NP-MRD: Showing NP-Card for n-[(1s,6r,7s,8r,10s,11r,13s,14r,15s,16s)-8-(acetyloxy)-7-[(1s)-1-(dimethylamino)ethyl]-13-hydroxy-6,10,15-trimethyl-19-oxapentacyclo[13.3.2.0¹,¹⁴.0³,¹¹.0⁶,¹⁰]icosa-3,17-dien-16-yl]benzenecarboximidic acid (NP0221879)

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Record Information

Version

2.0

Created at

2022-09-05 23:33:59 UTC

Updated at

2022-09-05 23:33:59 UTC

NP-MRD ID

NP0221879

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[(1s,6r,7s,8r,10s,11r,13s,14r,15s,16s)-8-(acetyloxy)-7-[(1s)-1-(dimethylamino)ethyl]-13-hydroxy-6,10,15-trimethyl-19-oxapentacyclo[13.3.2.0¹,¹⁴.0³,¹¹.0⁶,¹⁰]icosa-3,17-dien-16-yl]benzenecarboximidic acid

Description

N-[(1S,6R,7S,8R,10S,11R,13S,14R,15S,16S)-8-(acetyloxy)-7-[(1S)-1-(dimethylamino)ethyl]-13-hydroxy-6,10,15-trimethyl-19-oxapentacyclo[13.3.2.0¹,¹⁴.0³,¹¹.0⁶,¹⁰]Icosa-3,17-dien-16-yl]benzenecarboximidic acid belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. n-[(1s,6r,7s,8r,10s,11r,13s,14r,15s,16s)-8-(acetyloxy)-7-[(1s)-1-(dimethylamino)ethyl]-13-hydroxy-6,10,15-trimethyl-19-oxapentacyclo[13.3.2.0¹,¹⁴.0³,¹¹.0⁶,¹⁰]icosa-3,17-dien-16-yl]benzenecarboximidic acid is found in Buxus hildebrandtii. Based on a literature review very few articles have been published on N-[(1S,6R,7S,8R,10S,11R,13S,14R,15S,16S)-8-(acetyloxy)-7-[(1S)-1-(dimethylamino)ethyl]-13-hydroxy-6,10,15-trimethyl-19-oxapentacyclo[13.3.2.0¹,¹⁴.0³,¹¹.0⁶,¹⁰]Icosa-3,17-dien-16-yl]benzenecarboximidic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062201342D          

 42 47  0  0  1  0            999 V2000
    5.3107   -1.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0738   -1.4864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7268   -1.9906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1840   -0.6688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5309   -0.1646    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7392   -0.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2740    0.2848    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8408   -0.4174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4564    0.3949    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0551   -0.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2414   -0.4617    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0106   -1.2537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6279    0.0899    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6766    0.9135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8619    1.1093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2978    0.5073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4168   -0.3091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2671   -0.7705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0086   -0.4089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6925   -0.8703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0663    0.4141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8078    0.7757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8654    1.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1815    2.0600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4400    1.6985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3824    0.8755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1293   -0.7251    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0636   -1.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8987   -0.4274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1457    0.3597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3509    1.3888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1429    1.1581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6471    1.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4648    1.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7782    0.9378    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3479    1.5345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5550    0.6601    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2363    1.1253    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9799    0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1741    1.9479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4305    2.3054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8554    2.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  2  0  0  0  0
 19 20  1  4  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 17 27  1  0  0  0  0
 13 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 14 30  1  6  0  0  0
 14 31  1  0  0  0  0
 31 32  1  0  0  0  0
  9 32  1  6  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
  7 35  1  0  0  0  0
 35 36  1  1  0  0  0
 35 37  1  0  0  0  0
  5 37  1  0  0  0  0
 37 38  1  1  0  0  0
 38 39  1  1  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
M  END


