NP-MRD: Showing NP-Card for (1S*,3R*,5R*)-3-methyl-2-oxabicyclo[3.3.1]nonan-7-one (NP0043192)

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Record Information

Version

1.0

Created at

2021-06-21 00:40:01 UTC

Updated at

2021-06-30 00:18:44 UTC

NP-MRD ID

NP0043192

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1S*,3R*,5R*)-3-methyl-2-oxabicyclo[3.3.1]nonan-7-one

Provided By

JEOL Database JEOL Logo

Description

CHEMBL2332884 belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms. (1S*,3R*,5R*)-3-methyl-2-oxabicyclo[3.3.1]nonan-7-one is found in Cedrus deodara. It was first documented in 2013 (Kumar, M., et al.). Based on a literature review very few articles have been published on CHEMBL2332884.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306222119172D          

 13 14  0  0  1  0            999 V2000
    1.5335    1.9562    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5335    1.1312    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7713    0.8155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4555    0.0533    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3695    0.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7713   -0.7089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5335   -1.0246    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5335   -1.8496    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2957   -0.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6114    0.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4364    0.0533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2957    0.8155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8029    0.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  2 12  1  0  0  0  0
  7 13  1  0  0  0  0
  2 13  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043192

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12C[C@@H](C)O[C@]([H])(CC(=O)C1)C2

> <INCHI_IDENTIFIER>
InChI=1S/C9H14O2/c1-6-2-7-3-8(10)5-9(4-7)11-6/h6-7,9H,2-5H2,1H3/t6-,7+,9+/m1/s1

> <INCHI_KEY>
YKGNHOUXMGLMIS-FJXKBIBVSA-N

> <FORMULA>
C9H14O2

> <MOLECULAR_WEIGHT>
154.209

> <EXACT_MASS>
154.099379691

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
16.759407304084654

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3R,5R)-3-methyl-2-oxabicyclo[3.3.1]nonan-7-one

> <ALOGPS_LOGP>
1.17

> <JCHEM_LOGP>
1.1305709393333334

> <ALOGPS_LOGS>
-1.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.76204211984213

> <JCHEM_PKA_STRONGEST_BASIC>
-4.167300631772398

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
41.7499

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.89e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3R,5R)-3-methyl-2-oxabicyclo[3.3.1]nonan-7-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 22-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-21         0                                  
HETATM    1  H   UNK     0       2.862   3.652   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       2.862   2.112   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.440   1.522   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.850   0.099   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.690   0.099   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.440  -1.323   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.862  -1.913   0.000  0.00  0.00           C+0
HETATM    8  H   UNK     0       2.862  -3.453   0.000  0.00  0.00           H+0
HETATM    9  C   UNK     0       4.285  -1.323   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.875   0.099   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       6.415   0.099   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.285   1.522   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.365   0.099   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   12   13                                             
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8    9   13                                             
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    2                                                       
CONECT   13    7    2                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   28    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₉H₁₄O₂

Average Mass

154.2090 Da

Monoisotopic Mass

154.09938 Da

IUPAC Name

(1S,3R,5R)-3-methyl-2-oxabicyclo[3.3.1]nonan-7-one

Traditional Name

(1S,3R,5R)-3-methyl-2-oxabicyclo[3.3.1]nonan-7-one

CAS Registry Number

Not Available

SMILES

[H]C([H])([H])[C@@]1([H])O[C@]2([H])C([H])([H])C(=O)C([H])([H])[C@]([H])(C1([H])[H])C2([H])[H]

InChI Identifier

InChI=1S/C9H14O2/c1-6-2-7-3-8(10)5-9(4-7)11-6/h6-7,9H,2-5H2,1H3/t6-,7+,9+/m1/s1

InChI Key

YKGNHOUXMGLMIS-FJXKBIBVSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Cedrus deodara	JEOL database	Kumar, M., et al, J. Nat. Prod. 76, 194 (2013)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxanes

Sub Class

Not Available

Direct Parent

Oxanes

Alternative Parents

Substituents

Oxane
Cyclic ketone
Ketone
Oxacycle
Ether
Dialkyl ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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	1.17	ALOGPS
logP	1.13	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	18.76	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	41.75 m³·mol⁻¹	ChemAxon
Polarizability	16.76 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

28637709

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71578566

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kumar, M., et al. (2013). Kumar, M., et al, J. Nat. Prod. 76, 194 (2013). J. Nat. Prod..

Showing NP-Card for (1S*,3R*,5R*)-3-methyl-2-oxabicyclo[3.3.1]nonan-7-one (NP0043192)

MOL for NP0043192 ((1S*,3R*,5R*)-3-methyl-2-oxabicyclo[3.3.1]nonan-7-one)

3D MOL for NP0043192 ((1S*,3R*,5R*)-3-methyl-2-oxabicyclo[3.3.1]nonan-7-one)

3D SDF for NP0043192 ((1S*,3R*,5R*)-3-methyl-2-oxabicyclo[3.3.1]nonan-7-one)

3D-SDF for NP0043192 ((1S*,3R*,5R*)-3-methyl-2-oxabicyclo[3.3.1]nonan-7-one)

PDB for NP0043192 ((1S*,3R*,5R*)-3-methyl-2-oxabicyclo[3.3.1]nonan-7-one)

3D PDB for NP0043192 ((1S*,3R*,5R*)-3-methyl-2-oxabicyclo[3.3.1]nonan-7-one)

SMILES for NP0043192 ((1S*,3R*,5R*)-3-methyl-2-oxabicyclo[3.3.1]nonan-7-one)

INCHI for NP0043192 ((1S*,3R*,5R*)-3-methyl-2-oxabicyclo[3.3.1]nonan-7-one)

Structure for NP0043192 ((1S*,3R*,5R*)-3-methyl-2-oxabicyclo[3.3.1]nonan-7-one)

3D Structure for NP0043192 ((1S*,3R*,5R*)-3-methyl-2-oxabicyclo[3.3.1]nonan-7-one)

Showing NP-Card for (1S,3R,5R*)-3-methyl-2-oxabicyclo[3.3.1]nonan-7-one (NP0043192)

MOL for NP0043192 ((1S,3R,5R*)-3-methyl-2-oxabicyclo[3.3.1]nonan-7-one)

3D MOL for NP0043192 ((1S,3R,5R*)-3-methyl-2-oxabicyclo[3.3.1]nonan-7-one)

3D SDF for NP0043192 ((1S,3R,5R*)-3-methyl-2-oxabicyclo[3.3.1]nonan-7-one)

3D-SDF for NP0043192 ((1S,3R,5R*)-3-methyl-2-oxabicyclo[3.3.1]nonan-7-one)

PDB for NP0043192 ((1S,3R,5R*)-3-methyl-2-oxabicyclo[3.3.1]nonan-7-one)

3D PDB for NP0043192 ((1S,3R,5R*)-3-methyl-2-oxabicyclo[3.3.1]nonan-7-one)

SMILES for NP0043192 ((1S,3R,5R*)-3-methyl-2-oxabicyclo[3.3.1]nonan-7-one)

INCHI for NP0043192 ((1S,3R,5R*)-3-methyl-2-oxabicyclo[3.3.1]nonan-7-one)

Structure for NP0043192 ((1S,3R,5R*)-3-methyl-2-oxabicyclo[3.3.1]nonan-7-one)

3D Structure for NP0043192 ((1S,3R,5R*)-3-methyl-2-oxabicyclo[3.3.1]nonan-7-one)