NP-MRD: Showing NP-Card for alpha-Cephalin (NP0046329)

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Record Information

Version

2.0

Created at

2022-03-17 19:56:17 UTC

Updated at

2022-03-17 19:56:17 UTC

NP-MRD ID

NP0046329

Secondary Accession Numbers

None

Natural Product Identification

Common Name

alpha-Cephalin

Description

Alpha-Cephalin, also known as α-cephalin, belongs to the class of organic compounds known as phosphatidylethanolamines. These are glycerophosphoetahnolamines in which two fatty acids are bonded to the glycerol moiety through ester linkages. Alpha-Cephalin is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004241522492D          

 19 18  0  0  0  0            999 V2000
   -0.7145   -0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.9039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.7289    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -4.7289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -4.7289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -5.5539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.2039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  6 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0046329

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OCC(COP(O)(=O)OCCN)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H18NO8P/c1-7(11)15-5-9(18-8(2)12)6-17-19(13,14)16-4-3-10/h9H,3-6,10H2,1-2H3,(H,13,14)

> <INCHI_KEY>
CFWRDBDJAOHXSH-UHFFFAOYSA-N

> <FORMULA>
C9H18NO8P

> <MOLECULAR_WEIGHT>
299.216

> <EXACT_MASS>
299.077003542

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
27.267676822197053

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-aminoethoxy)[2,3-bis(acetyloxy)propoxy]phosphinic acid

> <ALOGPS_LOGP>
-1.40

> <JCHEM_LOGP>
-2.5089416248641703

> <ALOGPS_LOGS>
-1.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8688003263394277

> <JCHEM_PKA_STRONGEST_BASIC>
9.999929336362278

> <JCHEM_POLAR_SURFACE_AREA>
134.38

> <JCHEM_REFRACTIVITY>
62.124100000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.24e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-aminoethoxy(2,3-bis(acetyloxy)propoxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -1.334  -0.357   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -1.897   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.667  -2.667   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -0.000  -2.667   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.000  -4.207   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -4.977   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -6.517   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.667  -7.287   0.000  0.00  0.00           O+0
HETATM    9  P   UNK     0       2.667  -8.827   0.000  0.00  0.00           P+0
HETATM   10  O   UNK     0       1.127  -8.827   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       4.207  -8.827   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.667 -10.367   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.001 -11.137   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001 -12.677   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       5.335 -13.447   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0       2.667  -4.207   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.667  -2.667   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.334  -1.897   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       4.001  -1.897   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   16                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16    6   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

View in JSmol

Synonyms

Value	Source
a-Cephalin	Generator
Α-cephalin	Generator

Chemical Formula

C₉H₁₈NO₈P

Average Mass

299.2160 Da

Monoisotopic Mass

299.07700 Da

IUPAC Name

(2-aminoethoxy)[2,3-bis(acetyloxy)propoxy]phosphinic acid

Traditional Name

2-aminoethoxy(2,3-bis(acetyloxy)propoxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

CC(=O)OCC(COP(O)(=O)OCCN)OC(C)=O

InChI Identifier

InChI=1S/C9H18NO8P/c1-7(11)15-5-9(18-8(2)12)6-17-19(13,14)16-4-3-10/h9H,3-6,10H2,1-2H3,(H,13,14)

InChI Key

CFWRDBDJAOHXSH-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Arachis hypogaea	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Linum usitatissimum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phosphatidylethanolamines. These are glycerophosphoetahnolamines in which two fatty acids are bonded to the glycerol moiety through ester linkages.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoethanolamines

Direct Parent

Phosphatidylethanolamines

Alternative Parents

Substituents

Diacylglycero-3-phosphoethanolamine
Dialkyl phosphate
Dicarboxylic acid or derivatives
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Amino acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Primary amine
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Primary aliphatic amine
Organic nitrogen compound
Amine
Carbonyl group
Hydrocarbon derivative
Organic zwitterion
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	-1.4	ALOGPS
logP	-2.5	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	1.87	ChemAxon
pKa (Strongest Basic)	10	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	134.38 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	62.12 m³·mol⁻¹	ChemAxon
Polarizability	27.27 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

FDB004014

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

21668200

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for alpha-Cephalin (NP0046329)

MOL for NP0046329 (alpha-Cephalin)

3D MOL for NP0046329 (alpha-Cephalin)

3D SDF for NP0046329 (alpha-Cephalin)

3D-SDF for NP0046329 (alpha-Cephalin)

PDB for NP0046329 (alpha-Cephalin)

3D PDB for NP0046329 (alpha-Cephalin)

SMILES for NP0046329 (alpha-Cephalin)

INCHI for NP0046329 (alpha-Cephalin)

Structure for NP0046329 (alpha-Cephalin)

3D Structure for NP0046329 (alpha-Cephalin)