NP-MRD: Showing NP-Card for Bis-5-hydroxynoracronycine (NP0066633)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 10:51:42 UTC

Updated at

2022-04-28 10:51:42 UTC

NP-MRD ID

NP0066633

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Bis-5-hydroxynoracronycine

Description

12-[(4S)-6,11-dihydroxy-2,2,5-trimethyl-10-oxo-3,4,5,10-tetrahydro-2H-1-oxa-5-azatetraphen-4-yl]-6,11-dihydroxy-2,2,5-trimethyl-5,10-dihydro-2H-1-oxa-5-azatetraphen-10-one belongs to the class of organic compounds known as prenylated neoflavonoids. These are neoflavonoids that features a C5-isoprenoid substituent at any position of the A, B, or C ring. Neoflavonoids are compounds with a structure based on the 4-phenylchromene backbone. Bis-5-hydroxynoracronycine is found in Citrus aurantium, Citrus paradisi and Swinglea glutinosa. Based on a literature review very few articles have been published on 12-[(4S)-6,11-dihydroxy-2,2,5-trimethyl-10-oxo-3,4,5,10-tetrahydro-2H-1-oxa-5-azatetraphen-4-yl]-6,11-dihydroxy-2,2,5-trimethyl-5,10-dihydro-2H-1-oxa-5-azatetraphen-10-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282212512D          

 48 55  0  0  1  0            999 V2000
    4.4951   -1.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651   -2.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251   -3.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -3.0175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449   -2.2380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850   -1.6143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2187   -0.5450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347   -2.0821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946   -2.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647   -3.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748   -3.6412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449   -4.4207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246   -4.1089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.9530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444   -3.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845   -2.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.7702    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0957   -1.6143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6358   -2.2380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3657   -3.0175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2779   -1.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4243   -2.4807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -1.1466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2610   -1.5923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -0.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0916   -1.3067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.7243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744   -0.2111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8842    0.3257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7378    1.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048    1.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550    1.9716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7414   -1.7745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946   -4.8885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647   -1.3025    0.0000 C   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
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  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
  4 11  1  0  0  0  0
 11 12  2  0  0  0  0
 10 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  9 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 15 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 17 23  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 28 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 25 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 23 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 36 41  1  0  0  0  0
 39 42  1  0  0  0  0
 39 43  1  0  0  0  0
 34 44  1  0  0  0  0
 32 45  1  0  0  0  0
 24 46  1  0  0  0  0
 13 47  1  0  0  0  0
  8 48  1  0  0  0  0
M  END

     RDKit          3D

 82 89  0  0  0  0  0  0  0  0999 V2000
   -4.6319   -0.2494   -0.4609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9650    0.5386    0.5156 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6723    1.5800    1.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0456    1.5862    0.9574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7585    0.6063    0.2822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7554    2.6310    1.5537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1143    3.6231    2.2410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7346    3.5881    2.3481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0180    2.5724    1.7717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6753    2.5399    1.9153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0604    3.4509    2.5461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9577    1.5108    1.3744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5848    1.4754    1.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0140    2.5153    2.2048 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1248    0.4632    0.9705 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5969    0.4637    1.1551 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4364   -0.3225    2.5142 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7419   -0.7177    3.0702 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5597   -1.1991    4.4663 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8105    0.3212    3.0250 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0601   -1.8544    2.2448 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0755   -1.5091    0.8640 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7667   -2.3748    0.0459 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8986   -2.2107   -1.2931 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5969   -3.0949   -2.1086 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3017   -1.1046   -1.8479 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3981   -0.9220   -3.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0574   -1.7928   -3.8730 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8113    0.1381   -3.8007 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8778    0.2996   -5.1550 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2507    1.3730   -5.7886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5620    2.2671   -5.0257 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4882    2.1110   -3.6355 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7715    3.0398   -2.9233 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1156    1.0507   -3.0326 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0150    0.8865   -1.6621 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5497    1.9489   -0.8511 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5823   -0.1797   -1.0535 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4505   -0.3746    0.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4693   -0.5452    0.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8782   -0.5375    0.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6331    0.5048    0.6762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5271   -1.7397   -0.3231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7870   -2.8083   -0.6174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3249   -2.8490   -0.4912 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2881   -3.4703   -1.7279 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0656   -3.7429    0.6854 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2241   -1.5961   -0.2653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0275   -0.3997   -1.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3534   -0.9747   -0.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2760    0.5748   -1.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7580    0.6740    0.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8453    2.6103    1.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6937    4.4307    2.6973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2674    4.3907    2.9016 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9178    2.7095    2.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0608    1.3077    1.6798 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8481    0.2874    3.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8442   -1.2445    2.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5259   -1.0367    4.8468 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7835   -2.2837    4.5893 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2397   -0.6699    5.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4005    0.3299    2.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5347    0.1283    3.8638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3482    1.3104    3.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2411   -3.2566    0.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0400   -3.9040   -1.7407 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4099   -0.3808   -5.8048 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2984    1.5114   -6.8677 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0413    3.1358   -5.4480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3146    3.8127   -3.3546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9839    2.8734   -1.4702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1048    2.3139    0.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5155    2.2991   -0.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5423   -1.9117   -0.3733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2729   -3.6911   -0.9664 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2819   -3.1287   -1.9797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3165   -4.5849   -1.5458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4500   -3.3473   -2.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3947   -4.7449    0.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2286   -3.2512    1.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1878   -3.7799    0.6702 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  1
 18 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  1  0
 33 35  2  0
 35 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  2  0
 15 40  2  0
 40 48  1  0
 48 45  1  0
 45 46  1  6
 45 47  1  0
 45 44  1  0
 44 43  2  0
 43 41  1  0
 41 42  2  0
 42  2  1  0
  9  3  1  0
 42 12  1  0
 39 16  1  0
 41 40  1  0
 39 22  1  0
 38 26  1  0
 35 29  1  0
  1 49  1  0
  1 50  1  0
  1 51  1  0
  5 52  1  0
  6 53  1  0
  7 54  1  0
  8 55  1  0
 14 56  1  0
 16 57  1  1
 17 58  1  0
 17 59  1  0
 19 60  1  0
 19 61  1  0
 19 62  1  0
 20 63  1  0
 20 64  1  0
 20 65  1  0
 23 66  1  0
 25 67  1  0
 30 68  1  0
 31 69  1  0
 32 70  1  0
 34 71  1  0
 37 72  1  0
 37 73  1  0
 37 74  1  0
 46 77  1  0
 46 78  1  0
 46 79  1  0
 47 80  1  0
 47 81  1  0
 47 82  1  0
 44 76  1  0
 43 75  1  0
M  END


  Mrv1652304282212512D          

 48 55  0  0  1  0            999 V2000
    4.4951   -1.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651   -2.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251   -3.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -3.0175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449   -2.2380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850   -1.6143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2187   -0.5450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347   -2.0821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946   -2.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647   -3.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748   -3.6412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449   -4.4207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246   -4.1089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.9530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444   -3.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845   -2.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.7702    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0957   -1.6143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6358   -2.2380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3657   -3.0175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2779   -1.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4243   -2.4807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -1.1466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2610   -1.5923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4149   -0.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0916   -1.3067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.7243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744   -0.2111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8842    0.3257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7378    1.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048    1.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550    1.9716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7414   -1.7745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946   -4.8885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647   -1.3025    0.0000 C   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
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  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
  4 11  1  0  0  0  0
 11 12  2  0  0  0  0
 10 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  9 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 15 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 17 23  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 28 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 25 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 23 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 36 41  1  0  0  0  0
 39 42  1  0  0  0  0
 39 43  1  0  0  0  0
 34 44  1  0  0  0  0
 32 45  1  0  0  0  0
 24 46  1  0  0  0  0
 13 47  1  0  0  0  0
  8 48  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0066633

