NP-MRD: Showing NP-Card for (+)-Buxanoldine (NP0067669)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 12:30:43 UTC

Updated at

2022-04-28 12:30:43 UTC

NP-MRD ID

NP0067669

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Buxanoldine

Description

N-[(6S,7R,8R,11R,12S,14R,15S,16R)-7-[(acetyloxy)methyl]-15-[(1S)-1-(dimethylamino)ethyl]-14-hydroxy-7,12,16-trimethyltetracyclo[9.7.0.0³,⁸.0¹²,¹⁶]Octadeca-1(18),3-dien-6-yl]benzenecarboximidic acid belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. (+)-Buxanoldine is found in Buxus papillosa and Buxus papilosa. Based on a literature review very few articles have been published on N-[(6S,7R,8R,11R,12S,14R,15S,16R)-7-[(acetyloxy)methyl]-15-[(1S)-1-(dimethylamino)ethyl]-14-hydroxy-7,12,16-trimethyltetracyclo[9.7.0.0³,⁸.0¹²,¹⁶]Octadeca-1(18),3-dien-6-yl]benzenecarboximidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282214302D          

 41 45  0  0  1  0            999 V2000
    7.1243    1.9531    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1325    2.7781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4223    3.1977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7037    2.7924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6954    1.9675    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4057    1.5478    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0111    0.8233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7856    0.8155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6098    0.7785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9898    0.0462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8140    0.0091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5456   -0.6490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0452    1.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2428    1.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8923    2.3981    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2577    3.1378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7999    3.8241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9766    3.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6112    3.0310    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0691    2.3447    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5579    1.6972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7841    1.9833    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8170    2.8076    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1695    3.3189    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2884    4.1352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4030    3.0137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2445    3.5249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2841    2.1973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0978    1.5254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4527    1.6144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0841    3.6657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0639    3.3133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8345    1.5335    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5531    1.9388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5614    2.7637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2634    1.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9820    1.9244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6923    1.5048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6840    0.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9654    0.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2551    0.6942    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  2  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  2  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
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 22 29  1  1  0  0  0
 20 30  1  1  0  0  0
 19 31  1  6  0  0  0
 16 32  1  0  0  0  0
  4 32  1  0  0  0  0
  1 33  1  6  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  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
M  END

     RDKit          3D

 91 95  0  0  0  0  0  0  0  0999 V2000
    6.8348   -1.4373   -2.5008 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3754   -1.2466   -2.4250 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6528   -1.4064   -3.4509 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7271   -0.8903   -1.2584 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3445   -0.6969   -1.1349 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0149   -0.3315    0.2823 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3612   -1.5200    1.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6892    0.8850    0.8076 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8828    1.2287    0.2205 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0573    1.5681   -0.3587 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2799    2.3604   -1.3376 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3042    0.9582    0.1920 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2147   -0.2486    0.8178 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3748   -0.8088    1.3433 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5906   -0.1873    1.2492 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6719    1.0387    0.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5199    1.5992    0.0875 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7522    2.0908    0.9451 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7373    2.1695   -0.1283 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0822    1.0486   -0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0731    1.1556   -1.4641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2502    0.6000   -1.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2123    1.3613   -1.5946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6631    1.1446   -1.4355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0251    0.0111   -0.5335 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1359   -1.2345   -1.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1503    0.2975    0.4122 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4910    0.4602   -0.1516 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.4703    0.9423    0.9308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1118   -0.5901   -0.8482 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4927   -1.7592   -0.1436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2211   -0.1192   -1.6438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9408   -0.6628    1.5213 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0802   -0.0061    2.7709 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4592   -1.0785    1.4603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8850   -0.1032    0.4965 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6391    1.2329    1.1550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6849   -0.5654   -0.2651 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6725   -1.1211    0.6650 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6922   -1.2925    0.0281 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5112   -0.1233    0.4417 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2378   -2.0800   -1.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3026   -0.4453   -2.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1135   -1.8612   -3.4722 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8065   -1.6707   -1.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9721    0.0961   -1.8483 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1823   -1.2230    1.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6868   -2.3978    0.5915 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4879   -1.8093    1.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9382    0.7075    1.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1851    1.9147   -0.7380 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3195   -0.8047    0.9406 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3262   -1.7554    1.8417 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4696   -0.6237    1.6553 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5965    1.5896    0.5004 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5416    2.5484   -0.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3842    2.9891    0.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1745    1.9326    1.8916 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5061    3.0650   -0.6810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4552    0.5774   -2.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0094    2.2221   -1.7448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9174    2.2299   -2.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1965    2.0960   -1.1444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0636    0.9086   -2.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4835   -1.1116   -2.2538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1173   -1.4828   -1.7353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8061   -2.1551   -0.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8730    1.3245    0.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4501    1.3470   -0.8581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1527    0.6200    1.9408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5300    2.0435    0.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4947    0.5864    0.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4258   -2.2355   -0.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7740   -1.5912    0.9109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7237   -2.5497   -0.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1676   -0.0249   -1.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2949   -0.8548   -2.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9240    0.8325   -2.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5011   -1.5935    1.5009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4513   -0.3902    3.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9603   -0.9458    2.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3340   -2.1352    1.2025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5729    1.4304    1.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1353    1.2894    2.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0171    2.0979    0.5969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9445   -1.3673   -0.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0097   -2.1574    0.9352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5523   -0.5903    1.6165 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1805   -2.2230    0.3232 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5455   -1.2254   -1.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3117    0.1332    1.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
 29 28  1  0
 28 27  1  0
 27 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 36 37  1  1
 36 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  6
 20 19  2  0
 19 18  1  0
 18  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  8  6  1  0
  6  7  1  1
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 25 27  1  0
 17 12  1  0
 25 36  1  0
 22 38  1  0
  6 41  1  0
 29 70  1  0
 29 71  1  0
 29 72  1  0
 28 69  1  6
 27 68  1  1
 33 79  1  1
 34 80  1  0
 35 81  1  0
 35 82  1  0
 37 83  1  0
 37 84  1  0
 37 85  1  0
 38 86  1  6
 39 87  1  0
 39 88  1  0
 40 89  1  0
 40 90  1  0
 41 91  1  1
 21 60  1  0
 21 61  1  0
 23 62  1  0
 24 63  1  0
 24 64  1  0
 26 65  1  0
 26 66  1  0
 26 67  1  0
 19 59  1  0
 18 57  1  0
 18 58  1  0
  8 50  1  1
  9 51  1  0
 13 52  1  0
 14 53  1  0
 15 54  1  0
 16 55  1  0
 17 56  1  0
  7 47  1  0
  7 48  1  0
  7 49  1  0
  5 45  1  0
  5 46  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
 31 73  1  0
 31 74  1  0
 31 75  1  0
 32 76  1  0
 32 77  1  0
 32 78  1  0
M  END


  Mrv1652304282214302D          

 41 45  0  0  1  0            999 V2000
    7.1243    1.9531    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1325    2.7781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4223    3.1977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7037    2.7924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6954    1.9675    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4057    1.5478    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0111    0.8233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7856    0.8155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6098    0.7785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9898    0.0462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8140    0.0091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5456   -0.6490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0452    1.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2428    1.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8923    2.3981    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2577    3.1378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7999    3.8241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9766    3.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6112    3.0310    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0691    2.3447    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5579    1.6972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7841    1.9833    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8170    2.8076    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1695    3.3189    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2884    4.1352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4030    3.0137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2445    3.5249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2841    2.1973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0978    1.5254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4527    1.6144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0841    3.6657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0639    3.3133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8345    1.5335    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5531    1.9388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5614    2.7637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2634    1.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9820    1.9244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6923    1.5048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6840    0.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9654    0.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2551    0.6942    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  2  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  2  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
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 22 29  1  1  0  0  0
 20 30  1  1  0  0  0
 19 31  1  6  0  0  0
 16 32  1  0  0  0  0
  4 32  1  0  0  0  0
  1 33  1  6  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  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
M  END
> <DATABASE_ID>
NP0067669

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]([C@H]1[C@H](O)C[C@@]2(C)[C@@H]3CC[C@@H]4C(CC3=CC[C@]12C)=CC[C@H](NC(=O)C1=CC=CC=C1)[C@]4(C)COC(C)=O)N(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C35H50N2O4/c1-22(37(6)7)31-29(39)20-35(5)28-15-14-27-25(19-26(28)17-18-34(31,35)4)13-16-30(33(27,3)21-41-23(2)38)36-32(40)24-11-9-8-10-12-24/h8-13,17,22,27-31,39H,14-16,18-21H2,1-7H3,(H,36,40)/t22-,27+,28+,29+,30-,31-,33+,34+,35-/m0/s1

> <INCHI_KEY>
YYLUVJFVBCVWGQ-BZTLBABMSA-N

> <FORMULA>
C35H50N2O4

> <MOLECULAR_WEIGHT>
562.795

> <EXACT_MASS>
562.377058098

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
91

> <JCHEM_AVERAGE_POLARIZABILITY>
66.30725392069537

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(6S,7R,8R,11R,12S,14R,15S,16R)-6-benzamido-15-[(1S)-1-(dimethylamino)ethyl]-14-hydroxy-7,12,16-trimethyltetracyclo[9.7.0.0^{3,8}.0^{12,16}]octadeca-1(18),3-dien-7-yl]methyl acetate

> <ALOGPS_LOGP>
6.07

> <JCHEM_LOGP>
4.245898743666667

> <ALOGPS_LOGS>
-5.69

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.289518855129952

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.659757140451255

> <JCHEM_PKA_STRONGEST_BASIC>
9.769669372033084

> <JCHEM_POLAR_SURFACE_AREA>
78.87

> <JCHEM_REFRACTIVITY>
165.10099999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.15e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(6S,7R,8R,11R,12S,14R,15S,16R)-6-benzamido-15-[(1S)-1-(dimethylamino)ethyl]-14-hydroxy-7,12,16-trimethyltetracyclo[9.7.0.0^{3,8}.0^{12,16}]octadeca-1(18),3-dien-7-yl]methyl acetate

