NP-MRD: Showing NP-Card for (+)-Sinocrassoside D3 (NP0072320)

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Record Information

Version

2.0

Created at

2022-04-28 17:40:44 UTC

Updated at

2022-04-28 17:40:44 UTC

NP-MRD ID

NP0072320

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Sinocrassoside D3

Description

(2S,3R,4S,5S,6R)-2-{[2-(3,4-dihydroxyphenyl)-5,8-dihydroxy-4-oxo-7-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-4H-chromen-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl acetate belongs to the class of organic compounds known as flavonoid-7-o-glycosides. (+)-Sinocrassoside D3 is found in Sinocrassula indica . These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position (2S,3R,4S,5S,6R)-2-{[2-(3,4-dihydroxyphenyl)-5,8-dihydroxy-4-oxo-7-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-4H-chromen-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309272006252D          

 47 51  0  0  0  0            999 V2000
 9999.1059 9997.3249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6804 9997.3249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.680410000.6392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.2526 9999.8116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.822710000.6371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9993.3907 9999.8116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.8227 9997.3351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.3907 9998.1604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.250410001.8755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.678610001.0499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.8220 9999.8109    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9994.1076 9999.3985    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9994.1076 9998.5735    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9994.8220 9998.1612    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9995.5363 9998.5735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.5363 9999.3985    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.964310000.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.249910001.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.535410000.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.5354 9999.8120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.2498 9999.3995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.9643 9999.8120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6806 9999.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9659 9999.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9659 9998.5699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6805 9998.1574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1070 9999.8074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.3926 9999.3950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.3926 9998.5698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.8214 9999.3950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1070 9998.1575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.8214 9998.5698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.8153 9996.9137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.8153 9996.0868    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.5331 9995.6735    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.2469 9996.0868    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.2469 9996.9137    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.5331 9997.3274    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.9634 9997.3268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.0994 9995.6731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.0998 9994.8463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.5342 9994.8467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.9220 9995.5088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.5342 9998.1541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.9640 9998.1538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.2480 9998.5678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.6804 9998.5669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16  4  1  6  0  0  0
 11  5  1  1  0  0  0
 12  6  1  1  0  0  0
 13  8  1  6  0  0  0
 14  7  1  1  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 17  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
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 28 29  1  0  0  0  0
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 28 23  2  0  0  0  0
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 26  2  1  0  0  0  0
 24  4  1  0  0  0  0
 23  3  1  0  0  0  0
 18  9  1  0  0  0  0
 17 10  1  0  0  0  0
 31 32  1  0  0  0  0
 37 38  1  0  0  0  0
 38 33  1  0  0  0  0
 34 40  1  1  0  0  0
 37 39  1  6  0  0  0
 40 41  1  0  0  0  0
 33 34  1  0  0  0  0
 35 42  1  6  0  0  0
 36 43  1  1  0  0  0
 34 35  1  0  0  0  0
 38 44  1  1  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 44 32  1  0  0  0  0
 39 45  1  0  0  0  0
 45 47  1  0  0  0  0
 45 46  2  0  0  0  0
 29 31  1  0  0  0  0
 31  1  2  0  0  0  0
 32 30  2  0  0  0  0
M  END

     RDKit          3D

 79 83  0  0  0  0  0  0  0  0999 V2000
   -5.1532    5.1938    0.5329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5762    4.0141   -0.1931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6647    4.3026   -1.0366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0014    2.7202    0.0368 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4113    1.6386   -0.6896 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7483    0.6699    0.2547 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9469   -0.2612   -0.4014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5682   -0.3812   -0.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.4133   -0.9161   -1.1887 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9163   -2.0960   -2.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5577   -0.0151   -0.8236 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.1796   -0.5441    0.3066 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0370    1.3791   -0.6013 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1654    2.1623   -1.7591 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5924    1.4297   -0.1942 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1857    2.7561   -0.1917 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.7426    4.8414    1.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.5817   -2.2572    0.5351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5123   -3.8754    2.2092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7066   -5.1533    5.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2626   -3.5234    4.7019 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.7785   -0.7644    2.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8163   -0.8317    1.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6262   -2.8469    1.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4374   -1.1113   -1.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8647    0.4342   -1.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.1601    1.0865   -3.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
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 34 35  1  0
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 38  8  1  0
  8  7  1  0
  7  6  1  0
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  4  2  1  0
  2  1  1  0
  2  3  2  0
  8  9  2  0
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 32 68  1  1
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 30 66  1  1
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 28 64  1  6
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M  END


