NP-MRD: Showing NP-Card for 3-(3,4-dihydroxyphenyl)-3-hydroxy-2-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-1-(2,4,6-trihydroxyphenyl)propan-1-one (NP0309082)

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Record Information

Version

2.0

Created at

2022-09-11 03:24:11 UTC

Updated at

2022-09-11 03:24:11 UTC

NP-MRD ID

NP0309082

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-(3,4-dihydroxyphenyl)-3-hydroxy-2-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-1-(2,4,6-trihydroxyphenyl)propan-1-one

Description

3-(3,4-Dihydroxyphenyl)-3-hydroxy-2-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-1-(2,4,6-trihydroxyphenyl)propan-1-one belongs to the class of organic compounds known as 1-ribosyl-imidazolecarboxamides. These are organic compounds containing the imidazole ring linked to a ribose ring through a 1-2 bond. 3-(3,4-dihydroxyphenyl)-3-hydroxy-2-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-1-(2,4,6-trihydroxyphenyl)propan-1-one is found in Psorospermum androsaemifolium. 3-(3,4-Dihydroxyphenyl)-3-hydroxy-2-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-1-(2,4,6-trihydroxyphenyl)propan-1-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241503212D          

 33 35  0  0  0  0            999 V2000
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
  9 16  1  0  0  0  0
  6 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 19 26  1  0  0  0  0
 26 27  1  0  0  0  0
  4 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
  2 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END

     RDKit          3D

 57 59  0  0  0  0  0  0  0  0999 V2000
    4.1213   -1.9095   -1.0343 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7541   -1.1987    0.2798 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4331   -0.9723    0.2574 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9820    0.2531   -0.1867 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6073    0.3711    0.0196 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1152    0.3740   -1.1073 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1293   -0.6543   -1.3597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6115   -0.5145   -2.5839 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6658   -1.7112   -0.5917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6419   -2.5434   -1.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0108   -2.2873   -2.4748 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2309   -3.5864   -0.4899 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8919   -3.8682    0.7971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4686   -4.9194    1.5190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9497   -3.0872    1.3986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3481   -2.0182    0.6978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4051   -1.2715    1.3746 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8186    1.7182   -1.3610 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5611    1.6483   -2.5468 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6945    2.0887   -0.2284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3154    3.0378    0.6966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1059    3.4044    1.7589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3462    2.8142    1.9393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1350    3.2093    3.0365 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7416    1.8692    1.0318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9690    1.2602    1.1786 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9315    1.5132   -0.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7515    1.4127    0.3368 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3139    2.6065   -0.2038 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1940    1.2350   -0.1581 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2717    1.2181   -1.5306 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6737   -0.0510    0.4182 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9540   -0.3103   -0.1050 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2530   -2.4784   -1.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3020   -1.1049   -1.7740 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0445   -2.5046   -0.9201 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9546   -1.9854    1.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1309    0.2212   -1.2934 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6275    0.2583   -1.9701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7094   -2.8737   -2.9061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9734   -4.1793   -1.0063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1709   -5.5151    1.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6501   -3.2761    2.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1681   -1.4893    2.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0345    2.4723   -1.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5351    2.5120   -3.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3418    3.5016    0.5557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8123    4.1481    2.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0302    2.8498    3.2516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6324    1.4465    1.9153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2598    0.7618   -0.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8250    1.4485    1.4399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1973    3.2493    0.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8204    2.0779    0.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8322    2.0161   -1.9385 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8464    0.1226    1.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5150   -0.8101    0.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
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 10 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
  4 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32  2  1  0
 27 20  1  0
 16  9  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  1
  4 38  1  6
  6 39  1  6
 18 45  1  6
 19 46  1  0
 21 47  1  0
 22 48  1  0
 24 49  1  0
 26 50  1  0
 27 51  1  0
 11 40  1  0
 12 41  1  0
 14 42  1  0
 15 43  1  0
 17 44  1  0
 28 52  1  1
 29 53  1  0
 30 54  1  1
 31 55  1  0
 32 56  1  1
 33 57  1  0
M  END


  Mrv1533004241503212D          

 33 35  0  0  0  0            999 V2000
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
  9 16  1  0  0  0  0
  6 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
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 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 19 26  1  0  0  0  0
 26 27  1  0  0  0  0
  4 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
  2 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0309082

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1OC(OC(C(O)C2=CC=C(O)C(O)=C2)C(=O)C2=C(O)C=C(O)C=C2O)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C21H24O12/c1-7-15(27)18(30)19(31)21(32-7)33-20(16(28)8-2-3-10(23)11(24)4-8)17(29)14-12(25)5-9(22)6-13(14)26/h2-7,15-16,18-28,30-31H,1H3

> <INCHI_KEY>
FNKAMOMNZMJYQS-UHFFFAOYSA-N

> <FORMULA>
C21H24O12

> <MOLECULAR_WEIGHT>
468.411

> <EXACT_MASS>
468.126776213

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
43.91710319387372

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(3,4-dihydroxyphenyl)-3-hydroxy-2-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-1-(2,4,6-trihydroxyphenyl)propan-1-one