  Mrv1652309062201342D          

 42 47  0  0  1  0            999 V2000
    5.3107   -1.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0738   -1.4864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7268   -1.9906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1840   -0.6688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5309   -0.1646    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7392   -0.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2740    0.2848    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8408   -0.4174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4564    0.3949    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0551   -0.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2414   -0.4617    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0106   -1.2537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6279    0.0899    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6766    0.9135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8619    1.1093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2978    0.5073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4168   -0.3091    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2671   -0.7705    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0086   -0.4089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6925   -0.8703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0663    0.4141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8078    0.7757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8654    1.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1815    2.0600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4400    1.6985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3824    0.8755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1293   -0.7251    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0636   -1.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8987   -0.4274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1457    0.3597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3509    1.3888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1429    1.1581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6471    1.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4648    1.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7782    0.9378    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3479    1.5345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5550    0.6601    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2363    1.1253    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9799    0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1741    1.9479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4305    2.3054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8554    2.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  2  0  0  0  0
 19 20  1  4  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 17 27  1  0  0  0  0
 13 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 14 30  1  6  0  0  0
 14 31  1  0  0  0  0
 31 32  1  0  0  0  0
  9 32  1  6  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
  7 35  1  0  0  0  0
 35 36  1  1  0  0  0
 35 37  1  0  0  0  0
  5 37  1  0  0  0  0
 37 38  1  1  0  0  0
 38 39  1  1  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0221879

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]([C@H]1[C@@H](C[C@@]2(C)[C@@H]3C[C@H](O)[C@H]4[C@]5(C)CO[C@@]4(CC3=CC[C@]12C)C=C[C@@H]5N=C(O)C1=CC=CC=C1)OC(C)=O)N(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C35H48N2O5/c1-21(37(6)7)29-27(42-22(2)38)19-34(5)25-17-26(39)30-32(3)20-41-35(30,18-24(25)13-15-33(29,34)4)16-14-28(32)36-31(40)23-11-9-8-10-12-23/h8-14,16,21,25-30,39H,15,17-20H2,1-7H3,(H,36,40)/t21-,25+,26-,27+,28-,29-,30-,32+,33+,34-,35+/m0/s1

> <INCHI_KEY>
JTYUIQIWSMPTDQ-RRWISKKNSA-N

> <FORMULA>
C35H48N2O5

> <MOLECULAR_WEIGHT>
576.778

> <EXACT_MASS>
576.356322654

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
90

> <JCHEM_AVERAGE_POLARIZABILITY>
65.6756195469389

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(1S,6R,7S,8R,10S,11R,13S,14R,15S,16S)-8-(acetyloxy)-7-[(1S)-1-(dimethylamino)ethyl]-13-hydroxy-6,10,15-trimethyl-19-oxapentacyclo[13.3.2.0^{1,14}.0^{3,11}.0^{6,10}]icosa-3,17-dien-16-yl]benzenecarboximidic acid

> <JCHEM_LOGP>
2.201775770557995

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
14.804910852368614

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.343325836719082

> <JCHEM_PKA_STRONGEST_BASIC>
10.076670164490302

> <JCHEM_POLAR_SURFACE_AREA>
91.59

> <JCHEM_REFRACTIVITY>
165.24699999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
N-[(1S,6R,7S,8R,10S,11R,13S,14R,15S,16S)-8-(acetyloxy)-7-[(1S)-1-(dimethylamino)ethyl]-13-hydroxy-6,10,15-trimethyl-19-oxapentacyclo[13.3.2.0^{1,14}.0^{3,11}.0^{6,10}]icosa-3,17-dien-16-yl]benzenecarboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       9.913  -3.360   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.338  -2.775   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      12.557  -3.716   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      11.543  -1.248   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      10.324  -0.307   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.847  -0.740   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.978   0.532   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.170  -0.779   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.452   0.737   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.703  -0.608   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.184  -0.862   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.753  -2.340   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.039   0.168   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.130   1.705   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.609   2.071   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.556   0.947   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.778  -0.577   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      -0.499  -1.438   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      -1.883  -0.763   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -3.159  -1.625   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.990   0.773   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.375   1.448   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.482   2.984   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.206   3.845   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.821   3.170   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.714   1.634   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.108  -1.353   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.985  -2.889   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.544  -0.798   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       4.005   0.671   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       4.388   2.592   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.867   2.162   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.808   3.381   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       8.334   3.175   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.919   1.751   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       9.983   2.864   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      10.369   1.232   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      11.641   2.101   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      13.029   1.433   0.000  0.00  0.00           C+0
HETATM   40  N   UNK     0      11.525   3.636   0.000  0.00  0.00           N+0
HETATM   41  C   UNK     0      10.137   4.303   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      12.797   4.505   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   37                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9   35                                             
CONECT    8    7                                                            
CONECT    9    7   10   32                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   27                                                  
CONECT   14   13   15   30   31                                             
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   27                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21                                                       
CONECT   27   17   13   28   29                                             
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   14                                                       
CONECT   31   14   32                                                       
CONECT   32   31    9   33                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34    7   36   37                                             
CONECT   36   35                                                            
CONECT   37   35    5   38                                                  
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   94    0
END

