An official website of the United States government

6,7-Dehydro-7,8-dihydro-3-oxo-alpha-ionol (isomer 1)

PubChem CID
5352454
Structure
6,7-Dehydro-7,8-dihydro-3-oxo-alpha-ionol (isomer 1)_small.png
6,7-Dehydro-7,8-dihydro-3-oxo-alpha-ionol (isomer 1)_3D_Structure.png
Molecular Formula
Synonyms
  • 6,7-Dehydro-7,8-dihydro-3-oxo-.alpha.-ionol (isomer 1)
  • 3-oxo-.alpha.-retroionol II
  • JHWWVZZGBLPJPW-WUXMJOGZSA-
  • JHWWVZZGBLPJPW-UHFFFAOYSA-N
  • JHWWVZZGBLPJPW-WUXMJOGZSA-N
Molecular Weight
208.30 g/mol
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Dates
  • Create:
    2005-03-27
  • Modify:
    2025-01-18
Description
6,7-Dehydro-7,8-dihydro-3-oxo-alpha-ionol (isomer 1) has been reported in Vitis vinifera with data available.

1 Structures

1.1 2D Structure

Chemical Structure Depiction
6,7-Dehydro-7,8-dihydro-3-oxo-alpha-ionol (isomer 1).png

1.2 3D Conformer

2 Names and Identifiers

2.1 Computed Descriptors

2.1.1 IUPAC Name

(4Z)-4-(3-hydroxybutylidene)-3,5,5-trimethylcyclohex-2-en-1-one
Computed by LexiChem 2.6.6 (PubChem release 2019.06.18)

2.1.2 InChI

InChI=1S/C13H20O2/c1-9-7-11(15)8-13(3,4)12(9)6-5-10(2)14/h6-7,10,14H,5,8H2,1-4H3/b12-6+
Computed by InChI 1.0.5 (PubChem release 2019.06.18)

2.1.3 InChIKey

JHWWVZZGBLPJPW-WUXMJOGZSA-N
Computed by InChI 1.0.5 (PubChem release 2019.06.18)

2.1.4 SMILES

CC\1=CC(=O)CC(/C1=C/CC(C)O)(C)C
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)

2.2 Molecular Formula

C13H20O2
Computed by PubChem 2.1 (PubChem release 2019.06.18)

2.3 Other Identifiers

2.3.1 Nikkaji Number

2.3.2 Wikidata

2.4 Synonyms

2.4.1 Depositor-Supplied Synonyms

3 Chemical and Physical Properties

3.1 Computed Properties

Property Name
Molecular Weight
Property Value
208.30 g/mol
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
XLogP3-AA
Property Value
1.6
Reference
Computed by XLogP3 3.0 (PubChem release 2019.06.18)
Property Name
Hydrogen Bond Donor Count
Property Value
1
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Hydrogen Bond Acceptor Count
Property Value
2
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Rotatable Bond Count
Property Value
2
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Exact Mass
Property Value
208.146329876 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Monoisotopic Mass
Property Value
208.146329876 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Topological Polar Surface Area
Property Value
37.3 Ų
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Heavy Atom Count
Property Value
15
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
321
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
1
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
1
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2019.01.04)

3.2 Experimental Properties

3.2.1 Kovats Retention Index

1 of 2
Semi-standard non-polar
1721 , 1684 , 1700 , 1782 , 1757 , 1698 , 1738
Standard polar
2685 , 2660 , 2715 , 2720 , 2846 , 2854 , 2797 , 2829 , 2846 , 2850 , 2752 , 2890
2 of 2
Standard polar
2894

4 Spectral Information

4.1 1D NMR Spectra

1D NMR Spectra

4.1.1 13C NMR Spectra

1 of 2
Copyright
Copyright © 2016-2024 W. Robien, Inst. of Org. Chem., Univ. of Vienna. All Rights Reserved.
Thumbnail
Thumbnail
2 of 2
Copyright
Copyright © 2016-2024 W. Robien, Inst. of Org. Chem., Univ. of Vienna. All Rights Reserved.
Thumbnail
Thumbnail

4.2 Mass Spectrometry

4.2.1 GC-MS

1 of 2
Source of Spectrum
B-42-2082-7
Copyright
Copyright © 2020-2024 John Wiley & Sons, Inc. All Rights Reserved.
Thumbnail
Thumbnail
2 of 2
Source of Spectrum
B-42-2082-7
Copyright
Copyright © 2020-2024 John Wiley & Sons, Inc. All Rights Reserved.
Thumbnail
Thumbnail

6 Literature

6.1 Consolidated References

6.2 Chemical Co-Occurrences in Literature

7 Taxonomy

The LOTUS Initiative for Open Natural Products Research: frozen dataset union wikidata (with metadata) | DOI:10.5281/zenodo.5794106

8 Classification

8.1 LOTUS Tree

8.2 MolGenie Organic Chemistry Ontology

9 Information Sources

  1. Japan Chemical Substance Dictionary (Nikkaji)
  2. LOTUS - the natural products occurrence database
    LICENSE
    The code for LOTUS is released under the GNU General Public License v3.0.
    https://lotus.nprod.net/
    6,7-Dehydro-7,8-dihydro-3-oxo-alpha-ionol (isomer 1)
    https://www.wikidata.org/wiki/Q105128562
  3. NIST Mass Spectrometry Data Center
    LICENSE
    Data covered by the Standard Reference Data Act of 1968 as amended.
    https://www.nist.gov/srd/public-law
    6,7-Dehydro-7,8-dihydro-3-oxo-.alpha.-ionol (isomer 1)
    http://www.nist.gov/srd/nist1a.cfm
  4. NMRShiftDB
  5. SpectraBase
    4-(3-HYDROXYLBUTYLIDENE)-3,5,5-TRIMETHYL-2-CYCLOHEXENE-1-ONE
    https://spectrabase.com/spectrum/A6v0Beo4tHQ
    (4E)-3,5,5-trimethyl-4-(3-oxidanylbutylidene)cyclohex-2-en-1-one
    https://spectrabase.com/spectrum/LV9429oLddb
    (4E)-3,5,5-trimethyl-4-(3-oxidanylbutylidene)cyclohex-2-en-1-one
    https://spectrabase.com/spectrum/1JSzA9AWDpn
  6. Wikidata
    6,7-Dehydro-7,8-dihydro-3-oxo-alpha-ionol (isomer 1)
    https://www.wikidata.org/wiki/Q105128562
  7. PubChem
  8. MolGenie
    MolGenie Organic Chemistry Ontology
    https://github.com/MolGenie/ontology/
CONTENTS