Levoglucosenone - ≥96%(GC) , CAS No.37112-31-5

CAS: 37112-31-5 Cat. No.: L130870 Formula: C₆H₆O₃ Molecular Weight: 126.11 Beilstein Registry Number: 19(5)4,118 EC Number: 640-811-2

GRADE & PURITY ≥96%(GC)

Synonyms

1,6-Anhydro-3,4-dideoxyhex-3-enopyran-2-ulose | BRN 4859778 | BCP07825 | CHEBI:30999 | 1,6-ANHYDRO-3,4-DIDEOXY-.BETA.-D-GLYCERO-HEX-3-ENOPYRANOS-2-ULOSE | HITOXZPZGPXYHY-UJURSFKZSA-N | W-202534 | 1,6-anhydro-3,4-dideoxy-beta-D-glycero-hex-3-enopyranos-2-u

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

The a,b-unsaturated bicyclic ketone Levoglucosenone is a cellulose derived pyrolysis product. With respect to reactivity, the need for protecting groups is eliminated by the presence of the anhydro bridge at the

Specifications

Synonyms

1,6-Anhydro-3,4-dideoxyhex-3-enopyran-2-ulose | BRN 4859778 | BCP07825 | CHEBI:30999 | 1,6-ANHYDRO-3,4-DIDEOXY-.BETA.-D-GLYCERO-HEX-3-ENOPYRANOS-2-ULOSE | HITOXZPZGPXYHY-UJURSFKZSA-N | W-202534 | 1,6-anhydro-3,4-dideoxy-beta-D-glycero-hex-3-enopyranos-2-u

Specifications & Purity

≥96%(GC)

Storage

Store at 2-8°C

Shipped In

Wet ice

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

Purity

≥96%(GC)

Names and Identifiers

Pubchem Sid

504759927

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504759927

Canonical Smiles

C1C2C=CC(=O)C(O1)O2

IUPAC Name

(1S,5R)-6,8-dioxabicyclo[3.2.1]oct-2-en-4-one

InChIKey

HITOXZPZGPXYHY-UJURSFKZSA-N

INCHI

1S/C6H6O3/c7-5-2-1-4-3-8-6(5)9-4/h1-2,4,6H,3H2/t4-,6+/m0/s1

Isomeric SMILES

C1[C@@H]2C=CC(=O)[C@H](O1)O2

RTECS

JG7020000

Molecular Weight

126.11

Beilstein

19(5)4,118

Reaxy-Rn

4859778

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4859778&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyrans
      • Subclass Pyranones and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyrans
• Subclass: Pyranones and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Dihydropyranones
• Alternative Parents: 1,3-dioxolanes Ketones Oxacyclic compounds Acetals Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Dihydropyranone - Meta-dioxolane - Ketone - Oxacycle - Acetal - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as dihydropyranones. These are compounds containing a hydrogenated pyran ring which bears a ketone, and contains one double bond.
• External Descriptors: anhydrohexose - deoxyketohexose

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

Associated Targets(Human)

Huh-7 (12904 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HepG2 (196354 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Light sensitive
• Refractive Index: 1.51
• Specific Rotation[α]: -566° (C=1,CHCl3)
• Flash Point(°C): 98 °C
• Boil Point(°C): 113 °C/3 mmHg
• Molecular Weight: 126.110 g/mol
• XLogP3: -0.200
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 126.032 Da
• Monoisotopic Mass: 126.032 Da
• Topological Polar Surface Area: 35.500 Ų
• Heavy Atom Count: 9
• Formal Charge: 0
• Complexity: 173.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Frequently Asked Questions

How should this product be stored?

Store at 2–8 °C. Refrigerated storage is required to maintain the specified shelf life.