  Mrv1652309272006252D          

 47 51  0  0  0  0            999 V2000
 9999.1059 9997.3249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6804 9997.3249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.680410000.6392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.2526 9999.8116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.822710000.6371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9993.3907 9999.8116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.8227 9997.3351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.3907 9998.1604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.250410001.8755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.678610001.0499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.8220 9999.8109    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9994.1076 9999.3985    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9994.1076 9998.5735    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9994.8220 9998.1612    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9995.5363 9998.5735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.5363 9999.3985    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.964310000.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.249910001.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.535410000.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.5354 9999.8120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.2498 9999.3995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.9643 9999.8120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6806 9999.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9659 9999.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9659 9998.5699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6805 9998.1574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1070 9999.8074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.3926 9999.3950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.3926 9998.5698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.8214 9999.3950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1070 9998.1575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.8214 9998.5698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.8153 9996.9137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.8153 9996.0868    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.5331 9995.6735    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.2469 9996.0868    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.2469 9996.9137    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.5331 9997.3274    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.9634 9997.3268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.0994 9995.6731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.0998 9994.8463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.5342 9994.8467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.9220 9995.5088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.5342 9998.1541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.9640 9998.1538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.2480 9998.5678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.6804 9998.5669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16  4  1  6  0  0  0
 11  5  1  1  0  0  0
 12  6  1  1  0  0  0
 13  8  1  6  0  0  0
 14  7  1  1  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 17  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 28 29  1  0  0  0  0
 27 28  1  0  0  0  0
 27 30  1  0  0  0  0
 30 20  1  0  0  0  0
 28 23  2  0  0  0  0
 26 29  2  0  0  0  0
 26  2  1  0  0  0  0
 24  4  1  0  0  0  0
 23  3  1  0  0  0  0
 18  9  1  0  0  0  0
 17 10  1  0  0  0  0
 31 32  1  0  0  0  0
 37 38  1  0  0  0  0
 38 33  1  0  0  0  0
 34 40  1  1  0  0  0
 37 39  1  6  0  0  0
 40 41  1  0  0  0  0
 33 34  1  0  0  0  0
 35 42  1  6  0  0  0
 36 43  1  1  0  0  0
 34 35  1  0  0  0  0
 38 44  1  1  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 44 32  1  0  0  0  0
 39 45  1  0  0  0  0
 45 47  1  0  0  0  0
 45 46  2  0  0  0  0
 29 31  1  0  0  0  0
 31  1  2  0  0  0  0
 32 30  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0072320

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1O[C@@H](OC2=CC(O)=C3C(=O)C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4OC(C)=O)=C(OC3=C2O)C2=CC(O)=C(O)C=C2)[C@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C29H32O18/c1-8-17(35)21(39)23(41)28(42-8)44-14-6-13(34)16-20(38)26(24(46-25(16)19(14)37)10-3-4-11(32)12(33)5-10)47-29-27(43-9(2)31)22(40)18(36)15(7-30)45-29/h3-6,8,15,17-18,21-23,27-30,32-37,39-41H,7H2,1-2H3/t8-,15+,17-,18+,21+,22-,23+,27+,28-,29-/m0/s1

> <INCHI_KEY>
KHPKIZDPZGSTMI-VZVFLMSBSA-N

> <FORMULA>
C29H32O18

> <MOLECULAR_WEIGHT>
668.557

> <EXACT_MASS>
668.15886419

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
63.0139326398506

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4S,5S,6R)-2-{[2-(3,4-dihydroxyphenyl)-5,8-dihydroxy-4-oxo-7-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-4H-chromen-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl acetate