View in JSmol

Synonyms

Value	Source
N-[(1S,6R,7S,8R,10S,11R,13S,14R,15S,16S)-8-(Acetyloxy)-7-[(1S)-1-(dimethylamino)ethyl]-13-hydroxy-6,10,15-trimethyl-19-oxapentacyclo[13.3.2.0,.0,.0,]icosa-3,17-dien-16-yl]benzenecarboximidate	Generator

Chemical Formula

C₃₅H₄₈N₂O₅

Average Mass

576.7780 Da

Monoisotopic Mass

576.35632 Da

IUPAC Name

N-[(1S,6R,7S,8R,10S,11R,13S,14R,15S,16S)-8-(acetyloxy)-7-[(1S)-1-(dimethylamino)ethyl]-13-hydroxy-6,10,15-trimethyl-19-oxapentacyclo[13.3.2.0^{1,14}.0^{3,11}.0^{6,10}]icosa-3,17-dien-16-yl]benzenecarboximidic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

C[C@@H]([C@H]1[C@@H](C[C@@]2(C)[C@@H]3C[C@H](O)[C@H]4[C@]5(C)CO[C@@]4(CC3=CC[C@]12C)C=C[C@@H]5N=C(O)C1=CC=CC=C1)OC(C)=O)N(C)C

InChI Identifier

InChI=1S/C35H48N2O5/c1-21(37(6)7)29-27(42-22(2)38)19-34(5)25-17-26(39)30-32(3)20-41-35(30,18-24(25)13-15-33(29,34)4)16-14-28(32)36-31(40)23-11-9-8-10-12-23/h8-14,16,21,25-30,39H,15,17-20H2,1-7H3,(H,36,40)/t21-,25+,26-,27+,28-,29-,30-,32+,33+,34-,35+/m0/s1

InChI Key

JTYUIQIWSMPTDQ-RRWISKKNSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Buxus hildebrandtii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Pinguisane sesquiterpenoid
Monocyclic benzene moiety
Benzenoid
Cyclic alcohol
Tetrahydrofuran
Amino acid or derivatives
Carboxylic acid ester
Secondary alcohol
Tertiary amine
Tertiary aliphatic amine
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic oxide
Organic oxygen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Alcohol
Amine
Organic nitrogen compound
Organopnictogen 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	2.2	ChemAxon
pKa (Strongest Acidic)	8.34	ChemAxon
pKa (Strongest Basic)	10.08	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	91.59 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	165.25 m³·mol⁻¹	ChemAxon
Polarizability	65.68 Å³	ChemAxon
Number of Rings	6	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

162857717

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-[(1s,6r,7s,8r,10s,11r,13s,14r,15s,16s)-8-(acetyloxy)-7-[(1s)-1-(dimethylamino)ethyl]-13-hydroxy-6,10,15-trimethyl-19-oxapentacyclo[13.3.2.0¹,¹⁴.0³,¹¹.0⁶,¹⁰]icosa-3,17-dien-16-yl]benzenecarboximidic acid (NP0221879)

MOL for NP0221879 (n-[(1s,6r,7s,8r,10s,11r,13s,14r,15s,16s)-8-(acetyloxy)-7-[(1s)-1-(dimethylamino)ethyl]-13-hydroxy-6,10,15-trimethyl-19-oxapentacyclo[13.3.2.0¹,¹⁴.0³,¹¹.0⁶,¹⁰]icosa-3,17-dien-16-yl]benzenecarboximidic acid)

