NP-MRD: Showing NP-Card for methyl 12-ethyl-5-methoxy-14-oxa-8,17-diazahexacyclo[10.7.1.0¹,⁹.0²,⁷.0¹³,¹⁵.0¹⁷,²⁰]icosa-2,4,6,9-tetraene-10-carboxylate (NP0182597)

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Record Information

Version

2.0

Created at

2022-09-03 21:19:52 UTC

Updated at

2022-09-03 21:19:52 UTC

NP-MRD ID

NP0182597

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 12-ethyl-5-methoxy-14-oxa-8,17-diazahexacyclo[10.7.1.0¹,⁹.0²,⁷.0¹³,¹⁵.0¹⁷,²⁰]icosa-2,4,6,9-tetraene-10-carboxylate

Description

Methyl 16-methoxy-2,3-didehydro-6,7-epoxyaspidospermidine-3-carboxylate belongs to the class of organic compounds known as steroid glucuronide conjugates. These are sterol lipids containing a glucuronide moiety linked to the steroid skeleton. methyl 12-ethyl-5-methoxy-14-oxa-8,17-diazahexacyclo[10.7.1.0¹,⁹.0²,⁷.0¹³,¹⁵.0¹⁷,²⁰]icosa-2,4,6,9-tetraene-10-carboxylate is found in Catharanthus roseus. Methyl 16-methoxy-2,3-didehydro-6,7-epoxyaspidospermidine-3-carboxylate is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161509172D          

 28 33  0  0  0  0            999 V2000
    0.5792   -0.7736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3381   -0.4502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9977   -0.9458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0971   -0.1268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8561    0.1966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5156   -0.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3253   -0.1404    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7262   -0.8614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5304   -1.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7727   -1.8345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5768   -2.0189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1386   -1.4148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2109   -2.4386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4067   -2.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1644   -1.4655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4162   -1.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9584   -1.7398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5345   -2.4476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5579   -2.2603    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7989   -2.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1394   -2.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4798   -1.5926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2387   -1.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6573   -1.4414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9555    1.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7144    1.3390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2959    1.5112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3953    2.3302    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  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
 10 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
  6 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
  3 23  1  0  0  0  0
 21 23  1  0  0  0  0
 19 24  1  0  0  0  0
  3 24  1  0  0  0  0
 16 24  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END

     RDKit          3D

 54 59  0  0  0  0  0  0  0  0999 V2000
   -3.6364    0.3442   -1.5583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2442   -0.1059   -1.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8520   -0.7295   -0.1172 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0937    0.3241    0.9773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1863    1.4730    0.7544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6903    2.8615    0.7695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9441    3.8537    0.5835 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0347    3.1244    0.9946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5539    4.4422    1.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0811    1.1923    0.5441 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2026    2.0080    0.2970 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2873    1.1622   -0.0776 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5492    1.5388   -0.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4158    0.5511   -0.9174 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6730    0.9715   -1.3328 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6688    0.0943   -1.7868 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0369   -0.7626   -0.9148 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7765   -1.1212   -0.4899 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8708   -0.1431   -0.0563 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5131   -0.2129    0.5330 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6745   -0.8030    1.9060 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2164   -2.2226    1.7149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0979   -2.3925    0.3339 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9330   -3.4656   -0.0201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3601   -3.1688    0.2911 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6831   -2.4775    1.4609 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7702   -1.8681    0.1866 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3968   -1.1135   -0.2223 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1134   -0.2487   -2.3933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7219    1.4117   -1.9200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2998    0.2585   -0.7078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5686    0.7879   -1.5629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9114   -0.8175   -2.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0375   -0.1206    1.9786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1237    0.7285    0.8848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5832    4.8695    2.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8843    5.0478    0.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5503    4.4166    0.5226 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2310    3.0680    0.3776 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8414    2.5753   -0.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6117   -0.0943   -2.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6683   -0.8814   -1.2519 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6659    0.5433   -1.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7210   -1.5376   -1.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4206   -2.1355   -0.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1751   -0.2555    2.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7740   -0.7707    2.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0993   -2.8955    1.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5587   -2.5343    2.4230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8239   -3.6398   -1.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5760   -4.3812    0.4875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0443   -4.0190   -0.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8498   -1.6077   -0.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0508   -1.1225   -1.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  6
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  5 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  1
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 23 28  1  0
 27  3  1  0
 28  3  1  0
 20 10  1  0
 28 20  1  0
 19 12  1  0
 27 25  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  4 34  1  0
  4 35  1  0
  9 36  1  0
  9 37  1  0
  9 38  1  0
 11 39  1  0
 13 40  1  0
 16 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  0
 21 46  1  0
 21 47  1  0
 22 48  1  0
 22 49  1  0
 24 50  1  0
 24 51  1  0
 25 52  1  6
 27 53  1  6
 28 54  1  6
M  END