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1C2=C(O)C=CC=C2C(=O)C2=C(O)C([C@H]3CC(C)(C)OC4=CC(O)=C5C(=O)C6=CC=CC(O)=C6N(C)C5=C34)=C3OC(C)(C)C=CC3=C12

> <INCHI_IDENTIFIER>
InChI=1S/C38H34N2O8/c1-37(2)14-13-19-31-28(34(45)18-10-8-11-21(41)29(18)39(31)5)35(46)26(36(19)48-37)20-16-38(3,4)47-24-15-23(43)27-32(25(20)24)40(6)30-17(33(27)44)9-7-12-22(30)42/h7-15,20,41-43,46H,16H2,1-6H3/t20-/m0/s1

> <INCHI_KEY>
PIZIMOGOEZLCMG-FQEVSTJZSA-N

> <FORMULA>
C38H34N2O8

> <MOLECULAR_WEIGHT>
646.696

> <EXACT_MASS>
646.231516063

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
67.41888420444685

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
12-[(4S)-6,11-dihydroxy-2,2,5-trimethyl-10-oxo-3,4,5,10-tetrahydro-2H-1-oxa-5-azatetraphen-4-yl]-6,11-dihydroxy-2,2,5-trimethyl-5,10-dihydro-2H-1-oxa-5-azatetraphen-10-one

> <ALOGPS_LOGP>
5.58

> <JCHEM_LOGP>
7.703786723666666

> <ALOGPS_LOGS>
-5.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.72416224069733

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.229590082206366

> <JCHEM_PKA_STRONGEST_BASIC>
-4.618959560318605

> <JCHEM_POLAR_SURFACE_AREA>
140.0

> <JCHEM_REFRACTIVITY>
182.25020000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.68e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
12-[(4S)-6,11-dihydroxy-2,2,5-trimethyl-10-oxo-3,4-dihydro-1-oxa-5-azatetraphen-4-yl]-6,11-dihydroxy-2,2,5-trimethyl-1-oxa-5-azatetraphen-10-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       8.391  -3.304   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.895  -4.760   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.887  -5.924   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.375  -5.633   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.870  -4.178   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.879  -3.013   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       6.008  -1.017   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0       4.358  -3.887   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       3.350  -5.051   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.854  -6.506   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.366  -6.797   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       5.870  -8.252   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.846  -7.670   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -7.379   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.830  -5.924   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.838  -4.760   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334  -3.304   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.179  -3.013   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.187  -4.178   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.683  -5.633   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.385  -3.211   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.659  -4.631   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.342  -2.140   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.220  -2.972   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.862  -1.267   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.375  -1.558   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       7.638  -2.439   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       7.383  -0.394   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.895  -0.685   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.903   0.479   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.399   1.934   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       7.887   2.225   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.879   1.061   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0       5.366   1.352   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0       4.358   0.188   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.846   0.479   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.838  -0.685   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       0.326  -0.394   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -0.179   1.061   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       0.830   2.225   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       2.342   1.934   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -1.650   0.608   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -1.377   2.028   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       4.862   2.807   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0       7.383   3.680   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       5.117  -3.312   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       3.350  -9.125   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0       3.854  -2.431   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   11                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    5    9   48                                                  
CONECT    9    8   10   16                                                  
CONECT   10    9   11   13                                                  
CONECT   11   10    4   12                                                  
CONECT   12   11                                                            
CONECT   13   10   14   47                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15    9   17                                                  
CONECT   17   16   18   23                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21   22                                             
CONECT   20   19   15                                                       
CONECT   21   19                                                            
CONECT   22   19                                                            
CONECT   23   17   24   37                                                  
CONECT   24   23   25   46                                                  
CONECT   25   24   26   35                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   33                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   45                                                  
CONECT   33   32   28   34                                                  
CONECT   34   33   35   44                                                  
CONECT   35   34   25   36                                                  
CONECT   36   35   37   41                                                  
CONECT   37   36   23   38                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40   42   43                                             
CONECT   40   39   41                                                       
CONECT   41   40   36                                                       
CONECT   42   39                                                            
CONECT   43   39                                                            
CONECT   44   34                                                            
CONECT   45   32                                                            
CONECT   46   24                                                            
CONECT   47   13                                                            
CONECT   48    8                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  110    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₈H₃₄N₂O₈

