NP-MRD: Showing NP-Card for bis[(3r)-2,3,4-trihydroxy-5-[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-oxo-3-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,4-dien-1-yl]acetic acid (NP0264777)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-08 08:30:45 UTC

Updated at

2022-09-08 08:30:45 UTC

NP-MRD ID

NP0264777

Secondary Accession Numbers

None

Natural Product Identification

Common Name

bis[(3r)-2,3,4-trihydroxy-5-[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-oxo-3-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,4-dien-1-yl]acetic acid

Description

bis[(3r)-2,3,4-trihydroxy-5-[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-oxo-3-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,4-dien-1-yl]acetic acid is found in Carthamus tinctorius.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082210302D          

 68 73  0  0  1  0            999 V2000
   -7.4951   -2.1859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2096   -2.5984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2096   -3.4234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4951   -3.8359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4951   -4.6609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7807   -5.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7807   -5.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4951   -6.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4951   -7.1359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2096   -5.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2096   -5.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9241   -2.1859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6385   -2.5984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6385   -3.4234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3530   -2.1859    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -11.1655   -2.0426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6352   -2.9612    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -11.4476   -3.1044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7298   -3.8797    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -12.5423   -4.0229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8244   -4.7982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1995   -4.5116    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -11.4817   -5.2869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3870   -4.3684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.8567   -5.0004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1049   -3.5931    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.2879   -3.7080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3530   -1.3609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0675   -0.9484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6385   -0.9484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6385   -0.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3530    0.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3530    1.1141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0675   -0.1234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9241    0.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1171    0.1176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8622   -0.6671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5651    0.7307    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.8366    1.1180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0571    0.0806    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.3662   -0.6844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8583   -1.3345    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1673   -2.0994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6594   -2.7495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0413   -1.2197    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5334   -1.8698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7322   -0.4547    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9153   -0.3399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2402    0.1954    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9311    0.9603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8200    1.5153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2680    2.1284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6270    1.6868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8819    2.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3299    3.0845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6889    2.6430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9438    3.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7508    3.5991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3028    2.9860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1098    3.1575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3647    3.9422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1717    4.1137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8127    4.5553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0057    4.3837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1790    1.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9860    1.2452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9241   -1.3609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1036   -1.4471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
  5 11  1  0  0  0  0
  2 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  1  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 17 26  1  0  0  0  0
 26 27  1  6  0  0  0
 15 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 31 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  6  0  0  0
 38 40  1  1  0  0  0
 40 41  1  1  0  0  0
 41 42  1  0  0  0  0
 42 43  1  1  0  0  0
 43 44  1  0  0  0  0
 42 45  1  0  0  0  0
 45 46  1  6  0  0  0
 45 47  1  0  0  0  0
 47 48  1  1  0  0  0
 47 49  1  0  0  0  0
 40 49  1  0  0  0  0
 49 50  1  6  0  0  0
 38 51  1  0  0  0  0
 51 52  1  0  0  0  0
 51 53  2  0  0  0  0
 53 54  1  0  0  0  0
 54 55  2  0  0  0  0
 54 56  1  0  0  0  0
 56 57  2  0  0  0  0
 57 58  1  0  0  0  0
 58 59  2  0  0  0  0
 59 60  1  0  0  0  0
 60 61  2  0  0  0  0
 61 62  1  0  0  0  0
 61 63  1  0  0  0  0
 63 64  2  0  0  0  0
 58 64  1  0  0  0  0
 53 65  1  0  0  0  0
 35 65  1  0  0  0  0
 65 66  2  0  0  0  0
 30 67  1  0  0  0  0
 12 67  1  0  0  0  0
 67 68  2  0  0  0  0
M  END

     RDKit          3D

112117  0  0  0  0  0  0  0  0999 V2000
   -2.1887    4.1332   -0.2227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1586    3.1894   -0.0687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3836    3.7671   -0.4592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6320    3.3981   -0.5150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7342    4.2726   -0.9959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5194    5.5390   -1.4599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6030    6.3287   -1.8944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8658    5.7892   -1.8365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9276    6.5801   -2.2683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1011    4.5006   -1.3665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0260    3.7504   -0.9482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6410    1.9414    0.4282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3340    0.8879    0.6290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6941    0.7596    0.4113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7471   -0.4098    1.1482 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5373   -0.6997    2.2847 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0572   -1.4650    0.0645 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4015   -1.2970   -0.1749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0686   -2.2821   -0.8222 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5452   -1.9056   -0.8436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7797   -0.7110   -1.4866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9927   -3.6121   -0.0786 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7346   -4.5167   -0.8267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5520   -3.9592    0.0139 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4020   -5.0442    0.8761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7585   -2.8113    0.5967 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4002   -3.1662    0.3776 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3665   -0.3314    1.5612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7894   -1.4195    2.1955 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5775    0.7317    1.3771 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8196    0.7739    1.8056 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1112    1.9025    2.7104 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0563    1.6942    3.9680 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4430    3.1882    2.2905 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8489    0.6089    0.7433 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5907    0.4074   -0.5021 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2166    0.3418   -0.8360 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6115    0.2481   -1.5372 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4340    1.3197   -2.4895 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3351   -0.9881   -2.3850 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5502   -2.1004   -1.6298 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3043   -3.2245   -2.4393 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1719   -4.4799   -1.6382 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2798   -4.8069   -0.8966 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4504   -3.3185   -3.3936 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3850   -4.4935   -4.1800 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5242   -2.1176   -4.2943 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8650   -1.9385   -4.6424 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9416   -0.8671   -3.7067 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9393   -0.4469   -4.6288 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9619    0.3065   -1.0455 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0396    0.1426   -1.9745 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3332    0.5073    0.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7382    0.5128    0.5399 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4868    0.2941   -0.5429 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5636    0.6855    1.6643 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3958    0.9349    2.9226 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4538    1.0712    3.9388 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1240    1.3642    5.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0726    1.4816    6.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4117    1.3158    5.9220 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3457    1.4478    6.9436 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7456    1.0254    4.6324 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7755    0.8994    3.6245 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2638    0.6684    1.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4683    0.8632    2.4087 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2033    1.9076    0.7983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4755    2.9551    0.6027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2813    4.8509   -0.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8872    2.4221   -0.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5556    6.0020   -1.5270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4203    7.3350   -2.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4333    7.1950   -1.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0882    4.0661   -1.3144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1504    2.7546   -0.5775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2677    0.5256    1.2305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6688    0.1309    2.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4417   -1.2576   -0.8389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7594   -2.4657   -1.8584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1197   -2.7563   -1.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9354   -1.8470    0.1924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1026   -0.6372   -2.2135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4922   -3.4834    0.8830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6535   -5.4485   -0.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1684   -4.2595   -0.9854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8945   -5.8270    0.4970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9088   -2.8279    1.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3214   -4.0752    0.7665 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1324   -1.7547    1.9967 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0265   -0.1401    2.5058 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9961    3.9780    2.7452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1521   -0.5915   -1.0429 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1917    1.9339   -2.4556 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1900   -0.9506   -2.5107 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3379   -3.0135   -2.9446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2898   -4.3933   -0.9417 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8756   -5.2856   -2.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4017   -5.8058   -0.9709 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3802   -3.4212   -2.7906 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1404   -4.4001   -4.8437 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0137   -2.4173   -5.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0901   -2.6030   -5.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6966   -0.0580   -3.7767 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2277    0.2738   -5.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2650   -0.8290   -2.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7066    0.5905    1.4679 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4134    1.0681    3.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0743    1.5088    5.5239 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8143    1.7135    7.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6172    0.6203    7.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7993    0.8887    4.3870 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1611    0.6668    2.6422 H   0  0  0  0  0  0  0  0  0  0  0  0
 44 43  1  0
 43 42  1  0
 42 41  1  0
 41 40  1  0
 40 49  1  0
 49 50  1  0
 49 47  1  0
 47 48  1  0
 47 45  1  0
 45 46  1  0
 40 38  1  0
 38 39  1  6
 38 36  1  0
 36 37  1  0
 36 35  2  0
 35 31  1  0
 31 32  1  0
 32 34  1  0
 32 33  2  0
 31 30  1  0
 30 28  2  0
 28 29  1  0
 28 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 15 13  1  0
 13 14  1  0
 13 12  2  0
 12  2  1  0
  2  1  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 12 67  1  0
 67 68  2  0
 35 65  1  0
 65 66  2  0
 65 53  1  0
 53 54  1  0
 54 55  2  0
 54 56  1  0
 56 57  2  0
 57 58  1  0
 58 59  2  0
 59 60  1  0
 60 61  2  0
 61 62  1  0
 61 63  1  0
 63 64  2  0
 53 51  2  0
 51 52  1  0
 45 42  1  0
 51 38  1  0
 67 30  1  0
 64 58  1  0
 26 17  1  0
 11  5  1  0
 44 98  1  0
 43 96  1  0
 43 97  1  0
 42 95  1  6
 40 94  1  6
 49103  1  1
 50104  1  0
 47101  1  6
 48102  1  0
 45 99  1  1
 46100  1  0
 39 93  1  0
 37 92  1  0
 31 90  1  0
 34 91  1  0
 29 89  1  0
 16 77  1  0
 17 78  1  6
 19 79  1  6
 20 80  1  0
 20 81  1  0
 21 82  1  0
 22 83  1  1
 23 84  1  0
 24 85  1  6
 25 86  1  0
 26 87  1  1
 27 88  1  0
 14 76  1  0
  3 69  1  0
  4 70  1  0
  6 71  1  0
  7 72  1  0
  9 73  1  0
 10 74  1  0
 11 75  1  0
 56106  1  0
 57107  1  0
 59108  1  0
 60109  1  0
 62110  1  0
 63111  1  0
 64112  1  0
 52105  1  0
M  END


  Mrv1652309082210302D          

 68 73  0  0  1  0            999 V2000
   -7.4951   -2.1859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2096   -2.5984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2096   -3.4234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4951   -3.8359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4951   -4.6609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7807   -5.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7807   -5.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4951   -6.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4951   -7.1359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2096   -5.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2096   -5.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9241   -2.1859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6385   -2.5984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6385   -3.4234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3530   -2.1859    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -11.1655   -2.0426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6352   -2.9612    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -11.4476   -3.1044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7298   -3.8797    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -12.5423   -4.0229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8244   -4.7982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1995   -4.5116    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -11.4817   -5.2869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3870   -4.3684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.8567   -5.0004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1049   -3.5931    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.2879   -3.7080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3530   -1.3609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0675   -0.9484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6385   -0.9484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6385   -0.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3530    0.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3530    1.1141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0675   -0.1234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9241    0.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1171    0.1176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8622   -0.6671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5651    0.7307    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.8366    1.1180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0571    0.0806    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.3662   -0.6844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8583   -1.3345    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1673   -2.0994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6594   -2.7495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0413   -1.2197    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5334   -1.8698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7322   -0.4547    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9153   -0.3399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2402    0.1954    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9311    0.9603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8200    1.5153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2680    2.1284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6270    1.6868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8819    2.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3299    3.0845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6889    2.6430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9438    3.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7508    3.5991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3028    2.9860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1098    3.1575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3647    3.9422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1717    4.1137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8127    4.5553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0057    4.3837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1790    1.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9860    1.2452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9241   -1.3609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1036   -1.4471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
  5 11  1  0  0  0  0
  2 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  1  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 17 26  1  0  0  0  0
 26 27  1  6  0  0  0
 15 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 31 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  6  0  0  0
 38 40  1  1  0  0  0
 40 41  1  1  0  0  0
 41 42  1  0  0  0  0
 42 43  1  1  0  0  0
 43 44  1  0  0  0  0
 42 45  1  0  0  0  0
 45 46  1  6  0  0  0
 45 47  1  0  0  0  0
 47 48  1  1  0  0  0
 47 49  1  0  0  0  0
 40 49  1  0  0  0  0
 49 50  1  6  0  0  0
 38 51  1  0  0  0  0
 51 52  1  0  0  0  0
 51 53  2  0  0  0  0
 53 54  1  0  0  0  0
 54 55  2  0  0  0  0
 54 56  1  0  0  0  0
 56 57  2  0  0  0  0
 57 58  1  0  0  0  0
 58 59  2  0  0  0  0
 59 60  1  0  0  0  0
 60 61  2  0  0  0  0
 61 62  1  0  0  0  0
 61 63  1  0  0  0  0
 63 64  2  0  0  0  0
 58 64  1  0  0  0  0
 53 65  1  0  0  0  0
 35 65  1  0  0  0  0
 65 66  2  0  0  0  0
 30 67  1  0  0  0  0
 12 67  1  0  0  0  0
 67 68  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0264777

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)[C@@]1(O)C(O)=C(C(C(O)=O)C2=C(O)[C@](O)([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C(O)=C(C(=O)\C=C\C3=CC=C(O)C=C3)C2=O)C(=O)C(C(=O)\C=C\C2=CC=C(O)C=C2)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C44H44O24/c45-13-21-28(51)32(55)34(57)40(67-21)43(65)36(59)23(19(49)11-5-15-1-7-17(47)8-2-15)30(53)26(38(43)61)25(42(63)64)27-31(54)24(20(50)12-6-16-3-9-18(48)10-4-16)37(60)44(66,39(27)62)41-35(58)33(56)29(52)22(14-46)68-41/h1-12,21-22,25,28-29,32-35,40-41,45-48,51-52,55-62,65-66H,13-14H2,(H,63,64)/b11-5+,12-6+/t21-,22-,28-,29-,32+,33+,34-,35-,40-,41-,43+,44+/m1/s1

> <INCHI_KEY>
UVYRSIWRPCSELS-KNOAWNJLSA-N

> <FORMULA>
C44H44O24

> <MOLECULAR_WEIGHT>
956.812

> <EXACT_MASS>
956.222252297

> <JCHEM_ACCEPTOR_COUNT>
24

> <JCHEM_ATOM_COUNT>
112

> <JCHEM_AVERAGE_POLARIZABILITY>
88.84764622016317

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
17

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,2-bis[(3R)-2,3,4-trihydroxy-5-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-oxo-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,4-dien-1-yl]acetic acid

> <JCHEM_LOGP>
-4.327099742333333

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-5

> <JCHEM_PKA>
1.1563028320914208

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.4622875614512938

> <JCHEM_PKA_STRONGEST_BASIC>
-6.752958022614634

> <JCHEM_POLAR_SURFACE_AREA>
447.7200000000001

> <JCHEM_REFRACTIVITY>
228.7247

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
bis[(3R)-2,3,4-trihydroxy-5-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-oxo-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,4-dien-1-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  O   UNK     0     -13.991  -4.080   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0     -15.325  -4.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -15.325  -6.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -13.991  -7.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -13.991  -8.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -12.657  -9.470   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -12.657 -11.010   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -13.991 -11.780   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0     -13.991 -13.320   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0     -15.325 -11.010   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -15.325  -9.470   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -16.658  -4.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -17.992  -4.850   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0     -17.992  -6.390   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0     -19.326  -4.080   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0     -20.842  -3.813   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0     -19.852  -5.527   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0     -21.369  -5.795   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0     -21.896  -7.242   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -23.412  -7.509   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0     -23.939  -8.957   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0     -20.906  -8.422   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0     -21.432  -9.869   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0     -19.389  -8.154   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0     -18.399  -9.334   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0     -18.862  -6.707   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0     -17.337  -6.922   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0     -19.326  -2.540   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0     -20.659  -1.770   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0     -17.992  -1.770   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -17.992  -0.230   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -19.326   0.540   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0     -19.326   2.080   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0     -20.659  -0.230   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0     -16.658   0.540   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -15.152   0.219   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0     -14.676  -1.245   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0     -14.121   1.364   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0     -12.762   2.087   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0     -13.173   0.150   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0     -13.750  -1.277   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0     -12.802  -2.491   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0     -13.379  -3.919   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0     -12.431  -5.132   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0     -11.277  -2.277   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0     -10.329  -3.490   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0     -10.700  -0.849   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      -9.175  -0.635   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0     -11.648   0.365   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0     -11.071   1.793   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0     -14.597   2.829   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0     -13.567   3.973   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0     -16.104   3.149   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0     -16.580   4.613   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0     -15.549   5.758   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0     -18.086   4.934   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0     -18.562   6.398   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0     -20.068   6.718   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0     -21.099   5.574   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0     -22.605   5.894   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0     -23.081   7.359   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0     -24.587   7.679   0.000  0.00  0.00           O+0
HETATM   63  C   UNK     0     -22.050   8.503   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0     -20.544   8.183   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0     -17.134   2.004   0.000  0.00  0.00           C+0
HETATM   66  O   UNK     0     -18.640   2.324   0.000  0.00  0.00           O+0
HETATM   67  C   UNK     0     -16.658  -2.540   0.000  0.00  0.00           C+0
HETATM   68  O   UNK     0     -15.127  -2.701   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   12                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10    5                                                       
CONECT   12    2   13   67                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17   28                                             
CONECT   16   15                                                            
CONECT   17   15   18   26                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   17   27                                                  
CONECT   27   26                                                            
CONECT   28   15   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   67                                                  
CONECT   31   30   32   35                                                  
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35   31   36   65                                                  
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   40   51                                             
CONECT   39   38                                                            
CONECT   40   38   41   49                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43   45                                                  
CONECT   43   42   44                                                       
CONECT   44   43                                                            
CONECT   45   42   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47   40   50                                                  
CONECT   50   49                                                            
CONECT   51   38   52   53                                                  
CONECT   52   51                                                            
CONECT   53   51   54   65                                                  
CONECT   54   53   55   56                                                  
CONECT   55   54                                                            
CONECT   56   54   57                                                       
CONECT   57   56   58                                                       
CONECT   58   57   59   64                                                  
CONECT   59   58   60                                                       
CONECT   60   59   61                                                       
CONECT   61   60   62   63                                                  
CONECT   62   61                                                            
CONECT   63   61   64                                                       
CONECT   64   63   58                                                       
CONECT   65   53   35   66                                                  
CONECT   66   65                                                            
CONECT   67   30   12   68                                                  
CONECT   68   67                                                            
MASTER        0    0    0    0    0    0    0    0   68    0  146    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₄H₄₄O₂₄

Average Mass

956.8120 Da

Monoisotopic Mass

956.22225 Da

IUPAC Name

2,2-bis[(3R)-2,3,4-trihydroxy-5-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-oxo-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,4-dien-1-yl]acetic acid

Traditional Name

bis[(3R)-2,3,4-trihydroxy-5-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-oxo-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,4-dien-1-yl]acetic acid

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)[C@@]1(O)C(O)=C(C(C(O)=O)C2=C(O)[C@](O)([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C(O)=C(C(=O)\C=C\C3=CC=C(O)C=C3)C2=O)C(=O)C(C(=O)\C=C\C2=CC=C(O)C=C2)=C1O

InChI Identifier

InChI=1S/C44H44O24/c45-13-21-28(51)32(55)34(57)40(67-21)43(65)36(59)23(19(49)11-5-15-1-7-17(47)8-2-15)30(53)26(38(43)61)25(42(63)64)27-31(54)24(20(50)12-6-16-3-9-18(48)10-4-16)37(60)44(66,39(27)62)41-35(58)33(56)29(52)22(14-46)68-41/h1-12,21-22,25,28-29,32-35,40-41,45-48,51-52,55-62,65-66H,13-14H2,(H,63,64)/b11-5+,12-6+/t21-,22-,28-,29-,32+,33+,34-,35-,40-,41-,43+,44+/m1/s1

InChI Key

UVYRSIWRPCSELS-KNOAWNJLSA-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
Carthamus tinctorius	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	-4.3	ChemAxon
pKa (Strongest Acidic)	0.46	ChemAxon
pKa (Strongest Basic)	-6.8	ChemAxon
Physiological Charge	-5	ChemAxon
Hydrogen Acceptor Count	24	ChemAxon
Hydrogen Donor Count	17	ChemAxon
Polar Surface Area	447.72 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	228.72 m³·mol⁻¹	ChemAxon
Polarizability	88.85 Å³	ChemAxon
Number of Rings	6	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 bis[(3r)-2,3,4-trihydroxy-5-[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-oxo-3-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,4-dien-1-yl]acetic acid (NP0264777)

MOL for NP0264777 (bis[(3r)-2,3,4-trihydroxy-5-[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-oxo-3-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,4-dien-1-yl]acetic acid)

3D MOL for NP0264777 (bis[(3r)-2,3,4-trihydroxy-5-[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-oxo-3-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,4-dien-1-yl]acetic acid)

3D SDF for NP0264777 (bis[(3r)-2,3,4-trihydroxy-5-[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-oxo-3-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,4-dien-1-yl]acetic acid)

3D-SDF for NP0264777 (bis[(3r)-2,3,4-trihydroxy-5-[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-oxo-3-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,4-dien-1-yl]acetic acid)

PDB for NP0264777 (bis[(3r)-2,3,4-trihydroxy-5-[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-oxo-3-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,4-dien-1-yl]acetic acid)

3D PDB for NP0264777 (bis[(3r)-2,3,4-trihydroxy-5-[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-oxo-3-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,4-dien-1-yl]acetic acid)

SMILES for NP0264777 (bis[(3r)-2,3,4-trihydroxy-5-[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-oxo-3-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,4-dien-1-yl]acetic acid)

INCHI for NP0264777 (bis[(3r)-2,3,4-trihydroxy-5-[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-oxo-3-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,4-dien-1-yl]acetic acid)

Structure for NP0264777 (bis[(3r)-2,3,4-trihydroxy-5-[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-oxo-3-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,4-dien-1-yl]acetic acid)

3D Structure for NP0264777 (bis[(3r)-2,3,4-trihydroxy-5-[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]-6-oxo-3-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,4-dien-1-yl]acetic acid)