NP-MRD: Showing NP-Card for (-)-Chrotacumine C (NP0081559)

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Record Information

Version

2.0

Created at

2022-04-29 02:33:37 UTC

Updated at

2022-04-29 02:33:37 UTC

NP-MRD ID

NP0081559

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Chrotacumine C

Description

Chrotacumine C belongs to the class of organic compounds known as phenylpiperidines. Phenylpiperidines are compounds containing a phenylpiperidine skeleton, which consists of a piperidine bound to a phenyl group. (-)-Chrotacumine C is found in Dysoxylum acutangulum . Based on a literature review very few articles have been published on chrotacumine C.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292204332D          

 36 39  0  0  1  0            999 V2000
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  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
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 18 26  1  0  0  0  0
 26 27  1  0  0  0  0
 10 28  1  0  0  0  0
  5 29  1  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
  4 32  1  0  0  0  0
 32 33  2  0  0  0  0
 30 34  1  0  0  0  0
  3 35  1  0  0  0  0
  1 36  1  0  0  0  0
M  END

     RDKit          3D

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    4.6389   -1.5836   -2.3829 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7640    0.6086   -0.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6702    0.1887    1.5853 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6148   -0.6180    2.8634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1984    0.2015    3.9558 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7876   -0.7287    4.9281 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.9170    0.0757    2.2246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9961    0.2302    0.9690 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4332   -0.8150    0.0574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9469   -2.0846   -0.0778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9332   -2.5190    0.7366 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4314   -2.9734   -1.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4580   -2.5884   -1.8964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8761   -3.5309   -2.7913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9700   -1.2965   -1.7804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9834   -0.9087   -2.6265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4803   -1.6549   -3.5119 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4875    0.3769   -2.4933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9267    1.1773   -1.5118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4920    2.5514   -1.4001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9751    0.7750   -0.7350 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4678   -0.4381   -0.8269 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7833    1.5709    0.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9841    1.4943   -0.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9908    2.4427   -0.4180 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8167    3.5758    0.4006 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2610    0.4236   -1.3851 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4571    0.3323   -2.0387 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7547    0.9046   -3.2785 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9263   -2.8232   -3.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5177   -3.6210   -2.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9247   -2.7093   -2.3209 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3299   -1.2202   -1.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5125    1.2649    1.9931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2303   -1.5365    2.8837 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4338   -0.8827    3.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9582   -0.2364    5.8996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7560   -1.0720    4.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1002   -1.5853    5.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1608    1.9454    3.1297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1241    0.9175    4.1775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9006    0.5247    1.9522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0765   -0.9456    2.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2149    1.2275    0.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5288   -3.4222    0.6847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0211   -3.9816   -1.0991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5530   -3.4723   -3.4601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2841    0.7415   -3.1314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7471    2.7504   -0.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4670    2.6215   -1.9135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7640    3.3156   -1.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5618    2.4068    0.7538 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2675    4.3737   -0.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8183    4.0488    0.6250 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3390    3.3635    1.3798 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0116    1.9839   -3.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.9011    0.7244   -4.0036 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
  5 30  2  0
 30 31  1  0
 31 32  1  0
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 31 34  2  0
 34 35  1  0
 35 36  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 29  2  0
 29 28  1  0
 28 26  1  0
 26 27  1  0
 26 25  2  0
 25 23  1  0
 23 24  2  0
 23 22  1  0
 22 20  2  0
 20 21  1  0
 20 19  1  0
 19 17  2  0
 17 18  1  0
 34  3  1  0
 15  9  1  0
 17 16  1  0
 22 29  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
  4 40  1  0
 30 59  1  0
 33 60  1  0
 33 61  1  0
 33 62  1  0
 36 63  1  0
 36 64  1  0
 36 65  1  0
  9 41  1  1
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 12 44  1  0
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 13 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  6
 27 56  1  0
 27 57  1  0
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 25 55  1  0
 21 54  1  0
 19 53  1  0
 18 52  1  0
M  END


  Mrv1652304292204332D          

 36 39  0  0  1  0            999 V2000
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    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
  1  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  1  0  0  0
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 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 18 26  1  0  0  0  0
 26 27  1  0  0  0  0
 10 28  1  0  0  0  0
  5 29  1  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
  4 32  1  0  0  0  0
 32 33  2  0  0  0  0
 30 34  1  0  0  0  0
  3 35  1  0  0  0  0
  1 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0081559

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC(OC)=C1OC)C(=O)O[C@@H]1CN(C)CC[C@@H]1C1=C2OC(C)=CC(=O)C2=C(O)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C26H29NO9/c1-13-8-16(28)23-18(30)11-17(29)22(25(23)35-13)15-6-7-27(2)12-21(15)36-26(31)14-9-19(32-3)24(34-5)20(10-14)33-4/h8-11,15,21,29-30H,6-7,12H2,1-5H3/t15-,21+/m0/s1

