NP-MRD: Showing NP-Card for 2-{[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl 2-amino-3-(3h-imidazol-4-yl)propanoate (NP0319929)

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Record Information

Version

1.0

Created at

2022-09-11 21:13:14 UTC

Updated at

2022-09-11 21:13:14 UTC

NP-MRD ID

NP0319929

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl 2-amino-3-(3h-imidazol-4-yl)propanoate

Description

2-{[3,4-Dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl 2-amino-3-(1H-imidazol-5-yl)propanoate belongs to the class of organic compounds known as alpha-amino acyl ester of carbohydrates. Alpha-amino acyl ester of carbohydrates are compounds containing an amino acid esterified with a carbohydrate. 2-{[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl 2-amino-3-(3h-imidazol-4-yl)propanoate is found in Ipomoea batatas. 2-{[3,4-Dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl 2-amino-3-(1H-imidazol-5-yl)propanoate is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171512072D          

 33 35  0  0  0  0            999 V2000
    0.0000   -3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5152   -3.2955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3221   -3.4670    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7346   -2.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1826   -2.1394    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   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   -0.8250    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
    3.5724   -2.0625    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
    2.8579   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0874   -4.3799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4230   -5.1336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9079   -2.9588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7284   -3.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2804   -2.4320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0874   -2.6035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8999   -3.8520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6536   -4.1876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1854   -4.2645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0992   -5.0850    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
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  4  8  1  0  0  0  0
  2  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 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
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 12 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
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 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 23 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END

     RDKit          3D

 62 64  0  0  0  0  0  0  0  0999 V2000
    2.4772   -2.8533    1.3377 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2420   -1.7839    0.3862 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5776   -1.2338   -0.0507 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4174   -2.2707   -0.6940 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6787   -2.0268   -1.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1895   -3.1580   -1.7046 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2376   -4.1042   -1.5415 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1684   -3.5661   -0.9311 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4495   -0.6832    1.0068 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0464   -0.6836    2.1805 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0990    0.4440    0.3010 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3702    1.4957    0.8115 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0083    1.6214    0.1380 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8885    0.7823    0.7549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5887   -0.1032    0.0076 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5937    0.4854   -0.9353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0429    1.3464   -1.8826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8049   -0.9871   -0.6910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3620   -2.2300   -0.6470 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3803   -3.1770    0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1148   -2.7353    1.3263 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6310   -2.1839    0.1730 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7794   -3.3276    0.9567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3992   -0.9548    1.0003 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5819   -0.3072    1.3453 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4217    2.9423    0.4411 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8462    3.7448   -0.5418 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4027    5.1547   -0.3224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8817    6.0368   -1.2641 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6314    3.6964   -0.3741 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0655    5.0014   -0.0554 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0346    2.8358    0.8200 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5831    3.5612    1.9301 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6541   -2.9447    1.9940 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2753   -2.5244    1.9480 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6619   -2.1986   -0.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0724   -0.7296    0.7803 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3520   -0.4711   -0.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2390   -1.0983   -1.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1450   -3.2774   -2.1536 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3693   -5.1425   -1.8762 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1437    1.2353    1.8689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9209    1.5180   -0.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1096   -0.3113   -1.5107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3950    1.0491   -0.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5630    1.3441   -2.7308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5729   -2.6474   -1.6741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8236   -4.2030    0.1438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4643   -3.3073   -0.5568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6847   -3.4651    1.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4758   -2.0609   -0.5304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4648   -3.8926    0.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7696   -1.1827    1.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6579   -0.3981    2.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1985    3.3939   -1.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1706    5.5305    0.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4900    5.1435   -0.4314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0107    5.6512   -2.1788 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1455    3.4162   -1.2934 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7660    4.9928    0.6387 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1208    2.8166    0.8915 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2862    2.9849    2.6537 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  2  0
  5  6  1  0
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  7  8  2  0
  2  9  1  0
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 30 31  1  0
 30 32  1  0
 32 33  1  0
  8  4  1  0
 32 12  1  0
 24 15  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  6
  3 37  1  0
  3 38  1  0
  5 39  1  0
  6 40  1  0
  7 41  1  0
 12 42  1  1
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 17 46  1  0
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 28 56  1  0
 28 57  1  0
 29 58  1  0
 30 59  1  6
 31 60  1  0
 32 61  1  1
 33 62  1  0
M  END


  Mrv1533004171512072D          

 33 35  0  0  0  0            999 V2000
    0.0000   -3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5152   -3.2955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3221   -3.4670    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7346   -2.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1826   -2.1394    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   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   -0.8250    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
    3.5724   -2.0625    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
    2.8579   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0874   -4.3799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4230   -5.1336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9079   -2.9588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7284   -3.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2804   -2.4320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0874   -2.6035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8999   -3.8520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6536   -4.1876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1854   -4.2645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0992   -5.0850    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
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
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  2  9  1  0  0  0  0
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 21 22  1  0  0  0  0
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 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 23 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0319929

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC(CC1=CNC=N1)C(=O)OC1C(OC2(CO)OC(CO)C(O)C2O)OC(CO)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C18H29N3O12/c19-8(1-7-2-20-6-21-7)16(29)31-14-13(27)11(25)9(3-22)30-17(14)33-18(5-24)15(28)12(26)10(4-23)32-18/h2,6,8-15,17,22-28H,1,3-5,19H2,(H,20,21)

> <INCHI_KEY>
RKZPEZXCKMTKBZ-UHFFFAOYSA-N

> <FORMULA>
C18H29N3O12

> <MOLECULAR_WEIGHT>
479.439

> <EXACT_MASS>
479.175123386

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
45.412140339394014

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl 2-amino-3-(1H-imidazol-4-yl)propanoate

> <ALOGPS_LOGP>
-2.59

> <JCHEM_LOGP>
-4.875395387333334

> <ALOGPS_LOGS>
-0.70

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.596752639730674

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.95984573186204

> <JCHEM_PKA_STRONGEST_BASIC>
6.973268321068211

> <JCHEM_POLAR_SURFACE_AREA>
250.29999999999995

> <JCHEM_REFRACTIVITY>
102.7752

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.65e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl 2-amino-3-(1H-imidazol-4-yl)propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  N   UNK     0       0.000  -6.160   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.828  -6.152   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -4.335  -6.472   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -5.105  -5.138   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -4.074  -3.994   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.667  -1.540   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002  -1.540   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       9.336  -2.310   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       6.668  -3.850   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.335  -6.160   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.763  -8.176   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       6.390  -9.583   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       7.295  -5.523   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       8.826  -5.684   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.857  -4.540   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      11.363  -4.860   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       9.147  -7.190   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      10.553  -7.817   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       7.813  -7.960   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       7.652  -9.492   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    4                                                       
CONECT    9    2   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   21                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   17   21                                                       
CONECT   21   20   12   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   26   32                                             
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   23   27                                                       
CONECT   27   26   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   27   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   23   33                                                  
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

View in JSmol

Synonyms

Value	Source
2-{[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl 2-amino-3-(1H-imidazol-5-yl)propanoic acid	Generator

Chemical Formula

C₁₈H₂₉N₃O₁₂

Average Mass

479.4390 Da

Monoisotopic Mass

479.17512 Da

IUPAC Name

2-{[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl 2-amino-3-(1H-imidazol-4-yl)propanoate

Traditional Name

2-{[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl 2-amino-3-(1H-imidazol-4-yl)propanoate

CAS Registry Number

Not Available

SMILES

NC(CC1=CNC=N1)C(=O)OC1C(OC2(CO)OC(CO)C(O)C2O)OC(CO)C(O)C1O

InChI Identifier

InChI=1S/C18H29N3O12/c19-8(1-7-2-20-6-21-7)16(29)31-14-13(27)11(25)9(3-22)30-17(14)33-18(5-24)15(28)12(26)10(4-23)32-18/h2,6,8-15,17,22-28H,1,3-5,19H2,(H,20,21)

InChI Key

RKZPEZXCKMTKBZ-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
Ipomoea batatas	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha-amino acyl ester of carbohydrates. Alpha-amino acyl ester of carbohydrates are compounds containing an amino acid esterified with a carbohydrate.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha-amino acyl ester of carbohydrates

Alternative Parents

Substituents

Alpha-amino acyl ester of carbohydrate
Histidine or derivatives
C-glycosyl compound
Disaccharide
Glycosyl compound
O-glycosyl compound
Imidazolyl carboxylic acid derivative
Fatty acid ester
Ketal
Aralkylamine
Oxane
Fatty acyl
Tetrahydrofuran
Azole
Imidazole
Heteroaromatic compound
Secondary alcohol
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Azacycle
Acetal
Monocarboxylic acid or derivatives
Alcohol
Primary aliphatic amine
Hydrocarbon derivative
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Carbonyl group
Organic nitrogen compound
Primary alcohol
Amine
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	-2.6	ALOGPS
logP	-4.9	ChemAxon
logS	-0.7	ALOGPS
pKa (Strongest Acidic)	11.96	ChemAxon
pKa (Strongest Basic)	6.97	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	250.3 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	102.78 m³·mol⁻¹	ChemAxon
Polarizability	45.41 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

73122947

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-{[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl 2-amino-3-(3h-imidazol-4-yl)propanoate (NP0319929)

MOL for NP0319929 (2-{[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl 2-amino-3-(3h-imidazol-4-yl)propanoate)

3D MOL for NP0319929 (2-{[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl 2-amino-3-(3h-imidazol-4-yl)propanoate)

3D SDF for NP0319929 (2-{[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl 2-amino-3-(3h-imidazol-4-yl)propanoate)

3D-SDF for NP0319929 (2-{[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl 2-amino-3-(3h-imidazol-4-yl)propanoate)

PDB for NP0319929 (2-{[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl 2-amino-3-(3h-imidazol-4-yl)propanoate)

3D PDB for NP0319929 (2-{[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl 2-amino-3-(3h-imidazol-4-yl)propanoate)

SMILES for NP0319929 (2-{[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl 2-amino-3-(3h-imidazol-4-yl)propanoate)

INCHI for NP0319929 (2-{[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl 2-amino-3-(3h-imidazol-4-yl)propanoate)

Structure for NP0319929 (2-{[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl 2-amino-3-(3h-imidazol-4-yl)propanoate)

3D Structure for NP0319929 (2-{[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl 2-amino-3-(3h-imidazol-4-yl)propanoate)