Hmdb loader

Showing metabocard for 5-Isopropylbicyclo[3.1.0]hexan-2-one (HMDB0035229)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Show more...Show more...Show more...
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 20:10:54 UTC
Update Date2023-02-21 17:24:42 UTC
HMDB IDHMDB0035229
Secondary Accession Numbers
  • HMDB35229
Metabolite Identification
Common Name5-Isopropylbicyclo[3.1.0]hexan-2-one
Description5-Isopropylbicyclo[3.1.0]hexan-2-one belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. 5-Isopropylbicyclo[3.1.0]hexan-2-one has been detected, but not quantified in, herbs and spices and root vegetables. This could make 5-isopropylbicyclo[3.1.0]hexan-2-one a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 5-Isopropylbicyclo[3.1.0]hexan-2-one.
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0035229 (5-Isopropylbicyclo[3.1.0]hexan-2-one)

  Mrv0541 05061308192D          

 10 11  0  0  0  0            999 V2000
    0.3019    2.1386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6073    2.7198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7275    0.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2425    1.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7434    0.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1224    2.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4579    0.4737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2425    0.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4579    1.2987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4975   -0.5659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  6  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  5  1  0  0  0  0
  8  3  1  0  0  0  0
  8  7  1  0  0  0  0
  9  4  1  0  0  0  0
  9  5  1  0  0  0  0
  9  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  2  0  0  0  0
M  END
Download

3D MOL for HMDB0035229 (5-Isopropylbicyclo[3.1.0]hexan-2-one)

HMDB0035229
     RDKit          3D
5-Isopropylbicyclo[3.1.0]hexan-2-one
 24 25  0  0  0  0  0  0  0  0999 V2000
    2.2197   -0.1675    0.7261 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3183    0.3770   -0.3687 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4914   -0.4785   -1.6240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1004    0.2719    0.1276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6800   -1.0512    0.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1473   -0.8237    0.6170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4197    0.2474   -0.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4560    0.4131   -0.9544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1923    1.0624   -0.4759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6000    1.5311    0.8068 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9808   -0.8774    0.3163 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7498    0.7175    1.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6485   -0.6138    1.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5412    1.4300   -0.6068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7479   -1.4973   -1.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5833   -0.5069   -2.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3312   -0.0345   -2.2037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2056   -1.4569    1.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5256   -1.7363   -0.3933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4667   -0.5424    1.6391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6748   -1.7698    0.3782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0398    1.7243   -1.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0383    2.4176    0.8311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1422    1.3640    1.7759 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9  4  1  0
 10  4  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  3 15  1  0
  3 16  1  0
  3 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  9 22  1  0
 10 23  1  0
 10 24  1  0
M  END
Download

3D SDF for HMDB0035229 (5-Isopropylbicyclo[3.1.0]hexan-2-one)

  Mrv0541 05061308192D          

 10 11  0  0  0  0            999 V2000
    0.3019    2.1386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6073    2.7198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7275    0.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2425    1.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7434    0.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1224    2.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4579    0.4737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2425    0.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4579    1.2987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4975   -0.5659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  6  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  5  1  0  0  0  0
  8  3  1  0  0  0  0
  8  7  1  0  0  0  0
  9  4  1  0  0  0  0
  9  5  1  0  0  0  0
  9  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035229

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)C12CC1C(=O)CC2

> <INCHI_IDENTIFIER>
InChI=1S/C9H14O/c1-6(2)9-4-3-8(10)7(9)5-9/h6-7H,3-5H2,1-2H3

> <INCHI_KEY>
MDDYCNAAAZKNAJ-UHFFFAOYSA-N

> <FORMULA>
C9H14O

> <MOLECULAR_WEIGHT>
138.2069

> <EXACT_MASS>
138.10446507

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
16.064459696363546

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-(propan-2-yl)bicyclo[3.1.0]hexan-2-one

> <ALOGPS_LOGP>
1.53

> <JCHEM_LOGP>
1.9969712880000001

> <ALOGPS_LOGS>
-1.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.903360239817477

> <JCHEM_PKA_STRONGEST_BASIC>
-7.422305654380924

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
39.991

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.11e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sabinaketone

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0035229 (5-Isopropylbicyclo[3.1.0]hexan-2-one)

HMDB0035229
     RDKit          3D
5-Isopropylbicyclo[3.1.0]hexan-2-one
 24 25  0  0  0  0  0  0  0  0999 V2000
    2.2197   -0.1675    0.7261 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3183    0.3770   -0.3687 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4914   -0.4785   -1.6240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1004    0.2719    0.1276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6800   -1.0512    0.4853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1473   -0.8237    0.6170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4197    0.2474   -0.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4560    0.4131   -0.9544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1923    1.0624   -0.4759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6000    1.5311    0.8068 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9808   -0.8774    0.3163 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7498    0.7175    1.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6485   -0.6138    1.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5412    1.4300   -0.6068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7479   -1.4973   -1.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5833   -0.5069   -2.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3312   -0.0345   -2.2037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2056   -1.4569    1.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5256   -1.7363   -0.3933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4667   -0.5424    1.6391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6748   -1.7698    0.3782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0398    1.7243   -1.3402 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0383    2.4176    0.8311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1422    1.3640    1.7759 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9  4  1  0
 10  4  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  3 15  1  0
  3 16  1  0
  3 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  9 22  1  0
 10 23  1  0
 10 24  1  0
M  END
Download