Average Mass

646.6960 Da

Monoisotopic Mass

646.23152 Da

IUPAC Name

12-[(4S)-6,11-dihydroxy-2,2,5-trimethyl-10-oxo-3,4,5,10-tetrahydro-2H-1-oxa-5-azatetraphen-4-yl]-6,11-dihydroxy-2,2,5-trimethyl-5,10-dihydro-2H-1-oxa-5-azatetraphen-10-one

Traditional Name

12-[(4S)-6,11-dihydroxy-2,2,5-trimethyl-10-oxo-3,4-dihydro-1-oxa-5-azatetraphen-4-yl]-6,11-dihydroxy-2,2,5-trimethyl-1-oxa-5-azatetraphen-10-one

CAS Registry Number

Not Available

SMILES

CN1C2=C(O)C=CC=C2C(=O)C2=C(O)C([C@H]3CC(C)(C)OC4=CC(O)=C5C(=O)C6=CC=CC(O)=C6N(C)C5=C34)=C3OC(C)(C)C=CC3=C12

InChI Identifier

InChI=1S/C38H34N2O8/c1-37(2)14-13-19-31-28(34(45)18-10-8-11-21(41)29(18)39(31)5)35(46)26(36(19)48-37)20-16-38(3,4)47-24-15-23(43)27-32(25(20)24)40(6)30-17(33(27)44)9-7-12-22(30)42/h7-15,20,41-43,46H,16H2,1-6H3/t20-/m0/s1

InChI Key

PIZIMOGOEZLCMG-FQEVSTJZSA-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
Citrus aurantium	LOTUS Database	35616633
Citrus paradisi	Plant	KNApSAcK
Swinglea glutinosa	-	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as prenylated neoflavonoids. These are neoflavonoids that features a C5-isoprenoid substituent at any position of the A, B, or C ring. Neoflavonoids are compounds with a structure based on the 4-phenylchromene backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Neoflavonoids

Sub Class

Prenylated neoflavonoids

Direct Parent

Prenylated neoflavonoids

Alternative Parents

Substituents

Prenylated neoflavonoid
Acridone
Acridine
Chromenopyridine
Benzoquinoline
2,2-dimethyl-1-benzopyran
Dihydroquinolone
8-hydroxyquinoline
Chromane
Dihydroquinoline
1-benzopyran
Quinoline
Benzopyran
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Pyridine
Benzenoid
Vinylogous amide
Vinylogous acid
Heteroaromatic compound
Oxacycle
Azacycle
Ether
Organoheterocyclic compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	5.58	ALOGPS
logP	7.7	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	8.23	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	140 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	182.25 m³·mol⁻¹	ChemAxon
Polarizability	67.42 Å³	ChemAxon
Number of Rings	8	ChemAxon
Bioavailability	No	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

162945666

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Bis-5-hydroxynoracronycine (NP0066633)

MOL for NP0066633 (Bis-5-hydroxynoracronycine)

3D MOL for NP0066633 (Bis-5-hydroxynoracronycine)

3D SDF for NP0066633 (Bis-5-hydroxynoracronycine)

3D-SDF for NP0066633 (Bis-5-hydroxynoracronycine)

PDB for NP0066633 (Bis-5-hydroxynoracronycine)

3D PDB for NP0066633 (Bis-5-hydroxynoracronycine)

SMILES for NP0066633 (Bis-5-hydroxynoracronycine)

INCHI for NP0066633 (Bis-5-hydroxynoracronycine)

Structure for NP0066633 (Bis-5-hydroxynoracronycine)

3D Structure for NP0066633 (Bis-5-hydroxynoracronycine)