Digitoxigenin

Modify Date: 2024-01-03 16:50:11

Digitoxigenin Structure
Digitoxigenin structure
Common Name Digitoxigenin
CAS Number 143-62-4 Molecular Weight 374.514
Density 1.2±0.1 g/cm3 Boiling Point 549.3±50.0 °C at 760 mmHg
Molecular Formula C23H34O4 Melting Point 253-255 °C (dec.)(lit.)
MSDS Chinese USA Flash Point 188.2±23.6 °C
Symbol GHS06
GHS06
Signal Word Danger

 Use of Digitoxigenin


Digitoxigenin is a biochemical reagent that can be used as a biological material or organic compound for life science related research.

 Names

Name digitoxigenin
Synonym More Synonyms

 Digitoxigenin Biological Activity

Description Digitoxigenin is a biochemical reagent that can be used as a biological material or organic compound for life science related research.
Related Catalog

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 549.3±50.0 °C at 760 mmHg
Melting Point 253-255 °C (dec.)(lit.)
Molecular Formula C23H34O4
Molecular Weight 374.514
Flash Point 188.2±23.6 °C
Exact Mass 374.245697
PSA 66.76000
LogP 2.79
Vapour Pressure 0.0±3.4 mmHg at 25°C
Index of Refraction 1.591

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
FH4975000
CHEMICAL NAME :
5-beta-Card-20(22)-enolide, 3-beta,14-dihydroxy-
CAS REGISTRY NUMBER :
143-62-4
BEILSTEIN REFERENCE NO. :
0095448
LAST UPDATED :
199612
DATA ITEMS CITED :
10
MOLECULAR FORMULA :
C23-H34-O4
MOLECULAR WEIGHT :
374.57
WISWESSER LINE NOTATION :
L E5 B666TJ A1 E1 F- DT5OV CUTJ IQ OQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1600 ug/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 11,848,1961
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
26170 ug/kg
TOXIC EFFECTS :
Brain and Coverings - recordings from specific areas of CNS Behavioral - convulsions or effect on seizure threshold Cardiac - other changes
REFERENCE :
AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 153,436,1965
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
11820 ug/kg
TOXIC EFFECTS :
Brain and Coverings - recordings from specific areas of CNS Behavioral - convulsions or effect on seizure threshold Cardiac - other changes
REFERENCE :
AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 153,436,1965
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1131 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
LIFSAK Life Sciences. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1-8, 1962-69; V.14- 1974- Volume(issue)/page/year: 37,775,1985
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intracerebral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
187 ug/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 11,908,1961
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - cat
DOSE/DURATION :
254 ug/kg
TOXIC EFFECTS :
Gastrointestinal - nausea or vomiting
REFERENCE :
JPHAA3 Journal of the American Pharmaceutical Association. (Washington, DC) V.1-28, 1912-39; New series: V.1-17, 1961-77. Volume(issue)/page/year: 27,189,1938
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
1419 ug/kg
TOXIC EFFECTS :
Brain and Coverings - recordings from specific areas of CNS Behavioral - convulsions or effect on seizure threshold Cardiac - other changes
REFERENCE :
AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 153,436,1965
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Parenteral
SPECIES OBSERVED :
Bird - pigeon
DOSE/DURATION :
600 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CPBTAL Chemical and Pharmaceutical Bulletin. (Japan Pub. Trading Co., USA, 1255 Howard St., San Francisco, CA 94103) V.6- 1958- Volume(issue)/page/year: 8,18,1960 *** REVIEWS *** TOXICOLOGY REVIEW 85ELDJ "Die Herzwirksamen Glykoside," Baumgarten, G., and W. Forster, Leipzig, Ger. Dem. Rep., VEB Georg Thieme, 1963 Volume(issue)/page/year: -,190,1963 TOXICOLOGY REVIEW CHIMAD Chimia. (Postfach 2027, CH-4001 Basel, Switzerland) V.1- 1947- Volume(issue)/page/year: 5,93,1951

 Safety Information

Symbol GHS06
GHS06
Signal Word Danger
Hazard Statements H300
Precautionary Statements P264-P301 + P310
Personal Protective Equipment Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges
Hazard Codes T
Risk Phrases R25:Toxic if swallowed.
Safety Phrases S45
RIDADR UN 3462 6.1/PG 2
WGK Germany 3
RTECS FH4975000
Packaging Group II
Hazard Class 6.1(a)

 Synthetic Route

 Articles32

More Articles
Synthesis and evaluation of cardiac glycoside mimics as potential anticancer drugs.

Bioorg. Med. Chem. 19 , 2407-17, (2011)

The cardiac glycoside digitoxin, consisting of a steroid core linked to a labile trisaccharide, has been used for centuries for the treatment of congestive heart failure. The well known pharmacologica...

C3'/C4'-Stereochemical Effects of Digitoxigenin α-L-/α-D-Glycoside in Cancer Cytotoxicity.

ChemMedChem 8 , 63, (2013)

Sweet'n low in stereo: A Wharton reaction was employed along with a diastereoselective palladium-catalyzed glycosylation and other post-glycosylation transformations to synthesize digitoxin analogues....

Assembly of digitoxin by gold(I)-catalyzed glycosidation of glycosyl o-alkynylbenzoates.

J. Org. Chem. 76 , 9748, (2011)

Digitoxin, a clinically important cardiac trisaccharide, was assembled efficiently from digitoxigenin and 3,4-di-O-tert-butyldiphenylsilyl-d-digitoxosyl o-cyclopropylethynylbenzoate in 9 steps and 52%...

 Synonyms

Digitoxigenin
4-[(3S,5R,8R,9S,10S,13R,14S,17R)-3,14-Dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2(5H)-furanone
EINECS 205-603-4
Echujetin
Thevetigenin
3b,14-Dihydroxy-5b-card-20(22)-enolide
(3β,5β)-3,14-Dihydroxycard-20(22)-ènolide
card-20(22)-enolide, 3,14-dihydroxy-, (3b,5b)-
Cerberigenin
D20:22-3,14,21-Trihydroxynorcholenic Acid Lactone
4-[(3S,5R,8R,9S,10S,13R,14S,17R)-3,14-Dihydroxy-10,13-diméthylhexadécahydro-1H-cyclopenta[a]phénanthrén-17-yl]-2(5H)-furanone
(3β,5β)-3,14-Dihydroxycard-20(22)-enolide
Card-20(22)-enolide, 3,14-dihydroxy-, (3β,5β)-
(3b,5b)-3,14-dihydroxycard-20(22)-enolide
3-[(3S,5R,8R,9S,10S,13R,14S,17R)-3,14-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
MFCD00003687
δ20:22-3,14,21-Trihydroxynorcholenic acid lactone
4-[(3S,5R,8R,9S,10S,13R,14S,17R)-3,14-Dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2(5H)-furanon
Evonogenin
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