NP-MRD: Showing NP-Card for Yibeinoside B (NP0070624)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 16:02:20 UTC

Updated at

2022-04-28 16:02:20 UTC

NP-MRD ID

NP0070624

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Yibeinoside B

Description

6,10,23-Trimethyl-20-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-azahexacyclo[12.11.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁴.0¹⁸,²³]Pentacosan-17-one belongs to the class of organic compounds known as 2'-hydroxy-dihydrochalcones. These are organic compounds containing dihydrochalcone skeleton that carries a hydroxyl group at the 2'-position. Yibeinoside B is found in Fritillaria pallidiflora . 6,10,23-Trimethyl-20-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-azahexacyclo[12.11.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁴.0¹⁸,²³]Pentacosan-17-one is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191514392D          

 41 47  0  0  0  0            999 V2000
    5.5937   -1.8779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9765   -1.1471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5350   -0.4501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9178    0.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7421    0.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1250    1.0453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6835    1.7423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9493    1.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3321    1.8100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1564    1.8439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5979    1.1469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2151    0.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7918   -0.1738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5311    0.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4112    1.0087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0582    1.5206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8250    1.2162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4720    1.7281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9448    0.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7117    0.0956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8315   -0.7206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1845   -1.2325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4177   -0.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2979   -0.1119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6509   -0.6238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5983   -1.0249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7182   -1.8412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4850   -2.1455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6048   -2.9618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3716   -3.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0186   -2.7542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9578   -3.4737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0777   -4.2899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1910   -3.1694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5441   -3.6813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0712   -2.3531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3044   -2.0488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3908    0.3823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0079   -0.3485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1836   -0.3824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8008   -1.1132    0.0000 C   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
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 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
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 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
 14 24  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 21 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
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 27 36  1  0  0  0  0
 36 37  1  0  0  0  0
 12 38  1  0  0  0  0
  8 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
  5 40  1  0  0  0  0
 40 41  1  0  0  0  0
  2 41  1  0  0  0  0
M  END

     RDKit          3D

 94100  0  0  0  0  0  0  0  0999 V2000
   -6.1912    4.0993   -0.8653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9173    2.6901   -0.3231 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.1432    1.8807   -0.5987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8297    0.4259   -0.3395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6126   -0.0293   -1.1153 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4032   -1.4919   -0.9251 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.3959   -2.1279    0.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0145   -1.8169   -0.3938 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0036   -1.8012   -1.4877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6456   -2.1051   -0.9167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7146   -2.4289    0.5556 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3529   -2.4574    1.2136 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7210   -2.8290    0.2498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0761   -2.5301    0.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0222   -3.0913    0.1926 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2448   -1.5448    1.8290 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6434   -0.9740    1.6616 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6360   -0.0759    0.4794 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8532    0.3589    0.0216 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1906    0.1078   -1.2634 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3879    1.2076   -2.0547 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4979    1.9509   -1.8320 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0169    3.3464   -1.4032 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1569    4.1104   -1.1748 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3035    1.4143   -0.6755 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.4936    2.1797   -0.6526 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6505   -0.0490   -0.8950 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2777   -0.6088    0.1917 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4046   -0.8274   -1.2844 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2727   -1.8724   -0.3833 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6862    1.0664    0.8023 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2849    0.4912    0.7303 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1617   -0.5218    1.8501 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3518    0.2914    3.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1631   -1.1662    1.9279 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3015   -0.2826    1.3838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3930   -1.3191    1.3373 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6797   -0.8893    0.7545 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8146    0.5454    0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4574    0.7789   -0.8740 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7495    2.1537   -1.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5023    4.8422   -0.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2157    4.3613   -0.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2482    4.0816   -1.9768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7382    2.7861    0.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4786    2.0374   -1.6364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9942    2.1451    0.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7553    0.2486    0.7366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6911   -0.1588   -0.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8827    0.1248   -2.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4845   -2.0722   -1.8920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3547   -1.7287    1.0366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0796   -3.2090    0.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4236   -2.1666   -0.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0900   -2.8543    0.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3085   -2.5441   -2.2560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0478   -0.7863   -1.9773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2538   -2.9941   -1.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0039   -1.2356   -1.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2360   -3.4015    0.6614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4056   -3.3034    1.9648 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6101   -2.4075   -0.7662 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6704   -3.9487    0.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1856   -2.1183    2.7827 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3001   -1.8462    1.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0199   -0.5063    2.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1417   -0.6105   -0.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3552   -0.4729   -1.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1257    2.1276   -2.7321 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3952    3.8129   -2.1978 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4530    3.2754   -0.4359 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0950    4.5742   -0.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8061    1.6043    0.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1086    1.6969   -1.2798 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3422   -0.0924   -1.7574 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0188   -1.5625    0.3613 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5294   -1.2855   -2.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0012   -2.7193   -0.8077 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8639    1.8636    0.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8152    1.4326    1.8348 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5981    1.3375    1.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0360    0.0784   -0.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9832    1.3333    2.9811 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7269   -0.1819    3.9523 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3823    0.3071    3.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4317   -1.3139    3.0027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4952    0.5299    2.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0454    0.1064    0.3863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4890   -1.7089    2.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4795   -1.0989    1.5298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4151    1.1188    1.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8364    1.0687    0.3598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8473    2.7503   -0.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8807    2.4249   -2.1546 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  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  1
 33 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 41  2  1  0
 29 20  1  0
 40  5  1  0
 38  8  1  0
 37 11  1  0
 35 12  1  0
 33 16  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  2 45  1  1
  3 46  1  0
  3 47  1  0
  4 48  1  0
  4 49  1  0
  5 50  1  6
  6 51  1  6
  7 52  1  0
  7 53  1  0
  7 54  1  0
  8 55  1  1
  9 56  1  0
  9 57  1  0
 10 58  1  0
 10 59  1  0
 11 60  1  6
 12 61  1  1
 13 62  1  0
 13 63  1  0
 16 64  1  1
 17 65  1  0
 17 66  1  0
 18 67  1  6
 31 79  1  0
 31 80  1  0
 32 81  1  0
 32 82  1  0
 34 83  1  0
 34 84  1  0
 34 85  1  0
 35 86  1  1
 36 87  1  0
 36 88  1  0
 37 89  1  1
 38 90  1  1
 39 91  1  0
 39 92  1  0
 41 93  1  0
 41 94  1  0
 20 68  1  6
 22 69  1  6
 23 70  1  0
 23 71  1  0
 24 72  1  0
 25 73  1  1
 26 74  1  0
 27 75  1  6
 28 76  1  0
 29 77  1  6
 30 78  1  0
M  END


