NP-MRD: Showing NP-Card for Dextrorphan O-glucuronide (NP0090896)

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Record Information

Version

2.0

Created at

2022-05-11 18:25:24 UTC

Updated at

2022-05-11 18:25:24 UTC

NP-MRD ID

NP0090896

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Dextrorphan O-glucuronide

Description

Dextrorphan O-glucosiduronic acid belongs to the class of organic compounds known as morphinans. These are polycyclic compounds with a four-ring skeleton with three condensed six-member rings forming a partially hydrogenated phenanthrene moiety, one of which is aromatic while the two others are alicyclic. Dextrorphan O-glucosiduronic acid is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 11221314032D          

 32 36  0  0  0  0            999 V2000
   20.5461  -11.8962    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.5496  -11.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2619  -12.3100    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.1359  -11.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8303  -12.3063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2692  -10.6624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8446  -10.6552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9777  -11.9034    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.2619  -13.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6793  -11.3063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8303  -13.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9814  -11.0797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2764   -9.8423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8519   -9.8314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6901  -12.3207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5461  -13.5511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5676   -9.4248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1395   -9.4105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5966  -12.3063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8807  -12.7704    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.4209   -9.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7106   -9.3961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9920   -9.8014    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.9837  -10.6264    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.6940  -11.0460    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.4126  -10.6407    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.2817   -9.3817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6857  -11.8710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2651  -11.0317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1229  -11.0604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5631   -9.7870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2900   -8.5568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  6  0  0  0
  1  5  1  0  0  0  0
  2  6  2  0  0  0  0
  2  7  1  0  0  0  0
  3  8  1  0  0  0  0
  3  9  1  0  0  0  0
  4 10  1  0  0  0  0
  5 11  1  0  0  0  0
  6 12  1  0  0  0  0
  6 13  1  0  0  0  0
  7 14  2  0  0  0  0
  8 15  1  6  0  0  0
  9 16  1  0  0  0  0
 13 17  2  0  0  0  0
 14 18  1  0  0  0  0
 15 19  1  0  0  0  0
  8 12  1  0  0  0  0
 10 15  1  0  0  0  0
 11 16  1  0  0  0  0
 14 17  1  0  0  0  0
  3 20  1  6  0  0  0
 18 21  1  0  0  0  0
 21 22  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
 21 26  1  0  0  0  0
 22 23  1  0  0  0  0
 23 27  1  1  0  0  0
 25 28  1  1  0  0  0
 24 29  1  6  0  0  0
 26 30  1  6  0  0  0
 27 31  1  0  0  0  0
 27 32  2  0  0  0  0
M  END

     RDKit          3D

 62 66  0  0  0  0  0  0  0  0999 V2000
   -5.8534   -1.9874   -1.6814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6348   -1.2485   -1.6020 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7899    0.1625   -1.4458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4167    0.7805   -1.2942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8024    0.3412    0.0462 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0166    1.4040    1.0634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2152    0.8101    2.4591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4258   -0.4564    2.6347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7418   -1.5179    1.6137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5240   -0.9085    0.5015 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6602   -1.8186   -0.6963 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3933   -2.0347   -1.4452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2531   -1.2066   -0.9831 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0064   -1.6434   -1.3110 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1053   -0.9024   -0.8966 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9817    0.2577   -0.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0460    1.0296    0.2684 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3956    0.7900    0.0597 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1227    0.7459    1.2710 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3786    0.2236    0.9846 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1441   -0.0664    2.2008 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3003   -0.5444    2.0753 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6699    0.1549    3.4861 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2051    1.1270    0.1076 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3148    0.3908   -0.3301 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4165    1.5111   -1.1193 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0625    2.4955   -1.8359 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0200    1.9577   -0.7176 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2998    2.1940   -1.8916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3098    0.6784    0.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4180   -0.0329   -0.2433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9073   -2.8643   -1.0160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7723   -1.3486   -1.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9333   -2.4027   -2.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2519    0.5691   -2.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4436    0.4434   -0.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5555    1.8868   -1.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7948    0.4894   -2.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0231    1.8674    0.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3262    2.2463    1.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2857    0.6743    2.7050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8144    1.5464    3.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3433   -0.2265    2.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7067   -0.8667    3.6338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7475   -1.9376    1.2972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2567   -2.3949    2.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5385   -0.7019    0.8690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0227   -2.7961   -0.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5072   -1.8543   -2.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0683   -3.1159   -1.3801 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1950   -2.5505   -1.8856 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1027   -1.2384   -1.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6486   -0.1081   -0.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2473   -0.7469    0.4333 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8821   -0.4013    3.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5820    2.0140    0.6597 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7721    0.8544   -1.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3159    0.6035   -1.7402 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5918    3.0393   -1.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0439    2.8661   -0.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3459    2.1810   -1.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4424    1.5870    0.7257 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  5  6  1  1
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
  2 11  1  0
 11 12  1  0
 12 13  1  0
 13 31  2  0
 31 30  1  0
 30 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 20 21  1  0
 21 23  1  0
 21 22  2  0
 16 15  1  0
 15 14  2  0
  5 10  1  0
 31  5  1  0
 28 18  1  0
 11 10  1  0
 14 13  1  0
 10 47  1  1
  9 45  1  0
  9 46  1  0
  8 43  1  0
  8 44  1  0
  7 41  1  0
  7 42  1  0
  6 39  1  0
  6 40  1  0
  4 37  1  0
  4 38  1  0
  3 35  1  0
  3 36  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
 11 48  1  1
 12 49  1  0
 12 50  1  0
 30 62  1  0
 18 53  1  6
 20 54  1  6
 24 56  1  1
 25 57  1  0
 26 58  1  6
 27 59  1  0
 28 60  1  1
 29 61  1  0
 23 55  1  0
 15 52  1  0
 14 51  1  0
M  END