> <INCHI_KEY>
HVKVOCXJBCFWGR-YCRPNKLZSA-N

> <FORMULA>
C26H29NO9

> <MOLECULAR_WEIGHT>
499.516

> <EXACT_MASS>
499.184231518

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
50.9503093786242

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,4R)-4-(5,7-dihydroxy-2-methyl-4-oxo-4H-chromen-8-yl)-1-methylpiperidin-3-yl 3,4,5-trimethoxybenzoate

> <ALOGPS_LOGP>
2.70

> <JCHEM_LOGP>
2.7339595366058096

> <ALOGPS_LOGS>
-3.64

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.156899019937269

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.7184083407313375

> <JCHEM_PKA_STRONGEST_BASIC>
6.120619168059315

> <JCHEM_POLAR_SURFACE_AREA>
123.99000000000001

> <JCHEM_REFRACTIVITY>
132.2808

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.13e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
chrotacumine C

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       0.000   4.620   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.668   6.930   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.001   8.470   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    6   36                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   35                                                  
CONECT    4    3    5   32                                                  
CONECT    5    4    6   29                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   28                                                  
CONECT   11   10   12                                                       
CONECT   12   11    7   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   26                                                  
CONECT   19   18   20   24                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20   16                                                       
CONECT   22   20   23                                                       
CONECT   23   22                                                            
CONECT   24   19   25                                                       
CONECT   25   24                                                            
CONECT   26   18   27                                                       
CONECT   27   26                                                            
CONECT   28   10                                                            
CONECT   29    5   30                                                       
CONECT   30   29   31   34                                                  
CONECT   31   30   32                                                       
CONECT   32   31    4   33                                                  
CONECT   33   32                                                            
CONECT   34   30                                                            
CONECT   35    3                                                            
CONECT   36    1                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   78    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₂₉NO₉

Average Mass

499.5160 Da

Monoisotopic Mass

499.18423 Da

IUPAC Name

(3S,4R)-4-(5,7-dihydroxy-2-methyl-4-oxo-4H-chromen-8-yl)-1-methylpiperidin-3-yl 3,4,5-trimethoxybenzoate

Traditional Name

chrotacumine C

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC(OC)=C1OC)C(=O)O[C@@H]1CN(C)CC[C@@H]1C1=C2OC(C)=CC(=O)C2=C(O)C=C1O

InChI Identifier

InChI=1S/C26H29NO9/c1-13-8-16(28)23-18(30)11-17(29)22(25(23)35-13)15-6-7-27(2)12-21(15)36-26(31)14-9-19(32-3)24(34-5)20(10-14)33-4/h8-11,15,21,29-30H,6-7,12H2,1-5H3/t15-,21+/m0/s1

InChI Key

HVKVOCXJBCFWGR-YCRPNKLZSA-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
Dysoxylum acutangulum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpiperidines. Phenylpiperidines are compounds containing a phenylpiperidine skeleton, which consists of a piperidine bound to a phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Piperidines

Sub Class

Phenylpiperidines

Direct Parent

Phenylpiperidines

Alternative Parents

Substituents

Gallic acid or derivatives
Phenylpiperidine
Chromone
M-methoxybenzoic acid or derivatives
P-methoxybenzoic acid or derivatives
Benzoate ester
Benzopyran
1-benzopyran
Benzoic acid or derivatives
Anisole
Phenoxy compound
Benzoyl
Methoxybenzene
Phenol ether
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Phenol
Pyranone
Pyran
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Heteroaromatic compound
Tertiary aliphatic amine
Amino acid or derivatives
Tertiary amine
Carboxylic acid ester
Azacycle
Oxacycle
Carboxylic acid derivative
Ether
Organic oxygen compound
Amine
Organooxygen compound
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
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	2.7	ALOGPS
logP	2.73	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	6.72	ChemAxon
pKa (Strongest Basic)	6.12	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	123.99 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	132.28 m³·mol⁻¹	ChemAxon
Polarizability	50.95 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

C00047801

Chemspider ID

24655795

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44557091

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (-)-Chrotacumine C (NP0081559)

MOL for NP0081559 ((-)-Chrotacumine C)

3D MOL for NP0081559 ((-)-Chrotacumine C)

3D SDF for NP0081559 ((-)-Chrotacumine C)

3D-SDF for NP0081559 ((-)-Chrotacumine C)

PDB for NP0081559 ((-)-Chrotacumine C)

3D PDB for NP0081559 ((-)-Chrotacumine C)

SMILES for NP0081559 ((-)-Chrotacumine C)

INCHI for NP0081559 ((-)-Chrotacumine C)

Structure for NP0081559 ((-)-Chrotacumine C)

3D Structure for NP0081559 ((-)-Chrotacumine C)