NP-MRD: Showing NP-Card for Phyllaemblic acid D (NP0025790)

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Record Information

Version

1.0

Created at

2021-06-19 17:49:07 UTC

Updated at

2021-06-29 23:50:57 UTC

NP-MRD ID

NP0025790

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Phyllaemblic acid D

Provided By

JEOL Database JEOL Logo

Description

Phyllaemblic acid D is found in Phyllanthus emblica. It was first documented in 2001 (Zhang, Y.-J., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119493D          

 68 71  0  0  0  0            999 V2000
    5.0975   -0.1166    1.8928 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5754   -1.0324    1.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8348   -1.4505    1.4759 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8847   -1.8445    0.1735 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2513   -3.0874    0.8181 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9887   -3.5314    0.0867 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9192   -2.4339    0.1307 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4906   -1.0152    0.0215 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8828   -0.9735   -0.5992 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5858   -0.2309   -0.7725 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3764   -0.9960   -0.9593 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2961   -0.5362   -2.2520 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7585    0.9134   -2.1330 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5135    1.2620   -3.2945 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6321    1.0996   -0.8909 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0291    2.5688   -0.7015 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8840    2.7278    0.4348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2738    2.5913    0.1060 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7144    3.6920   -0.6812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1069    3.6054   -1.0329 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4566    4.8079   -1.9230 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3556    6.0356   -1.2011 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0017    3.5455    0.2158 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.3649    3.2929   -0.1485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5337    2.4246    1.1461 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.2903    2.4719    2.3675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0430    2.5522    1.4369 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6323    1.4410    2.2517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8959    0.5651    0.3362 C   0  0  2  0  0  0  0  0  0  0  0  0
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    7.1577   -0.8574    2.1866 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6550   -2.1535   -0.5457 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9824   -3.9052    0.8199 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2589   -3.7963   -0.9417 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4125   -2.4983    1.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1073    1.5855   -2.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9253    1.1591   -4.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.4173    1.6503   -0.4399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2509    2.7016   -1.6400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7575    4.8639   -2.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4758    4.7225   -2.3126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5193    6.7510   -1.8386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9791    4.4960    0.7625 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.7561    1.4451    0.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8115    1.8811    2.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8500    3.4580    2.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6602    1.5277    2.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0172    1.1736    0.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7637   -3.0917   -2.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8558   -3.2797    0.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2300   -4.5055   -0.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7482   -4.2779   -1.6719 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  1  0  0  0  0
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 20 19  1  0  0  0  0
 11 31  1  0  0  0  0
 31  7  1  0  0  0  0
 19 18  1  0  0  0  0
 31 33  1  0  0  0  0
 16 17  1  0  0  0  0
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  8 42  1  1  0  0  0
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  2  1  2  0  0  0  0
  4  5  1  0  0  0  0
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 33 34  1  0  0  0  0
 31 32  1  6  0  0  0
  8  7  1  0  0  0  0
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  8 10  1  0  0  0  0
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 27 28  1  0  0  0  0
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 15 16  1  0  0  0  0
 13 14  1  0  0  0  0
 11 10  1  0  0  0  0
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 18 52  1  6  0  0  0
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 26 60  1  0  0  0  0
  5 37  1  0  0  0  0
  5 38  1  0  0  0  0
  4 36  1  6  0  0  0
  9 43  1  0  0  0  0
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  6 39  1  0  0  0  0
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 29 63  1  0  0  0  0
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  3 35  1  0  0  0  0
 34 68  1  0  0  0  0
 32 65  1  0  0  0  0
 22 56  1  0  0  0  0
M  END

     RDKit          3D

 68 71  0  0  0  0  0  0  0  0999 V2000
    5.0975   -0.1166    1.8928 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5754   -1.0324    1.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8348   -1.4505    1.4759 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8847   -1.8445    0.1735 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2513   -3.0874    0.8181 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9887   -3.5314    0.0867 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9192   -2.4339    0.1307 C   0  0  1  0  0  0  0  0  0  0  0  0
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  2  4  1  0
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 34 68  1  0
 32 65  1  0
 22 56  1  0
M  END


