NP-MRD: Showing NP-Card for methyl 15-hydroxy-16-oxo-8,10-dioxa-13,19-diazaoctacyclo[12.8.2.1¹,¹⁵.0²,¹⁹.0³,¹⁴.0³,¹⁷.0⁴,¹².0⁷,¹¹]pentacosa-4(12),5,7(11)-triene-13-carboxylate (NP0317735)

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Record Information

Version

2.0

Created at

2022-09-11 17:46:44 UTC

Updated at

2022-09-11 17:46:44 UTC

NP-MRD ID

NP0317735

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 15-hydroxy-16-oxo-8,10-dioxa-13,19-diazaoctacyclo[12.8.2.1¹,¹⁵.0²,¹⁹.0³,¹⁴.0³,¹⁷.0⁴,¹².0⁷,¹¹]pentacosa-4(12),5,7(11)-triene-13-carboxylate

Description

Methyl 15-hydroxy-16-oxo-8,10-dioxa-13,19-diazaoctacyclo[12.8.2.1¹,¹⁵.0²,¹⁹.0³,¹⁴.0³,¹⁷.0⁴,¹².0⁷,¹¹]Pentacosa-4(12),5,7(11)-triene-13-carboxylate belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). methyl 15-hydroxy-16-oxo-8,10-dioxa-13,19-diazaoctacyclo[12.8.2.1¹,¹⁵.0²,¹⁹.0³,¹⁴.0³,¹⁷.0⁴,¹².0⁷,¹¹]pentacosa-4(12),5,7(11)-triene-13-carboxylate is found in Kopsia arborea. Methyl 15-hydroxy-16-oxo-8,10-dioxa-13,19-diazaoctacyclo[12.8.2.1¹,¹⁵.0²,¹⁹.0³,¹⁴.0³,¹⁷.0⁴,¹².0⁷,¹¹]Pentacosa-4(12),5,7(11)-triene-13-carboxylate is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004271515322D          

 31 38  0  0  0  0            999 V2000
    4.1020   -2.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9174   -2.6238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4338   -1.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2492   -2.1059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1348   -1.2115    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5581   -0.4522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3793   -0.3737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9872   -0.9314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7055   -0.5257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5416    0.2829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7219    0.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2433    1.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4221    0.9703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0794    0.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2247    0.2403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0208    0.9148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2324    1.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6634    0.5977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8446    0.3086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6737   -0.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3474   -1.0284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2388   -0.7402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3424   -0.1643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9497   -0.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3954   -0.9660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250   -0.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8971   -0.2840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054   -1.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5895    0.2669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7645    0.2754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2284   -0.0337    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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  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
  7 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  6 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  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
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
  5 25  1  0  0  0  0
 15 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 22 28  1  0  0  0  0
 26 29  1  0  0  0  0
 16 29  1  0  0  0  0
 29 30  2  0  0  0  0
 22 31  1  0  0  0  0
 15 31  1  0  0  0  0
 18 31  1  0  0  0  0
M  END

