NP-MRD: Showing NP-Card for 13-methyl-1-oxacyclotetradecan-2-one (NP0250015)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 12:44:18 UTC

Updated at

2022-09-07 12:44:18 UTC

NP-MRD ID

NP0250015

Secondary Accession Numbers

None

Natural Product Identification

Common Name

13-methyl-1-oxacyclotetradecan-2-one

Description

12-Methyl-13-tridecanolide, also known as palmitic acid, iso octyl ester or 6-methylheptyl palmitate, belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. 12-Methyl-13-tridecanolide is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 12-Methyl-13-tridecanolide has been detected, but not quantified in, a few different foods, such as fats and oils, green vegetables, and herbs and spices. 13-methyl-1-oxacyclotetradecan-2-one is found in Angelica archangelica. This could make 12-methyl-13-tridecanolide a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 42  0  0  0  0  0  0  0  0999 V2000
    3.6419    0.1657   -0.6582 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1663    0.2987   -0.2575 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8933   -0.4648    0.9834 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4801   -1.8683    0.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1602   -2.3377   -0.5324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2641   -2.1224   -0.9629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1895   -1.7985    0.1740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5737   -1.5820   -0.4236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2177   -0.3194    0.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6422    0.8989   -0.5528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2125    1.9202    0.4798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9467    2.6545    0.0183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0106    2.7994    1.1425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2451    3.6648    2.0155 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1238    1.9764    1.1629 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9736    1.7787    0.0470 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8011   -0.6006   -1.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0096    1.1320   -1.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2219   -0.0276    0.2620 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5095    0.0660   -1.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0918    0.0917    1.5529 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8019   -0.3621    1.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3029   -2.5232    1.2436 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5988   -2.1075    1.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8110   -1.9388   -1.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3212   -3.4571   -0.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3560   -1.3137   -1.7166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6971   -3.0348   -1.4698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9341   -0.8893    0.7198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2796   -2.6374    0.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2192   -2.4622   -0.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5002   -1.3932   -1.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2913   -0.3575   -0.1078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0514   -0.3007    1.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7487    0.6569   -1.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3731    1.3868   -1.2306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0226    2.6607    0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9687    1.4019    1.4316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5155    2.1219   -0.8492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2628    3.6588   -0.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9533    2.2620    0.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6392    2.3027   -0.8545 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16  2  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  6
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 16 41  1  0
 16 42  1  0
M  END


  Mrv0541 05061305422D          

 16 16  0  0  0  0            999 V2000
   -0.3572    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006   -1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -2.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    2.6812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    1.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 13  1  1  0  0  0  0
 13 10  1  0  0  0  0
 13 12  1  0  0  0  0
 14 11  1  0  0  0  0
 15 14  2  0  0  0  0
 16 12  1  0  0  0  0
 16 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0250015

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CCCCCCCCCCC(=O)OC1

> <INCHI_IDENTIFIER>
InChI=1S/C14H26O2/c1-13-10-8-6-4-2-3-5-7-9-11-14(15)16-12-13/h13H,2-12H2,1H3

> <INCHI_KEY>
NFNWPPOMMYDNFQ-UHFFFAOYSA-N

> <FORMULA>
C14H26O2

> <MOLECULAR_WEIGHT>
226.355

> <EXACT_MASS>
226.193280076

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
27.31503513214281

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
13-methyl-1-oxacyclotetradecan-2-one

> <ALOGPS_LOGP>
5.11

> <JCHEM_LOGP>
4.5156421170000005

> <ALOGPS_LOGS>
-5.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.033315240715724

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
66.1887

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.22e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
13-methyl-1-oxacyclotetradecan-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

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      -0.667   1.155   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.668  -3.465   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.668  -1.925   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.334  -4.235   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.002  -1.155   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.001  -3.465   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.002   0.385   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.001  -1.925   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.668   1.155   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.667  -1.155   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.668   2.695   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.001   1.155   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.667   0.385   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.334   3.465   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.334   5.005   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       2.001   2.695   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   13                                                       
CONECT   11    9   14                                                       
CONECT   12   13   16                                                       
CONECT   13    1   10   12                                                  
CONECT   14   11   15   16                                                  
CONECT   15   14                                                            
CONECT   16   12   14                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

View in JSmol

Synonyms

Value	Source
13-Methyloxacyclotetradecan-2-one	HMDB
6-Methylheptyl palmitate	HMDB
Hexadecanoic acid isooctyl ester	HMDB
Isooctyl palmitate	HMDB
Palmitic acid, iso octyl ester	HMDB
Palmitic acid, isooctyl ester	HMDB
Palmitic acid, isooctyl ester (8ci)	HMDB
12-Methyl-13-tridecanolide	MeSH

Chemical Formula

C₁₄H₂₆O₂

Average Mass

226.3550 Da

Monoisotopic Mass

226.19328 Da

IUPAC Name

13-methyl-1-oxacyclotetradecan-2-one

Traditional Name

13-methyl-1-oxacyclotetradecan-2-one

CAS Registry Number

Not Available

SMILES

CC1CCCCCCCCCCC(=O)OC1

InChI Identifier

InChI=1S/C14H26O2/c1-13-10-8-6-4-2-3-5-7-9-11-14(15)16-12-13/h13H,2-12H2,1H3

InChI Key

NFNWPPOMMYDNFQ-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
Angelica archangelica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Not Available

Direct Parent

Macrolides and analogues

Alternative Parents

Substituents

Macrolide
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	5.11	ALOGPS
logP	4.52	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	66.19 m³·mol⁻¹	ChemAxon
Polarizability	27.32 Å³	ChemAxon
Number of Rings	1	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

HMDB0031073

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB003075

KNApSAcK ID

Not Available

Chemspider ID

465738

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

534607

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 13-methyl-1-oxacyclotetradecan-2-one (NP0250015)

MOL for NP0250015 (13-methyl-1-oxacyclotetradecan-2-one)

3D MOL for NP0250015 (13-methyl-1-oxacyclotetradecan-2-one)

3D SDF for NP0250015 (13-methyl-1-oxacyclotetradecan-2-one)

3D-SDF for NP0250015 (13-methyl-1-oxacyclotetradecan-2-one)

PDB for NP0250015 (13-methyl-1-oxacyclotetradecan-2-one)

3D PDB for NP0250015 (13-methyl-1-oxacyclotetradecan-2-one)

SMILES for NP0250015 (13-methyl-1-oxacyclotetradecan-2-one)

INCHI for NP0250015 (13-methyl-1-oxacyclotetradecan-2-one)

Structure for NP0250015 (13-methyl-1-oxacyclotetradecan-2-one)

3D Structure for NP0250015 (13-methyl-1-oxacyclotetradecan-2-one)