NP-MRD: Showing NP-Card for N-[(3a,5b,7b)-7-Hydroxy-24-oxo-3-(sulfooxy)cholan-24-yl]-glycine (NP0086970)

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Record Information

Version

2.0

Created at

2022-05-11 16:36:05 UTC

Updated at

2022-05-11 16:36:05 UTC

NP-MRD ID

NP0086970

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N-[(3a,5b,7b)-7-Hydroxy-24-oxo-3-(sulfooxy)cholan-24-yl]-glycine

Description

Cholesta-4,6-dien-3-one belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. Thus, cholesta-4,6-dien-3-one is considered to be a sterol lipid molecule. N-[(3a,5b,7b)-7-Hydroxy-24-oxo-3-(sulfooxy)cholan-24-yl]-glycine was first documented in 1987 (PMID: 3676336). Cholesta-4,6-dien-3-one is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (PMID: 3557306) (PMID: 16757819).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02231219322D          

 41 44  0  0  1  0            999 V2000
   16.5365   -8.2720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5365   -9.0970    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.2510   -9.5095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9655   -9.0970    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.9655   -8.2720    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.2510   -7.8594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6799   -9.5095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3944   -9.0970    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.3944   -8.2720    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.6799   -7.8594    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.1089   -7.8594    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.1089   -7.0344    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.3944   -6.6219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   21.3785   -7.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8936   -6.7795    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   15.0870  -10.0580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1076   -8.2719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   23.2724   -4.0826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0794   -3.9111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   24.3343   -3.1264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1413   -2.9549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7823   -2.5133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  1  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10  5  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
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  2 18  1  6  0  0  0
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 17 20  1  0  0  0  0
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  5 22  1  1  0  0  0
  9 23  1  1  0  0  0
 11 24  1  6  0  0  0
  4 25  1  1  0  0  0
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  8 37  1  1  0  0  0
 38 33  2  0  0  0  0
 39 35  1  0  0  0  0
 40 39  1  0  0  0  0
 41 39  2  0  0  0  0
M  END

     RDKit          3D

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  7 45  1  0
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 11 48  1  0
M  END


  Mrv0541 02231219322D          

 41 44  0  0  1  0            999 V2000
   16.5365   -8.2720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5365   -9.0970    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   14.3931   -9.5094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0870  -10.0580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1076   -8.2719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9555   -5.8233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8487   -6.5725    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   22.2105   -5.0387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0174   -4.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2724   -4.0826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0794   -3.9111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5965   -5.3817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1089   -9.5095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5694   -5.4803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3343   -3.1264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1413   -2.9549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7823   -2.5133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  1  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10  5  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 10  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 12  1  0  0  0  0
  2 18  1  6  0  0  0
 12 19  1  1  0  0  0
 17 20  1  0  0  0  0
 10 21  1  6  0  0  0
  5 22  1  1  0  0  0
  9 23  1  1  0  0  0
 11 24  1  6  0  0  0
  4 25  1  1  0  0  0
 26 18  1  0  0  0  0
 27 26  1  0  0  0  0
 28 26  2  0  0  0  0
 29 26  2  0  0  0  0
 30 20  1  0  0  0  0
 17 31  1  6  0  0  0
 32 30  1  0  0  0  0
 33 32  1  0  0  0  0
 34 33  1  0  0  0  0
 35 34  1  0  0  0  0
 20 36  1  6  0  0  0
  8 37  1  1  0  0  0
 38 33  2  0  0  0  0
 39 35  1  0  0  0  0
 40 39  1  0  0  0  0
 41 39  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0086970

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@@H](O)C[C@]4([H])C[C@@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)OS(O)(=O)=O)[C@H](C)CCC(=O)NCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C26H43NO8S/c1-15(4-7-22(29)27-14-23(30)31)18-5-6-19-24-20(9-11-26(18,19)3)25(2)10-8-17(35-36(32,33)34)12-16(25)13-21(24)28/h15-21,24,28H,4-14H2,1-3H3,(H,27,29)(H,30,31)(H,32,33,34)/t15-,16+,17-,18-,19+,20+,21+,24+,25+,26-/m1/s1

> <INCHI_KEY>
DKXXSIJHWWVNMO-XROMFQGDSA-N

> <FORMULA>
C26H43NO8S

> <MOLECULAR_WEIGHT>
529.687

> <EXACT_MASS>
529.270938047

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
57.797022983193415

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(4R)-4-[(1S,2S,5R,7R,9S,10R,11S,14R,15R)-9-hydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanamido]acetic acid