  Mrv1652306192119493D          

 68 71  0  0  0  0            999 V2000
    5.0975   -0.1166    1.8928 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5754   -1.0324    1.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8348   -1.4505    1.4759 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8847   -1.8445    0.1735 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2513   -3.0874    0.8181 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9887   -3.5314    0.0867 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9192   -2.4339    0.1307 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4906   -1.0152    0.0215 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8828   -0.9735   -0.5992 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5858   -0.2309   -0.7725 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3764   -0.9960   -0.9593 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2961   -0.5362   -2.2520 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7585    0.9134   -2.1330 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5135    1.2620   -3.2945 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6321    1.0996   -0.8909 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0291    2.5688   -0.7015 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8840    2.7278    0.4348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2738    2.5913    0.1060 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -6.1069    3.6054   -1.0329 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4566    4.8079   -1.9230 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.3556    6.0356   -1.2011 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0017    3.5455    0.2158 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.3649    3.2929   -0.1485 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5337    2.4246    1.1461 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.2903    2.4719    2.3675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0430    2.5522    1.4369 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6323    1.4410    2.2517 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.8645   -2.4714   -0.9785 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4962   -2.7931   -2.2354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2233   -3.5228   -0.7238 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0396   -3.6463   -1.8931 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0065   -2.8996    1.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5934   -4.4452    0.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2589   -3.7963   -0.9417 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8203   -1.3273   -1.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3853   -0.6156   -3.1075 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1073    1.5855   -2.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4966    2.9840   -1.6015 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.2509    2.7016   -1.6400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7575    4.8639   -2.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4758    4.7225   -2.3126 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.8296    3.1649    0.7035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7561    1.4451    0.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8115    1.8811    2.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8500    3.4580    2.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6602    1.5277    2.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5524    0.5897    1.2124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0172    1.1736    0.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7637   -3.0917   -2.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8558   -3.2797    0.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2300   -4.5055   -0.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7482   -4.2779   -1.6719 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  1  0  0  0  0
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 23 24  1  0  0  0  0
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 31  7  1  0  0  0  0
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 16 17  1  0  0  0  0
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  8 42  1  1  0  0  0
  7 41  1  1  0  0  0
  2  1  2  0  0  0  0
  4  5  1  0  0  0  0
  2  3  1  0  0  0  0
  5  6  1  0  0  0  0
 33 34  1  0  0  0  0
 31 32  1  6  0  0  0
  8  7  1  0  0  0  0
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  8 10  1  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  7  6  1  0  0  0  0
 27 28  1  0  0  0  0
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 22 56  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025790

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@@]1([H])C([H])([H])C([H])([H])[C@@]2([H])[C@]([H])(O[C@]3(OC([H])([H])[C@@]([H])(C([H])([H])O[C@]4([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]4([H])O[H])[C@]([H])(O[H])C3([H])[H])[C@]2(O[H])C([H])([H])O[H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H34O13/c22-5-14-15(25)16(26)17(27)19(33-14)31-6-10-7-32-21(4-12(10)24)20(30,8-23)11-2-1-9(18(28)29)3-13(11)34-21/h9-17,19,22-27,30H,1-8H2,(H,28,29)/t9-,10+,11-,12+,13+,14+,15+,16-,17+,19+,20-,21-/m0/s1

> <INCHI_KEY>
MKVQPLIMYJILBG-MQPUHNPRSA-N

> <FORMULA>
C21H34O13

> <MOLECULAR_WEIGHT>
494.49

> <EXACT_MASS>
494.199941155

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
49.09618972354969

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,3aS,4'R,5'R,6S,7aR)-3,4'-dihydroxy-3-(hydroxymethyl)-5'-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-hexahydro-3H-spiro[1-benzofuran-2,2'-oxane]-6-carboxylic acid

