHURZGO-UHFFFAOYSA-N
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Transport InfoShipping Name: UN
MSDS Transport InfoModule 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available
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