  Mrv0541 11221314032D          

 32 36  0  0  0  0            999 V2000
   20.5461  -11.8962    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.5496  -11.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2619  -12.3100    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.1359  -11.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8303  -12.3063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2692  -10.6624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8446  -10.6552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9777  -11.9034    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.2619  -13.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6793  -11.3063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8303  -13.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9814  -11.0797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2764   -9.8423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8519   -9.8314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6901  -12.3207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5461  -13.5511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5676   -9.4248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1395   -9.4105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5966  -12.3063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8807  -12.7704    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.4209   -9.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7106   -9.3961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9920   -9.8014    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.9837  -10.6264    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.6940  -11.0460    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.4126  -10.6407    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.2817   -9.3817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6857  -11.8710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2651  -11.0317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1229  -11.0604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5631   -9.7870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2900   -8.5568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  6  0  0  0
  1  5  1  0  0  0  0
  2  6  2  0  0  0  0
  2  7  1  0  0  0  0
  3  8  1  0  0  0  0
  3  9  1  0  0  0  0
  4 10  1  0  0  0  0
  5 11  1  0  0  0  0
  6 12  1  0  0  0  0
  6 13  1  0  0  0  0
  7 14  2  0  0  0  0
  8 15  1  6  0  0  0
  9 16  1  0  0  0  0
 13 17  2  0  0  0  0
 14 18  1  0  0  0  0
 15 19  1  0  0  0  0
  8 12  1  0  0  0  0
 10 15  1  0  0  0  0
 11 16  1  0  0  0  0
 14 17  1  0  0  0  0
  3 20  1  6  0  0  0
 18 21  1  0  0  0  0
 21 22  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
 21 26  1  0  0  0  0
 22 23  1  0  0  0  0
 23 27  1  1  0  0  0
 25 28  1  1  0  0  0
 24 29  1  6  0  0  0
 26 30  1  6  0  0  0
 27 31  1  0  0  0  0
 27 32  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0090896

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12CCCC[C@]11CCN(C)[C@H]2CC2=C1C=C(OC1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C23H31NO7/c1-24-9-8-23-7-3-2-4-14(23)16(24)10-12-5-6-13(11-15(12)23)30-22-19(27)17(25)18(26)20(31-22)21(28)29/h5-6,11,14,16-20,22,25-27H,2-4,7-10H2,1H3,(H,28,29)/t14-,16+,17+,18+,19-,20+,22?,23+/m1/s1

> <INCHI_KEY>
YQAUTKINOXBFCA-DCWOAAMISA-N

> <FORMULA>
C23H31NO7

> <MOLECULAR_WEIGHT>
433.4947

> <EXACT_MASS>
433.210052351

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
44.93139484075849

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5R)-3,4,5-trihydroxy-6-{[(1S,9S,10S)-17-methyl-17-azatetracyclo[7.5.3.0¹,¹⁰.0²,⁷]heptadeca-2(7),3,5-trien-4-yl]oxy}oxane-2-carboxylic acid

> <ALOGPS_LOGP>
1.38

> <JCHEM_LOGP>
-1.3310599131007919

> <ALOGPS_LOGS>
-2.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.218421662785381

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.8504539739409545

> <JCHEM_PKA_STRONGEST_BASIC>
9.82224865999429

> <JCHEM_POLAR_SURFACE_AREA>
119.69000000000003

> <JCHEM_REFRACTIVITY>
110.09269999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.20e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dextrorphan O-glucuronide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 22-NOV-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-NOV-13         0                                  
HETATM    1  C   UNK     0      38.353 -22.206   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      38.359 -20.669   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      39.689 -22.979   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      39.454 -21.112   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      37.017 -22.972   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      39.703 -19.903   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      37.043 -19.890   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      41.025 -22.220   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      39.689 -24.516   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      42.335 -21.105   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      37.017 -24.516   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      41.032 -20.682   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      39.716 -18.372   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      37.057 -18.352   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      42.355 -22.999   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      38.353 -25.295   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      38.393 -17.593   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      35.727 -17.566   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      44.047 -22.972   0.000  0.00  0.00           C+0
HETATM   20  H   UNK     0      40.844 -23.838   0.000  0.00  0.00           H+0
HETATM   21  C   UNK     0      34.386 -18.323   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      33.060 -17.539   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      31.718 -18.296   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      31.703 -19.836   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      33.029 -20.619   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      34.370 -19.863   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      30.393 -17.513   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      33.013 -22.159   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      30.362 -20.593   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      35.696 -20.646   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      29.051 -18.269   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      30.408 -15.973   0.000  0.00  0.00           O+0
CONECT    1    2    3    4    5                                             
CONECT    2    1    6    7                                                  
CONECT    3    1    8    9   20                                             
CONECT    4    1   10                                                       
CONECT    5    1   11                                                       
CONECT    6    2   12   13                                                  
CONECT    7    2   14                                                       
CONECT    8    3   15   12                                                  
CONECT    9    3   16                                                       
CONECT   10    4   15                                                       
CONECT   11    5   16                                                       
CONECT   12    6    8                                                       
CONECT   13    6   17                                                       
CONECT   14    7   18   17                                                  
CONECT   15    8   19   10                                                  
CONECT   16    9   11                                                       
CONECT   17   13   14                                                       
CONECT   18   14   21                                                       
CONECT   19   15                                                            
CONECT   20    3                                                            
CONECT   21   18   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   24   22   27                                                  
CONECT   24   23   25   29                                                  
CONECT   25   24   26   28                                                  
CONECT   26   25   21   30                                                  
CONECT   27   23   31   32                                                  
CONECT   28   25                                                            
CONECT   29   24                                                            
CONECT   30   26                                                            
CONECT   31   27                                                            
CONECT   32   27                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   72    0
END

View in JSmol

Synonyms

Value	Source
Dextrorphan O-glucuronide	ChEBI
Dextrorphan O-glucosiduronate	Generator

Chemical Formula

C₂₃H₃₁NO₇

Average Mass

433.4947 Da

Monoisotopic Mass

433.21005 Da

IUPAC Name

(2S,3S,4S,5R)-3,4,5-trihydroxy-6-{[(1S,9S,10S)-17-methyl-17-azatetracyclo[7.5.3.0¹,¹⁰.0²,⁷]heptadeca-2(7),3,5-trien-4-yl]oxy}oxane-2-carboxylic acid

Traditional Name

dextrorphan O-glucuronide

CAS Registry Number

Not Available

SMILES

[H][C@]12CCCC[C@]11CCN(C)[C@H]2CC2=C1C=C(OC1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)C=C2

InChI Identifier

InChI=1S/C23H31NO7/c1-24-9-8-23-7-3-2-4-14(23)16(24)10-12-5-6-13(11-15(12)23)30-22-19(27)17(25)18(26)20(31-22)21(28)29/h5-6,11,14,16-20,22,25-27H,2-4,7-10H2,1H3,(H,28,29)/t14-,16+,17+,18+,19-,20+,22?,23+/m1/s1

InChI Key

YQAUTKINOXBFCA-DCWOAAMISA-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
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as morphinans. These are polycyclic compounds with a four-ring skeleton with three condensed six-member rings forming a partially hydrogenated phenanthrene moiety, one of which is aromatic while the two others are alicyclic.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Morphinans

Sub Class

Not Available

Direct Parent

Morphinans

Alternative Parents

Substituents

Morphinan
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Phenanthrene
Glucuronic acid or derivatives
Alkyl glycoside
Benzazocine
Glycosyl compound
O-glycosyl compound
Tetralin
Beta-hydroxy acid
Aralkylamine
Hydroxy acid
Monosaccharide
Fatty acyl
Pyran
Oxane
Piperidine
Benzenoid
Amino acid
Tertiary amine
Secondary alcohol
Amino acid or derivatives
Tertiary aliphatic amine
Oxacycle
Acetal
Carboxylic acid derivative
Azacycle
Carboxylic acid
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Polyol
Alcohol
Organic oxygen compound
Organopnictogen compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organonitrogen compound
Amine
Organic nitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

glucosiduronic acid (CHEBI:32645 )

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	1.38	ALOGPS
logP	-1.3	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	2.85	ChemAxon
pKa (Strongest Basic)	9.82	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	119.69 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	110.09 m³·mol⁻¹	ChemAxon
Polarizability	44.93 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

24883428

PDB ID

Not Available

ChEBI ID

32645

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Dextrorphan O-glucuronide (NP0090896)

MOL for NP0090896 (Dextrorphan O-glucuronide)

3D MOL for NP0090896 (Dextrorphan O-glucuronide)

3D SDF for NP0090896 (Dextrorphan O-glucuronide)

3D-SDF for NP0090896 (Dextrorphan O-glucuronide)

PDB for NP0090896 (Dextrorphan O-glucuronide)

3D PDB for NP0090896 (Dextrorphan O-glucuronide)

SMILES for NP0090896 (Dextrorphan O-glucuronide)

INCHI for NP0090896 (Dextrorphan O-glucuronide)

Structure for NP0090896 (Dextrorphan O-glucuronide)

3D Structure for NP0090896 (Dextrorphan O-glucuronide)