     RDKit          3D

 55 62  0  0  0  0  0  0  0  0999 V2000
    4.4400    2.3540    1.9694 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6001    1.5145    1.2437 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2169    1.7235    1.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8162    2.7532    1.6995 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3897    0.8666    0.3667 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8639   -0.2917   -0.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8176   -1.1764   -0.5115 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0228   -2.3917   -1.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2849   -2.6672   -1.6548 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3314   -1.7945   -1.4893 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1382   -0.5993   -0.8327 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3512    0.0993   -0.8000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3667   -0.8086   -1.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6685   -1.8549   -1.8736 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3525   -0.5680    0.1071 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6443   -0.7933   -0.5590 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3052   -1.7871    0.2084 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7268   -1.7420    0.2079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3105   -1.0307   -0.9878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7820    0.3810   -1.1089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3772    0.5225   -0.6458 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6298    1.3640   -1.6601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2482    1.6121   -1.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0018    0.9084    0.1511 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9076    1.3657    1.2240 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7083    2.6199    1.7385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3388    1.2813    0.6553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8623    0.3007    2.2559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0592    0.4404    3.4282 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5297   -0.9528    1.5581 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6892   -1.9114    1.4842 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0553    3.3879    2.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7502    1.9403    2.9442 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3945    2.4639    1.3749 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1777   -3.0518   -1.2926 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4562   -3.6192   -2.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0210   -0.2570   -1.8996 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9409   -1.2084   -0.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5177   -1.1682   -1.5922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0952   -2.8075    0.1392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1775   -1.3394    1.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3954   -1.0019   -0.8990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0390   -1.6413   -1.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4358    1.0881   -0.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8915    0.6706   -2.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6303    0.8934   -2.6678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2001    2.3270   -1.7923 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5079    1.2610   -1.8915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1116    2.6891   -0.9802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7561    2.5649    2.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6340    2.3296    0.4132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0351    0.8779    1.4001 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4067   -1.4119    1.9022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3709   -1.7747    2.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2585   -2.9496    1.5783 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
  3  5  1  0
  5  6  1  0
  6 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 10  1  0
 10  9  2  0
  9  8  1  0
  8  7  2  0
 15  7  1  6
 15 30  1  0
 30 31  1  0
 31 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 21 20  1  6
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  1
 25 27  1  0
 25 28  1  0
 28 29  2  0
 21 16  1  0
 24  5  1  1
  7  6  1  0
 24 15  1  0
 10 11  1  0
 16 15  1  0
 28 30  1  0
 16 17  1  0
 27 21  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
 13 37  1  0
 13 38  1  0
  9 36  1  0
  8 35  1  0
 30 53  1  1
 31 54  1  0
 31 55  1  0
 18 40  1  0
 18 41  1  0
 19 42  1  0
 19 43  1  0
 20 44  1  0
 20 45  1  0
 22 46  1  0
 22 47  1  0
 23 48  1  0
 23 49  1  0
 26 50  1  0
 27 51  1  0
 27 52  1  0
 16 39  1  6
M  END


  Mrv1533004271515322D          

 31 38  0  0  0  0            999 V2000
    4.1020   -2.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9174   -2.6238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4338   -1.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2492   -2.1059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1348   -1.2115    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5581   -0.4522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3793   -0.3737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9872   -0.9314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7055   -0.5257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5416    0.2829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7219    0.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2433    1.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4221    0.9703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0794    0.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2247    0.2403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0208    0.9148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2324    1.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6634    0.5977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8446    0.3086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6737   -0.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3474   -1.0284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2388   -0.7402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3424   -0.1643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9497   -0.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3954   -0.9660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250   -0.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8971   -0.2840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054   -1.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5895    0.2669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7645    0.2754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2284   -0.0337    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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  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
  7 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  6 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  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
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
  5 25  1  0  0  0  0
 15 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 22 28  1  0  0  0  0
 26 29  1  0  0  0  0
 16 29  1  0  0  0  0
 29 30  2  0  0  0  0
 22 31  1  0  0  0  0
 15 31  1  0  0  0  0
 18 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0317735

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)N1C2=C3OCOC3=CC=C2C23C4CN5CCCC6(CCC12C(O)(C6)C4=O)C35

> <INCHI_IDENTIFIER>
InChI=1S/C23H24N2O6/c1-29-19(27)25-15-12(3-4-14-16(15)31-11-30-14)23-13-9-24-8-2-5-20(18(23)24)6-7-22(23,25)21(28,10-20)17(13)26/h3-4,13,18,28H,2,5-11H2,1H3

> <INCHI_KEY>
NZOGQDTXCIIOGB-UHFFFAOYSA-N

> <FORMULA>
C23H24N2O6

> <MOLECULAR_WEIGHT>
424.453

> <EXACT_MASS>
424.163436501

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
43.087694359265186

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 15-hydroxy-16-oxo-8,10-dioxa-13,19-diazaoctacyclo[12.8.2.1¹,¹⁵.0²,¹⁹.0³,¹⁴.0³,¹⁷.0⁴,¹².0⁷,¹¹]pentacosa-4,6,11-triene-13-carboxylate

> <ALOGPS_LOGP>
0.97

> <JCHEM_LOGP>
1.1964158193333334

> <ALOGPS_LOGS>
-1.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.7680349979169