> <ALOGPS_LOGP>
0.47

> <JCHEM_LOGP>
1.077987464333333

> <ALOGPS_LOGS>
-2.05

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.063611181297833

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.8362051282096825

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6121828749800624

> <JCHEM_POLAR_SURFACE_AREA>
217.59999999999997

> <JCHEM_REFRACTIVITY>
109.25750000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.14e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(3,4-dihydroxyphenyl)-3-hydroxy-2-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-1-(2,4,6-trihydroxyphenyl)propan-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       9.336  -5.390   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       9.336  -2.310   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.337  -0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.670  -0.770   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      16.004  -0.000   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      14.670  -2.310   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      16.004  -3.080   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      13.337  -4.620   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      14.670  -6.930   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      12.003 -11.550   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       9.336  -6.930   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       6.668  -6.930   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   32                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   28                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   17                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   16                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14    9                                                       
CONECT   17    6   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   26                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   19   27                                                  
CONECT   27   26                                                            
CONECT   28    4   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30    2   33                                                  
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₄O₁₂

Average Mass

468.4110 Da

Monoisotopic Mass

468.12678 Da

IUPAC Name

3-(3,4-dihydroxyphenyl)-3-hydroxy-2-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-1-(2,4,6-trihydroxyphenyl)propan-1-one

Traditional Name

3-(3,4-dihydroxyphenyl)-3-hydroxy-2-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-1-(2,4,6-trihydroxyphenyl)propan-1-one

CAS Registry Number

Not Available

SMILES

CC1OC(OC(C(O)C2=CC=C(O)C(O)=C2)C(=O)C2=C(O)C=C(O)C=C2O)C(O)C(O)C1O

InChI Identifier

InChI=1S/C21H24O12/c1-7-15(27)18(30)19(31)21(32-7)33-20(16(28)8-2-3-10(23)11(24)4-8)17(29)14-12(25)5-9(22)6-13(14)26/h2-7,15-16,18-28,30-31H,1H3

InChI Key

FNKAMOMNZMJYQS-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
Psorospermum androsaemifolium	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-ribosyl-imidazolecarboxamides. These are organic compounds containing the imidazole ring linked to a ribose ring through a 1-2 bond.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Imidazole ribonucleosides and ribonucleotides

Sub Class

1-ribosyl-imidazolecarboxamides

Direct Parent

1-ribosyl-imidazolecarboxamides

Alternative Parents

Substituents

1-ribosyl-imidazolecarboxamide
Glycosyl compound
N-glycosyl compound
Pentose monosaccharide
2-heteroaryl carboxamide
Imidazole-4-carbonyl group
Aminoimidazole
Monosaccharide
N-substituted imidazole
Azole
Heteroaromatic compound
Imidazole
Vinylogous amide
Tetrahydrofuran
Amino acid or derivatives
Carboxamide group
Secondary alcohol
Primary carboxylic acid amide
Organoheterocyclic compound
Azacycle
Oxacycle
Carboxylic acid derivative
Organonitrogen compound
Amine
Hydrocarbon derivative
Alcohol
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organic nitrogen compound
Primary alcohol
Primary amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	0.47	ALOGPS
logP	1.08	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	7.84	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	217.6 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	109.26 m³·mol⁻¹	ChemAxon
Polarizability	43.92 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-(3,4-dihydroxyphenyl)-3-hydroxy-2-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-1-(2,4,6-trihydroxyphenyl)propan-1-one (NP0309082)

MOL for NP0309082 (3-(3,4-dihydroxyphenyl)-3-hydroxy-2-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-1-(2,4,6-trihydroxyphenyl)propan-1-one)

3D MOL for NP0309082 (3-(3,4-dihydroxyphenyl)-3-hydroxy-2-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-1-(2,4,6-trihydroxyphenyl)propan-1-one)

3D SDF for NP0309082 (3-(3,4-dihydroxyphenyl)-3-hydroxy-2-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-1-(2,4,6-trihydroxyphenyl)propan-1-one)

3D-SDF for NP0309082 (3-(3,4-dihydroxyphenyl)-3-hydroxy-2-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-1-(2,4,6-trihydroxyphenyl)propan-1-one)

PDB for NP0309082 (3-(3,4-dihydroxyphenyl)-3-hydroxy-2-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-1-(2,4,6-trihydroxyphenyl)propan-1-one)

3D PDB for NP0309082 (3-(3,4-dihydroxyphenyl)-3-hydroxy-2-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-1-(2,4,6-trihydroxyphenyl)propan-1-one)

SMILES for NP0309082 (3-(3,4-dihydroxyphenyl)-3-hydroxy-2-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-1-(2,4,6-trihydroxyphenyl)propan-1-one)

INCHI for NP0309082 (3-(3,4-dihydroxyphenyl)-3-hydroxy-2-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-1-(2,4,6-trihydroxyphenyl)propan-1-one)

Structure for NP0309082 (3-(3,4-dihydroxyphenyl)-3-hydroxy-2-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-1-(2,4,6-trihydroxyphenyl)propan-1-one)

3D Structure for NP0309082 (3-(3,4-dihydroxyphenyl)-3-hydroxy-2-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]-1-(2,4,6-trihydroxyphenyl)propan-1-one)