PDB for HMDB0035229 (5-Isopropylbicyclo[3.1.0]hexan-2-one)

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       0.564   3.992   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.000   5.077   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.091   1.654   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.186   2.900   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.388   1.654   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.095   3.831   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.721   0.884   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.186   0.408   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.721   2.424   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.662  -1.056   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2    6                                                            
CONECT    3    4    8                                                       
CONECT    4    3    9                                                       
CONECT    5    7    9                                                       
CONECT    6    1    2    9                                                  
CONECT    7    5    8    9                                                  
CONECT    8    3    7   10                                                  
CONECT    9    4    5    6    7                                             
CONECT   10    8                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   22    0
END
Download

3D PDB for HMDB0035229 (5-Isopropylbicyclo[3.1.0]hexan-2-one)

COMPND    HMDB0035229
HETATM    1  C1  UNL     1       2.220  -0.168   0.726  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.318   0.377  -0.369  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.491  -0.479  -1.624  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.100   0.272   0.128  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.680  -1.051   0.485  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.147  -0.824   0.617  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.420   0.247  -0.364  1.00  0.00           C  
HETATM    8  O1  UNL     1      -3.456   0.413  -0.954  1.00  0.00           O  
HETATM    9  C8  UNL     1      -1.192   1.062  -0.476  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.600   1.531   0.807  1.00  0.00           C  
HETATM   11  H1  UNL     1       2.981  -0.877   0.316  1.00  0.00           H  
HETATM   12  H2  UNL     1       2.750   0.718   1.162  1.00  0.00           H  
HETATM   13  H3  UNL     1       1.649  -0.614   1.562  1.00  0.00           H  
HETATM   14  H4  UNL     1       1.541   1.430  -0.607  1.00  0.00           H  
HETATM   15  H5  UNL     1       1.748  -1.497  -1.267  1.00  0.00           H  
HETATM   16  H6  UNL     1       0.583  -0.507  -2.230  1.00  0.00           H  
HETATM   17  H7  UNL     1       2.331  -0.034  -2.204  1.00  0.00           H  
HETATM   18  H8  UNL     1      -0.206  -1.457   1.401  1.00  0.00           H  
HETATM   19  H9  UNL     1      -0.526  -1.736  -0.393  1.00  0.00           H  
HETATM   20  H10 UNL     1      -2.467  -0.542   1.639  1.00  0.00           H  
HETATM   21  H11 UNL     1      -2.675  -1.770   0.378  1.00  0.00           H  
HETATM   22  H12 UNL     1      -1.040   1.724  -1.340  1.00  0.00           H  
HETATM   23  H13 UNL     1       0.038   2.418   0.831  1.00  0.00           H  
HETATM   24  H14 UNL     1      -1.142   1.364   1.776  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3    4   14
CONECT    3   15   16   17
CONECT    4    5    9   10
CONECT    5    6   18   19
CONECT    6    7   20   21
CONECT    7    8    8    9
CONECT    9   10   22
CONECT   10   23   24
END
Download

SMILES for HMDB0035229 (5-Isopropylbicyclo[3.1.0]hexan-2-one)

CC(C)C12CC1C(=O)CC2
Download

INCHI for HMDB0035229 (5-Isopropylbicyclo[3.1.0]hexan-2-one)

InChI=1S/C9H14O/c1-6(2)9-4-3-8(10)7(9)5-9/h6-7H,3-5H2,1-2H3
Download
View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
5-(1-Methylethyl)-bicyclo(3.1.0)hexan-2-oneHMDB
5-(1-Methylethyl)-bicyclo[3.1.0]hexan-2-oneHMDB
5-(1-Methylethyl)bicyclo[3.1.0]hexan-2-one, 9ciHMDB
5-Isopropyl-bicyclo[3.1.0]hexan-2-oneHMDB
5-isopropylbicyclo(3.1.0)Hexan-2-oneHMDB
Sabina ketoneHMDB
SabinaketoneHMDB
Sabine ketoneHMDB
Chemical FormulaC9H14O
Average Molecular Weight138.2069
Monoisotopic Molecular Weight138.10446507
IUPAC Name5-(propan-2-yl)bicyclo[3.1.0]hexan-2-one
Traditional Namesabinaketone
CAS Registry Number513-20-2
SMILES
CC(C)C12CC1C(=O)CC2
InChI Identifier
InChI=1S/C9H14O/c1-6(2)9-4-3-8(10)7(9)5-9/h6-7H,3-5H2,1-2H3
InChI KeyMDDYCNAAAZKNAJ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentKetones
Alternative Parents
Substituents
  • Ketone
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Industrial applicationBiological role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point218.00 to 219.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility1064 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.509 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB013884
KNApSAcK IDC00053762
Chemspider ID83758
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound92784
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1382671
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .