NP-MRD: Showing NP-Card for 12-methyl-1-oxacyclododecan-2-one (NP0320354)

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Record Information

Version

2.0

Created at

2022-09-11 21:57:27 UTC

Updated at

2022-09-11 21:57:27 UTC

NP-MRD ID

NP0320354

Secondary Accession Numbers

None

Natural Product Identification

Common Name

12-methyl-1-oxacyclododecan-2-one

Description

11-Dodecanolide 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. Thus, 11-dodecanolide is considered to be a fatty ester. 12-methyl-1-oxacyclododecan-2-one is found in Euploea sylvester. 12-methyl-1-oxacyclododecan-2-one was first documented in 2017 (PMID: 28792049). Based on a literature review very few articles have been published on 11-dodecanolide.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 36 36  0  0  0  0  0  0  0  0999 V2000
   -2.4931    1.1853    0.7966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1346    0.6668   -0.5794 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4450   -0.8040   -0.7349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8171   -1.6949    0.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3602   -1.5202    0.4901 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5169   -1.9883   -0.6351 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9513   -1.8731   -0.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3345   -0.6266    0.4677 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2828    0.6176   -0.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0627    1.8453    0.4399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5908    2.2773    0.4596 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0158    1.9343   -0.8679 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4046    2.6993   -1.7909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8271    0.8844   -0.9473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2306    2.2603    0.8313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6135    1.1691    0.9443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0766    0.6158    1.6233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8832    1.1722   -1.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5582   -0.9453   -0.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1925   -1.0777   -1.7805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9672   -2.7518   -0.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3578   -1.6664    1.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1294   -0.5044    0.7974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0938   -2.1725    1.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2995   -3.0912   -0.7588 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2747   -1.5423   -1.6130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2200   -2.7356    0.3818 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5551   -1.9120   -1.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8062   -0.4619    1.4182 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4169   -0.7640    0.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2596    0.7149   -0.9188 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4740    0.5511   -1.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6350    2.6774   -0.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4164    1.6416    1.4690 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0775    1.8278    1.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5857    3.3918    0.5876 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  2  0
 12 14  1  0
 14  2  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  6
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
M  END

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       2.667   3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    2                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₂₂O₂

Average Mass

198.3060 Da

Monoisotopic Mass

198.16198 Da

IUPAC Name

12-methyl-1-oxacyclododecan-2-one

Traditional Name

12-methyl-1-oxacyclododecan-2-one

CAS Registry Number

Not Available

SMILES

CC1CCCCCCCCCC(=O)O1

InChI Identifier

InChI=1S/C12H22O2/c1-11-9-7-5-3-2-4-6-8-10-12(13)14-11/h11H,2-10H2,1H3

InChI Key

IBLSRZGJYAOPLB-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
Euploea sylvester	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

Lactones (LMFA07040038 )

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	3.68	ChemAxon
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	56.93 m³·mol⁻¹	ChemAxon
Polarizability	23.57 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

473148

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

543499

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Peram PS, Vences M, Schulz S: A synthetic dodecanolide library for the identification of putative semiochemicals emitted by mantellid frogs. Org Biomol Chem. 2017 Aug 23;15(33):6967-6977. doi: 10.1039/c7ob00849j. [PubMed:28792049 ]
LOTUS database [Link]

Showing NP-Card for 12-methyl-1-oxacyclododecan-2-one (NP0320354)

MOL for NP0320354 (12-methyl-1-oxacyclododecan-2-one)

3D MOL for NP0320354 (12-methyl-1-oxacyclododecan-2-one)

3D SDF for NP0320354 (12-methyl-1-oxacyclododecan-2-one)

3D-SDF for NP0320354 (12-methyl-1-oxacyclododecan-2-one)

PDB for NP0320354 (12-methyl-1-oxacyclododecan-2-one)

3D PDB for NP0320354 (12-methyl-1-oxacyclododecan-2-one)

SMILES for NP0320354 (12-methyl-1-oxacyclododecan-2-one)

INCHI for NP0320354 (12-methyl-1-oxacyclododecan-2-one)

Structure for NP0320354 (12-methyl-1-oxacyclododecan-2-one)

3D Structure for NP0320354 (12-methyl-1-oxacyclododecan-2-one)