> <ALOGPS_LOGP>
-2.40

> <JCHEM_LOGP>
-3.1871748003333336

> <ALOGPS_LOGS>
-0.99

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.76799193423546

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.0476629421009545

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9631320778795986

> <JCHEM_POLAR_SURFACE_AREA>
215.82999999999998

> <JCHEM_REFRACTIVITY>
108.0482

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.06e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,3aS,4'R,5'R,6S,7aR)-3,4'-dihydroxy-3-(hydroxymethyl)-5'-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-hexahydrospiro[1-benzofuran-2,2'-oxane]-6-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 68 71  0  0  0  0  0  0  0  0999 V2000
    5.0975   -0.1166    1.8928 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5754   -1.0324    1.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8348   -1.4505    1.4759 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8847   -1.8445    0.1735 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2513   -3.0874    0.8181 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9887   -3.5314    0.0867 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9192   -2.4339    0.1307 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4906   -1.0152    0.0215 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8828   -0.9735   -0.5992 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5858   -0.2309   -0.7725 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3764   -0.9960   -0.9593 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2961   -0.5362   -2.2520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7585    0.9134   -2.1330 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5135    1.2620   -3.2945 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6321    1.0996   -0.8909 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0291    2.5688   -0.7015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8840    2.7278    0.4348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2738    2.5913    0.1060 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7144    3.6920   -0.6812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1069    3.6054   -1.0329 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4566    4.8079   -1.9230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3556    6.0356   -1.2011 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0017    3.5455    0.2158 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.3649    3.2929   -0.1485 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.0430    2.5522    1.4369 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6323    1.4410    2.2517 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4962   -2.7931   -2.2354 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.8115    1.8811    2.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8500    3.4580    2.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7637   -3.0917   -2.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8558   -3.2797    0.1349 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2300   -4.5055   -0.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7482   -4.2779   -1.6719 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  1  0
 20 21  1  0
 23 24  1  0
 25 26  1  0
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 30 29  1  0
 12 13  1  0
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 31  7  1  0
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  8 42  1  1
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  2  1  2  0
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 31 32  1  6
  8  7  1  0
 21 22  1  0
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  8  9  1  0
  4  9  1  0
  7  6  1  0
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 15 16  1  0
 13 14  1  0
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 33 66  1  0
 33 67  1  0
  3 35  1  0
 34 68  1  0
 32 65  1  0
 22 56  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  O   UNK     0       5.098  -0.117   1.893  0.00  0.00           O+0
HETATM    2  C   UNK     0       5.575  -1.032   1.245  0.00  0.00           C+0
HETATM    3  O   UNK     0       6.835  -1.450   1.476  0.00  0.00           O+0
HETATM    4  C   UNK     0       4.885  -1.845   0.174  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.251  -3.087   0.818  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.989  -3.531   0.087  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.919  -2.434   0.131  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.491  -1.015   0.022  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.883  -0.974  -0.599  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.586  -0.231  -0.773  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.376  -0.996  -0.959  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.296  -0.536  -2.252  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.759   0.913  -2.133  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.514   1.262  -3.295  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.632   1.100  -0.891  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.029   2.569  -0.702  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.884   2.728   0.435  0.00  0.00           O+0
HETATM   18  C   UNK     0      -4.274   2.591   0.106  0.00  0.00           C+0
HETATM   19  O   UNK     0      -4.714   3.692  -0.681  0.00  0.00           O+0
HETATM   20  C   UNK     0      -6.107   3.605  -1.033  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.457   4.808  -1.923  0.00  0.00           C+0
HETATM   22  O   UNK     0      -6.356   6.036  -1.201  0.00  0.00           O+0
HETATM   23  C   UNK     0      -7.002   3.546   0.216  0.00  0.00           C+0
HETATM   24  O   UNK     0      -8.365   3.293  -0.149  0.00  0.00           O+0
HETATM   25  C   UNK     0      -6.534   2.425   1.146  0.00  0.00           C+0
HETATM   26  O   UNK     0      -7.290   2.472   2.368  0.00  0.00           O+0
HETATM   27  C   UNK     0      -5.043   2.552   1.437  0.00  0.00           C+0
HETATM   28  O   UNK     0      -4.632   1.441   2.252  0.00  0.00           O+0
HETATM   29  C   UNK     0      -0.896   0.565   0.336  0.00  0.00           C+0
HETATM   30  O   UNK     0      -0.501  -0.796   0.159  0.00  0.00           O+0
HETATM   31  C   UNK     0       0.865  -2.471  -0.979  0.00  0.00           C+0
HETATM   32  O   UNK     0       1.496  -2.793  -2.235  0.00  0.00           O+0
HETATM   33  C   UNK     0      -0.223  -3.523  -0.724  0.00  0.00           C+0
HETATM   34  O   UNK     0      -1.040  -3.646  -1.893  0.00  0.00           O+0
HETATM   35  H   UNK     0       7.158  -0.857   2.187  0.00  0.00           H+0
HETATM   36  H   UNK     0       5.655  -2.154  -0.546  0.00  0.00           H+0
HETATM   37  H   UNK     0       4.982  -3.905   0.820  0.00  0.00           H+0
HETATM   38  H   UNK     0       4.006  -2.900   1.872  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.593  -4.445   0.546  0.00  0.00           H+0
HETATM   40  H   UNK     0       3.259  -3.796  -0.942  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.413  -2.498   1.105  0.00  0.00           H+0
HETATM   42  H   UNK     0       2.524  -0.556   1.017  0.00  0.00           H+0