  Mrv1533004161509172D          

 28 33  0  0  0  0            999 V2000
    0.5792   -0.7736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3381   -0.4502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9977   -0.9458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0971   -0.1268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8561    0.1966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5156   -0.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3253   -0.1404    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7262   -0.8614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5304   -1.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7727   -1.8345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5768   -2.0189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1386   -1.4148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2109   -2.4386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4067   -2.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1644   -1.4655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4162   -1.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9584   -1.7398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5345   -2.4476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5579   -2.2603    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7989   -2.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1394   -2.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4798   -1.5926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2387   -1.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6573   -1.4414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9555    1.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7144    1.3390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2959    1.5112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3953    2.3302    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  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
 10 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
  6 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
  3 23  1  0  0  0  0
 21 23  1  0  0  0  0
 19 24  1  0  0  0  0
  3 24  1  0  0  0  0
 16 24  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0182597

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC12CC(C(=O)OC)=C3NC4=CC(OC)=CC=C4C33CCN(CC4OC14)C23

> <INCHI_IDENTIFIER>
InChI=1S/C22H26N2O4/c1-4-21-10-13(19(25)27-3)17-22(14-6-5-12(26-2)9-15(14)23-17)7-8-24(20(21)22)11-16-18(21)28-16/h5-6,9,16,18,20,23H,4,7-8,10-11H2,1-3H3

> <INCHI_KEY>
YKTXUUJZENEUGL-UHFFFAOYSA-N

> <FORMULA>
C22H26N2O4

> <MOLECULAR_WEIGHT>
382.46

> <EXACT_MASS>
382.189257325

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
41.517839416274114

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 12-ethyl-5-methoxy-14-oxa-8,17-diazahexacyclo[10.7.1.0¹,⁹.0²,⁷.0¹³,¹⁵.0¹⁷,²⁰]icosa-2,4,6,9-tetraene-10-carboxylate

> <ALOGPS_LOGP>
2.62

> <JCHEM_LOGP>
1.803964225333334

> <ALOGPS_LOGS>
-3.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.596644311953764

> <JCHEM_PKA_STRONGEST_BASIC>
7.5521649639601245

> <JCHEM_POLAR_SURFACE_AREA>
63.33

> <JCHEM_REFRACTIVITY>
105.80729999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.58e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 12-ethyl-5-methoxy-14-oxa-8,17-diazahexacyclo[10.7.1.0¹,⁹.0²,⁷.0¹³,¹⁵.0¹⁷,²⁰]icosa-2,4,6,9-tetraene-10-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       1.081  -1.444   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.498  -0.840   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.729  -1.765   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.915  -0.237   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.331   0.367   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.563  -0.558   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       8.074  -0.262   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       8.822  -1.608   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.323  -1.952   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.776  -3.424   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      12.277  -3.769   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      13.325  -2.641   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.727  -4.552   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.226  -4.208   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.774  -2.736   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.377  -2.087   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.389  -3.248   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.598  -4.569   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       4.775  -4.219   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       3.358  -4.823   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.127  -3.898   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.896  -2.973   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.312  -2.369   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.960  -2.691   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.517   1.896   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       6.934   2.500   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       4.286   2.821   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       4.471   4.350   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   23   24                                             
CONECT    4    3    5                                                       
CONECT    5    4    6   25                                                  
CONECT    6    5    7   16                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   15                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13   10   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    8   16                                                  
CONECT   16   15    6   17   24                                             
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21   23                                                       
CONECT   23   22    3   21                                                  
CONECT   24   19    3   16                                                  
CONECT   25    5   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   66    0
END

View in JSmol

Synonyms

Value	Source
Methyl 16-methoxy-2,3-didehydro-6,7-epoxyaspidospermidine-3-carboxylic acid	Generator
Methyl 12-ethyl-5-methoxy-14-oxa-8,17-diazahexacyclo[10.7.1.0¹,⁹.0²,⁷.0¹³,¹⁵.0¹⁷,²⁰]icosa-2(7),3,5,9-tetraene-10-carboxylic acid	Generator

Chemical Formula

C₂₂H₂₆N₂O₄

Average Mass

382.4600 Da

Monoisotopic Mass

382.18926 Da

IUPAC Name

methyl 12-ethyl-5-methoxy-14-oxa-8,17-diazahexacyclo[10.7.1.0¹,⁹.0²,⁷.0¹³,¹⁵.0¹⁷,²⁰]icosa-2,4,6,9-tetraene-10-carboxylate

Traditional Name

methyl 12-ethyl-5-methoxy-14-oxa-8,17-diazahexacyclo[10.7.1.0¹,⁹.0²,⁷.0¹³,¹⁵.0¹⁷,²⁰]icosa-2,4,6,9-tetraene-10-carboxylate