> <ALOGPS_LOGP>
0.21

> <JCHEM_LOGP>
1.1322250503723057

> <ALOGPS_LOGS>
-4.86

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.7733071896104318

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.532980550604285

> <JCHEM_PKA_STRONGEST_BASIC>
-0.2962495016865586

> <JCHEM_POLAR_SURFACE_AREA>
150.23

> <JCHEM_REFRACTIVITY>
132.06909999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.35e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(4R)-4-[(1S,2S,5R,7R,9S,10R,11S,14R,15R)-9-hydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanamido]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      30.868 -15.441   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      30.868 -16.981   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      32.202 -17.751   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      33.536 -16.981   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      33.536 -15.441   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      32.202 -14.671   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      34.869 -17.751   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      36.203 -16.981   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      36.203 -15.441   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      34.869 -14.671   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      37.537 -14.671   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      37.537 -13.131   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      36.203 -12.361   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      34.869 -13.131   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      39.001 -15.147   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      39.907 -13.901   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      39.001 -12.655   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      29.534 -17.751   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      37.698 -11.599   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      39.477 -11.190   0.000  0.00  0.00           C+0
HETATM   21  H   UNK     0      34.869 -16.211   0.000  0.00  0.00           H+0
HETATM   22  C   UNK     0      33.536 -13.901   0.000  0.00  0.00           C+0
HETATM   23  H   UNK     0      36.203 -13.901   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0      37.698 -16.202   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0      33.572 -18.557   0.000  0.00  0.00           H+0
HETATM   26  S   UNK     0      28.201 -16.981   0.000  0.00  0.00           S+0
HETATM   27  O   UNK     0      26.867 -17.751   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      28.162 -18.775   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      28.201 -15.441   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      40.984 -10.870   0.000  0.00  0.00           C+0
HETATM   31  H   UNK     0      40.784 -12.269   0.000  0.00  0.00           H+0
HETATM   32  C   UNK     0      41.460  -9.406   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      42.966  -9.085   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0      43.442  -7.621   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0      44.948  -7.301   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      38.447 -10.046   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      37.537 -17.751   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      43.996 -10.230   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      45.424  -5.836   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      46.930  -5.516   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      44.394  -4.691   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7   25                                             
CONECT    5    4    6   10   22                                             
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9   37                                                  
CONECT    9    8   10   11   23                                             
CONECT   10    9    5   14   21                                             
CONECT   11    9   12   15   24                                             
CONECT   12   11   13   17   19                                             
CONECT   13   12   14                                                       
CONECT   14   13   10                                                       
CONECT   15   11   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12   20   31                                             
CONECT   18    2   26                                                       
CONECT   19   12                                                            
CONECT   20   17   30   36                                                  
CONECT   21   10                                                            
CONECT   22    5                                                            
CONECT   23    9                                                            
CONECT   24   11                                                            
CONECT   25    4                                                            
CONECT   26   18   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   26                                                            
CONECT   30   20   32                                                       
CONECT   31   17                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34   38                                                  
CONECT   34   33   35                                                       
CONECT   35   34   39                                                       
CONECT   36   20                                                            
CONECT   37    8                                                            
CONECT   38   33                                                            
CONECT   39   35   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   88    0
END

View in JSmol

Synonyms

Value	Source
4,6-Cholestadien-3-one	HMDB
4,6-Cholestadiene-3-one	HMDB
Cholest-4,6-dien-3-one	HMDB
Cholesta-4,6-diene-3-one	HMDB
Glycoursodeoxycholic acid 3-sulfate	HMDB
Glycoursodeoxycholic acid 3-sulphate	HMDB
2-{[(4R)-1-hydroxy-4-[(1S,2S,5R,7R,9S,10R,11S,14R,15R)-9-hydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentylidene]amino}acetate	Generator, HMDB
2-{[(4R)-1-hydroxy-4-[(1S,2S,5R,7R,9S,10R,11S,14R,15R)-9-hydroxy-2,15-dimethyl-5-(sulphooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentylidene]amino}acetate	Generator, HMDB
2-{[(4R)-1-hydroxy-4-[(1S,2S,5R,7R,9S,10R,11S,14R,15R)-9-hydroxy-2,15-dimethyl-5-(sulphooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentylidene]amino}acetic acid	Generator, HMDB
N-[(3a,5b,7b)-7-Hydroxy-24-oxo-3-(sulphooxy)cholan-24-yl]-glycine	Generator

Chemical Formula

C₂₆H₄₃NO₈S

Average Mass

529.6870 Da

Monoisotopic Mass

529.27094 Da

IUPAC Name

2-[(4R)-4-[(1S,2S,5R,7R,9S,10R,11S,14R,15R)-9-hydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanamido]acetic acid

