chelidonine

Modify Date: 2025-08-21 22:10:33

chelidonine Structure
chelidonine structure
 Common Name chelidonine
CAS Number 476-32-4 Molecular Weight 353.369
Density 1.4±0.1 g/cm3 Boiling Point 507.4±50.0 °C at 760 mmHg
Molecular Formula C20H19NO5 Melting Point 135-140ºC
MSDS N/A Flash Point 260.7±30.1 °C

 Use of chelidonine


Chelidonine is an isoquinoline alkaloid isolated from Chelidonium majus L., causes G2/M arrest and induces caspase-dependent and caspase-independent apoptosis, with anticancer and antiviral activity[1].

 Names

Name chelidonine
Synonym More Synonyms

 chelidonine Biological Activity

Description Chelidonine is an isoquinoline alkaloid isolated from Chelidonium majus L., causes G2/M arrest and induces caspase-dependent and caspase-independent apoptosis, with anticancer and antiviral activity[1].
Related Catalog
References

[1]. Lee YK, et al. Chelidonine Induces Caspase-Dependent and Caspase-Independent Cell Death through G2/M Arrest in the T98G Human Glioblastoma Cell Line. Evid Based Complement Alternat Med. 2019 May 26;2019:6318179.

 Chemical & Physical Properties

Density 1.4±0.1 g/cm3
Boiling Point 507.4±50.0 °C at 760 mmHg
Melting Point 135-140ºC
Molecular Formula C20H19NO5
Molecular Weight 353.369
Flash Point 260.7±30.1 °C
Exact Mass 353.126312
PSA 60.39000
LogP 2.75
Vapour Pressure 0.0±1.4 mmHg at 25°C
Index of Refraction 1.667

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
FL9450000
CHEMICAL NAME :
Chelidonine
CAS REGISTRY NUMBER :
476-32-4
LAST UPDATED :
199709
DATA ITEMS CITED :
7
MOLECULAR FORMULA :
C20-H19-N-O5
MOLECULAR WEIGHT :
353.40
WISWESSER LINE NOTATION :
T H5 F6 E6 B665 DN IO KO VO A&O JH WH&&TT&&J D1 PQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
125 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 10,135,1960
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
35 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FEPRA7 Federation Proceedings, Federation of American Societies for Experimental Biology. (Bethesda, MD) V.1-46, 1942-87. Volume(issue)/page/year: 5,163,1946
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2750 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
HPBIA9 Herba Polonica. (Ars Polona, POB 1001, 00-068 Warsaw 1, Poland) V.11- 1965- Volume(issue)/page/year: 25,209,1979
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 10,135,1960
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Mammal - cat
DOSE/DURATION :
140 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 10,135,1960
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
360 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 10,135,1960
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Amphibian - frog
DOSE/DURATION :
160 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 10,135,1960

 Safety Information

Hazard Codes Xn
Risk Phrases R20/21/22;R25
Safety Phrases S20-S36/37-S45
RIDADR UN 2811
RTECS FL9450000
HS Code 2933990090

 Synthetic Route

(+)-11,12-isopropylidenedioxy-5-methyl-2,3:7,8-bis(methylenedioxy)-4b,5,6,10b,11,12-hexahydrobenzo[c]phenanthridine structure

(+)-11,12-isopr...

CAS#:1337985-43-9

~%

chelidonine Structure

chelidonine

CAS#:476-32-4

Literature: Ito, Miki; Konno, Fujiko; Kumamoto, Takuya; Suzuki, Noriyuki; Kawahata, Masatoshi; Yamaguchi, Kentaro; Ishikawa, Tsutomu Tetrahedron, 2011 , vol. 67, # 41 p. 8041 - 8049
benzyl (5bR,5cR,6aS,11bS)-5b,6a,11b,13-tetrahydro-[1,3]dioxolo[4',5':4,5]benzo[1,2-c][1,3]dioxolo[4,5-i]oxireno[2,3-a]phenanthridine-12(5cH)-carboxylate structure

benzyl (5bR,5cR...

CAS#:1032645-05-8

~88%

chelidonine Structure

chelidonine

CAS#:476-32-4

Literature: Fleming, Matthew J.; McManus, Helen A.; Rudolph, Alena; Chan, Walter H.; Ruiz, Jeremy; Dockendorff, Chris; Lautens, Mark Chemistry - A European Journal, 2008 , vol. 14, # 7 p. 2112 - 2124
N/A structure

N/A

CAS#:1337985-26-8

~%

chelidonine Structure

chelidonine

CAS#:476-32-4

Literature: Ito, Miki; Konno, Fujiko; Kumamoto, Takuya; Suzuki, Noriyuki; Kawahata, Masatoshi; Yamaguchi, Kentaro; Ishikawa, Tsutomu Tetrahedron, 2011 , vol. 67, # 41 p. 8041 - 8049
(-)-5-methyl-2,3:7,8-bis(methylenedioxy)-10b-triethylsilyloxy-4b,10b-dihydrobenzo[c]phenanthridin-6(5H)-one structure

(-)-5-methyl-2,...

