NP-MRD: Showing NP-Card for 10-({6-[({4,5-dihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid (NP0330331)

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Record Information

Version

1.0

Created at

2022-09-12 15:34:20 UTC

Updated at

2022-09-12 15:34:20 UTC

NP-MRD ID

NP0330331

Secondary Accession Numbers

None

Natural Product Identification

Common Name

10-({6-[({4,5-dihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid

Description

Pitheduloside B belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton. Pitheduloside B is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Pitheduloside B has been detected, but not quantified in, fruits. 10-({6-[({4,5-dihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid is found in Albizia inundata and Pithecellobium dulce. It was first documented in 2000 (PMID: 11413487). This could make pitheduloside b a potential biomarker for the consumption of these foods (PMID: 16902246) (PMID: 17374880) (PMID: 20044567).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061308062D          

 62 69  0  0  0  0            999 V2000
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   12.1376   -1.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  8  7  1  0  0  0  0
 11 10  1  0  0  0  0
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 15 13  1  0  0  0  0
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 29 23  1  0  0  0  0
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 33 29  1  0  0  0  0
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 35 30  1  0  0  0  0
 36 33  1  0  0  0  0
 37 34  1  0  0  0  0
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 61 35  1  0  0  0  0
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 44 62  1  0  0  0  0
M  END

     RDKit          3D

136143  0  0  0  0  0  0  0  0999 V2000
  -11.3393   -1.3884   -0.4894 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1463   -0.4694   -0.1594 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 05061308062D          

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M  END
> <DATABASE_ID>
NP0330331

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)CCC2(CCC3(C)C(=CCC4C5(C)CCC(OC6OC(COC7OCC(O)C(O)C7OC7OCC(O)C(O)C7O)C(O)C(O)C6O)C(C)(C)C5CCC34C)C2C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C46H74O16/c1-41(2)14-16-46(40(55)56)17-15-44(6)22(23(46)18-41)8-9-28-43(5)12-11-29(42(3,4)27(43)10-13-45(28,44)7)61-38-35(54)33(52)32(51)26(60-38)21-59-39-36(31(50)25(48)20-58-39)62-37-34(53)30(49)24(47)19-57-37/h8,23-39,47-54H,9-21H2,1-7H3,(H,55,56)

> <INCHI_KEY>
WBBKABSSSHJZGN-UHFFFAOYSA-N

> <FORMULA>
C46H74O16

> <MOLECULAR_WEIGHT>
883.0702

> <EXACT_MASS>
882.49768632

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
96.0272828771652

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
10-({6-[({4,5-dihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

> <ALOGPS_LOGP>
2.71

> <JCHEM_LOGP>
2.5429963803333333

> <ALOGPS_LOGS>
-3.99

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.891329040649868

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.7442591616263465

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5268772380269153

> <JCHEM_POLAR_SURFACE_AREA>
254.51999999999992

> <JCHEM_REFRACTIVITY>
218.93940000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.97e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-({6-[({4,5-dihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid

> <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      23.647   1.740   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      21.667   1.740   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      15.645  -8.319   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.665  -8.319   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.988  -3.289   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      19.989  -5.599   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      18.656  -1.749   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      17.322  -2.519   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.322  -7.139   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.321  -4.829   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.655  -4.059   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.656  -6.369   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      23.991  -0.209   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      21.323  -4.829   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      23.991  -1.749   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      22.657  -4.059   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      21.323  -0.209   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.652   2.871   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.320   2.101   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.320  -2.519   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      19.990  -2.519   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      21.323  -1.749   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.318   2.101   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.986   2.871   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.320  -4.059   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      15.989  -6.369   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      17.322  -4.059   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.321  -6.369   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.318   0.561   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.653   2.101   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.986  -4.829   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       7.986  -6.369   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.652  -0.209   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       9.320  -7.139   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.653   0.561   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.985   0.561   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      10.654  -6.369   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       7.986  -0.209   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      23.991  -3.289   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      22.657   0.561   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      14.655  -7.139   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      15.988  -4.829   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      19.990  -4.059   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      18.656  -4.829   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      22.657  -2.519   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      -0.016   2.871   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       7.986   4.411   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      -0.016  -0.209   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       5.319   2.871   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       6.653  -4.059   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       6.653  -7.139   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       2.652  -1.749   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       9.320  -8.679   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      23.991  -4.829   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      25.324  -2.519   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0       3.985   2.101   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0       9.320   0.561   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0       7.986  -1.749   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0      10.654  -4.829   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0      11.987  -7.139   0.000  0.00  0.00           O+0
HETATM   61  O   UNK     0       5.319  -0.209   0.000  0.00  0.00           O+0
HETATM   62  C   UNK     0      18.656  -3.289   0.000  0.00  0.00           C+0
CONECT    1   40                                                            
CONECT    2   40                                                            
CONECT    3   41                                                            
CONECT    4   41                                                            
CONECT    5   42                                                            
CONECT    6   43                                                            
CONECT    7    8   21                                                       
CONECT    8    7   27                                                       
CONECT    9   12   26                                                       
CONECT   10   11   28                                                       
CONECT   11   10   42                                                       
CONECT   12    9   44                                                       
CONECT   13   15   40                                                       
CONECT   14   16   43                                                       
CONECT   15   13   45                                                       
CONECT   16   14   45                                                       
CONECT   17   22   40                                                       
CONECT   18   23   56                                                       
CONECT   19   24   57                                                       
CONECT   20   25   58                                                       
CONECT   21    7   22   43                                                  
CONECT   22   17   21   45                                                  
CONECT   23   18   29   46                                                  
CONECT   24   19   30   47                                                  
CONECT   25   20   31   59                                                  
CONECT   26    9   41   42                                                  
CONECT   27    8   42   44                                                  
CONECT   28   10   41   60                                                  
CONECT   29   23   33   48                                                  
CONECT   30   24   35   49                                                  
CONECT   31   25   32   50                                                  
CONECT   32   31   34   51                                                  
CONECT   33   29   36   52                                                  
CONECT   34   32   37   53                                                  
CONECT   35   30   38   61                                                  
CONECT   36   33   56   61                                                  
CONECT   37   34   59   60                                                  
CONECT   38   35   57   58                                                  
CONECT   39   45   54   55                                                  
CONECT   40    1    2   13   17                                             
CONECT   41    3    4   26   28                                             
CONECT   42    5   11   26   27                                             
CONECT   43    6   14   21   44                                             
CONECT   44   12   27   43   62                                             
CONECT   45   15   16   22   39                                             
CONECT   46   23                                                            
CONECT   47   24                                                            
CONECT   48   29                                                            
CONECT   49   30                                                            
CONECT   50   31                                                            
CONECT   51   32                                                            
CONECT   52   33                                                            
CONECT   53   34                                                            
CONECT   54   39                                                            
CONECT   55   39                                                            
CONECT   56   18   36                                                       
CONECT   57   19   38                                                       
CONECT   58   20   38                                                       
CONECT   59   25   37                                                       
CONECT   60   28   37                                                       
CONECT   61   35   36                                                       
CONECT   62   44                                                            
MASTER        0    0    0    0    0    0    0    0   62    0  138    0
END

View in JSmol

Synonyms

Value	Source
10-({6-[({4,5-dihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate	Generator

Chemical Formula

C₄₆H₇₄O₁₆

Average Mass

883.0702 Da

Monoisotopic Mass

882.49769 Da

IUPAC Name

10-({6-[({4,5-dihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

CC1(C)CCC2(CCC3(C)C(=CCC4C5(C)CCC(OC6OC(COC7OCC(O)C(O)C7OC7OCC(O)C(O)C7O)C(O)C(O)C6O)C(C)(C)C5CCC34C)C2C1)C(O)=O

InChI Identifier

InChI=1S/C46H74O16/c1-41(2)14-16-46(40(55)56)17-15-44(6)22(23(46)18-41)8-9-28-43(5)12-11-29(42(3,4)27(43)10-13-45(28,44)7)61-38-35(54)33(52)32(51)26(60-38)21-59-39-36(31(50)25(48)20-58-39)62-37-34(53)30(49)24(47)19-57-37/h8,23-39,47-54H,9-21H2,1-7H3,(H,55,56)

InChI Key

WBBKABSSSHJZGN-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

Species Name	Source	Reference
Albizia inundata	LOTUS Database	35616633
Pithecellobium dulce	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Triterpene saponins

Alternative Parents

Substituents

Triterpene saponin
Triterpenoid
Oligosaccharide
Fatty acyl glycoside
Glycosyl compound
O-glycosyl compound
Fatty acyl
Oxane
Secondary alcohol
Acetal
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Polyol
Organic oxide
Carbonyl group
Hydrocarbon derivative
Alcohol
Organooxygen compound
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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	2.71	ALOGPS
logP	2.54	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	4.74	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	254.52 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	218.94 m³·mol⁻¹	ChemAxon
Polarizability	96.03 Å³	ChemAxon
Number of Rings	8	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0034865

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB013435

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

76152479

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
LOTUS database [Link]

Showing NP-Card for 10-({6-[({4,5-dihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid (NP0330331)

MOL for NP0330331 (10-({6-[({4,5-dihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid)

3D MOL for NP0330331 (10-({6-[({4,5-dihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid)

3D SDF for NP0330331 (10-({6-[({4,5-dihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid)

3D-SDF for NP0330331 (10-({6-[({4,5-dihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid)

PDB for NP0330331 (10-({6-[({4,5-dihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid)

3D PDB for NP0330331 (10-({6-[({4,5-dihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid)

SMILES for NP0330331 (10-({6-[({4,5-dihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid)

INCHI for NP0330331 (10-({6-[({4,5-dihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid)

Structure for NP0330331 (10-({6-[({4,5-dihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid)

3D Structure for NP0330331 (10-({6-[({4,5-dihydroxy-3-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-2-yl}oxy)methyl]-3,4,5-trihydroxyoxan-2-yl}oxy)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid)