NP-MRD: Showing NP-Card for (5s)-5-[(2s,3s,4s,5s,6s)-6-[(acetyloxy)methyl]-3,5-dihydroxy-4-{[(2r,4s,5s,6s)-5-hydroxy-4-methoxy-6-methyl-5-[(1s)-1-{[(2r)-2-methylbutanoyl]oxy}ethyl]oxan-2-yl]oxy}oxan-2-yl]-2-amino-5-hydroxy-3,6-dioxocyclohex-1-ene-1-carboxylic acid (NP0165679)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 00:53:15 UTC

Updated at

2022-09-03 00:53:16 UTC

NP-MRD ID

NP0165679

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(5s)-5-[(2s,3s,4s,5s,6s)-6-[(acetyloxy)methyl]-3,5-dihydroxy-4-{[(2r,4s,5s,6s)-5-hydroxy-4-methoxy-6-methyl-5-[(1s)-1-{[(2r)-2-methylbutanoyl]oxy}ethyl]oxan-2-yl]oxy}oxan-2-yl]-2-amino-5-hydroxy-3,6-dioxocyclohex-1-ene-1-carboxylic acid

Description

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032202532D          

 46 48  0  0  1  0            999 V2000
    2.9677   -6.6907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6822   -7.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3966   -6.6907    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3966   -5.8657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1111   -7.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1111   -7.9282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8256   -6.6907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5401   -7.1032    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5401   -7.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2545   -6.6907    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5367   -7.4659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7242   -6.0587    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9118   -6.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0064   -5.2835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8189   -5.1402    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1010   -4.3650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9135   -4.2217    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.1957   -3.4465    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6654   -2.8145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0081   -3.3032    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.2903   -2.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1028   -2.3847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3849   -1.6094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8546   -0.9775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1974   -1.4662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5384   -3.9352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2563   -4.7104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.7866   -5.3424    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0721   -5.7549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3169   -4.7104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1293   -4.8537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6596   -4.2217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4115   -5.6289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2240   -5.7722    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8812   -6.2609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1634   -7.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6331   -7.6682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9758   -7.1794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0687   -6.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5384   -6.7496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4438   -4.8537    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.1616   -5.6289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3492   -5.7722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0670   -6.5474    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5973   -7.1794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3151   -7.9547    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  1  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
 10  8  1  1  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
 17 16  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 20 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  6  0  0  0
 28 29  1  6  0  0  0
 28 30  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 35 39  1  0  0  0  0
 28 39  1  0  0  0  0
 39 40  2  0  0  0  0
 27 41  1  0  0  0  0
 17 41  1  0  0  0  0
 41 42  1  1  0  0  0
 15 43  1  0  0  0  0
 43 44  1  0  0  0  0
 10 44  1  0  0  0  0
 44 45  1  6  0  0  0
 45 46  1  0  0  0  0
M  END