  Mrv1533004191514392D          

 41 47  0  0  0  0            999 V2000
    5.5937   -1.8779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9765   -1.1471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5350   -0.4501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9178    0.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7421    0.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1250    1.0453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6835    1.7423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9493    1.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3321    1.8100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1564    1.8439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5979    1.1469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2151    0.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7918   -0.1738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5311    0.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4112    1.0087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0582    1.5206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8250    1.2162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4720    1.7281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9448    0.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7117    0.0956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8315   -0.7206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1845   -1.2325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4177   -0.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2979   -0.1119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6509   -0.6238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5983   -1.0249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7182   -1.8412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4850   -2.1455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6048   -2.9618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3716   -3.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0186   -2.7542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9578   -3.4737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0777   -4.2899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1910   -3.1694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5441   -3.6813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0712   -2.3531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3044   -2.0488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3908    0.3823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0079   -0.3485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1836   -0.3824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8008   -1.1132    0.0000 C   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
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 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
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 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
 14 24  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 21 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
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 27 36  1  0  0  0  0
 36 37  1  0  0  0  0
 12 38  1  0  0  0  0
  8 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
  5 40  1  0  0  0  0
 40 41  1  0  0  0  0
  2 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0070624

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CCC2C(C)C3CCC4C5CC(=O)C6CC(CCC6(C)C5CC4C3CN2C1)OC1OC(CO)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C33H53NO7/c1-16-4-7-26-17(2)19-5-6-20-21(23(19)14-34(26)13-16)11-24-22(20)12-27(36)25-10-18(8-9-33(24,25)3)40-32-31(39)30(38)29(37)28(15-35)41-32/h16-26,28-32,35,37-39H,4-15H2,1-3H3

> <INCHI_KEY>
BSSXNTZKMOAXRA-UHFFFAOYSA-N

> <FORMULA>
C33H53NO7

> <MOLECULAR_WEIGHT>
575.787

> <EXACT_MASS>
575.382203051

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
94

> <JCHEM_AVERAGE_POLARIZABILITY>
66.90758846337577

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6,10,23-trimethyl-20-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-azahexacyclo[12.11.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁴.0¹⁸,²³]pentacosan-17-one

> <ALOGPS_LOGP>
2.47

> <JCHEM_LOGP>
2.5310404006666656

> <ALOGPS_LOGS>
-4.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.200567967692002