> <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      13.299   3.646   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.314   5.186   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.988   5.969   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.647   5.213   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.631   3.673   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.957   2.889   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.221   1.537   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.667   1.522   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      14.205   1.453   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      14.914   0.086   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      16.453   0.017   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      14.085  -1.212   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.418   2.725   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.920   3.082   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.266   4.477   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.948   5.857   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.093   7.138   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.556   7.039   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.874   5.658   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.729   4.377   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.775   3.168   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.330   3.702   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.392   5.241   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.183   6.195   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.405   7.719   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       0.752   5.626   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0      -0.456   6.580   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.530   4.102   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       2.049   2.847   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       6.445   3.013   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.890   6.843   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.453   6.185   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0      14.624   2.862   0.000  0.00  0.00           N+0
HETATM   34  C   UNK     0      15.966   3.619   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      15.981   5.159   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      17.292   2.836   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      18.633   3.592   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      19.959   2.809   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      19.943   1.269   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      18.602   0.512   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      17.276   1.296   0.000  0.00  0.00           C+0
CONECT    1    2    6   33                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   32                                                  
CONECT    5    4    6   13                                                  
CONECT    6    5    1    7    8                                             
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    5   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17   32                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   23   31                                             
CONECT   20   19   15   21   30                                             
CONECT   21   20   22                                                       
CONECT   22   21   23   29                                                  
CONECT   23   22   19   24                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   22                                                            
CONECT   30   20                                                            
CONECT   31   19                                                            
CONECT   32   16    4                                                       
CONECT   33    1   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   41                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   36                                                       
MASTER        0    0    0    0    0    0    0    0   41    0   90    0
END

View in JSmol

Synonyms

Value	Source
N-[(6S,7R,8R,11R,12S,14R,15S,16R)-7-[(Acetyloxy)methyl]-15-[(1S)-1-(dimethylamino)ethyl]-14-hydroxy-7,12,16-trimethyltetracyclo[9.7.0.0,.0,]octadeca-1(18),3-dien-6-yl]benzenecarboximidate	Generator

Chemical Formula

C₃₅H₅₀N₂O₄

Average Mass

562.7950 Da

Monoisotopic Mass

562.37706 Da

IUPAC Name

[(6S,7R,8R,11R,12S,14R,15S,16R)-6-benzamido-15-[(1S)-1-(dimethylamino)ethyl]-14-hydroxy-7,12,16-trimethyltetracyclo[9.7.0.0^{3,8}.0^{12,16}]octadeca-1(18),3-dien-7-yl]methyl acetate

Traditional Name

[(6S,7R,8R,11R,12S,14R,15S,16R)-6-benzamido-15-[(1S)-1-(dimethylamino)ethyl]-14-hydroxy-7,12,16-trimethyltetracyclo[9.7.0.0^{3,8}.0^{12,16}]octadeca-1(18),3-dien-7-yl]methyl acetate

CAS Registry Number

Not Available

SMILES

C[C@@H]([C@H]1[C@H](O)C[C@@]2(C)[C@@H]3CC[C@@H]4C(CC3=CC[C@]12C)=CC[C@H](NC(=O)C1=CC=CC=C1)[C@]4(C)COC(C)=O)N(C)C

InChI Identifier

InChI=1S/C35H50N2O4/c1-22(37(6)7)31-29(39)20-35(5)28-15-14-27-25(19-26(28)17-18-34(31,35)4)13-16-30(33(27,3)21-41-23(2)38)36-32(40)24-11-9-8-10-12-24/h8-13,17,22,27-31,39H,14-16,18-21H2,1-7H3,(H,36,40)/t22-,27+,28+,29+,30-,31-,33+,34+,35-/m0/s1

InChI Key

YYLUVJFVBCVWGQ-BZTLBABMSA-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
Buxus papillosa	LOTUS Database	35616633
Buxus papilosa	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Abeoabietane diterpenoid
Benzoic acid or derivatives
Benzamide
Benzoyl
Benzenoid
Monocyclic benzene moiety
Cyclic alcohol
Tertiary aliphatic amine
Tertiary amine
Secondary carboxylic acid amide
Secondary alcohol
Carboxylic acid ester
Carboxamide group
Amino acid or derivatives
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	6.07	ALOGPS
logP	4.25	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	14.66	ChemAxon
pKa (Strongest Basic)	9.77	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	78.87 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	165.1 m³·mol⁻¹	ChemAxon
Polarizability	66.31 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

14489112

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (+)-Buxanoldine (NP0067669)

MOL for NP0067669 ((+)-Buxanoldine)

3D MOL for NP0067669 ((+)-Buxanoldine)

3D SDF for NP0067669 ((+)-Buxanoldine)

3D-SDF for NP0067669 ((+)-Buxanoldine)

PDB for NP0067669 ((+)-Buxanoldine)

3D PDB for NP0067669 ((+)-Buxanoldine)

SMILES for NP0067669 ((+)-Buxanoldine)

INCHI for NP0067669 ((+)-Buxanoldine)

Structure for NP0067669 ((+)-Buxanoldine)

3D Structure for NP0067669 ((+)-Buxanoldine)