(3R,5R)-3,5-Dihydroxy-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydro-1-naphthalenyl]heptanoic acid

Basic Information

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CAS Number

81093-37-0

Molecular Formula

C23H36O7

Molecular Weight

424.53 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

Fine Chemicals Surfactants Anionic Surfactants

Polymers and Plastics Thermoplastics Polyolefins

Basic Physical Properties

Melting Point

171.2-173 °C

Boiling Point

634.5°C at 760 mmHg

Solubility

H2O: 19 mg/mL

SMILES

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CCC(C)C(=O)OC1CC(C=C2C1C(C(C=C2)C)CCC(CC(CC(=O)O)O)O)O

InChI

InChI=1S/C23H36O7/c1-4-13(2)23(29)30-20-11-17(25)9-15-6-5-14(3)19(22(15)20)8-7-16(24)10-18(26)12-21(27)28/h5-6,9,13-14,16-20,22,24-26H,4,7-8,10-12H2,1-3H3,(H,27,28)/t13-,14-,16+,17+,18+,19-,20-,22-/m0/s1

InChIKey

TUZYXOIXSAXUGO-PZAWKZKUSA-N

LogP

2.4404000000000003

Topological Polar Surface Area

124.29 Å²

Hydrogen Bond Donor/Acceptor

4 / 7

Complexity

656

Safety Information

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Hazard Statement

H228 Flammable solid
Flammable solids

H314 Causes severe skin burns and eye damage
Skin corrosion/irritation

H410 Very toxic to aquatic life with long lasting effects
Hazardous to the aquatic environment, long-term hazard

Hazard Class

Class 9 Class 9

Synonyms & References

English

1-Naphthaleneheptanoic acid, 1,2,6,7,8,8a-hexahydro-.beta.,.delta.,6-trihydroxy-2-methyl-8-[(2S)-2-methyl-1-oxobutoxy]-, (.beta.R,.delta,R,1S,2S,6S,8S,8aR)-
Pravastatina [Spanish]
(3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid
Pravastatin [INN:BAN]
C01844
PRAVASTATIN [WHO-DD]
EN300-6481366
UNII-KXO2KT9N0G
Pravastatin acid
SR-01000781259-2
(+)-(3R,5R)-3,5-dihydroxy-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-{[(S)-2-methylbutyryl]oxy}-1,2,6,7,8,8a-hexahydro-1-naphthyl]heptanoic acid
H12037
BRD-K60511616-236-08-9
(+)-(3R,5R)-3,5-dihydroxy-7-((1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-(((S)-2-methylbutyryl)oxy)-1,2,6,7,8,8a-hexahydro-1-naphthyl)heptanoic acid
HMS3715P11
C10AA03
D08410
CHEMBL1144
NS00000420
BRD-K60511616-236-01-4
A840039
SCHEMBL1117
(3R,5R)-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid
BIDD:GT0773
PRAVASTATIN [INN]
KXO2KT9N0G
3beta-Hydroxycompactin
KS-5015
1,2,6,7,8,8a-hexahydro-beta,delta,6-trihydroxy-2-methyl-8-(2-methyl-1-oxobutoxy)-, (1S-(1alpha(betaS*,deltaS*),2alpha,6alpha,8beta(R*),8aalpha))-1-Naphthaleneheptanoic acid
Pravastatine
Pravastatine [French]

MDL Number

MFCD00869375

FAQ

What are the physical and chemical properties of (3R,5R)-3,5-Dihydroxy-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydro-1-naphthalenyl]heptanoic acid (CAS: 81093-37-0)?

The compound has a high crystalline form with a molecular weight of approximately 492.6 g/mol. It is slightly soluble in water and ethanol. Chemically, it is reactive towards bases and can undergo esterification. The compound is stable under neutral conditions but should be stored under anhydrous and inert conditions to avoid hydrolysis.

How is (3R,5R)-3,5-Dihydroxy-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydro-1-naphthalenyl]heptanoic acid (CAS: 81093-37-0) typically synthesized?

The compound is synthesized via a multi-step process involving condensation reactions, esterification, and hydroxylation. Commonly used catalysts include transition metal complexes and organocatalysts. The process yields about 75-80% of the desired product with good selectivity, making it suitable for industrial scale production.

What industries use (3R,5R)-3,5-Dihydroxy-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydro-1-naphthalenyl]heptanoic acid (CAS: 81093-37-0)?

This compound is primarily used in the pharmaceutical industry for the development of new drugs. It also finds applications in the polymer industry as a monomer for biodegradable polymers. Additionally, it is used in the production of sensors and as a chemical intermediate in the semiconductor industry.

What precautions should be taken when handling (3R,5R)-3,5-Dihydroxy-7-[(1S,2S,6S,8S,8aR)-6-hydroxy-2-methyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydro-1-naphthalenyl]heptanoic acid (CAS: 81093-37-0)?

When handling this compound, it is essential to use appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. Work should be conducted in a fume hood to minimize exposure. Spills should be cleaned up using absorbent materials and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed handling and storage instructions.