Traditional Name

[(4R)-4-[(1S,2S,5R,7R,9S,10R,11S,14R,15R)-9-hydroxy-2,15-dimethyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanamido]acetic acid

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@@H](O)C[C@]4([H])C[C@@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)OS(O)(=O)=O)[C@H](C)CCC(=O)NCC(O)=O

InChI Identifier

InChI=1S/C26H43NO8S/c1-15(4-7-22(29)27-14-23(30)31)18-5-6-19-24-20(9-11-26(18,19)3)25(2)10-8-17(35-36(32,33)34)12-16(25)13-21(24)28/h15-21,24,28H,4-14H2,1-3H3,(H,27,29)(H,30,31)(H,32,33,34)/t15-,16+,17-,18-,19+,20+,21+,24+,25+,26-/m1/s1

InChI Key

DKXXSIJHWWVNMO-XROMFQGDSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cholestane steroids

Direct Parent

Cholesterols and derivatives

Alternative Parents

Substituents

Cholesterol-skeleton
Oxosteroid
3-oxosteroid
Cyclohexenone
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Cholesterol and derivatives (LMST01010059 )

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	0.21	ALOGPS
logP	1.13	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	-1.5	ChemAxon
pKa (Strongest Basic)	-0.3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	150.23 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	132.07 m³·mol⁻¹	ChemAxon
Polarizability	57.8 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0002394

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB022993

KNApSAcK ID

Not Available

Chemspider ID

2299095

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6663

PubChem Compound

3034666

PDB ID

Not Available

ChEBI ID

205734

Good Scents ID

Not Available

References

General References

Buchmann MS, Bjorkhem I, Skrede S: Metabolism of the cholestanol precursor cholesta-4,6-dien-3-one in different tissues. Biochim Biophys Acta. 1987 Nov 21;922(2):111-7. doi: 10.1016/0005-2760(87)90144-5. [PubMed:3676336 ]
Bjorkhem I, Skrede S, Buchmann MS, East C, Grundy S: Accumulation of 7 alpha-hydroxy-4-cholesten-3-one and cholesta-4,6-dien-3-one in patients with cerebrotendinous xanthomatosis: effect of treatment with chenodeoxycholic acid. Hepatology. 1987 Mar-Apr;7(2):266-71. doi: 10.1002/hep.1840070210. [PubMed:3557306 ]
Liu ZQ, Shan HY: Cholesterol, not polyunsaturated fatty acids, is target molecule in oxidation induced by reactive oxygen species in membrane of human erythrocytes. Cell Biochem Biophys. 2006;45(2):185-93. doi: 10.1385/CBB:45:2:185. [PubMed:16757819 ]

Showing NP-Card for N-[(3a,5b,7b)-7-Hydroxy-24-oxo-3-(sulfooxy)cholan-24-yl]-glycine (NP0086970)

MOL for NP0086970 (N-[(3a,5b,7b)-7-Hydroxy-24-oxo-3-(sulfooxy)cholan-24-yl]-glycine)

3D MOL for NP0086970 (N-[(3a,5b,7b)-7-Hydroxy-24-oxo-3-(sulfooxy)cholan-24-yl]-glycine)

3D SDF for NP0086970 (N-[(3a,5b,7b)-7-Hydroxy-24-oxo-3-(sulfooxy)cholan-24-yl]-glycine)

3D-SDF for NP0086970 (N-[(3a,5b,7b)-7-Hydroxy-24-oxo-3-(sulfooxy)cholan-24-yl]-glycine)

PDB for NP0086970 (N-[(3a,5b,7b)-7-Hydroxy-24-oxo-3-(sulfooxy)cholan-24-yl]-glycine)

3D PDB for NP0086970 (N-[(3a,5b,7b)-7-Hydroxy-24-oxo-3-(sulfooxy)cholan-24-yl]-glycine)

SMILES for NP0086970 (N-[(3a,5b,7b)-7-Hydroxy-24-oxo-3-(sulfooxy)cholan-24-yl]-glycine)

INCHI for NP0086970 (N-[(3a,5b,7b)-7-Hydroxy-24-oxo-3-(sulfooxy)cholan-24-yl]-glycine)

Structure for NP0086970 (N-[(3a,5b,7b)-7-Hydroxy-24-oxo-3-(sulfooxy)cholan-24-yl]-glycine)

3D Structure for NP0086970 (N-[(3a,5b,7b)-7-Hydroxy-24-oxo-3-(sulfooxy)cholan-24-yl]-glycine)