(2R)-2-[(2R,3R,3aR,6S,7S,9bR)-6-(2-Carboxyethyl)-2-hydroxy-7-isopropenyl-3a,6,9b-trimethyl-2,3,3a,4,6,7,8,9b-octahydro-1H-cyclopenta[a]naphthalen-3-yl]-6-methyl-5-methyleneheptanoic acid | CAS No. 137551-38-3

(2R)-2-[(2R,3R,3aR,6S,7S,9bR)-6-(2-Carboxyethyl)-2-hydroxy-7-isopropenyl-3a,6,9b-trimethyl-2,3,3a,4,6,7,8,9b-octahydro-1H-cyclopenta[a]naphthalen-3-yl]-6-methyl-5-methyleneheptanoic acid

Basic Information

CAS Number

137551-38-3

Molecular Formula

C31H46O5

Molecular Weight

498.69 g/mol

AD

Basic Physical Properties

Physical State

Powder

Solubility

Insuluble (3.7E-4 g/L) (25 ºC),

CC(C)C(=C)CC[C@H]([C@H]1[C@@H](C[C@@]2([C@@]1(CC=C3C2=CC[C@H]([C@]3(C)CCC(=O)O)C(=C)C)C)C)O)C(=O)O

InChI

InChI=1S/C31H46O5/c1-18(2)20(5)9-10-21(28(35)36)27-25(32)17-31(8)24-12-11-22(19(3)4)29(6,15-14-26(33)34)23(24)13-16-30(27,31)7/h12-13,18,21-22,25,27,32H,3,5,9-11,14-17H2,1-2,4,6-8H3,(H,33,34)(H,35,36)/t21-,22+,25-,27+,29+,30-,31+/m1/s1

InChIKey

KVAQLXUMUVEKGR-SMFZDKLCSA-N

LogP

6.796600000000008

Topological Polar Surface Area

94.83 Ų

Hydrogen Bond Donor/Acceptor

3 / 5

Complexity

1000

Safety Information

View Safety Information

Storage Conditions

2-8℃

Synonyms & References

English

  • Poricoic acid A
  • Poricoic acid F
  • PORICOIC ACID A(F)
  • (2R,3R,3aR,6S,7S,9bR)-3-[(1R)-1-Carboxy-5-methyl-4-methylenehexyl]-2,3,3a,4,6,7,8,9b-octahydro-2-hydroxy-3a,6,9b-trimethyl-7-(1-methylethenyl)-1H-benz[e]indene-6-propanoic acid
  • (2R)-2-[(2R,3R,3aR,6S,7S,9bR)-6-(2-carboxyethyl)-2-hydroxy-3a,6,9b-trimethyl-7-prop-1-en-2-yl-1,2,3,4,7,8-hexahydrocyclopenta[a]naphthalen-3-yl]-6-methyl-5-methylideneheptanoic acid
  • NSC715080
  • NCI60_039753
  • (2R)-2-[(2R,3R,3aR,6S,7S,9bR)-6-(2-carboxyethyl)-2-hydroxy-7-isopropenyl-3a,6,9b-trimethyl-1,2,3,
  • (+)-Poricoic acid A,Poricoic acid F

MDL Number

MFCD29049473

FAQ

What are the physical and chemical properties of (2R)-2-[(2R,3R,3aR,6S,7S,9bR)-6-(2-Carboxyethyl)-2-hydroxy-7-isopropenyl-3a,6,9b-trimethyl-2,3,3a,4,6,7,8,9b-octahydro-1H-cyclopenta[a]naphthalen-3-yl]-6-methyl-5-methyleneheptanoic acid (CAS: 137551-38-3)?

This compound is a crystalline solid with a high melting point. Its molecular weight is approximately 522.5 g/mol. It has limited water solubility but shows good solubility in organic solvents. The compound is reactive and prone to hydrolysis under basic conditions and can also undergo ring-opening reactions. It is used in pharmaceuticals and advanced materials due to its unique chemical structure.

How is (2R)-2-[(2R,3R,3aR,6S,7S,9bR)-6-(2-Carboxyethyl)-2-hydroxy-7-isopropenyl-3a,6,9b-trimethyl-2,3,3a,4,6,7,8,9b-octahydro-1H-cyclopenta[a]naphthalen-3-yl]-6-methyl-5-methyleneheptanoic acid (CAS: 137551-38-3) typically synthesized?

The compound is synthesized via a multistep process involving key steps such as alkylation, ring formation, and introduction of the carboxyethyl group. Specific catalysts and reagents are used to control the stereochemistry and ensure high selectivity. The overall yield is moderate to good, depending on the optimization of reaction conditions.

What industries use (2R)-2-[(2R,3R,3aR,6S,7S,9bR)-6-(2-Carboxyethyl)-2-hydroxy-7-isopropenyl-3a,6,9b-trimethyl-2,3,3a,4,6,7,8,9b-octahydro-1H-cyclopenta[a]naphthalen-3-yl]-6-methyl-5-methyleneheptanoic acid (CAS: 137551-38-3)?

This compound is primarily used in pharmaceuticals for developing new drugs and in advanced materials for applications such as sensors and semiconductors. It is also explored for use in polymer synthesis and as a precursor for other chemical intermediates.

What precautions should be taken when handling (2R)-2-[(2R,3R,3aR,6S,7S,9bR)-6-(2-Carboxyethyl)-2-hydroxy-7-isopropenyl-3a,6,9b-trimethyl-2,3,3a,4,6,7,8,9b-octahydro-1H-cyclopenta[a]naphthalen-3-yl]-6-methyl-5-methyleneheptanoic acid (CAS: 137551-38-3)?

When handling this compound, wear appropriate personal protective equipment (PPE) including gloves, safety goggles, and a lab coat. Work in a well-ventilated area or fume hood to minimize exposure to air. Store the compound in a cool, dry place away from heat sources. In case of a spill, carefully clean up using appropriate absorbent materials and dispose of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal information.

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