NP-MRD: Showing NP-Card for (2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2z,4e)-5-[(1r,5r,8s)-8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoate (NP0185909)

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Record Information

Version

2.0

Created at

2022-09-04 01:32:00 UTC

Updated at

2022-09-04 01:32:00 UTC

NP-MRD ID

NP0185909

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2z,4e)-5-[(1r,5r,8s)-8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoate

Description

(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2Z,4E)-5-[(1R,5R,8S)-8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]Octan-8-yl]-3-methylpenta-2,4-dienoate belongs to the class of organic compounds known as abscisic acids and derivatives. These are terpene compounds containing the abscisic acid moiety, which is characterized by a 3-methylpenta-2,4-dienoic acid attached to the C1 carbon of a 4-oxocyclohex-2-ene moiety. (2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2z,4e)-5-[(1r,5r,8s)-8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoate is found in Salacia chinensis. Based on a literature review very few articles have been published on (2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2Z,4E)-5-[(1R,5R,8S)-8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]Octan-8-yl]-3-methylpenta-2,4-dienoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042203322D          

 31 33  0  0  1  0            999 V2000
    2.3535   -2.8803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6106   -2.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4181   -1.9271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6752   -1.1432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1249   -0.5286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4826   -0.9739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7398   -0.1900    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1895    0.4246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4466    1.2085    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8963    1.8232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1534    2.6071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2540    1.3778    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5112    2.1617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8044    0.7632    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6118    0.9324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5472   -0.0207    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0975   -0.6354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0603   -1.4817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3597   -0.5691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3941   -0.0001    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3399    0.4931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1624    0.9268    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8689    1.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5174    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5174   -0.4126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1624   -0.9270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8062   -1.7062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9667   -0.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3247   -0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2312    0.0918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9667    0.7432    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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
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 14 16  1  0  0  0  0
  7 16  1  0  0  0  0
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  2 18  1  0  0  0  0
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 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 22 31  1  0  0  0  0
M  END

     RDKit          3D

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    2.8249   -1.5382    2.4801 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2301    1.1295    0.1417 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6400    1.1415    0.1651 C   0  0  2  0  0  0  0  0  0  0  0  0
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    3.7677    1.2821   -2.8162 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9370   -0.5340   -1.4387 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8142   -1.8682   -1.8301 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5401   -0.9400    1.4247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5836   -0.7500    0.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7149   -0.4159   -0.7178 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4228   -0.8403   -2.0635 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.3587    0.8026   -1.7639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6787   -0.5564   -1.6759 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0470   -1.0305   -0.4885 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0708   -2.5144   -0.5270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8941   -0.4920    0.6234 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5861   -0.5660   -2.7841 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2051    2.0991   -2.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0317   -0.0002   -1.8853 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6741   -2.1484   -2.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5383   -0.7234    1.7995 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0362    1.4380   -2.7110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1241    1.8197   -1.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.1742    1.4765   -1.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
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 26 20  1  0
 16  7  1  0
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 17 46  1  0
M  END


  Mrv1652309042203322D          

 31 33  0  0  1  0            999 V2000
    2.3535   -2.8803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6106   -2.0964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4181   -1.9271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6752   -1.1432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1249   -0.5286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4826   -0.9739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7398   -0.1900    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1895    0.4246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4466    1.2085    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8963    1.8232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2540    1.3778    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5112    2.1617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2312    0.0918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
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  4  5  2  0  0  0  0
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M  END
> <DATABASE_ID>
NP0185909

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C(\C=C\[C@]1(O)[C@@]2(C)CO[C@]1(C)CC(=O)C2)=C\C(=O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O10/c1-11(4-5-21(28)19(2)7-12(23)8-20(21,3)29-10-19)6-14(24)31-18-17(27)16(26)15(25)13(9-22)30-18/h4-6,13,15-18,22,25-28H,7-10H2,1-3H3/b5-4+,11-6-/t13-,15-,16+,17-,18+,19-,20-,21+/m1/s1

> <INCHI_KEY>
DTLZVKJKMNBRJD-WHJZDFTQSA-N

> <FORMULA>
C21H30O10

> <MOLECULAR_WEIGHT>
442.461

> <EXACT_MASS>
442.183897166

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
44.27281517301647

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2Z,4E)-5-[(1R,5R,8S)-8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoate

> <JCHEM_LOGP>
-1.096038551

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.784729611730182

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.112256861137855

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810938220316903

> <JCHEM_POLAR_SURFACE_AREA>
162.98

> <JCHEM_REFRACTIVITY>
106.29659999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2Z,4E)-5-[(1R,5R,8S)-8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       4.393  -5.377   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.873  -3.913   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.380  -3.597   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.860  -2.134   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       5.833  -0.987   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       8.368  -1.818   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       8.848  -0.355   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       7.820   0.793   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       8.300   2.256   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.273   3.403   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       7.753   4.867   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       9.808   2.572   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      10.288   4.035   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      10.835   1.425   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      12.342   1.741   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      10.355  -0.039   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      11.382  -1.186   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       3.846  -2.766   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.405  -1.062   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.602  -0.000   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.368   0.920   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.170   1.730   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.622   3.279   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.966   0.770   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       0.966  -0.770   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.170  -1.730   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.505  -3.185   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.671  -1.388   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.339  -0.000   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       6.031   0.171   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       3.671   1.387   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   16                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    9   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14    7   17                                                  
CONECT   17   16                                                            
CONECT   18    2   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22   26                                             
CONECT   21   20                                                            
CONECT   22   20   23   24   31                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   20   27   28                                             
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   22                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Value	Source
(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl (2Z,4E)-5-[(1R,5R,8S)-8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoic acid	Generator

Chemical Formula

C₂₁H₃₀O₁₀

Average Mass

442.4610 Da

Monoisotopic Mass

442.18390 Da

IUPAC Name

(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2Z,4E)-5-[(1R,5R,8S)-8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoate

Traditional Name

(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2Z,4E)-5-[(1R,5R,8S)-8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoate

CAS Registry Number

Not Available

SMILES

C\C(\C=C\[C@]1(O)[C@@]2(C)CO[C@]1(C)CC(=O)C2)=C\C(=O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C21H30O10/c1-11(4-5-21(28)19(2)7-12(23)8-20(21,3)29-10-19)6-14(24)31-18-17(27)16(26)15(25)13(9-22)30-18/h4-6,13,15-18,22,25-28H,7-10H2,1-3H3/b5-4+,11-6-/t13-,15-,16+,17-,18+,19-,20-,21+/m1/s1

InChI Key

DTLZVKJKMNBRJD-WHJZDFTQSA-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
Salacia chinensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as abscisic acids and derivatives. These are terpene compounds containing the abscisic acid moiety, which is characterized by a 3-methylpenta-2,4-dienoic acid attached to the C1 carbon of a 4-oxocyclohex-2-ene moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Abscisic acids and derivatives

Alternative Parents

Substituents

Abscisic acid
Terpene glycoside
Fatty acyl glycoside of mono- or disaccharide
Fatty acyl glycoside
Hexose monosaccharide
Fatty acid ester
Oxepane
Monosaccharide
Oxane
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Tertiary alcohol
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Carboxylic acid ester
Ketone
Acetal
Carboxylic acid derivative
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Alcohol
Carbonyl group
Organic oxygen compound
Primary alcohol
Organic oxide
Organooxygen compound
Hydrocarbon derivative
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	-1.1	ChemAxon
pKa (Strongest Acidic)	12.11	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	162.98 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	106.3 m³·mol⁻¹	ChemAxon
Polarizability	44.27 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

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

162936065

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2z,4e)-5-[(1r,5r,8s)-8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoate (NP0185909)

MOL for NP0185909 ((2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2z,4e)-5-[(1r,5r,8s)-8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoate)

3D MOL for NP0185909 ((2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2z,4e)-5-[(1r,5r,8s)-8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoate)

3D SDF for NP0185909 ((2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2z,4e)-5-[(1r,5r,8s)-8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoate)

3D-SDF for NP0185909 ((2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2z,4e)-5-[(1r,5r,8s)-8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoate)

PDB for NP0185909 ((2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2z,4e)-5-[(1r,5r,8s)-8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoate)

3D PDB for NP0185909 ((2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2z,4e)-5-[(1r,5r,8s)-8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoate)

SMILES for NP0185909 ((2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2z,4e)-5-[(1r,5r,8s)-8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoate)

INCHI for NP0185909 ((2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2z,4e)-5-[(1r,5r,8s)-8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoate)

Structure for NP0185909 ((2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2z,4e)-5-[(1r,5r,8s)-8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoate)

3D Structure for NP0185909 ((2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl (2z,4e)-5-[(1r,5r,8s)-8-hydroxy-1,5-dimethyl-3-oxo-6-oxabicyclo[3.2.1]octan-8-yl]-3-methylpenta-2,4-dienoate)