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.247047471464127

> <JCHEM_PKA_STRONGEST_BASIC>
8.35275121012499

> <JCHEM_POLAR_SURFACE_AREA>
88.53999999999999

> <JCHEM_REFRACTIVITY>
105.8363

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.68e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 15-hydroxy-16-oxo-8,10-dioxa-13,19-diazaoctacyclo[12.8.2.1¹,¹⁵.0²,¹⁹.0³,¹⁴.0³,¹⁷.0⁴,¹².0⁷,¹¹]pentacosa-4,6,11-triene-13-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-15         0                                  
HETATM    1  C   UNK     0       7.657  -4.663   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       9.179  -4.898   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      10.143  -3.697   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      11.665  -3.931   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       9.585  -2.261   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      10.375  -0.844   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.908  -0.697   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      13.043  -1.739   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      14.384  -0.981   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      14.078   0.528   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      12.548   0.703   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.654   1.958   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.121   1.811   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.482   0.410   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.886   0.448   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.506   1.708   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.034   2.295   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       4.972   1.116   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       3.443   0.576   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.124  -0.950   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.382  -1.920   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.046  -1.382   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.106  -0.307   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.239  -1.071   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.205  -1.803   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.700  -1.073   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       9.141  -0.530   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       6.917  -2.597   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.700   0.498   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       5.160   0.514   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       6.026  -0.063   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   25                                                  
CONECT    6    5    7   14                                                  
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    7   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    6   15                                                  
CONECT   15   14   16   25   31                                             
CONECT   16   15   17   29                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   31                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   28   31                                             
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24    5   15   26                                             
CONECT   26   25   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26   22                                                       
CONECT   29   26   16   30                                                  
CONECT   30   29                                                            
CONECT   31   22   15   18                                                  
MASTER        0    0    0    0    0    0    0    0   31    0   76    0
END

View in JSmol

Synonyms

Value	Source
Methyl 15-hydroxy-16-oxo-8,10-dioxa-13,19-diazaoctacyclo[12.8.2.1,.0,.0,.0,.0,.0,]pentacosa-4(12),5,7(11)-triene-13-carboxylic acid	Generator
Methyl 15-hydroxy-16-oxo-8,10-dioxa-13,19-diazaoctacyclo[12.8.2.1¹,¹⁵.0²,¹⁹.0³,¹⁴.0³,¹⁷.0⁴,¹².0⁷,¹¹]pentacosa-4(12),5,7(11)-triene-13-carboxylic acid	Generator

Chemical Formula

C₂₃H₂₄N₂O₆

Average Mass

424.4530 Da

Monoisotopic Mass

424.16344 Da

IUPAC Name

methyl 15-hydroxy-16-oxo-8,10-dioxa-13,19-diazaoctacyclo[12.8.2.1¹,¹⁵.0²,¹⁹.0³,¹⁴.0³,¹⁷.0⁴,¹².0⁷,¹¹]pentacosa-4,6,11-triene-13-carboxylate

Traditional Name

methyl 15-hydroxy-16-oxo-8,10-dioxa-13,19-diazaoctacyclo[12.8.2.1¹,¹⁵.0²,¹⁹.0³,¹⁴.0³,¹⁷.0⁴,¹².0⁷,¹¹]pentacosa-4,6,11-triene-13-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)N1C2=C3OCOC3=CC=C2C23C4CN5CCCC6(CCC12C(O)(C6)C4=O)C35

InChI Identifier

InChI=1S/C23H24N2O6/c1-29-19(27)25-15-12(3-4-14-16(15)31-11-30-14)23-13-9-24-8-2-5-20(18(23)24)6-7-22(23,25)21(28,10-20)17(13)26/h3-4,13,18,28H,2,5-11H2,1H3

InChI Key

NZOGQDTXCIIOGB-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Kopsia arborea	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Not Available

Direct Parent

Coumarins and derivatives

Alternative Parents

Substituents

Coumarin
Benzopyran
1-benzopyran
Alkyl aryl ether
Pyranone
Cyclohexenone
Benzenoid
Pyran
Heteroaromatic compound
Cyclic alcohol
Ketone
Lactone
Secondary alcohol
Organoheterocyclic compound
Ether
Oxacycle
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
Alcohol
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	0.97	ALOGPS
logP	1.2	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	12.25	ChemAxon
pKa (Strongest Basic)	8.35	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	88.54 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	105.84 m³·mol⁻¹	ChemAxon
Polarizability	43.09 Å³	ChemAxon
Number of Rings	8	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 15-hydroxy-16-oxo-8,10-dioxa-13,19-diazaoctacyclo[12.8.2.1¹,¹⁵.0²,¹⁹.0³,¹⁴.0³,¹⁷.0⁴,¹².0⁷,¹¹]pentacosa-4(12),5,7(11)-triene-13-carboxylate (NP0317735)

MOL for NP0317735 (methyl 15-hydroxy-16-oxo-8,10-dioxa-13,19-diazaoctacyclo[12.8.2.1¹,¹⁵.0²,¹⁹.0³,¹⁴.0³,¹⁷.0⁴,¹².0⁷,¹¹]pentacosa-4(12),5,7(11)-triene-13-carboxylate)

3D MOL for NP0317735 (methyl 15-hydroxy-16-oxo-8,10-dioxa-13,19-diazaoctacyclo[12.8.2.1¹,¹⁵.0²,¹⁹.0³,¹⁴.0³,¹⁷.0⁴,¹².0⁷,¹¹]pentacosa-4(12),5,7(11)-triene-13-carboxylate)

3D SDF for NP0317735 (methyl 15-hydroxy-16-oxo-8,10-dioxa-13,19-diazaoctacyclo[12.8.2.1¹,¹⁵.0²,¹⁹.0³,¹⁴.0³,¹⁷.0⁴,¹².0⁷,¹¹]pentacosa-4(12),5,7(11)-triene-13-carboxylate)

3D-SDF for NP0317735 (methyl 15-hydroxy-16-oxo-8,10-dioxa-13,19-diazaoctacyclo[12.8.2.1¹,¹⁵.0²,¹⁹.0³,¹⁴.0³,¹⁷.0⁴,¹².0⁷,¹¹]pentacosa-4(12),5,7(11)-triene-13-carboxylate)

PDB for NP0317735 (methyl 15-hydroxy-16-oxo-8,10-dioxa-13,19-diazaoctacyclo[12.8.2.1¹,¹⁵.0²,¹⁹.0³,¹⁴.0³,¹⁷.0⁴,¹².0⁷,¹¹]pentacosa-4(12),5,7(11)-triene-13-carboxylate)

3D PDB for NP0317735 (methyl 15-hydroxy-16-oxo-8,10-dioxa-13,19-diazaoctacyclo[12.8.2.1¹,¹⁵.0²,¹⁹.0³,¹⁴.0³,¹⁷.0⁴,¹².0⁷,¹¹]pentacosa-4(12),5,7(11)-triene-13-carboxylate)

SMILES for NP0317735 (methyl 15-hydroxy-16-oxo-8,10-dioxa-13,19-diazaoctacyclo[12.8.2.1¹,¹⁵.0²,¹⁹.0³,¹⁴.0³,¹⁷.0⁴,¹².0⁷,¹¹]pentacosa-4(12),5,7(11)-triene-13-carboxylate)

INCHI for NP0317735 (methyl 15-hydroxy-16-oxo-8,10-dioxa-13,19-diazaoctacyclo[12.8.2.1¹,¹⁵.0²,¹⁹.0³,¹⁴.0³,¹⁷.0⁴,¹².0⁷,¹¹]pentacosa-4(12),5,7(11)-triene-13-carboxylate)

Structure for NP0317735 (methyl 15-hydroxy-16-oxo-8,10-dioxa-13,19-diazaoctacyclo[12.8.2.1¹,¹⁵.0²,¹⁹.0³,¹⁴.0³,¹⁷.0⁴,¹².0⁷,¹¹]pentacosa-4(12),5,7(11)-triene-13-carboxylate)

3D Structure for NP0317735 (methyl 15-hydroxy-16-oxo-8,10-dioxa-13,19-diazaoctacyclo[12.8.2.1¹,¹⁵.0²,¹⁹.0³,¹⁴.0³,¹⁷.0⁴,¹².0⁷,¹¹]pentacosa-4(12),5,7(11)-triene-13-carboxylate)