     RDKit          3D

 89 91  0  0  0  0  0  0  0  0999 V2000
    6.8730    2.3659    1.5697 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9982    1.9490    0.6592 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5532    1.3042   -0.6126 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.8093    0.9530   -1.4033 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7653    0.0845   -0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1520   -1.0629   -0.7428 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5194    0.1593    0.2010 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7147   -0.9727    0.4315 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4050   -1.0510    1.8994 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4406   -0.9093   -0.3740 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7276   -0.8633   -1.7439 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190   -2.1676   -0.1696 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1859   -2.8021   -1.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5155   -1.8165    0.6364 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6321   -1.0526   -0.1530 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5648   -0.8696    0.5168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6626   -1.3895   -0.1619 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3583   -2.4529    0.6447 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3771   -3.2851    1.1935 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0995   -1.7280    1.7814 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7130   -2.7799    2.6323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5093   -3.6713    1.9287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6559   -3.4489    1.2372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3939   -4.5461    0.5178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1561   -2.3146    1.1649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0345   -0.9404    1.1882 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4854    0.1754    0.5363 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6471    0.9860    0.0563 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4146    0.2231   -0.8330 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5501    1.2127    1.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7745    1.8696    0.8130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9249    1.5032    1.1675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6618    2.9922   -0.1080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7826    3.8386   -0.3590 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5033    3.2029   -0.6993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3809    4.3186   -1.6182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2876    4.5272   -2.1825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4611    5.1609   -1.8823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3404    2.3263   -0.4402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2208    2.8246   -0.6723 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6210   -0.3063   -0.6187 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8510    0.6961   -1.1518 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2440    0.2600   -0.5723 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6607    0.3018    0.0282 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2806    1.4882   -0.3387 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4039    2.3113    0.7561 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3289    2.9034    2.4289 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3269    1.4989    1.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2204    3.0428    0.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5680    1.1620    1.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7316    2.7634    0.5026 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0007    2.0775   -1.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3797    1.8692   -1.5769 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4011    0.2312   -0.8072 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4594    0.5187   -2.3685 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2361   -1.9103    0.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3325   -1.2497    2.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0533   -1.8607    2.3133 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6779   -0.1498    2.4804 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2930   -1.6377   -1.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1957   -2.9525    0.3859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2781   -3.4220   -1.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9453   -3.5693   -1.8033 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9993   -2.0919   -2.2725 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3890   -1.5907   -1.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2625   -1.8380   -1.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0458   -3.0310    0.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1936   -4.0601    0.6206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3122   -1.1642    2.3318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3157   -2.2457    3.4206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8908   -3.3119    3.1644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7688   -4.1770   -0.4722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6904   -5.3927    0.3181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2293   -4.8548    1.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8457    0.7053    1.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5547    0.7530   -1.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9692    1.9305    1.9324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7168    0.2864    1.8511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2885    3.8380   -1.2716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1368    4.4910    0.3677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3506    6.1531   -1.8571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2698   -0.7435   -1.4023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9057    0.7827   -2.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7123    1.1289   -0.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3624    0.3672   -1.6610 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4913    0.2962    1.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9069    3.2658    0.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3865    2.6541    1.1094 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0026    1.9303    1.5819 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
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  6
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 20 26  1  0
 26 27  1  0
 27 41  1  0
 41 42  1  0
 27 28  1  0
 28 29  1  6
 28 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 33 34  1  0
 33 35  2  0
 35 36  1  0
 36 38  1  0
 36 37  2  0
 35 39  1  0
 39 40  2  0
 44 10  1  0
 41 17  1  0
 39 28  1  0
  1 47  1  0
  1 48  1  0
  1 49  1  0
  2 50  1  0
  2 51  1  0
  3 52  1  6
  4 53  1  0
  4 54  1  0
  4 55  1  0
  8 56  1  6
  9 57  1  0
  9 58  1  0
  9 59  1  0
 11 60  1  0
 12 61  1  1
 13 62  1  0
 13 63  1  0
 13 64  1  0
 15 65  1  6
 43 84  1  0
 43 85  1  0
 44 86  1  1
 46 87  1  0
 46 88  1  0
 46 89  1  0
 17 66  1  6
 18 67  1  6
 19 68  1  0
 20 69  1  1
 21 70  1  0
 21 71  1  0
 24 72  1  0
 24 73  1  0
 24 74  1  0
 27 75  1  1
 41 82  1  6
 42 83  1  0
 29 76  1  0
 30 77  1  0
 30 78  1  0
 34 79  1  0
 34 80  1  0
 38 81  1  0
M  END


  Mrv1652309032202532D          

 46 48  0  0  1  0            999 V2000
    2.9677   -6.6907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6822   -7.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3966   -6.6907    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3966   -5.8657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1111   -7.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1111   -7.9282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8256   -6.6907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5401   -7.1032    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5401   -7.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2545   -6.6907    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5367   -7.4659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7242   -6.0587    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9118   -6.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0064   -5.2835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8189   -5.1402    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1010   -4.3650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9135   -4.2217    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.1957   -3.4465    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6654   -2.8145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0081   -3.3032    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.2903   -2.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1028   -2.3847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3849   -1.6094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8546   -0.9775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1974   -1.4662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5384   -3.9352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2563   -4.7104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.7866   -5.3424    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0721   -5.7549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3169   -4.7104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1293   -4.8537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6596   -4.2217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4115   -5.6289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2240   -5.7722    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8812   -6.2609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1634   -7.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6331   -7.6682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9758   -7.1794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0687   -6.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5384   -6.7496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4438   -4.8537    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.1616   -5.6289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3492   -5.7722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0670   -6.5474    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5973   -7.1794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3151   -7.9547    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  1  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
 10  8  1  1  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
 17 16  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 20 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  6  0  0  0
 28 29  1  6  0  0  0
 28 30  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 35 39  1  0  0  0  0
 28 39  1  0  0  0  0
 39 40  2  0  0  0  0
 27 41  1  0  0  0  0
 17 41  1  0  0  0  0
 41 42  1  1  0  0  0
 15 43  1  0  0  0  0
 43 44  1  0  0  0  0
 10 44  1  0  0  0  0
 44 45  1  6  0  0  0
 45 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0165679

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@H](C)C(=O)O[C@@H](C)[C@@]1(O)[C@H](C)O[C@H](C[C@@H]1OC)O[C@H]1[C@@H](O)[C@H](COC(C)=O)O[C@@H]([C@H]1O)[C@@]1(O)CC(=O)C(N)=C(C(O)=O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C29H43NO16/c1-7-11(2)27(38)44-13(4)29(40)12(3)43-18(8-17(29)41-6)46-23-21(33)16(10-42-14(5)31)45-25(22(23)34)28(39)9-15(32)20(30)19(24(28)35)26(36)37/h11-13,16-18,21-23,25,33-34,39-40H,7-10,30H2,1-6H3,(H,36,37)/t11-,12+,13+,16+,17+,18+,21+,22+,23+,25+,28-,29+/m1/s1

> <INCHI_KEY>
RVRAOUPNLRDSKL-IDASZTQFSA-N

> <FORMULA>
C29H43NO16

> <MOLECULAR_WEIGHT>
661.654

> <EXACT_MASS>
661.258184309

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
89

> <JCHEM_AVERAGE_POLARIZABILITY>
64.29093076908563

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5S)-5-[(2S,3S,4S,5S,6S)-6-[(acetyloxy)methyl]-3,5-dihydroxy-4-{[(2R,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyl-5-[(1S)-1-{[(2R)-2-methylbutanoyl]oxy}ethyl]oxan-2-yl]oxy}oxan-2-yl]-2-amino-5-hydroxy-3,6-dioxocyclohex-1-ene-1-carboxylic acid

> <ALOGPS_LOGP>
0.19

> <JCHEM_LOGP>
-1.1809017826666686

> <ALOGPS_LOGS>
-3.01

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.305055851068134

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.687871966654429

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6517529309519023

> <JCHEM_POLAR_SURFACE_AREA>
267.90000000000003

> <JCHEM_REFRACTIVITY>
150.37179999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.40e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5S)-5-[(2S,3S,4S,5S,6S)-6-[(acetyloxy)methyl]-3,5-dihydroxy-4-{[(2R,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyl-5-[(1S)-1-{[(2R)-2-methylbutanoyl]oxy}ethyl]oxan-2-yl]oxy}oxan-2-yl]-2-amino-5-hydroxy-3,6-dioxocyclohex-1-ene-1-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       5.540 -12.489   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.873 -13.259   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.207 -12.489   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.207 -10.949   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.541 -13.259   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       9.541 -14.799   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      10.874 -12.489   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      12.208 -13.259   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.208 -14.799   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.542 -12.489   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      14.068 -13.936   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      12.552 -11.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.035 -11.577   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      13.079  -9.862   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      14.595  -9.595   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      15.122  -8.148   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      16.639  -7.881   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      17.165  -6.433   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      16.175  -5.254   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      18.682  -6.166   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      19.209  -4.719   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      20.725  -4.451   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      21.252  -3.004   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      20.262  -1.825   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      22.768  -2.737   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      19.672  -7.346   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      19.145  -8.793   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      20.135  -9.973   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      18.801 -10.743   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      21.125  -8.793   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      22.641  -9.060   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      23.631  -7.881   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      23.168 -10.507   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0      24.685 -10.775   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0      22.178 -11.687   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      22.705 -13.134   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      21.715 -14.314   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      24.222 -13.402   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      20.662 -11.420   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      19.672 -12.599   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      17.628  -9.060   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      17.102 -10.507   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      15.585 -10.775   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      15.058 -12.222   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      16.048 -13.402   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      15.522 -14.849   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12   44                                             
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   43                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   41                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   26                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   20   27                                                       
CONECT   27   26   28   41                                                  
CONECT   28   27   29   30   39                                             
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   39                                                  
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39   35   28   40                                                  
CONECT   40   39                                                            
CONECT   41   27   17   42                                                  
CONECT   42   41                                                            
CONECT   43   15   44                                                       
CONECT   44   43   10   45                                                  
CONECT   45   44   46                                                       
CONECT   46   45                                                            
MASTER        0    0    0    0    0    0    0    0   46    0   96    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₄₃NO₁₆

