NP-MRD: Showing NP-Card for 12-aminododecanoic acid (NP0182019)

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Record Information

Version

2.0

Created at

2022-09-03 20:38:09 UTC

Updated at

2022-09-03 20:38:09 UTC

NP-MRD ID

NP0182019

Secondary Accession Numbers

None

Natural Product Identification

Common Name

12-aminododecanoic acid

Description

12-Aminododecanoic acid, also known as omega-aminolauric acid or 12-aminolaate, belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. 12-aminododecanoic acid was first documented in 2004 (PMID: 15261290). 12-Aminododecanoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (PMID: 16750613) (PMID: 17256367) (PMID: 17266343) (PMID: 18685217).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 40 39  0  0  0  0  0  0  0  0999 V2000
    5.2019    1.7158    0.6564 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3983    1.1237   -0.4254 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3036   -0.3411   -0.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5132   -1.1078   -1.1481 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0943   -0.6542   -1.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3700   -0.8034    0.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0786   -0.3420   -0.0751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6938   -0.5321    1.2829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1250   -0.1324    1.3960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9509   -0.9551    0.4347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4034   -0.6013    0.5130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6833    0.8232    0.1924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2856    1.2486   -1.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7700    0.4785   -1.9896 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5159    2.5866   -1.4926 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2037    1.8069    0.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0798    1.1836    1.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9284    1.3063   -1.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4201    1.6447   -0.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9566   -0.5072    0.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3488   -0.7453   -0.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4730   -2.1735   -0.7752 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0465   -1.1466   -2.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9862    0.4000   -1.5749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6000   -1.2646   -2.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8383   -0.2001    0.8427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3663   -1.8475    0.3656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5763   -0.9711   -0.8509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1643    0.7108   -0.3561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5391   -1.6164    1.5442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0433    0.0155    2.0029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3080    0.9343    1.2505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4497   -0.4364    2.4359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5644   -0.9074   -0.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8949   -2.0479    0.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7244   -0.7693    1.5691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9718   -1.2711   -0.1446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7768    1.0067    0.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2168    1.5350    0.9066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3930    2.8538   -1.9555 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 15  1  0
 13 14  2  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 15 40  1  0
M  END


  Mrv0541 05041402532D          

 15 14  0  0  0  0            999 V2000
    4.3974    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8263    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5408    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2552    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9697    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6842    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  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
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  2  0  0  0  0
 15 12  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0182019

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NCCCCCCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H25NO2/c13-11-9-7-5-3-1-2-4-6-8-10-12(14)15/h1-11,13H2,(H,14,15)

> <INCHI_KEY>
PBLZLIFKVPJDCO-UHFFFAOYSA-N

> <FORMULA>
C12H25NO2

> <MOLECULAR_WEIGHT>
215.3324

> <EXACT_MASS>
215.188529049

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
27.343043051501525

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
12-aminododecanoic acid

> <ALOGPS_LOGP>
0.25

> <JCHEM_LOGP>
0.6705149416467202

> <ALOGPS_LOGS>
-3.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.65201844098451

> <JCHEM_PKA_STRONGEST_BASIC>
10.205498588805742

> <JCHEM_POLAR_SURFACE_AREA>
63.32000000000001

> <JCHEM_REFRACTIVITY>
62.265800000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.86e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
12-aminododecanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   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   0.000   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    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   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10   14   15                                                  
CONECT   13   11                                                            
CONECT   14   12                                                            
CONECT   15   12                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

View in JSmol

Synonyms

Value	Source
12-Amino-dodecanoic acid	ChEBI
12-Aminolauric acid	ChEBI
Omega-aminododecanoic acid	ChEBI
Omega-aminolauric acid	ChEBI
12-Amino-dodecanoate	Generator
12-Aminolaate	Generator
12-Aminolaic acid	Generator
Omega-aminododecanoate	Generator
Omega-aminolaate	Generator
Omega-aminolaic acid	Generator
12-Aminododecanoate	Generator
12-Aminododecanoic acid, hydrochloride	MeSH
12-Amino-N-dodecanoic acid	MeSH

Chemical Formula

C₁₂H₂₅NO₂

Average Mass

215.3324 Da

Monoisotopic Mass

215.18853 Da

IUPAC Name

12-aminododecanoic acid

Traditional Name

12-aminododecanoic acid

CAS Registry Number

Not Available

SMILES

NCCCCCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C12H25NO2/c13-11-9-7-5-3-1-2-4-6-8-10-12(14)15/h1-11,13H2,(H,14,15)

InChI Key

PBLZLIFKVPJDCO-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Medium-chain fatty acids

Alternative Parents

Substituents

Medium-chain fatty acid
Amino fatty acid
Straight chain fatty acid
Amino acid or derivatives
Amino acid
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Primary amine
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Primary aliphatic amine
Amine
Carbonyl group
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Amino fatty acids (LMFA01100005 )

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	0.25	ALOGPS
logP	0.67	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	4.65	ChemAxon
pKa (Strongest Basic)	10.21	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	63.32 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	62.27 m³·mol⁻¹	ChemAxon
Polarizability	27.34 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

69661

PDB ID

Not Available

ChEBI ID

42025

Good Scents ID

Not Available

References

General References

Hwang YS, Chmielewski J: A unidirectional crosslinking strategy for HIV-1 protease dimerization inhibitors. Bioorg Med Chem Lett. 2004 Aug 16;14(16):4297-300. doi: 10.1016/j.bmcl.2004.05.081. [PubMed:15261290 ]
Luo N, Zhang C, Hirt DE, Husson SM: Adsorption of fluorescently labeled protein residues on poly(ethylene-co-acrylic acid) films modified with affinity functionalities. Colloids Surf B Biointerfaces. 2006 Jul 1;50(2):89-96. doi: 10.1016/j.colsurfb.2006.04.007. Epub 2006 Apr 28. [PubMed:16750613 ]
Hao J, Lu X, Lau SK, Liu S, Chua YC: Poly(ethylene terephthalate)/clay nanocomposites based on aminododecanoic acid-modified clay: effect of compatibilizer reactivity on clay dispersion. J Nanosci Nanotechnol. 2006 Dec;6(12):3981-4. doi: 10.1166/jnn.2006.653. [PubMed:17256367 ]
Raman A, Gawalt ES: Self-assembled monolayers of alkanoic acids on the native oxide surface of SS316L by solution deposition. Langmuir. 2007 Feb 27;23(5):2284-8. doi: 10.1021/la063089g. Epub 2007 Feb 1. [PubMed:17266343 ]
Asano Y, Fukuta Y, Yoshida Y, Komeda H: The screening, characterization, and use of omega-laurolactam hydrolase: a new enzymatic synthesis of 12-aminolauric acid. Biosci Biotechnol Biochem. 2008 Aug;72(8):2141-50. doi: 10.1271/bbb.80210. Epub 2008 Aug 7. [PubMed:18685217 ]
LOTUS database [Link]

Showing NP-Card for 12-aminododecanoic acid (NP0182019)

MOL for NP0182019 (12-aminododecanoic acid)

3D MOL for NP0182019 (12-aminododecanoic acid)

3D SDF for NP0182019 (12-aminododecanoic acid)

3D-SDF for NP0182019 (12-aminododecanoic acid)

PDB for NP0182019 (12-aminododecanoic acid)

3D PDB for NP0182019 (12-aminododecanoic acid)

SMILES for NP0182019 (12-aminododecanoic acid)

INCHI for NP0182019 (12-aminododecanoic acid)

Structure for NP0182019 (12-aminododecanoic acid)

3D Structure for NP0182019 (12-aminododecanoic acid)