HETATM   43  H   UNK     0       4.227   0.066  -0.676  0.00  0.00           H+0
HETATM   44  H   UNK     0       3.820  -1.327  -1.637  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.168  -1.160  -2.481  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.385  -0.616  -3.107  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.107   1.585  -2.090  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.925   1.159  -4.064  0.00  0.00           H+0
HETATM   49  H   UNK     0      -2.545   0.503  -1.023  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.132   3.168  -0.506  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.497   2.984  -1.601  0.00  0.00           H+0
HETATM   52  H   UNK     0      -4.417   1.650  -0.440  0.00  0.00           H+0
HETATM   53  H   UNK     0      -6.251   2.702  -1.640  0.00  0.00           H+0
HETATM   54  H   UNK     0      -5.758   4.864  -2.764  0.00  0.00           H+0
HETATM   55  H   UNK     0      -7.476   4.723  -2.313  0.00  0.00           H+0
HETATM   56  H   UNK     0      -6.519   6.751  -1.839  0.00  0.00           H+0
HETATM   57  H   UNK     0      -6.979   4.496   0.763  0.00  0.00           H+0
HETATM   58  H   UNK     0      -8.830   3.165   0.704  0.00  0.00           H+0
HETATM   59  H   UNK     0      -6.756   1.445   0.704  0.00  0.00           H+0
HETATM   60  H   UNK     0      -6.811   1.881   2.984  0.00  0.00           H+0
HETATM   61  H   UNK     0      -4.850   3.458   2.025  0.00  0.00           H+0
HETATM   62  H   UNK     0      -3.660   1.528   2.319  0.00  0.00           H+0
HETATM   63  H   UNK     0      -1.552   0.590   1.212  0.00  0.00           H+0
HETATM   64  H   UNK     0      -0.017   1.174   0.581  0.00  0.00           H+0
HETATM   65  H   UNK     0       0.764  -3.092  -2.814  0.00  0.00           H+0
HETATM   66  H   UNK     0      -0.856  -3.280   0.135  0.00  0.00           H+0
HETATM   67  H   UNK     0       0.230  -4.505  -0.556  0.00  0.00           H+0
HETATM   68  H   UNK     0      -1.748  -4.278  -1.672  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    4    1    3                                                  
CONECT    3    2   35                                                       
CONECT    4    2    5    9   36                                             
CONECT    5    4    6   37   38                                             
CONECT    6    5    7   39   40                                             
CONECT    7   31   41    8    6                                             
CONECT    8   42    7   10    9                                             
CONECT    9    8    4   43   44                                             
CONECT   10    8   11                                                       
CONECT   11   31   30   12   10                                             
CONECT   12   13   11   45   46                                             
CONECT   13   12   15   14   47                                             
CONECT   14   13   48                                                       
CONECT   15   13   29   16   49                                             
CONECT   16   17   15   50   51                                             
CONECT   17   16   18                                                       
CONECT   18   19   27   17   52                                             
CONECT   19   20   18                                                       
CONECT   20   21   23   19   53                                             
CONECT   21   20   22   54   55                                             
CONECT   22   21   56                                                       
CONECT   23   24   25   20   57                                             
CONECT   24   23   58                                                       
CONECT   25   26   27   23   59                                             
CONECT   26   25   60                                                       
CONECT   27   25   18   28   61                                             
CONECT   28   27   62                                                       
CONECT   29   30   15   63   64                                             
CONECT   30   29   11                                                       
CONECT   31   11    7   33   32                                             
CONECT   32   31   65                                                       
CONECT   33   31   34   66   67                                             
CONECT   34   33   68                                                       
CONECT   35    3                                                            
CONECT   36    4                                                            
CONECT   37    5                                                            
CONECT   38    5                                                            
CONECT   39    6                                                            
CONECT   40    6                                                            
CONECT   41    7                                                            
CONECT   42    8                                                            
CONECT   43    9                                                            
CONECT   44    9                                                            
CONECT   45   12                                                            
CONECT   46   12                                                            
CONECT   47   13                                                            
CONECT   48   14                                                            
CONECT   49   15                                                            
CONECT   50   16                                                            
CONECT   51   16                                                            
CONECT   52   18                                                            
CONECT   53   20                                                            
CONECT   54   21                                                            
CONECT   55   21                                                            
CONECT   56   22                                                            
CONECT   57   23                                                            
CONECT   58   24                                                            
CONECT   59   25                                                            
CONECT   60   26                                                            
CONECT   61   27                                                            
CONECT   62   28                                                            
CONECT   63   29                                                            
CONECT   64   29                                                            
CONECT   65   32                                                            
CONECT   66   33                                                            
CONECT   67   33                                                            
CONECT   68   34                                                            
MASTER        0    0    0    0    0    0    0    0   68    0  142    0
END

