Np mrd loader

Showing NP-Card for Cerebroside B (NP0048403)

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Record Information
Version2.0
Created at2022-03-17 20:55:56 UTC
Updated at2022-03-17 20:55:56 UTC
NP-MRD IDNP0048403
Secondary Accession NumbersNone
Natural Product Identification
Common NameCerebroside B
DescriptionCerebroside B belongs to the class of organic compounds known as glycosyl-n-acylsphingosines. Glycosyl-N-acylsphingosines are compounds containing a sphingosine linked to a simple glucosyl moiety. Cerebroside B is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Cerebroside B has been detected, but not quantified in, mushrooms. Cerebroside B is found in Catathelasma ventricosa and Clitocybe spp.. This could make cerebroside b a potential biomarker for the consumption of these foods.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0048403 (Cerebroside B)


  Mrv0541 02241209542D          

 51 51  0  0  0  0            999 V2000
    8.0854   -3.3941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9067   -3.3179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
M  END
Download

3D MOL for NP0048403 (Cerebroside B)

Download
3D SDF for NP0048403 (Cerebroside B)

  Mrv0541 02241209542D          

 51 51  0  0  0  0            999 V2000
    8.0854   -3.3941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
NP0048403

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCC(O)C(=O)NC(COC1OC(CO)C(O)C(O)C1O)C(O)\C=C\CC\C=C(/C)CCCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C41H77NO9/c1-4-6-8-10-12-13-14-15-16-18-20-24-29-35(45)40(49)42-33(31-50-41-39(48)38(47)37(46)36(30-43)51-41)34(44)28-25-21-23-27-32(3)26-22-19-17-11-9-7-5-2/h25,27-28,33-39,41,43-48H,4-24,26,29-31H2,1-3H3,(H,42,49)/b28-25+,32-27+

> <INCHI_KEY>
YBSQGNFRWZKFMJ-BOLNYJQLSA-N

> <FORMULA>
C41H77NO9

> <MOLECULAR_WEIGHT>
728.0514

> <EXACT_MASS>
727.559833067

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
89.979432068562

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-hydroxy-N-[(4E,8E)-3-hydroxy-9-methyl-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadeca-4,8-dien-2-yl]hexadecanamide

> <ALOGPS_LOGP>
6.72

> <JCHEM_LOGP>
8.104893192333337

> <ALOGPS_LOGS>
-5.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.662268438798357

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.064438214721454

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810834177627976

> <JCHEM_POLAR_SURFACE_AREA>
168.94

> <JCHEM_REFRACTIVITY>
205.07980000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
32

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.80e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-N-[(4E,8E)-3-hydroxy-9-methyl-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadeca-4,8-dien-2-yl]hexadecanamide

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0048403 (Cerebroside B)
Download
PDB for NP0048403 (Cerebroside B)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      15.093  -6.336   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      13.669  -6.336   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.957  -5.054   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      11.533  -5.054   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      10.821  -3.915   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.533  -2.634   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      10.821  -1.496   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      15.093  -3.915   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      13.669  -3.915   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.957  -2.634   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      13.669  -1.496   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       7.261  -3.915   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       5.980  -4.627   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.698  -3.488   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.559  -4.627   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.559  -6.193   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0       4.698   1.067   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       3.132   1.779   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.132   3.345   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.420  -3.488   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.139  -4.342   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.286  -3.488   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.566  -4.342   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.990  -3.488   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.271  -4.342   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.271  -5.766   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -5.695  -3.488   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -6.976  -4.342   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -8.400  -3.488   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -9.682  -4.342   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -11.106  -3.488   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -12.387  -4.342   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -13.811  -3.488   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -15.093  -4.342   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -15.093  -5.766   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -12.672   6.336   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -13.811   4.912   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -12.672   3.488   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -12.672   1.779   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -11.390   1.067   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -9.967   1.779   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -8.685   1.067   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -7.404   1.779   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -6.122   1.067   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -4.698   1.779   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -3.417   1.067   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -2.135   1.779   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -0.711   1.067   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       0.569   1.779   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       1.850   1.067   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0       1.850  -0.499   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7   10                                                  
CONECT    7    6                                                            
CONECT    8    9                                                            
CONECT    9    3    8   10                                                  
CONECT   10    6    9   11                                                  
CONECT   11   10                                                            
CONECT   12    5   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16   20                                                  
CONECT   16   15                                                            
CONECT   17   14   18                                                       
CONECT   18   17   19   50                                                  
CONECT   19   18                                                            
CONECT   20   15   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34                                                            
CONECT   36   37                                                            
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   18   49   51                                                  
CONECT   51   50                                                            
MASTER        0    0    0    0    0    0    0    0   51    0  102    0
END

