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Showing NP-Card for (5s)-5-hydroxy-3,7,7-trimethylcyclohept-2-en-1-one (NP0314945)

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Record Information
Version2.0
Created at2022-09-11 13:19:35 UTC
Updated at2022-09-11 13:19:35 UTC
NP-MRD IDNP0314945
Secondary Accession NumbersNone
Natural Product Identification
Common Name(5s)-5-hydroxy-3,7,7-trimethylcyclohept-2-en-1-one
Description(5S)-5-hydroxy-3,7,7-trimethylcyclohept-2-en-1-one belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain. Based on a literature review very few articles have been published on (5S)-5-hydroxy-3,7,7-trimethylcyclohept-2-en-1-one.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0314945 ((5s)-5-hydroxy-3,7,7-trimethylcyclohept-2-en-1-one)


  Mrv1652309112215192D          

 12 12  0  0  1  0            999 V2000
    0.0861   -1.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4441   -0.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0703    0.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1133    1.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5317    1.5196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8566    1.3632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3422    2.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3709    2.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5999    1.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7834    0.2009    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5878    0.0174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2691   -0.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
  2 12  1  0  0  0  0
M  END
Download

3D MOL for NP0314945 ((5s)-5-hydroxy-3,7,7-trimethylcyclohept-2-en-1-one)

     RDKit          3D

 28 28  0  0  0  0  0  0  0  0999 V2000
    3.2869   -0.7344   -0.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8525   -0.3824   -0.3361 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9726   -1.3521   -0.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4780   -1.3637   -0.2052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9800   -2.4755   -0.4939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4180   -0.2700    0.0011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8404   -0.2782    1.4536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6885   -0.6050   -0.7989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9685    1.0689   -0.4769 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3497    1.5254    0.0595 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5189    1.2694    1.4006 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5280    1.0106   -0.7347 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3618   -1.8270   -0.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9224   -0.2955   -0.9627 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5881   -0.3392    0.8417 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4664   -2.2974    0.1621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0121   -0.7291    2.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0423    0.7145    1.8554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7147   -0.9428    1.6128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4838    0.0408   -0.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4703   -0.3639   -1.8404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8937   -1.6736   -0.6013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7343    1.8114   -0.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9156    1.0525   -1.5754 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3751    2.6471   -0.0642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7180    2.1003    1.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3868    1.6964   -0.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3130    0.9925   -1.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12  2  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  3 16  1  0
  7 17  1  0
  7 18  1  0
  7 19  1  0
  8 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
 10 25  1  1
 11 26  1  0
 12 27  1  0
 12 28  1  0
M  END
Download

3D SDF for NP0314945 ((5s)-5-hydroxy-3,7,7-trimethylcyclohept-2-en-1-one)


  Mrv1652309112215192D          

 12 12  0  0  1  0            999 V2000
    0.0861   -1.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4441   -0.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0703    0.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1133    1.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5317    1.5196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8566    1.3632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3422    2.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3709    2.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5999    1.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7834    0.2009    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5878    0.0174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2691   -0.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
  2 12  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0314945

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC(=O)C(C)(C)C[C@@H](O)C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H16O2/c1-7-4-8(11)6-10(2,3)9(12)5-7/h5,8,11H,4,6H2,1-3H3/t8-/m0/s1

> <INCHI_KEY>
BLHBDYVQEDKFOP-QMMMGPOBSA-N

> <FORMULA>
C10H16O2

> <MOLECULAR_WEIGHT>
168.236

> <EXACT_MASS>
168.115029755

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
18.85702749441046

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5S)-5-hydroxy-3,7,7-trimethylcyclohept-2-en-1-one

> <JCHEM_LOGP>
1.8862297443333342

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.80174026281236

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.162068108145476

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7274634684536947

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
48.968700000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(5S)-5-hydroxy-3,7,7-trimethylcyclohept-2-en-1-one

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0314945 ((5s)-5-hydroxy-3,7,7-trimethylcyclohept-2-en-1-one)

Download
PDB for NP0314945 ((5s)-5-hydroxy-3,7,7-trimethylcyclohept-2-en-1-one)
HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       0.161  -2.216   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.829  -0.829   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.131   0.375   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.211   1.876   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.993   2.837   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.599   2.545   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.639   3.749   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.559   3.749   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.986   1.876   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.329   0.375   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.830   0.032   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.369  -0.829   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    2                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

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3D PDB for NP0314945 ((5s)-5-hydroxy-3,7,7-trimethylcyclohept-2-en-1-one)
Download
SMILES for NP0314945 ((5s)-5-hydroxy-3,7,7-trimethylcyclohept-2-en-1-one)
CC1=CC(=O)C(C)(C)C[C@@H](O)C1
Download
INCHI for NP0314945 ((5s)-5-hydroxy-3,7,7-trimethylcyclohept-2-en-1-one)
InChI=1S/C10H16O2/c1-7-4-8(11)6-10(2,3)9(12)5-7/h5,8,11H,4,6H2,1-3H3/t8-/m0/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC10H16O2
Average Mass168.2360 Da
Monoisotopic Mass168.11503 Da
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILES
CC1=CC(=O)C(C)(C)C[C@@H](O)C1
InChI Identifier
InChI=1S/C10H16O2/c1-7-4-8(11)6-10(2,3)9(12)5-7/h5,8,11H,4,6H2,1-3H3/t8-/m0/s1
InChI KeyBLHBDYVQEDKFOP-QMMMGPOBSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassMonoterpenoids  
Direct ParentMonocyclic monoterpenoids  
Alternative Parents
Substituents
  • Monocyclic monoterpenoid
    • 

  • Cyclic ketone
    • 

  • Secondary alcohol
    • 

  • Ketone
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Alcohol
    • 

  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound163031494  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]