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.214957185479832

> <JCHEM_PKA_STRONGEST_BASIC>
10.259146793386611

> <JCHEM_POLAR_SURFACE_AREA>
119.69000000000001

> <JCHEM_REFRACTIVITY>
153.42069999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.80e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,10,23-trimethyl-20-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-azahexacyclo[12.11.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁴.0¹⁸,²³]pentacosan-17-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0      10.442  -3.505   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.156  -2.141   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.332  -0.840   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.047   0.524   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.585   0.587   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.300   1.951   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.476   3.252   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.839   2.014   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.553   3.379   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.092   3.442   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.916   2.141   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      17.201   0.777   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.278  -0.324   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      19.658   0.359   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      19.434   1.883   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      20.642   2.838   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      22.073   2.270   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      23.281   3.226   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      22.297   0.747   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      23.728   0.179   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      23.952  -1.345   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      22.744  -2.301   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      21.313  -1.733   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      21.089  -0.209   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      19.882  -1.164   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      25.384  -1.913   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      25.607  -3.437   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      27.039  -4.005   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      27.262  -5.529   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      28.694  -6.097   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      29.901  -5.141   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      26.055  -6.484   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      26.278  -8.008   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      24.623  -5.916   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      23.416  -6.872   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      24.400  -4.392   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      22.968  -3.824   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      15.663   0.714   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      14.948  -0.651   0.000  0.00  0.00           C+0
HETATM   40  N   UNK     0      13.409  -0.714   0.000  0.00  0.00           N+0
HETATM   41  C   UNK     0      12.695  -2.078   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   41                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   40                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   38                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   15                                                  
CONECT   12   11   13   38                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   24                                                  
CONECT   15   14   11   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   14   19   25                                             
CONECT   25   24                                                            
CONECT   26   21   27                                                       
CONECT   27   26   28   36                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   32                                                  
CONECT   30   29   31                                                       
CONECT   31   30                                                            
CONECT   32   29   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   27   37                                                  
CONECT   37   36                                                            
CONECT   38   12    8   39                                                  
CONECT   39   38   40                                                       
CONECT   40   39    5   41                                                  
CONECT   41   40    2                                                       
MASTER        0    0    0    0    0    0    0    0   41    0   94    0
END

View in JSmol

Synonyms

Value	Source
YibeinosideASinpeinine-3-O-b-glucoside	Generator
YibeinosideASinpeinine-3-O-β-glucoside	Generator

Chemical Formula

C₃₃H₅₃NO₇

Average Mass

575.7870 Da

Monoisotopic Mass

575.38220 Da

IUPAC Name

6,10,23-trimethyl-20-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-azahexacyclo[12.11.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁴.0¹⁸,²³]pentacosan-17-one

Traditional Name

6,10,23-trimethyl-20-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-azahexacyclo[12.11.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁴.0¹⁸,²³]pentacosan-17-one

CAS Registry Number

Not Available

SMILES

CC1CCC2C(C)C3CCC4C5CC(=O)C6CC(CCC6(C)C5CC4C3CN2C1)OC1OC(CO)C(O)C(O)C1O

InChI Identifier

InChI=1S/C33H53NO7/c1-16-4-7-26-17(2)19-5-6-20-21(23(19)14-34(26)13-16)11-24-22(20)12-27(36)25-10-18(8-9-33(24,25)3)40-32-31(39)30(38)29(37)28(15-35)41-32/h16-26,28-32,35,37-39H,4-15H2,1-3H3

InChI Key

BSSXNTZKMOAXRA-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, 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
Fritillaria pallidiflora	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2'-hydroxy-dihydrochalcones. These are organic compounds containing dihydrochalcone skeleton that carries a hydroxyl group at the 2'-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Linear 1,3-diarylpropanoids

Sub Class

Chalcones and dihydrochalcones

Direct Parent

2'-Hydroxy-dihydrochalcones

Alternative Parents

Substituents

2'-hydroxy-dihydrochalcone
Cinnamylphenol
Prenylbenzoquinol
Alkyl-phenylketone
Acylphloroglucinol derivative
Butyrophenone
Aromatic monoterpenoid
Monoterpenoid
Monocyclic monoterpenoid
Phenylketone
Benzenetriol
Aryl alkyl ketone
Aryl ketone
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Ketone
Polyol
Organic oxide
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	2.47	ALOGPS
logP	2.53	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	10.26	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	119.69 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	153.42 m³·mol⁻¹	ChemAxon
Polarizability	66.91 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

73156980

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Yibeinoside B (NP0070624)

MOL for NP0070624 (Yibeinoside B)

3D MOL for NP0070624 (Yibeinoside B)

3D SDF for NP0070624 (Yibeinoside B)

3D-SDF for NP0070624 (Yibeinoside B)

PDB for NP0070624 (Yibeinoside B)

3D PDB for NP0070624 (Yibeinoside B)

SMILES for NP0070624 (Yibeinoside B)

INCHI for NP0070624 (Yibeinoside B)

Structure for NP0070624 (Yibeinoside B)

3D Structure for NP0070624 (Yibeinoside B)