Download
3D PDB for NP0048403 (Cerebroside B)
Download
SMILES for NP0048403 (Cerebroside B)
CCCCCCCCCCCCCCC(O)C(=O)NC(COC1OC(CO)C(O)C(O)C1O)C(O)\C=C\CC\C=C(/C)CCCCCCCCC
Download
INCHI for NP0048403 (Cerebroside B)
InChI=1S/C41H77NO9/c1-4-6-8-10-12-13-14-15-16-18-20-24-29-35(45)40(49)42-33(31-50-41-39(48)38(47)37(46)36(30-43)51-41)34(44)28-25-21-23-27-32(3)26-22-19-17-11-9-7-5-2/h25,27-28,33-39,41,43-48H,4-24,26,29-31H2,1-3H3,(H,42,49)/b28-25+,32-27+
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View in JSmol
Synonyms
ValueSource
2-Hydroxy-N-[(4E,8E)-3-hydroxy-9-methyl-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadeca-4,8-dien-2-yl]hexadecanimidateGenerator
Cerebroside bMeSH
Chemical FormulaC41H77NO9
Average Mass728.0514 Da
Monoisotopic Mass727.55983 Da
IUPAC Name2-hydroxy-N-[(4E,8E)-3-hydroxy-9-methyl-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadeca-4,8-dien-2-yl]hexadecanamide
Traditional Name2-hydroxy-N-[(4E,8E)-3-hydroxy-9-methyl-1-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}octadeca-4,8-dien-2-yl]hexadecanamide
CAS Registry Number88642-46-0
SMILES
CCCCCCCCCCCCCCC(O)C(=O)NC(COC1OC(CO)C(O)C(O)C1O)C(O)\C=C\CC\C=C(/C)CCCCCCCCC
InChI Identifier
InChI=1S/C41H77NO9/c1-4-6-8-10-12-13-14-15-16-18-20-24-29-35(45)40(49)42-33(31-50-41-39(48)38(47)37(46)36(30-43)51-41)34(44)28-25-21-23-27-32(3)26-22-19-17-11-9-7-5-2/h25,27-28,33-39,41,43-48H,4-24,26,29-31H2,1-3H3,(H,42,49)/b28-25+,32-27+
InChI KeyYBSQGNFRWZKFMJ-BOLNYJQLSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Agaricus bisporusFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Catathelasma ventricosaFungi
Clitocybe spp.Fungi
Pleurotus ostreatusFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Chemical Taxonomy
Description Belongs to the class of organic compounds known as glycosyl-n-acylsphingosines. Glycosyl-N-acylsphingosines are compounds containing a sphingosine linked to a simple glucosyl moiety.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassSphingolipids  
Sub ClassGlycosphingolipids  
Direct ParentGlycosyl-N-acylsphingosines  
Alternative Parents
Substituents
  • Glycosyl-n-acylsphingosine
    • 

  • Fatty acyl glycoside
    • 

  • Fatty acyl glycoside of mono- or disaccharide
    • 

  • Alkyl glycoside
    • 

  • Hexose monosaccharide
    • 

  • Glycosyl compound
    • 

  • O-glycosyl compound
    • 

  • Fatty amide
    • 

  • Fatty acyl
    • 

  • Monosaccharide
    • 

  • N-acyl-amine
    • 

  • Oxane
    • 

  • Carboxamide group
    • 

  • Secondary carboxylic acid amide
    • 

  • Secondary alcohol
    • 

  • Acetal
    • 

  • Carboxylic acid derivative
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Polyol
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organopnictogen compound
    • 

  • Alcohol
    • 

  • Organic oxygen compound
    • 

  • Organic nitrogen compound
    • 

  • Primary alcohol
    • 

  • Carbonyl group
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP6.72ALOGPS
logP8.1ChemAxon
logS-5.4ALOGPS
pKa (Strongest Acidic)12.06ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area168.94 ŲChemAxon
Rotatable Bond Count32ChemAxon
Refractivity205.08 m³·mol⁻¹ChemAxon
Polarizability89.98 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0035990  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB014798  
KNApSAcK IDNot Available
Chemspider ID8185726  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10010147  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References