RDKit          3D

68 71  0  0  0  0  0  0  0  0999 V2000
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M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₃₄O₁₃

Average Mass

494.4900 Da

Monoisotopic Mass

494.19994 Da

IUPAC Name

(2S,3R,3aS,4'R,5'R,6S,7aR)-3,4'-dihydroxy-3-(hydroxymethyl)-5'-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-hexahydro-3H-spiro[1-benzofuran-2,2'-oxane]-6-carboxylic acid

Traditional Name

(2S,3R,3aS,4'R,5'R,6S,7aR)-3,4'-dihydroxy-3-(hydroxymethyl)-5'-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-hexahydrospiro[1-benzofuran-2,2'-oxane]-6-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)[C@@]1([H])C([H])([H])C([H])([H])[C@@]2([H])[C@]([H])(O[C@]3(OC([H])([H])[C@@]([H])(C([H])([H])O[C@]4([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]4([H])O[H])[C@]([H])(O[H])C3([H])[H])[C@]2(O[H])C([H])([H])O[H])C1([H])[H]

InChI Identifier

InChI=1S/C21H34O13/c22-5-14-15(25)16(26)17(27)19(33-14)31-6-10-7-32-21(4-12(10)24)20(30,8-23)11-2-1-9(18(28)29)3-13(11)34-21/h9-17,19,22-27,30H,1-8H2,(H,28,29)/t9-,10+,11-,12+,13+,14+,15+,16-,17+,19+,20-,21-/m0/s1

InChI Key

MKVQPLIMYJILBG-MQPUHNPRSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Phyllanthus emblica	JEOL database	Zhang, Y.-J., et al, J. Nat. Prod. 64, 870 (2001)

Chemical Taxonomy

Classification

Not classified

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	-2.4	ALOGPS
logP	-3.2	ChemAxon
logS	-0.99	ALOGPS
pKa (Strongest Acidic)	4.05	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	215.83 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	108.05 m³·mol⁻¹	ChemAxon
Polarizability	49.1 Å³	ChemAxon
Number of Rings	4	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

Not Available

References

General References

Zhang, Y.-J., et al. (2001). Zhang, Y.-J., et al, J. Nat. Prod. 64, 870 (2001). J. Nat. Prod..

Showing NP-Card for Phyllaemblic acid D (NP0025790)

MOL for NP0025790 (Phyllaemblic acid D)

3D MOL for NP0025790 (Phyllaemblic acid D)

3D SDF for NP0025790 (Phyllaemblic acid D)

3D-SDF for NP0025790 (Phyllaemblic acid D)

PDB for NP0025790 (Phyllaemblic acid D)

3D PDB for NP0025790 (Phyllaemblic acid D)

SMILES for NP0025790 (Phyllaemblic acid D)

INCHI for NP0025790 (Phyllaemblic acid D)

Structure for NP0025790 (Phyllaemblic acid D)

3D Structure for NP0025790 (Phyllaemblic acid D)