CAS#:1337985-30-4

~%

chelidonine Structure

chelidonine

CAS#:476-32-4

Literature: Ito, Miki; Konno, Fujiko; Kumamoto, Takuya; Suzuki, Noriyuki; Kawahata, Masatoshi; Yamaguchi, Kentaro; Ishikawa, Tsutomu Tetrahedron, 2011 , vol. 67, # 41 p. 8041 - 8049
(-)-12-(3-chlorobenzoyloxy)-11-hydroxy-5-methyl-2,3:7,8-bis(methylenedioxy)-10b-triethylsilyloxy-4b,5,6,10b,11,12-hexahydrobenzo[c]phenanthridin-6(5H)-one structure

(-)-12-(3-chlor...

CAS#:1337985-33-7

~%

chelidonine Structure

chelidonine

CAS#:476-32-4

Literature: Ito, Miki; Konno, Fujiko; Kumamoto, Takuya; Suzuki, Noriyuki; Kawahata, Masatoshi; Yamaguchi, Kentaro; Ishikawa, Tsutomu Tetrahedron, 2011 , vol. 67, # 41 p. 8041 - 8049
(-)-10b,11,12-trihydroxy-5-methyl-2,3:7,8-bis(methylenedioxy)-4b,10b,11,12-tetrahydrobenzo[c]phenanthridin-6(5H)-one structure

(-)-10b,11,12-t...

CAS#:1337985-40-6

~%

chelidonine Structure

chelidonine

CAS#:476-32-4

Literature: Ito, Miki; Konno, Fujiko; Kumamoto, Takuya; Suzuki, Noriyuki; Kawahata, Masatoshi; Yamaguchi, Kentaro; Ishikawa, Tsutomu Tetrahedron, 2011 , vol. 67, # 41 p. 8041 - 8049
N/A structure

N/A

CAS#:1337985-42-8

~%

chelidonine Structure

chelidonine

CAS#:476-32-4

Literature: Ito, Miki; Konno, Fujiko; Kumamoto, Takuya; Suzuki, Noriyuki; Kawahata, Masatoshi; Yamaguchi, Kentaro; Ishikawa, Tsutomu Tetrahedron, 2011 , vol. 67, # 41 p. 8041 - 8049
N/A structure

N/A

CAS#:1337985-20-2

~%

chelidonine Structure

chelidonine

CAS#:476-32-4

Literature: Ito, Miki; Konno, Fujiko; Kumamoto, Takuya; Suzuki, Noriyuki; Kawahata, Masatoshi; Yamaguchi, Kentaro; Ishikawa, Tsutomu Tetrahedron, 2011 , vol. 67, # 41 p. 8041 - 8049
Ethanol structure

Ethanol

CAS#:64-17-5

(+)-Didehydrochelidonin structure

(+)-Didehydroch...

CAS#:24181-71-3

~%

chelidonine Structure

chelidonine

CAS#:476-32-4

Literature: Benn; Mitchell Canadian Journal of Chemistry, 1969 , vol. 47, p. 3701

 Customs

HS Code 2933990090
Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Synonyms

(5bR,6S,12bS)-13-Methyl-5b,6,7,12b,13,14-hexahydro[1,3]dioxolo[4,5]benzo[1,2-c][1,3]dioxolo[4,5-i]phenanthridin-6-ol
EINECS 207-504-1
Chelidonine
Khelidonin
(5bR,6S,12bS)-13-Methyl-5b,6,7,12b,13,14-hexahydro[1,3]benzodioxolo[5,6-c][1,3]dioxolo[4,5-i]phenanthridin-6-ol
MFCD00069660
[1,3]Benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridin-6-ol, 5b,6,7,12b,13,14-hexahydro-13-methyl-, (5bR,6S,12bS)-
Chelidonin
(5bR,6S,12bS)-13-Méthyl-5b,6,7,12b,13,14-hexahydro[1,3]benzodioxolo[5,6-c][1,3]dioxolo[4,5-i]phénanthridin-6-ol
[5bR-(5ba,6b,12b4a)]-5b,6,7,12b,13,14-hexahydro-13-methyl[1,3]benzodioxolo[5,6-c]-1,3-di oxolo[4,5-i]phenanthridin-6-ol
Diphylline
Helidonine
Stylophorin
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Related Compounds: More...
chelidonine
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O-Acetylchelidonine
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Chelidonine N-oxide
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Chemsrc provides chelidonine(CAS#:476-32-4) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of chelidonine are included as well.>> amp version: chelidonine

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