DL-Mevalonolactone - 10mM in DMSO , CAS No.674-26-0

CAS: 674-26-0 Cat. No.: D425392 Molecular Weight: 130.14 EC Number: 211-615-0

GRADE & PURITY 10mM in DMSO

Synonyms

LMFA07040003 | 1RJ06DC41B | MEVALONOLACTONE, DL- | Mevalonic acid .delta.-lactone | 009D7F12-69C6-4BBF-A66D-12BA84648C72 | AS-65830 | HMS2097E22 | NCGC00179453-01 | .beta.-Hydroxy-.beta.-methyl-.delta.-valerolactone | 2H-PYRAN-2-ONE, TETRAHYDRO-4-HYDROXY-

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Product Introduction

Alkaline hydrolysis of mevalonolactone gives mevalonate. Mevalonate is a precursor of farnesyl and geranylgeranyl pyrophosphates. These pyrophosphates are required for protein prenylation. 

Application

(±)-Mevalonolactone is used to:

• study the effect of statin on the prenylation of Ras and Rho GTPases

• analyse the isoprenoid biosynthesis pathways in Listeria monocytogenes

• study the the effects of statins on proliferation and migration of HUVECs (HGF-induced human umbilical vein endothelial cells) 

Specifications

Synonyms

LMFA07040003 | 1RJ06DC41B | MEVALONOLACTONE, DL- | Mevalonic acid .delta.-lactone | 009D7F12-69C6-4BBF-A66D-12BA84648C72 | AS-65830 | HMS2097E22 | NCGC00179453-01 | .beta.-Hydroxy-.beta.-methyl-.delta.-valerolactone | 2H-PYRAN-2-ONE, TETRAHYDRO-4-HYDROXY-

Specifications & Purity

10mM in DMSO

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

• Canonical Smiles: CC1(CCOC(=O)C1)O
• IUPAC Name: 4-hydroxy-4-methyloxan-2-one
• InChIKey: JYVXNLLUYHCIIH-UHFFFAOYSA-N
• INCHI: 1S/C6H10O3/c1-6(8)2-3-9-5(7)4-6/h8H,2-4H2,1H3
• Isomeric SMILES: CC1(CCOC(=O)C1)O
• Molecular Weight: 130.14
• Reaxy-Rn: 80960
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=80960&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Lactones
      • Subclass Delta valerolactones

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Lactones
• Subclass: Delta valerolactones
• Intermediate Tree Nodes: Not available
• Direct Parent: Delta valerolactones
• Alternative Parents: Oxanes Tertiary alcohols Carboxylic acid esters Oxacyclic compounds Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Delta_valerolactone - Delta valerolactone - Oxane - Tertiary alcohol - Carboxylic acid ester - Oxacycle - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Alcohol - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety.
• External Descriptors: Lactones

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Moisture & heat sensitive
• Refractive Index: 1.48
• Flash Point(°F): 235.4 °F
• Flash Point(°C): 113 °C
• Boil Point(°C): 150 °C/5 mmHg
• Melt Point(°C): 28 °C
• Molecular Weight: 130.139 g/mol
• XLogP3: -0.300
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 130.063 Da
• Monoisotopic Mass: 130.063 Da
• Topological Polar Surface Area: 46.500 Ų
• Heavy Atom Count: 9
• Formal Charge: 0
• Complexity: 132.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1