CAS 504-02-9|Dihydroresorcinol|1,3 cyclohexanedione|Cyclohexane-1,3-dione|cyclohexane-1,3-dione|1,3-Dioxocyclohexane|1,3-Cyclohexanedione|1,3-环己二酮|1,3-Cyclohexanedione|二氢间苯二酚|1,3-Cyclohexa...

General Information

Structure

Molecular Formula

C₆H₈O₂

Molecular Mass

112.12652

Exact Mass

112.0524295

Charge

InChI

InChI=1S/C6H8O2/c7-5-2-1-3-6(8)4-5/h1-4H2

InChIKey

HJSLFCCWAKVHIW-UHFFFAOYSA-N

Canonic Smiles

O=C1CCCC(=O)C1

Isomeric Smiles

C1(=O)CC(=O)CCC1

Calculated Properties

JChem

LogD (pH = 7.4)

0.76

LogD (pH = 5.5)

0.82

Log P

0.82

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

8.24

Polar Surface Area

34.14

Polarizability

11.29

Molar Refractivity

28.94

LOG S

-0.19

Data Source

Names and Identifiers

Synonyms

DihydroresorcinolCyclohexane-1,3-dione1,3-Dioxocyclohexane1,3-Cyclohexanedione1,3-环己二酮1,3-Cyclohexanedione二氢间苯二酚1,3-CyclohexandioneDihydro-1,3-benzenediolHydroresorcinolNSC 57477Dihydroresorcinol1,3-Cyclohexanedionecyclohexane-1,3-dioneCyclohexane-1,3-dionecyclohexane-1,3-dione

IUPAC Traditional name

1,3 cyclohexanedione

IUPAC name

cyclohexane-1,3-dione

Names and Identifiers

Registration numbers

CAS Number

EC Number

MDL Number

Beilstein Number

PubChem SID

24892301248574771620352678144016

PubChem CID

10434

Merck Index

143178

BRENDA Database

1.1.99.261.14.13.221.1.3.181.1.1.2451.1.2.63.7.1.10

Patent number

US2005080104EP1632485US2005054534US2005272136

ACToR Database

504-02-9

PubMed Citation Links

188638145654929

BKMS React Database

144351140403

Reaxys Registry

385888

CHEBI ID

CHEBI:4010CHEBI:17766CHEBI:14050CHEBI:23473

BindingDB Database

22770

BRENDA Ligand Database

Rhea Database

MetaCyc Database

Gmelin ID

IntEnz Database

EC 1.1.99.26EC 3.7.1.10

CompTox Database

DTXSID1044433

CHEMBL

CHEMBL363919

MetaboLights Database

MTBLS2878

KEGG ID

C01066

SureChEMBL Database

SCHEMBL106541

Registration numbers

Properties

Physical Property

Pharmacology Properties

Gene Information

human ... ACHE(43), BCHE(590), CES1(1066)

Properties

Related Proteins

No Data Available

Click here to submit data

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

Apollo Scientific

OR28703

Stabilised with 1-3% sodium chloride

MP Biomedicals

02150744

Purity: ~97%
Contains 3% NaCl as stabilizer.
Reagent for fluorometric determination of aliphatic aldehydes.

Sigma Aldrich

C101605

Application
Used to prepare 2-substituted adducts, which are important intermediates for the synthesis of spirocyclopentanols,1 oxathioles,2 and triquinanes.3
Packaging
5, 100, 500 g in glass bottle

TRC

C987890

Nitisinone intermediate.

ChEBI

CHEBI:17766

A cyclohexanedione carrying oxo substituents at positions 1 and 3.

Molecule Details

References

PubChem Literature

From Data Sources

• Alqasoumi, S., et al.: Eur. J. Med. Chem., 45, 1849 (2010)

• Reacts with primary amines to give ?-amino enones, which can be aromatized to m-amino-phenols by oxidation with Hg(OAc)₂: Synthesis, 471 (1982).

• For procedures for the conversion to the mono- and bis-silyl enol ethers, using HMDS/imidazole and LDA/TMS chloride respectively, see: Synthesis, 431 (1977).

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Synonyms

IUPAC Traditional name

1,3 cyclohexanedione

IUPAC name

cyclohexane-1,3-dione

Registration numbers

CAS Number

EC Number

MDL Number

Beilstein Number

PubChem SID

24892301248574771620352678144016

PubChem CID

10434

Merck Index

143178

BRENDA Database

1.1.99.261.14.13.221.1.3.181.1.1.2451.1.2.63.7.1.10

Patent number

US2005080104EP1632485US2005054534US2005272136

ACToR Database

504-02-9

PubMed Citation Links

188638145654929

BKMS React Database

144351140403

Reaxys Registry

385888

CHEBI ID

CHEBI:4010CHEBI:17766CHEBI:14050CHEBI:23473

BindingDB Database

22770

BRENDA Ligand Database

Rhea Database

MetaCyc Database

Gmelin ID

IntEnz Database

EC 1.1.99.26EC 3.7.1.10

CompTox Database

DTXSID1044433

CHEMBL

CHEMBL363919

MetaboLights Database

KEGG ID

SureChEMBL Database

Molecule Details

OR28703

Stabilised with 1-3% sodium chloride

MP Biomedicals

02150744

Purity: ~97%
Contains 3% NaCl as stabilizer.
Reagent for fluorometric determination of aliphatic aldehydes.

Sigma Aldrich

C101605

Application
Used to prepare 2-substituted adducts, which are important intermediates for the synthesis of spirocyclopentanols,1 oxathioles,2 and triquinanes.3
Packaging
5, 100, 500 g in glass bottle

TRC

C987890

Nitisinone intermediate.

ChEBI

CHEBI:17766

A cyclohexanedione carrying oxo substituents at positions 1 and 3.

References

PubChem Literature

From Data Sources

• Alqasoumi, S., et al.: Eur. J. Med. Chem., 45, 1849 (2010)

• Reacts with primary amines to give ?-amino enones, which can be aromatized to m-amino-phenols by oxidation with Hg(OAc)₂: Synthesis, 471 (1982).

• For procedures for the conversion to the mono- and bis-silyl enol ethers, using HMDS/imidazole and LDA/TMS chloride respectively, see: Synthesis, 431 (1977).

Bioactivity

PubChem BioAssay

Properties

Physical Property

Pharmacology Properties

Gene Information

human ... ACHE(43), BCHE(590), CES1(1066)

Molecule

ID:69541