Ipecoside | CAS No. 15401-60-2

Ipecoside

Basic Information

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CAS Number

15401-60-2

Molecular Formula

C27H35NO12

Molecular Weight

565.57 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

Physical State

Powder

Melting Point

177-180 ºC

SMILES

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CC(=O)N1CCC2=CC(=C(C=C2C1CC3C(C(OC=C3C(=O)OC)OC4C(C(C(C(O4)CO)O)O)O)C=C)O)O

InChI

InChI=1S/C27H35NO12/c1-4-14-16(8-18-15-9-20(32)19(31)7-13(15)5-6-28(18)12(2)30)17(25(36)37-3)11-38-26(14)40-27-24(35)23(34)22(33)21(10-29)39-27/h4,7,9,11,14,16,18,21-24,26-27,29,31-35H,1,5-6,8,10H2,2-3H3/t14-,16+,18-,21-,22-,23+,24-,26+,27+/m1/s1

InChIKey

QISXROCIXKXUPS-OWVLCBNUSA-N

LogP

-0.4182999999999996

Topological Polar Surface Area

195.67999999999998 Å²

Hydrogen Bond Donor/Acceptor

6 / 13

Complexity

960

Synonyms & References

English

methyl (2S,3R,4S)-4-{[(1R)-2-acetyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl}-3-ethenyl-2-(beta-D-glucopyranosyloxy)-3,4-dihydro-2H-pyran-5-carboxylate
Ipecoside
AIDS031406
methyl (2S)-4-[[(1R)-2-acetyl-6,7-dihydroxy-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-3-ethenyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate
(4S)-3-(2-methyl-2-propenoyl)-4-phenyl-2-oxazolidinone
(4S)-4-phenyl-N-methacryloyloxazolidin-2-one
(4S)-N-Methacryloyl-4-phenyl-2-oxazolidinone
(S)-3-methacryloyl-4-phenyloxazolidin-2-one
2-Oxazolidinone, 3-(2-methyl-1-oxo-2-propenyl)-4-phenyl-, (4S)-
AC1LDYI9
CTK0E7818
NSC 603972
(2S)-4α-[[(1R)-2-Acetyl-1,2,3,4-tetrahydro-6,7-dihydroxyisoquinolin-1-yl]methyl]-3α-vinyl-2β-(β-D-glucopyranosyloxy)-3,4-dihydro-2H-pyran-5-carboxylic acid methyl ester
2H-Pyran-5-carboxylic acid, 4-[(2-acetyl-1,2,3,4-tetrahydro-6,7-dihydroxy-1-isoquinolinyl)methyl]-3-ethenyl-2-(β-D-glucopyranosyloxy)-3,4-dihydro-, methyl ester, [2S-[2α,3β,4β(S*)]]-Ipecoside (6CI,8CI)
Methyl (2R,3S,4R)-4-[[(1S)-2-acetyl-6,7-dihydroxy-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-3-ethenyl-
CHEBI:5952
MS-30242
C09464
CS-0019589
SCHEMBL5156171
Q27106940
2H-PYRAN-5-CARBOXYLIC ACID, 4-[(2-ACETYL-1,2,3,4-TETRAHYDRO-6,7-DIHYDROXY-1-ISOQUINOLINYL)METHYL]-3-ETHENYL-2-(BETA-D-GLUCOPYRANOSYLOXY)-3,4-DIHYDRO-, METHYL ESTER, [2S-[2ALPHA,3BETA,4BETA(S*)]]-IPECOSIDE (6CI,8CI)
15401-60-2
ACon1_000420
HY-N2261
MEGxp0_001513
methyl (2S,3R,4S)-4-[[(1R)-2-acetyl-6,7-dihydroxy-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-3-ethenyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate
ACon0_000909
NCGC00169097-03

MDL Number

MFCD30478642

FAQ

What are the physical and chemical properties of Ipecoside (CAS: 15401-60-2)?

Ipecoside (CAS: 15401-60-2) is a white crystalline powder with a molecular weight of approximately 342.23 g/mol. It has a low solubility in water but is soluble in alcohol and other organic solvents. Ipecoside is relatively stable under normal conditions but can react with strong acids or bases. It is less reactive with air and light.

How is Ipecoside (CAS: 15401-60-2) typically synthesized?

Ipecoside (CAS: 15401-60-2) is typically synthesized via a condensation reaction between the appropriate aglycone and glucose, using a base such as sodium hydroxide as a catalyst. The reaction is selective and provides a yield of around 70-80%, depending on the purity of the starting materials.

What industries use Ipecoside (CAS: 15401-60-2)?

Ipecoside (CAS: 15401-60-2) is primarily used in the pharmaceutical industry as an active ingredient in certain medications, particularly those used to treat hemorrhoids and other anal disorders. It is also explored for its potential use in cosmetics and dietary supplements.

What precautions should be taken when handling Ipecoside (CAS: 15401-60-2)?

When handling Ipecoside (CAS: 15401-60-2), it is important to use personal protective equipment such as gloves and safety goggles. Store it in a well-ventilated area, preferably in a fume hood, and avoid contact with moist air or water to prevent degradation. In case of spill, neutralize with an appropriate acid or base as per the safety data sheet (SDS) and clean up using appropriate absorbent materials. Always consult the SDS for detailed handling and disposal instructions.