> <ALOGPS_LOGP>
0.48

> <JCHEM_LOGP>
-1.2284333339999993

> <ALOGPS_LOGS>
-2.33

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.586752390529066

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.574227504368571

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6491175530117097

> <JCHEM_POLAR_SURFACE_AREA>
291.81999999999994

> <JCHEM_REFRACTIVITY>
151.0086

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.13e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5S,6R)-2-{[2-(3,4-dihydroxyphenyl)-5,8-dihydroxy-4-oxo-7-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}chromen-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  O   UNK     0    8664.9988661.673   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0    8662.3378661.673   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0    8662.3378667.860   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8659.6718666.315   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8657.0028667.856   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8654.3298666.315   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8657.0028661.692   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    8654.3298663.233   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8669.0018670.168   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    8671.6678668.627   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0    8657.0018666.314   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8655.6688665.544   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8655.6688664.004   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8657.0018663.234   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0    8658.3348664.004   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0    8658.3348665.544   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8670.3338667.856   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8669.0008668.625   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8667.6668667.855   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8667.6668666.316   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8669.0008665.546   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8670.3338666.316   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8662.3378666.307   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8661.0038665.537   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8661.0038663.997   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8662.3378663.227   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0    8665.0008666.307   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0    8663.6668665.537   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8663.6668663.997   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8666.3338665.537   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0    8665.0008663.227   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0    8666.3338663.997   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0    8666.3228660.905   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0    8666.3228659.362   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0    8667.6628658.591   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0    8668.9948659.362   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0    8668.9948660.905   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0    8667.6628661.678   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0    8670.3328661.677   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0    8664.9868658.590   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0    8664.9868657.046   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0    8667.6648657.047   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0    8670.2548658.283   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0    8667.6648663.221   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0    8670.3338663.220   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0    8668.9968663.993   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0    8671.6708663.992   0.000  0.00  0.00           C+0
CONECT    1   31                                                            
CONECT    2   26                                                            
CONECT    3   23                                                            
CONECT    4   16   24                                                       
CONECT    5   11                                                            
CONECT    6   12                                                            
CONECT    7   14                                                            
CONECT    8   13                                                            
CONECT    9   18                                                            
CONECT   10   17                                                            
CONECT   11   12   16    5                                                  
CONECT   12   11   13    6                                                  
CONECT   13   12   14    8                                                  
CONECT   14   13   15    7                                                  
CONECT   15   14   16                                                       
CONECT   16   11   15    4                                                  
CONECT   17   18   22   10                                                  
CONECT   18   17   19    9                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   30                                                  
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
CONECT   23   24   28    3                                                  
CONECT   24   23   25    4                                                  
CONECT   25   24   26                                                       
CONECT   26   25   29    2                                                  
CONECT   27   28   30                                                       
CONECT   28   29   27   23                                                  
CONECT   29   28   26   31                                                  
CONECT   30   27   20   32                                                  
CONECT   31   32   29    1                                                  
CONECT   32   31   44   30                                                  
CONECT   33   38   34                                                       
CONECT   34   40   33   35                                                  
CONECT   35   42   34   36                                                  
CONECT   36   43   35   37                                                  
CONECT   37   38   39   36                                                  
CONECT   38   37   33   44                                                  
CONECT   39   37   45                                                       
CONECT   40   34   41                                                       
CONECT   41   40                                                            
CONECT   42   35                                                            
CONECT   43   36                                                            
CONECT   44   38   32                                                       
CONECT   45   39   47   46                                                  
CONECT   46   45                                                            
CONECT   47   45                                                            
MASTER        0    0    0    0    0    0    0    0   47    0  102    0
END

View in JSmol

Synonyms

Value	Source
(2S,3R,4S,5S,6R)-2-{[2-(3,4-dihydroxyphenyl)-5,8-dihydroxy-4-oxo-7-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-4H-chromen-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl acetic acid	Generator

Chemical Formula

C₂₉H₃₂O₁₈

Average Mass

668.5570 Da

Monoisotopic Mass

668.15886 Da

IUPAC Name

(2S,3R,4S,5S,6R)-2-{[2-(3,4-dihydroxyphenyl)-5,8-dihydroxy-4-oxo-7-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-4H-chromen-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl acetate

Traditional Name

(2S,3R,4S,5S,6R)-2-{[2-(3,4-dihydroxyphenyl)-5,8-dihydroxy-4-oxo-7-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}chromen-3-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl acetate

CAS Registry Number

Not Available

SMILES

C[C@@H]1O[C@@H](OC2=CC(O)=C3C(=O)C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4OC(C)=O)=C(OC3=C2O)C2=CC(O)=C(O)C=C2)[C@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C29H32O18/c1-8-17(35)21(39)23(41)28(42-8)44-14-6-13(34)16-20(38)26(24(46-25(16)19(14)37)10-3-4-11(32)12(33)5-10)47-29-27(43-9(2)31)22(40)18(36)15(7-30)45-29/h3-6,8,15,17-18,21-23,27-30,32-37,39-41H,7H2,1-2H3/t8-,15+,17-,18+,21+,22-,23+,27+,28-,29-/m0/s1

InChI Key

KHPKIZDPZGSTMI-VZVFLMSBSA-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
Sinocrassula indica	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-7-O-glycosides

Alternative Parents

Substituents

Flavonoid-3-o-glycoside
Flavonoid-7-o-glycoside
Hydroxyflavonoid
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
8-hydroxyflavonoid
Flavone
Phenolic glycoside
O-glycosyl compound
Glycosyl compound
Chromone
1-benzopyran
Benzopyran
Catechol
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Pyranone
Monocyclic benzene moiety
Benzenoid
Pyran
Monosaccharide
Oxane
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
Carboxylic acid ester
Acetal
Organoheterocyclic compound
Carboxylic acid derivative
Oxacycle
Polyol
Monocarboxylic acid or derivatives
Organic oxide
Carbonyl group
Organic oxygen compound
Alcohol
Primary alcohol
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	0.48	ALOGPS
logP	-1.2	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	7.57	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	291.82 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	151.01 m³·mol⁻¹	ChemAxon
Polarizability	63.01 Å³	ChemAxon
Number of Rings	5	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

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

25112366

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (+)-Sinocrassoside D3 (NP0072320)

MOL for NP0072320 ((+)-Sinocrassoside D3)

3D MOL for NP0072320 ((+)-Sinocrassoside D3)

3D SDF for NP0072320 ((+)-Sinocrassoside D3)

3D-SDF for NP0072320 ((+)-Sinocrassoside D3)

PDB for NP0072320 ((+)-Sinocrassoside D3)

3D PDB for NP0072320 ((+)-Sinocrassoside D3)

SMILES for NP0072320 ((+)-Sinocrassoside D3)

INCHI for NP0072320 ((+)-Sinocrassoside D3)

Structure for NP0072320 ((+)-Sinocrassoside D3)

3D Structure for NP0072320 ((+)-Sinocrassoside D3)