Average Mass

661.6540 Da

Monoisotopic Mass

661.25818 Da

IUPAC Name

(5S)-5-[(2S,3S,4S,5S,6S)-6-[(acetyloxy)methyl]-3,5-dihydroxy-4-{[(2R,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyl-5-[(1S)-1-{[(2R)-2-methylbutanoyl]oxy}ethyl]oxan-2-yl]oxy}oxan-2-yl]-2-amino-5-hydroxy-3,6-dioxocyclohex-1-ene-1-carboxylic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

CC[C@@H](C)C(=O)O[C@@H](C)[C@@]1(O)[C@H](C)O[C@H](C[C@@H]1OC)O[C@H]1[C@@H](O)[C@H](COC(C)=O)O[C@@H]([C@H]1O)[C@@]1(O)CC(=O)C(N)=C(C(O)=O)C1=O

InChI Identifier

InChI=1S/C29H43NO16/c1-7-11(2)27(38)44-13(4)29(40)12(3)43-18(8-17(29)41-6)46-23-21(33)16(10-42-14(5)31)45-25(22(23)34)28(39)9-15(32)20(30)19(24(28)35)26(36)37/h11-13,16-18,21-23,25,33-34,39-40H,7-10,30H2,1-6H3,(H,36,37)/t11-,12+,13+,16+,17+,18+,21+,22+,23+,25+,28-,29+/m1/s1

InChI Key

RVRAOUPNLRDSKL-IDASZTQFSA-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
Streptomyces paulus	LOTUS Database	35616633

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.19	ALOGPS
logP	-1.2	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	2.69	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	267.9 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	150.37 m³·mol⁻¹	ChemAxon
Polarizability	64.29 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

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (5s)-5-[(2s,3s,4s,5s,6s)-6-[(acetyloxy)methyl]-3,5-dihydroxy-4-{[(2r,4s,5s,6s)-5-hydroxy-4-methoxy-6-methyl-5-[(1s)-1-{[(2r)-2-methylbutanoyl]oxy}ethyl]oxan-2-yl]oxy}oxan-2-yl]-2-amino-5-hydroxy-3,6-dioxocyclohex-1-ene-1-carboxylic acid (NP0165679)

MOL for NP0165679 ((5s)-5-[(2s,3s,4s,5s,6s)-6-[(acetyloxy)methyl]-3,5-dihydroxy-4-{[(2r,4s,5s,6s)-5-hydroxy-4-methoxy-6-methyl-5-[(1s)-1-{[(2r)-2-methylbutanoyl]oxy}ethyl]oxan-2-yl]oxy}oxan-2-yl]-2-amino-5-hydroxy-3,6-dioxocyclohex-1-ene-1-carboxylic acid)

3D MOL for NP0165679 ((5s)-5-[(2s,3s,4s,5s,6s)-6-[(acetyloxy)methyl]-3,5-dihydroxy-4-{[(2r,4s,5s,6s)-5-hydroxy-4-methoxy-6-methyl-5-[(1s)-1-{[(2r)-2-methylbutanoyl]oxy}ethyl]oxan-2-yl]oxy}oxan-2-yl]-2-amino-5-hydroxy-3,6-dioxocyclohex-1-ene-1-carboxylic acid)