CAS Registry Number

Not Available

SMILES

CCC12CC(C(=O)OC)=C3NC4=CC(OC)=CC=C4C33CCN(CC4OC14)C23

InChI Identifier

InChI=1S/C22H26N2O4/c1-4-21-10-13(19(25)27-3)17-22(14-6-5-12(26-2)9-15(14)23-17)7-8-24(20(21)22)11-16-18(21)28-16/h5-6,9,16,18,20,23H,4,7-8,10-11H2,1-3H3

InChI Key

YKTXUUJZENEUGL-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
Catharanthus roseus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroid glucuronide conjugates. These are sterol lipids containing a glucuronide moiety linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Steroid glucuronide conjugates

Alternative Parents

Substituents

Steroid-glucuronide-skeleton
Bile acid, alcohol, or derivatives
Saccharolipid
Delta-5-steroid
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Disaccharide
Glycosyl compound
O-glycosyl compound
Fatty acid methyl ester
Fatty acid ester
Pyran
Oxane
Fatty acyl
Dicarboxylic acid or derivatives
Methyl ester
Secondary alcohol
Carboxylic acid ester
Polyol
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Acetal
Organic oxygen compound
Organic oxide
Carbonyl group
Organooxygen compound
Alcohol
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	2.62	ALOGPS
logP	1.8	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	13.6	ChemAxon
pKa (Strongest Basic)	7.55	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.33 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	105.81 m³·mol⁻¹	ChemAxon
Polarizability	41.52 Å³	ChemAxon
Number of Rings	6	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

260536

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 12-ethyl-5-methoxy-14-oxa-8,17-diazahexacyclo[10.7.1.0¹,⁹.0²,⁷.0¹³,¹⁵.0¹⁷,²⁰]icosa-2,4,6,9-tetraene-10-carboxylate (NP0182597)

MOL for NP0182597 (methyl 12-ethyl-5-methoxy-14-oxa-8,17-diazahexacyclo[10.7.1.0¹,⁹.0²,⁷.0¹³,¹⁵.0¹⁷,²⁰]icosa-2,4,6,9-tetraene-10-carboxylate)

3D MOL for NP0182597 (methyl 12-ethyl-5-methoxy-14-oxa-8,17-diazahexacyclo[10.7.1.0¹,⁹.0²,⁷.0¹³,¹⁵.0¹⁷,²⁰]icosa-2,4,6,9-tetraene-10-carboxylate)

3D SDF for NP0182597 (methyl 12-ethyl-5-methoxy-14-oxa-8,17-diazahexacyclo[10.7.1.0¹,⁹.0²,⁷.0¹³,¹⁵.0¹⁷,²⁰]icosa-2,4,6,9-tetraene-10-carboxylate)

3D-SDF for NP0182597 (methyl 12-ethyl-5-methoxy-14-oxa-8,17-diazahexacyclo[10.7.1.0¹,⁹.0²,⁷.0¹³,¹⁵.0¹⁷,²⁰]icosa-2,4,6,9-tetraene-10-carboxylate)

PDB for NP0182597 (methyl 12-ethyl-5-methoxy-14-oxa-8,17-diazahexacyclo[10.7.1.0¹,⁹.0²,⁷.0¹³,¹⁵.0¹⁷,²⁰]icosa-2,4,6,9-tetraene-10-carboxylate)

3D PDB for NP0182597 (methyl 12-ethyl-5-methoxy-14-oxa-8,17-diazahexacyclo[10.7.1.0¹,⁹.0²,⁷.0¹³,¹⁵.0¹⁷,²⁰]icosa-2,4,6,9-tetraene-10-carboxylate)

SMILES for NP0182597 (methyl 12-ethyl-5-methoxy-14-oxa-8,17-diazahexacyclo[10.7.1.0¹,⁹.0²,⁷.0¹³,¹⁵.0¹⁷,²⁰]icosa-2,4,6,9-tetraene-10-carboxylate)

INCHI for NP0182597 (methyl 12-ethyl-5-methoxy-14-oxa-8,17-diazahexacyclo[10.7.1.0¹,⁹.0²,⁷.0¹³,¹⁵.0¹⁷,²⁰]icosa-2,4,6,9-tetraene-10-carboxylate)

Structure for NP0182597 (methyl 12-ethyl-5-methoxy-14-oxa-8,17-diazahexacyclo[10.7.1.0¹,⁹.0²,⁷.0¹³,¹⁵.0¹⁷,²⁰]icosa-2,4,6,9-tetraene-10-carboxylate)

3D Structure for NP0182597 (methyl 12-ethyl-5-methoxy-14-oxa-8,17-diazahexacyclo[10.7.1.0¹,⁹.0²,⁷.0¹³,¹⁵.0¹⁷,²⁰]icosa-2,4,6,9-tetraene-10-carboxylate)