NP-MRD: Showing NP-Card for 5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[5-hydroxy-4-(methoxymethyl)-6-methylpyridin-3-yl]methoxy}-2-(hydroxymethyl)oxane-3,4-diol (NP0186770)

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Record Information

Version

2.0

Created at

2022-09-04 02:44:14 UTC

Updated at

2022-09-04 02:44:14 UTC

NP-MRD ID

NP0186770

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[5-hydroxy-4-(methoxymethyl)-6-methylpyridin-3-yl]methoxy}-2-(hydroxymethyl)oxane-3,4-diol

Description

Julibrine II belongs to the class of organic compounds known as pyridoxines. These are pyridoxal derivatives in which the carbaldehyde group at position 2 of the pyridoxal moiety is replaced by a hydroxymethyl group. 5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[5-hydroxy-4-(methoxymethyl)-6-methylpyridin-3-yl]methoxy}-2-(hydroxymethyl)oxane-3,4-diol is found in Albizia julibrissin. Julibrine II is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231518182D          

 33 35  0  0  0  0            999 V2000
    8.0931   -4.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2726   -4.8889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7877   -4.2215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9672   -4.3077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6316   -5.0614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1166   -5.7288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8112   -5.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4756   -5.9013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3262   -4.4802    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6618   -3.7265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4823   -3.6403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8178   -2.8866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329   -2.2192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5124   -2.3054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1769   -3.0591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3564   -3.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0208   -3.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2004   -3.9852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8715   -2.4779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0510   -2.5641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2070   -1.7242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7221   -1.0568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0275   -1.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3631   -0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8781   -0.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0531   -0.2169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7982    0.5678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    1.0527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9136    1.6658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0177    1.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7627    2.4504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1331    0.5678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9177    0.8227    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  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  4 11  1  0  0  0  0
 11 12  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 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 14 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 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
 28 32  1  0  0  0  0
 25 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END

     RDKit          3D

 64 66  0  0  0  0  0  0  0  0999 V2000
   -1.5426    1.2359    2.7590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0844    2.3685    2.1045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3203    2.1132    1.6131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5354    1.3852    0.3828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5818    1.1188   -0.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2163    1.6039   -0.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3990    1.1294   -1.5371 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0462   -0.1878   -1.5094 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1046   -0.9102   -2.6595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2385   -2.2919   -2.4061 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0827   -3.0893   -3.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0255   -2.7568   -4.6389 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8912   -2.6883   -1.4736 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4248   -3.9086   -1.8889 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9446   -1.6138   -1.6065 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2007   -1.4120   -2.9597 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4230   -0.3225   -1.0253 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4855   -0.4662    0.3569 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3671    0.4767    0.8373 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8203    1.2397    1.8527 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8226    1.7567    2.6312 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1196    1.0849    2.2284 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8074    1.8565    1.3093 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9654    0.6562    3.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2334   -0.1103    4.2666 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5601   -0.1688    1.5384 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5106   -0.6204    0.6561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9900    0.4623   -1.7213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2672    0.1123   -1.9266 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2198    0.3719   -1.0222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6532   -0.0156   -1.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8758    1.0080    0.1390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8381    1.2832    1.0747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1892    0.9667    3.6356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4449    0.4030    2.0738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5700    1.5464    3.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8204    1.4636    2.4252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9845    3.0368    1.6856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3467    2.7484   -0.7786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6311    1.6320    0.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6049   -0.6950   -0.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2372   -2.4289   -1.9534 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9220   -2.9784   -4.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1814   -4.1579   -3.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5994   -2.3923   -5.4685 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5496   -2.8356   -0.4398 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1074   -3.7717   -2.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8730   -1.9623   -1.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4199   -0.4652   -3.1385 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0547    0.4819   -1.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8045    1.1162    0.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6026    1.6071    3.7104 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8887    2.8495    2.4464 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7642    1.8660    1.5393 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7678   -0.0119    2.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4940    1.4920    3.8753 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7067   -0.9455    4.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2509   -0.9230    2.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7847    0.1023    0.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2869    0.2460   -2.5120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7143   -1.1010   -0.9751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8906    0.1500   -2.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2843    0.5292   -0.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7598    1.7310    1.9508 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 32  2  0
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 28  5  2  0
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 22 26  1  0
 26 27  1  0
  5  4  1  0
 17  8  1  0
 26 19  1  0
  1 34  1  0
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  3 37  1  0
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 33 64  1  0
 31 61  1  0
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 13 46  1  1
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 17 50  1  6
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 21 52  1  0
 21 53  1  0
 23 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  0
 26 58  1  1
 27 59  1  0
M  END


  Mrv1533004231518182D          

 33 35  0  0  0  0            999 V2000
    8.0931   -4.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2726   -4.8889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7877   -4.2215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9672   -4.3077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6316   -5.0614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1166   -5.7288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8112   -5.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4756   -5.9013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3262   -4.4802    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6618   -3.7265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4823   -3.6403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8178   -2.8866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329   -2.2192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5124   -2.3054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1769   -3.0591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0208   -3.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2004   -3.9852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8715   -2.4779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0510   -2.5641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2070   -1.7242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7221   -1.0568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0275   -1.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3631   -0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8781   -0.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0531   -0.2169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7982    0.5678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    1.0527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9136    1.6658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0177    1.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7627    2.4504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1331    0.5678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9177    0.8227    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  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
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 28 30  1  0  0  0  0
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 25 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0186770

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COCC1=C(O)C(C)=NC=C1COC1OC(CO)C(O)C(O)C1OC1OCC(O)(CO)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H31NO12/c1-9-13(24)11(6-29-2)10(3-21-9)5-30-18-16(15(26)14(25)12(4-22)32-18)33-19-17(27)20(28,7-23)8-31-19/h3,12,14-19,22-28H,4-8H2,1-2H3

> <INCHI_KEY>
OGMDYCDHLSLDDN-UHFFFAOYSA-N

> <FORMULA>
C20H31NO12

> <MOLECULAR_WEIGHT>
477.463

> <EXACT_MASS>
477.184625442

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
47.42505378762747

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[5-hydroxy-4-(methoxymethyl)-6-methylpyridin-3-yl]methoxy}-2-(hydroxymethyl)oxane-3,4-diol

> <ALOGPS_LOGP>
-1.65

> <JCHEM_LOGP>
-3.355529500333334

> <ALOGPS_LOGS>
-1.73

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.807843213933644

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.593403490775977

> <JCHEM_PKA_STRONGEST_BASIC>
5.581611793139225

> <JCHEM_POLAR_SURFACE_AREA>
200.64999999999998

> <JCHEM_REFRACTIVITY>
107.94000000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.91e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[5-hydroxy-4-(methoxymethyl)-6-methylpyridin-3-yl]methoxy}-2-(hydroxymethyl)oxane-3,4-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0      15.107  -8.965   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      13.576  -9.126   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      12.670  -7.880   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.139  -8.041   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.512  -9.448   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      11.418 -10.694   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       8.981  -9.609   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.354 -11.016   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       8.076  -8.363   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       8.702  -6.956   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.234  -6.795   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.860  -5.388   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       9.955  -4.142   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       8.423  -4.303   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       7.797  -5.710   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       6.265  -5.871   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.639  -7.278   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.107  -7.439   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       5.360  -4.625   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.829  -4.786   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.986  -3.219   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.081  -1.973   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       7.518  -3.058   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       8.144  -1.651   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       7.239  -0.405   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       5.699  -0.405   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       5.223   1.060   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.469   1.965   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       5.439   3.109   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       7.500   3.109   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       7.024   4.574   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       7.715   1.060   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       9.180   1.536   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   11                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    4   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   23                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   14   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   32                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30   32                                             
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30                                                            
CONECT   32   28   25   33                                                  
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

View in JSmol

Synonyms

Value	Source
3-Hydroxy-5-hydroxymethyl-4-methoxy-methyl-2-methylpyridine 5'-O-beta-apiofuranosyl(1-2)beta-glucopyranoside	MeSH

