Angelicin

Modify Date: 2025-08-21 17:07:27

Angelicin Structure
Angelicin structure
 Common Name Angelicin
CAS Number 523-50-2 Molecular Weight 186.163
Density 1.4±0.1 g/cm3 Boiling Point 362.6±27.0 °C at 760 mmHg
Molecular Formula C11H6O3 Melting Point 132-134ºC
MSDS Chinese USA Flash Point 173.1±23.7 °C
Symbol GHS07 GHS08
GHS07, GHS08		 Signal Word Warning

 Use of Angelicin


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:

 Names

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
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

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
LV0940000
CHEMICAL NAME :
2H-Furo(2,3-h)(1)benzopyran-2-one
CAS REGISTRY NUMBER :
523-50-2
BEILSTEIN REFERENCE NO. :
0153970
LAST UPDATED :
199706
DATA ITEMS CITED :
10
MOLECULAR FORMULA :
C11-H6-O3
MOLECULAR WEIGHT :
186.17
WISWESSER LINE NOTATION :
T B566 EO LVOJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
322 mg/kg
TOXIC EFFECTS :
Behavioral - altered sleep time (including change in righting reflex) Behavioral - ataxia Behavioral - analgesia
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
165 mg/kg
TOXIC EFFECTS :
Behavioral - altered sleep time (including change in righting reflex) Behavioral - ataxia Behavioral - analgesia
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
254 mg/kg
TOXIC EFFECTS :
Behavioral - altered sleep time (including change in righting reflex) Behavioral - ataxia Behavioral - analgesia

MUTATION DATA

TYPE OF TEST :
Gene conversion and mitotic recombination
TEST SYSTEM :
Yeast - Saccharomyces cerevisiae
DOSE/DURATION :
100 umol/L
REFERENCE :
BUCABS Bulletin du Cancer. (SPPIF, B.P.22, F-41353 Vineuil, France) V.53- 1966- Volume(issue)/page/year: 67,245,1980 *** REVIEWS *** IARC Cancer Review:Animal Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 40,291,1986 IARC Cancer Review:Human No Adequate Data IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 40,291,1986

 Safety Information

Symbol GHS07 GHS08
GHS07, GHS08
Signal Word Warning
Hazard Statements H302 + H312 + H332-H315-H319-H335-H351
Precautionary Statements P261-P280-P305 + P351 + P338
Personal Protective Equipment Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges
Hazard Codes Xn:Harmful;
Risk Phrases R20/21/22;R36/37/38;R40
Safety Phrases S26-S36/37/39
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS LV0940000
HS Code 2932999099

 Synthetic Route

 Customs

HS Code 2932999099
Summary 2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Articles28

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An efficient strategy, based on bioassay-guided fractionation, high-performance liquid chromatography (HPLC), and high-performance counter-current chromatography (HPCCC), was established to purify and...

Application of the equivalency factor concept to the phototoxicity and –genotoxicity of furocoumarin mixtures

Food Chem. Toxicol. 68 , 257-66, (2014)

• The photo-cytotoxic, -mutagenic, and -clastogenic properties in V79 cells of thirteen furocoumarins (FCs), were analyzed. • Nine FC mixtures including one mixture ‘representing’ FCs in Angelica arch...

F420H2-dependent degradation of aflatoxin and other furanocoumarins is widespread throughout the actinomycetales.

PLoS ONE 7(2) , e30114, (2012)

Two classes of F(420)-dependent reductases (FDR-A and FDR-B) that can reduce aflatoxins and thereby degrade them have previously been isolated from Mycobacterium smegmatis. One class, the FDR-A enzyme...

 AngelicinBioassay

View more

Name: USP8 deubiquitinase inhibition: Primary qHTS
Source: 24642
Target: ubiquitin specific peptidase 8
External Id: USP8 FAST DUB HTS Primary
Name: Inhibition of NF-KB p50 subunit/DNA interaction after 20 mins by EMSA
Source: ChEMBL
Target: Nuclear factor NF-kappa-B p105 subunit
External Id: CHEMBL1291967
Name: USP17 deubiquitinase inhibition: Primary qHTS
Source: 24642
Target: ubiquitin specific peptidase 17 like family member 5
External Id: USP17 FAST DUB HTS Primary
Name: USP7 deubiquitinase inhibition: Primary qHTS
Source: 24642
Target: ubiquitin specific peptidase 7
External Id: USP7 FAST DUB HTS Primary
Name: Inhibition of human recombinant MAO-B expressed in baculovirus infected BTI insect ce...
Source: ChEMBL
Target: Amine oxidase [flavin-containing] B
External Id: CHEMBL4424159
Name: Inhibition of human recombinant MAO-A expressed in baculovirus infected BTI insect ce...
Source: ChEMBL
Target: Amine oxidase [flavin-containing] A
External Id: CHEMBL4424160
Name: Inhibition of human recombinant MAO-B expressed in baculovirus infected BTI insect ce...
Source: ChEMBL
Target: Amine oxidase [flavin-containing] B
External Id: CHEMBL4424161
Name: A screen for compounds that inhibit the activity of LtaS in Staphylococcus aureus
Source: ICCB-Longwood/NSRB Screening Facility, Harvard Medical School
External Id: HMS979
Name: Inhibition of electric eel AChE using acetylthiocholine iodide as substrate preincuba...
Source: ChEMBL
Target: Acetylcholinesterase
External Id: CHEMBL4424162
Name: Competitive inhibition of human recombinant MAO-A expressed in baculovirus infected B...
Source: ChEMBL
Target: Amine oxidase [flavin-containing] A
External Id: CHEMBL4424163
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 Synonyms

2H-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
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Chemsrc provides Angelicin(CAS#:523-50-2) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of Angelicin are included as well.>> amp version: Angelicin

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