NP-MRD: Showing NP-Card for (-)-8-Acetonyldihydroavicine (NP0069093)

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Record Information

Version

2.0

Created at

2022-04-28 14:25:41 UTC

Updated at

2022-04-28 14:25:41 UTC

NP-MRD ID

NP0069093

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-8-Acetonyldihydroavicine

Description

ZINC13304758 belongs to the class of organic compounds known as phenanthridines and derivatives. These are polycyclic compounds containing a phenanthridine moiety, which is a tricyclic system with two benzene rings joined by a pyridine forming a non-linear skeleton. Hydrogenated derivatives are also included. (-)-8-Acetonyldihydroavicine is found in Zanthoxylum caudatum, Zanthoxylum rhoifolium , Zanthoxylum riedelianum and Zanthoxylum tetraspermum . Based on a literature review very few articles have been published on ZINC13304758.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282216252D          

 29 34  0  0  1  0            999 V2000
    6.9778    1.2308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1409    2.0395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5221    2.5851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7402    2.3220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5771    1.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1959    0.9677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7952    1.2501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1763    1.7957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3394    2.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1213    2.8676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3944    1.5326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2313    0.7239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8502    0.1783    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6321    0.4414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2509   -0.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6871   -0.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3059   -1.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0878   -0.9129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1429   -1.9847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4494    0.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8306    1.0064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9937    1.8151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7756    2.0782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2749    2.2201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6676    1.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0111    0.9115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9604    2.1343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3039    1.3842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6966    0.8258    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
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  4 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 12 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 11 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
  2 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
  1 29  1  0  0  0  0
M  END

     RDKit          3D

 48 53  0  0  0  0  0  0  0  0999 V2000
   -1.5553   -3.7929   -1.9278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4123   -2.9333   -0.6884 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9564   -3.5168    0.2692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8111   -1.5197   -0.7122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5990   -0.7324    0.5277 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0803    0.6925    0.3155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3721    0.9780    0.5856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9022    2.2250    0.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1124    3.1251   -0.4360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7806    2.8234   -0.7073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2686    1.5924   -0.3198 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1454    1.3547   -0.4053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9744    2.2286   -1.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3161    1.9444   -1.1052 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8554    0.8211   -0.5087 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1940    0.5411   -0.5911 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6993   -0.6112   -0.0179 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8617   -1.4800    0.6340 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5034   -1.2163    0.7275 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9968   -0.0729    0.1661 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6609    0.1978    0.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2173   -0.6538    0.9461 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2376   -1.2525    2.1855 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6090   -2.5355    1.1074 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9905   -2.1258    1.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9731   -1.1526    0.0641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8926    4.2509   -0.6956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1209    4.1207   -0.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1706    2.7518    0.3579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6152   -4.3459   -2.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3853   -4.5076   -1.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7787   -3.1456   -2.8023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9247   -1.4930   -0.9146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3298   -1.0381   -1.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1947   -1.1394    1.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0619    0.3130    1.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2204    3.5707   -1.2068 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6289    3.1141   -1.5583 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0122    2.6119   -1.6177 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8433    1.2332   -1.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9228   -1.9655    1.1593 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1137   -2.3004    2.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0838   -0.7243    2.6814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5969   -0.8451    2.9059 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6645   -2.9593    0.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2226   -1.5881    2.0504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2158    4.7894    0.8431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9343    4.3683   -0.7364 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 22  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  5  6  1  0
  6 11  2  0
 11 10  1  0
 10  9  2  0
  9 27  1  0
 27 28  1  0
 28 29  1  0
 29  8  1  0
  8  7  2  0
 11 12  1  0
 12 21  2  0
 21 20  1  0
 20 19  2  0
 19 18  1  0
 18 17  2  0
 17 26  1  0
 26 25  1  0
 25 24  1  0
 17 16  1  0
 16 15  2  0
 15 14  1  0
 14 13  2  0
 21 22  1  0
 15 20  1  0
  7  6  1  0
 13 12  1  0
  8  9  1  0
 24 18  1  0
 23 42  1  0
 23 43  1  0
 23 44  1  0
  5 35  1  1
  4 33  1  0
  4 34  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
 10 37  1  0
 28 47  1  0
 28 48  1  0
  7 36  1  0
 19 41  1  0
 25 45  1  0
 25 46  1  0
 16 40  1  0
 14 39  1  0
 13 38  1  0
M  END