3D SDF for NP0165679 ((5s)-5-[(2s,3s,4s,5s,6s)-6-[(acetyloxy)methyl]-3,5-dihydroxy-4-{[(2r,4s,5s,6s)-5-hydroxy-4-methoxy-6-methyl-5-[(1s)-1-{[(2r)-2-methylbutanoyl]oxy}ethyl]oxan-2-yl]oxy}oxan-2-yl]-2-amino-5-hydroxy-3,6-dioxocyclohex-1-ene-1-carboxylic acid)

3D-SDF for NP0165679 ((5s)-5-[(2s,3s,4s,5s,6s)-6-[(acetyloxy)methyl]-3,5-dihydroxy-4-{[(2r,4s,5s,6s)-5-hydroxy-4-methoxy-6-methyl-5-[(1s)-1-{[(2r)-2-methylbutanoyl]oxy}ethyl]oxan-2-yl]oxy}oxan-2-yl]-2-amino-5-hydroxy-3,6-dioxocyclohex-1-ene-1-carboxylic acid)

PDB for NP0165679 ((5s)-5-[(2s,3s,4s,5s,6s)-6-[(acetyloxy)methyl]-3,5-dihydroxy-4-{[(2r,4s,5s,6s)-5-hydroxy-4-methoxy-6-methyl-5-[(1s)-1-{[(2r)-2-methylbutanoyl]oxy}ethyl]oxan-2-yl]oxy}oxan-2-yl]-2-amino-5-hydroxy-3,6-dioxocyclohex-1-ene-1-carboxylic acid)

3D PDB for NP0165679 ((5s)-5-[(2s,3s,4s,5s,6s)-6-[(acetyloxy)methyl]-3,5-dihydroxy-4-{[(2r,4s,5s,6s)-5-hydroxy-4-methoxy-6-methyl-5-[(1s)-1-{[(2r)-2-methylbutanoyl]oxy}ethyl]oxan-2-yl]oxy}oxan-2-yl]-2-amino-5-hydroxy-3,6-dioxocyclohex-1-ene-1-carboxylic acid)

SMILES for NP0165679 ((5s)-5-[(2s,3s,4s,5s,6s)-6-[(acetyloxy)methyl]-3,5-dihydroxy-4-{[(2r,4s,5s,6s)-5-hydroxy-4-methoxy-6-methyl-5-[(1s)-1-{[(2r)-2-methylbutanoyl]oxy}ethyl]oxan-2-yl]oxy}oxan-2-yl]-2-amino-5-hydroxy-3,6-dioxocyclohex-1-ene-1-carboxylic acid)

INCHI for NP0165679 ((5s)-5-[(2s,3s,4s,5s,6s)-6-[(acetyloxy)methyl]-3,5-dihydroxy-4-{[(2r,4s,5s,6s)-5-hydroxy-4-methoxy-6-methyl-5-[(1s)-1-{[(2r)-2-methylbutanoyl]oxy}ethyl]oxan-2-yl]oxy}oxan-2-yl]-2-amino-5-hydroxy-3,6-dioxocyclohex-1-ene-1-carboxylic acid)

Structure for NP0165679 ((5s)-5-[(2s,3s,4s,5s,6s)-6-[(acetyloxy)methyl]-3,5-dihydroxy-4-{[(2r,4s,5s,6s)-5-hydroxy-4-methoxy-6-methyl-5-[(1s)-1-{[(2r)-2-methylbutanoyl]oxy}ethyl]oxan-2-yl]oxy}oxan-2-yl]-2-amino-5-hydroxy-3,6-dioxocyclohex-1-ene-1-carboxylic acid)

3D Structure for NP0165679 ((5s)-5-[(2s,3s,4s,5s,6s)-6-[(acetyloxy)methyl]-3,5-dihydroxy-4-{[(2r,4s,5s,6s)-5-hydroxy-4-methoxy-6-methyl-5-[(1s)-1-{[(2r)-2-methylbutanoyl]oxy}ethyl]oxan-2-yl]oxy}oxan-2-yl]-2-amino-5-hydroxy-3,6-dioxocyclohex-1-ene-1-carboxylic acid)