Chemical Formula

C₂₀H₃₁NO₁₂

Average Mass

477.4630 Da

Monoisotopic Mass

477.18463 Da

IUPAC Name

5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[5-hydroxy-4-(methoxymethyl)-6-methylpyridin-3-yl]methoxy}-2-(hydroxymethyl)oxane-3,4-diol

Traditional Name

5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[5-hydroxy-4-(methoxymethyl)-6-methylpyridin-3-yl]methoxy}-2-(hydroxymethyl)oxane-3,4-diol

CAS Registry Number

Not Available

SMILES

COCC1=C(O)C(C)=NC=C1COC1OC(CO)C(O)C(O)C1OC1OCC(O)(CO)C1O

InChI Identifier

InChI=1S/C20H31NO12/c1-9-13(24)11(6-29-2)10(3-21-9)5-30-18-16(15(26)14(25)12(4-22)32-18)33-19-17(27)20(28,7-23)8-31-19/h3,12,14-19,22-28H,4-8H2,1-2H3

InChI Key

OGMDYCDHLSLDDN-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Albizia julibrissin	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyridoxines. These are pyridoxal derivatives in which the carbaldehyde group at position 2 of the pyridoxal moiety is replaced by a hydroxymethyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Pyridoxines

Direct Parent

Pyridoxines

Alternative Parents

Substituents

Pyridoxine
Disaccharide
Glycosyl compound
O-glycosyl compound
Hydroxypyridine
Methylpyridine
Oxane
Heteroaromatic compound
Tertiary alcohol
Tetrahydrofuran
Secondary alcohol
Ether
Acetal
Dialkyl ether
Azacycle
Oxacycle
Organopnictogen compound
Organic nitrogen compound
Primary alcohol
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Alcohol
Hydrocarbon derivative
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	-1.6	ALOGPS
logP	-3.4	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	8.59	ChemAxon
pKa (Strongest Basic)	5.58	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	200.65 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	107.94 m³·mol⁻¹	ChemAxon
Polarizability	47.43 Å³	ChemAxon
Number of Rings	3	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

196917

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[5-hydroxy-4-(methoxymethyl)-6-methylpyridin-3-yl]methoxy}-2-(hydroxymethyl)oxane-3,4-diol (NP0186770)

MOL for NP0186770 (5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[5-hydroxy-4-(methoxymethyl)-6-methylpyridin-3-yl]methoxy}-2-(hydroxymethyl)oxane-3,4-diol)

3D MOL for NP0186770 (5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[5-hydroxy-4-(methoxymethyl)-6-methylpyridin-3-yl]methoxy}-2-(hydroxymethyl)oxane-3,4-diol)

3D SDF for NP0186770 (5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[5-hydroxy-4-(methoxymethyl)-6-methylpyridin-3-yl]methoxy}-2-(hydroxymethyl)oxane-3,4-diol)

3D-SDF for NP0186770 (5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[5-hydroxy-4-(methoxymethyl)-6-methylpyridin-3-yl]methoxy}-2-(hydroxymethyl)oxane-3,4-diol)

PDB for NP0186770 (5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[5-hydroxy-4-(methoxymethyl)-6-methylpyridin-3-yl]methoxy}-2-(hydroxymethyl)oxane-3,4-diol)

3D PDB for NP0186770 (5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[5-hydroxy-4-(methoxymethyl)-6-methylpyridin-3-yl]methoxy}-2-(hydroxymethyl)oxane-3,4-diol)

SMILES for NP0186770 (5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[5-hydroxy-4-(methoxymethyl)-6-methylpyridin-3-yl]methoxy}-2-(hydroxymethyl)oxane-3,4-diol)

INCHI for NP0186770 (5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[5-hydroxy-4-(methoxymethyl)-6-methylpyridin-3-yl]methoxy}-2-(hydroxymethyl)oxane-3,4-diol)

Structure for NP0186770 (5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[5-hydroxy-4-(methoxymethyl)-6-methylpyridin-3-yl]methoxy}-2-(hydroxymethyl)oxane-3,4-diol)

3D Structure for NP0186770 (5-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-6-{[5-hydroxy-4-(methoxymethyl)-6-methylpyridin-3-yl]methoxy}-2-(hydroxymethyl)oxane-3,4-diol)