Cinobufotalin | CAS No. 1108-68-5

Cinobufotalin

Basic Information

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CAS Number

1108-68-5

Molecular Formula

C26H34O7

Molecular Weight

458.5 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Melting Point

259-262°

Solubility

Methanol; Acetontrile; Chloroform; DMSO

Specific Rotation

D20 +11°

SMILES

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CC(=O)OC1C(C2(CCC3C(C24C1O4)CCC5(C3(CCC(C5)O)C)O)C)C6=COC(=O)C=C6

InChI

InChI=1S/C26H34O7/c1-14(27)32-21-20(15-4-5-19(29)31-13-15)24(3)10-7-17-18(26(24)22(21)33-26)8-11-25(30)12-16(28)6-9-23(17,25)2/h4-5,13,16-18,20-22,28,30H,6-12H2,1-3H3/t16-,17-,18+,20-,21+,22+,23+,24+,25-,26+/m0/s1

InChIKey

KBKUJJFDSHBPPA-ZNCGZLKOSA-N

LogP

2.9148000000000014

Topological Polar Surface Area

109.5 Å²

Hydrogen Bond Donor/Acceptor

2 / 7

Complexity

972

Safety Information

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Hazard Statement

H300 Fatal if swallowed
Acute toxicity, oral

H310 Fatal in contact with skin
Acute toxicity, dermal

H330 Fatal if inhaled
Acute toxicity, inhalation

Storage Conditions

2-8℃

Synonyms & References

English

AKOS030526073
Bufa-20, 16-(acetyloxy)-14,15-epoxy-3,5-dihydroxy-, (3.beta.,5.beta.,15.beta.,16.beta.)-
HY-N0880
1108-68-5
14,15.BETA.-EPOXY-3.BETA.,5,16.BETA.-TRIHYDROXY-5.BETA.-BUFA-20,22-DIENOLIDE 16-ACETATE
5-beta-Bufa-20,22-dienolide, 14,15-beta-epoxy-3-beta,5,16-beta-trihydroxy-, 16-acetate
NSC90326
(3.BETA.,5.BETA.,15.BETA.,16.BETA.)-16-(ACETYLOXY)-14,15-EPOXY-3,5-DIHYDROXYBUFA-20,22-DIENOLIDE
AMY40640
Cinobufotalin
CINOBUFOTLIN
Bufa-20,22-dienolide, 16-(acetyloxy)-14,15-epoxy-3,5-dihydroxy-, (3beta,5beta,15beta,16beta)-
NSC 90326
CS-3698
[(1R,2S,4R,5R,6R,7R,10S,11R,14S,16S)-14,16-dihydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate
Bufa-20,22-dienolide, 16-(acetyloxy)-14,15-epoxy-3,5-dihydroxy-, (3.beta.,5.beta.,15.beta.,16.beta.)-
AS-77576
NSC-90326
Cinobufagin metabolite m-2
CINOBUFOTALIN [WHO-DD]
SCHEMBL643121
CHEMBL517341
(1R,2R,2aR,3aS,3bR,5aS,7S,9aR,9bS,11aR)-5a,7-dihydroxy-9a,11a-dimethyl-1-(2-oxo-2H-pyran-5-yl)hexadecahydronaphtho[1',2':6,7]indeno[1,7a-b]oxiren-2-yl acetate
L0QBZ37386
DTXSID101026581
CINOBUFOTALIN [MI]
5.beta.-Bufa-20, 14,15.beta.-epoxy-3.beta.,5,16.beta.-trihydroxy-, 16-acetate
UNII-L0QBZ37386
Q63409230
MFCD28396383
14,15b-Epoxy-3b,5a,16b-trihydroxy-5b,20(22)-bufadienolide 16-acetate

MDL Number

MFCD28396383

FAQ

What are the physical and chemical properties of Cinobufotalin (CAS: 1108-68-5)?

Cinobufotalin is a cyclic steroid alkaloid. It appears as a white or off-white crystalline powder. The molecular weight is approximately 468.44 g/mol. It has a low solubility in water but is more soluble in organic solvents such as ethanol and methanol. Cinobufotalin is less reactive chemically but can undergo hydrolysis under basic conditions. It has a melting point of about 220-222°C.

How is Cinobufotalin (CAS: 1108-68-5) typically synthesized?

Cinobufotalin is typically synthesized from the bufadienolide bufotalin using a series of reactions including acetylation, alkylation, and cyclization. The process involves the use of appropriate solvents and catalysts, and the overall yield is moderate. The exact conditions and reagents can vary depending on the specific synthesis route chosen.

What industries use Cinobufotalin (CAS: 1108-68-5)?

Cinobufotalin is primarily used in the pharmaceutical industry for its cardiotonic and antiarrhythmic properties. It is also used in some research applications in the biological and medical sectors due to its pharmacological effects. There are limited applications in other industries such as polymer research, but its use is more specialized.

What precautions should be taken when handling Cinobufotalin (CAS: 1108-68-5)?

When handling Cinobufotalin, it is important to wear appropriate personal protective equipment (PPE) including gloves and safety goggles. It should be conducted in a well-ventilated area or fume hood to minimize inhalation risks. Spills should be cleaned up using appropriate methods and materials. Always refer to the Safety Data Sheet (SDS) for detailed handling instructions and emergency procedures.