3D MOL for NP0221879 (n-[(1s,6r,7s,8r,10s,11r,13s,14r,15s,16s)-8-(acetyloxy)-7-[(1s)-1-(dimethylamino)ethyl]-13-hydroxy-6,10,15-trimethyl-19-oxapentacyclo[13.3.2.0¹,¹⁴.0³,¹¹.0⁶,¹⁰]icosa-3,17-dien-16-yl]benzenecarboximidic acid)

3D SDF for NP0221879 (n-[(1s,6r,7s,8r,10s,11r,13s,14r,15s,16s)-8-(acetyloxy)-7-[(1s)-1-(dimethylamino)ethyl]-13-hydroxy-6,10,15-trimethyl-19-oxapentacyclo[13.3.2.0¹,¹⁴.0³,¹¹.0⁶,¹⁰]icosa-3,17-dien-16-yl]benzenecarboximidic acid)

3D-SDF for NP0221879 (n-[(1s,6r,7s,8r,10s,11r,13s,14r,15s,16s)-8-(acetyloxy)-7-[(1s)-1-(dimethylamino)ethyl]-13-hydroxy-6,10,15-trimethyl-19-oxapentacyclo[13.3.2.0¹,¹⁴.0³,¹¹.0⁶,¹⁰]icosa-3,17-dien-16-yl]benzenecarboximidic acid)

PDB for NP0221879 (n-[(1s,6r,7s,8r,10s,11r,13s,14r,15s,16s)-8-(acetyloxy)-7-[(1s)-1-(dimethylamino)ethyl]-13-hydroxy-6,10,15-trimethyl-19-oxapentacyclo[13.3.2.0¹,¹⁴.0³,¹¹.0⁶,¹⁰]icosa-3,17-dien-16-yl]benzenecarboximidic acid)

3D PDB for NP0221879 (n-[(1s,6r,7s,8r,10s,11r,13s,14r,15s,16s)-8-(acetyloxy)-7-[(1s)-1-(dimethylamino)ethyl]-13-hydroxy-6,10,15-trimethyl-19-oxapentacyclo[13.3.2.0¹,¹⁴.0³,¹¹.0⁶,¹⁰]icosa-3,17-dien-16-yl]benzenecarboximidic acid)

SMILES for NP0221879 (n-[(1s,6r,7s,8r,10s,11r,13s,14r,15s,16s)-8-(acetyloxy)-7-[(1s)-1-(dimethylamino)ethyl]-13-hydroxy-6,10,15-trimethyl-19-oxapentacyclo[13.3.2.0¹,¹⁴.0³,¹¹.0⁶,¹⁰]icosa-3,17-dien-16-yl]benzenecarboximidic acid)

INCHI for NP0221879 (n-[(1s,6r,7s,8r,10s,11r,13s,14r,15s,16s)-8-(acetyloxy)-7-[(1s)-1-(dimethylamino)ethyl]-13-hydroxy-6,10,15-trimethyl-19-oxapentacyclo[13.3.2.0¹,¹⁴.0³,¹¹.0⁶,¹⁰]icosa-3,17-dien-16-yl]benzenecarboximidic acid)

Structure for NP0221879 (n-[(1s,6r,7s,8r,10s,11r,13s,14r,15s,16s)-8-(acetyloxy)-7-[(1s)-1-(dimethylamino)ethyl]-13-hydroxy-6,10,15-trimethyl-19-oxapentacyclo[13.3.2.0¹,¹⁴.0³,¹¹.0⁶,¹⁰]icosa-3,17-dien-16-yl]benzenecarboximidic acid)

3D Structure for NP0221879 (n-[(1s,6r,7s,8r,10s,11r,13s,14r,15s,16s)-8-(acetyloxy)-7-[(1s)-1-(dimethylamino)ethyl]-13-hydroxy-6,10,15-trimethyl-19-oxapentacyclo[13.3.2.0¹,¹⁴.0³,¹¹.0⁶,¹⁰]icosa-3,17-dien-16-yl]benzenecarboximidic acid)