NP-MRD: Showing NP-Card for 6-hydroxy-2,6-dimethyloct-7-en-4-one (NP0195908)

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Record Information

Version

2.0

Created at

2022-09-04 13:52:11 UTC

Updated at

2022-09-04 13:52:11 UTC

NP-MRD ID

NP0195908

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-hydroxy-2,6-dimethyloct-7-en-4-one

Description

(+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one belongs to the class of organic compounds known as beta-hydroxy ketones. These are ketones containing a hydroxyl group attached to the beta-carbon atom, relative to the C=O group (+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, (+)-6-Hydroxy-2,6-dimethyl-7-octen-4-one has been detected, but not quantified in, citrus. 6-hydroxy-2,6-dimethyloct-7-en-4-one is found in Zanthoxylum armatum. This could make (+)-6-hydroxy-2,6-dimethyl-7-octen-4-one a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 30 29  0  0  0  0  0  0  0  0999 V2000
   -3.7327   -1.2742   -0.4708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3778   -0.0401   -0.8035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2041    0.5566   -0.0362 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5357    0.3654    1.4033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1868    1.9065   -0.3214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0150   -0.1985   -0.5389 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2603    0.0684    0.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2975    0.0985    1.3414 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5269    0.3088   -0.6075 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7042   -0.3991   -0.0236 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9055   -0.0377   -0.8781 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9600   -0.1088    1.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5730   -1.7527   -0.9923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2555   -1.8777    0.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8914    0.4988   -1.5797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6283   -0.6577    1.7563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8980    0.9301    2.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5599    0.8372    1.5476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2342    2.0790   -1.2929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2622   -1.2914   -0.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9173    0.0613   -1.6260 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7817    1.3970   -0.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4399    0.0144   -1.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6096   -1.5280   -0.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8194   -0.5826   -0.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1045    1.0468   -0.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6727   -0.2050   -1.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5664   -0.9480    2.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5609    0.8579    1.7614 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0621   -0.1253    1.5842 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10 12  1  0
 10  9  1  0
  9  7  1  0
  7  8  2  0
  7  6  1  0
  6  3  1  0
  3  4  1  0
  3  5  1  1
  3  2  1  0
  2  1  2  3
 11 25  1  0
 11 26  1  0
 11 27  1  0
 10 24  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
  9 22  1  0
  9 23  1  0
  6 20  1  0
  6 21  1  0
  4 16  1  0
  4 17  1  0
  4 18  1  0
  5 19  1  0
  2 15  1  0
  1 13  1  0
  1 14  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       2.874   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.127  -6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.461  -3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.080   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.540   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.206  -3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.540  -1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.127  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.206  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.127  -1.540   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2    8                                                            
CONECT    3    8                                                            
CONECT    4   10                                                            
CONECT    5    1   10                                                       
CONECT    6    8    9                                                       
CONECT    7    9   10                                                       
CONECT    8    2    3    6                                                  
CONECT    9    6    7   11                                                  
CONECT   10    4    5    7   12                                             
CONECT   11    9                                                            
CONECT   12   10                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₀H₁₈O₂

Average Mass

170.2487 Da

Monoisotopic Mass

170.13068 Da

IUPAC Name

6-hydroxy-2,6-dimethyloct-7-en-4-one

Traditional Name

6-hydroxy-2,6-dimethyloct-7-en-4-one

CAS Registry Number

Not Available

SMILES

CC(C)CC(=O)CC(C)(O)C=C

InChI Identifier

InChI=1S/C10H18O2/c1-5-10(4,12)7-9(11)6-8(2)3/h5,8,12H,1,6-7H2,2-4H3

InChI Key

HPKAJXIDKBSLHJ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Zanthoxylum armatum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta-hydroxy ketones. These are ketones containing a hydroxyl group attached to the beta-carbon atom, relative to the C=O group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Beta-hydroxy ketones

Alternative Parents

Substituents

Beta-hydroxy ketone
Tertiary alcohol
Organic oxide
Hydrocarbon derivative
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.59	ALOGPS
logP	2.03	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	14.52	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	49.84 m³·mol⁻¹	ChemAxon
Polarizability	19.76 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0039149

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB018669

KNApSAcK ID

Not Available

Chemspider ID

455707

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

522417

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6-hydroxy-2,6-dimethyloct-7-en-4-one (NP0195908)

MOL for NP0195908 (6-hydroxy-2,6-dimethyloct-7-en-4-one)

3D MOL for NP0195908 (6-hydroxy-2,6-dimethyloct-7-en-4-one)

3D SDF for NP0195908 (6-hydroxy-2,6-dimethyloct-7-en-4-one)

3D-SDF for NP0195908 (6-hydroxy-2,6-dimethyloct-7-en-4-one)

PDB for NP0195908 (6-hydroxy-2,6-dimethyloct-7-en-4-one)

3D PDB for NP0195908 (6-hydroxy-2,6-dimethyloct-7-en-4-one)

SMILES for NP0195908 (6-hydroxy-2,6-dimethyloct-7-en-4-one)

INCHI for NP0195908 (6-hydroxy-2,6-dimethyloct-7-en-4-one)

Structure for NP0195908 (6-hydroxy-2,6-dimethyloct-7-en-4-one)

3D Structure for NP0195908 (6-hydroxy-2,6-dimethyloct-7-en-4-one)