NP-MRD: Showing NP-Card for Lauroyl diethanolamide (NP0338483)

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Record Information

Version

2.0

Created at

2024-09-11 15:41:21 UTC

Updated at

2024-09-11 15:41:21 UTC

NP-MRD ID

NP0338483

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Lauroyl diethanolamide

Description

Lauroyl diethanolamide, also known as clindrol or lauramide dea, belongs to the class of organic compounds known as n-acyl amines. N-acyl amines are compounds containing a fatty acid moiety linked to an amine group through an ester linkage. Thus, lauroyl diethanolamide is considered to be a fatty amide lipid molecule. Lauroyl diethanolamide is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL SDF PDB SMILES InChI

  Mrv0541 05061306282D          

 20 19  0  0  0  0            999 V2000
    4.7759    3.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4176    3.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8291    4.0910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5991    3.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2407    4.3132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0106    4.0169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6522    4.5355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4222    4.2391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0638    4.7577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8337    4.4614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8869    5.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3736    3.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6568    4.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1435    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4753    4.9800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2453    4.6837    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2984    5.4245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2718    2.7574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3470    5.7950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  0  0  0  0
 17 13  1  0  0  0  0
 17 16  1  0  0  0  0
 18 14  1  0  0  0  0
 19 15  1  0  0  0  0
 20 16  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0338483

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCC(=O)N(CCO)CCO

> <INCHI_IDENTIFIER>
InChI=1S/C16H33NO3/c1-2-3-4-5-6-7-8-9-10-11-16(20)17(12-14-18)13-15-19/h18-19H,2-15H2,1H3

> <INCHI_KEY>
AOMUHOFOVNGZAN-UHFFFAOYSA-N

> <FORMULA>
C16H33NO3

> <MOLECULAR_WEIGHT>
287.4381

> <EXACT_MASS>
287.246043927

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
36.16423084716993

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N,N-bis(2-hydroxyethyl)dodecanamide

> <ALOGPS_LOGP>
3.67

> <JCHEM_LOGP>
2.7385136113333335

> <ALOGPS_LOGS>
-3.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.875367781557003

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.27309555855313

> <JCHEM_PKA_STRONGEST_BASIC>
-0.06372770374714187

> <JCHEM_POLAR_SURFACE_AREA>
60.77

> <JCHEM_REFRACTIVITY>
82.87979999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.25e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N,N-bis(2-hydroxyethyl)dodecanamide

> <JCHEM_VEBER_RULE>
0

$$$$

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       8.915   6.254   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.113   7.222   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.550   6.668   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.748   7.637   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.185   7.083   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.383   8.051   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      16.820   7.498   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.017   8.466   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.455   7.913   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.652   8.881   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.090   8.328   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      25.922   9.711   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      24.964   7.222   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      27.359   9.158   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      26.401   6.668   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      23.287   9.296   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      24.725   8.743   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0      28.557  10.126   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      26.641   5.147   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      23.048  10.817   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
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   16                                                       
CONECT   12   14   17                                                       
CONECT   13   15   17                                                       
CONECT   14   12   18                                                       
CONECT   15   13   19                                                       
CONECT   16   11   17   20                                                  
CONECT   17   12   13   16                                                  
CONECT   18   14                                                            
CONECT   19   15                                                            
CONECT   20   16                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

View in JSmol

Synonyms

Value	Source
Clindrol	HMDB
Lauramide dea	HMDB
Lauric diethanolamide	HMDB
Lauryl diethanolamide	HMDB
N,N-Bis(2-hydroxyethyl)dodecanamide, 9ci. N,N-bis(2-hydroxyethyl)lauramide	HMDB
Lauramide diethanolamine	MeSH
Lauric acid diethanolamide	MeSH

Chemical Formula

C₁₆H₃₃NO₃

Average Mass

287.4381 Da

Monoisotopic Mass

287.24604 Da

IUPAC Name

N,N-bis(2-hydroxyethyl)dodecanamide

Traditional Name

N,N-bis(2-hydroxyethyl)dodecanamide

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCC(=O)N(CCO)CCO

InChI Identifier

InChI=1S/C16H33NO3/c1-2-3-4-5-6-7-8-9-10-11-16(20)17(12-14-18)13-15-19/h18-19H,2-15H2,1H3

InChI Key

AOMUHOFOVNGZAN-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl amines. N-acyl amines are compounds containing a fatty acid moiety linked to an amine group through an ester linkage.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty amides

Direct Parent

N-acyl amines

Alternative Parents

Substituents

N-acyl-amine
Tertiary carboxylic acid amide
Carboxamide group
Alkanolamine
Carboxylic acid derivative
Alcohol
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	3.67	ALOGPS
logP	2.74	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	15.27	ChemAxon
pKa (Strongest Basic)	-0.064	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	60.77 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	82.88 m³·mol⁻¹	ChemAxon
Polarizability	36.16 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

HMDB0032358

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB009690

KNApSAcK ID

Not Available

Chemspider ID

8123

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

8430

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Lauroyl diethanolamide (NP0338483)

MOL for NP0338483 (Lauroyl diethanolamide)

3D MOL for NP0338483 (Lauroyl diethanolamide)

3D SDF for NP0338483 (Lauroyl diethanolamide)

3D-SDF for NP0338483 (Lauroyl diethanolamide)

PDB for NP0338483 (Lauroyl diethanolamide)

3D PDB for NP0338483 (Lauroyl diethanolamide)

SMILES for NP0338483 (Lauroyl diethanolamide)

INCHI for NP0338483 (Lauroyl diethanolamide)

Structure for NP0338483 (Lauroyl diethanolamide)

3D Structure for NP0338483 (Lauroyl diethanolamide)