  Mrv1652304282216252D          

 29 34  0  0  1  0            999 V2000
    6.9778    1.2308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1409    2.0395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5221    2.5851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7402    2.3220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5771    1.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1959    0.9677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7952    1.2501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1763    1.7957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3394    2.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1213    2.8676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3944    1.5326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2313    0.7239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8502    0.1783    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6321    0.4414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2509   -0.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6871   -0.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3059   -1.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0878   -0.9129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1429   -1.9847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4494    0.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8306    1.0064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9937    1.8151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7756    2.0782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2749    2.2201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6676    1.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0111    0.9115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9604    2.1343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3039    1.3842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6966    0.8258    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
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  4 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 12 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 11 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
  2 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
  1 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0069093

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1[C@H](CC(C)=O)C2=C(C=C3OCOC3=C2)C2=C1C1=CC3=C(OCO3)C=C1C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C23H19NO5/c1-12(25)5-18-17-9-22-21(28-11-29-22)8-16(17)14-4-3-13-6-19-20(27-10-26-19)7-15(13)23(14)24(18)2/h3-4,6-9,18H,5,10-11H2,1-2H3/t18-/m1/s1

> <INCHI_KEY>
GJBHZMIAIYWRBK-GOSISDBHSA-N

> <FORMULA>
C23H19NO5

> <MOLECULAR_WEIGHT>
389.407

> <EXACT_MASS>
389.126322716

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
41.81809663836621

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[(11R)-12-methyl-5,7,17,19-tetraoxa-12-azahexacyclo[11.11.0.0^{2,10}.0^{4,8}.0^{14,22}.0^{16,20}]tetracosa-1(13),2(10),3,8,14,16(20),21,23-octaen-11-yl]propan-2-one

> <ALOGPS_LOGP>
3.46

> <JCHEM_LOGP>
3.8200746673333326

> <ALOGPS_LOGS>
-4.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.85631253906025

> <JCHEM_PKA_STRONGEST_BASIC>
2.3130510912045006

> <JCHEM_POLAR_SURFACE_AREA>
57.230000000000004

> <JCHEM_REFRACTIVITY>
106.16670000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.47e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[(11R)-12-methyl-5,7,17,19-tetraoxa-12-azahexacyclo[11.11.0.0^{2,10}.0^{4,8}.0^{14,22}.0^{16,20}]tetracosa-1(13),2(10),3,8,14,16(20),21,23-octaen-11-yl]propan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      13.025   2.298   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.330   3.807   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.175   4.826   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.715   4.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.411   2.825   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.566   1.806   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.951   2.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.796   3.352   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.100   4.862   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.560   5.353   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.336   2.861   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.032   1.351   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.187   0.333   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       8.647   0.824   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       9.802  -0.194   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.883  -1.177   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.038  -2.195   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       9.497  -1.704   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       7.733  -3.705   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.572   0.860   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.417   1.879   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.722   3.388   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.181   3.879   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.380   4.144   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.246   3.102   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.887   1.702   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      14.859   3.984   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      15.501   2.584   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      14.367   1.542   0.000  0.00  0.00           O+0
CONECT    1    2    6   29                                                  
CONECT    2    1    3   27                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   14                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    4                                                       
CONECT   11    8   12   23                                                  
CONECT   12   11   13   20                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13    7   15                                                  
CONECT   15   14                                                            
CONECT   16   13   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   12   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22   11                                                       
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21                                                       
CONECT   27    2   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28    1                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₁₉NO₅

Average Mass

389.4070 Da

Monoisotopic Mass

389.12632 Da

IUPAC Name

1-[(11R)-12-methyl-5,7,17,19-tetraoxa-12-azahexacyclo[11.11.0.0^{2,10}.0^{4,8}.0^{14,22}.0^{16,20}]tetracosa-1(13),2(10),3,8,14,16(20),21,23-octaen-11-yl]propan-2-one

Traditional Name

1-[(11R)-12-methyl-5,7,17,19-tetraoxa-12-azahexacyclo[11.11.0.0^{2,10}.0^{4,8}.0^{14,22}.0^{16,20}]tetracosa-1(13),2(10),3,8,14,16(20),21,23-octaen-11-yl]propan-2-one

CAS Registry Number

Not Available

SMILES

CN1[C@H](CC(C)=O)C2=C(C=C3OCOC3=C2)C2=C1C1=CC3=C(OCO3)C=C1C=C2

InChI Identifier

InChI=1S/C23H19NO5/c1-12(25)5-18-17-9-22-21(28-11-29-22)8-16(17)14-4-3-13-6-19-20(27-10-26-19)7-15(13)23(14)24(18)2/h3-4,6-9,18H,5,10-11H2,1-2H3/t18-/m1/s1

InChI Key

GJBHZMIAIYWRBK-GOSISDBHSA-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
Zanthoxylum caudatum	Plant	KNApSAcK
Zanthoxylum rhoifolium	Plant	KNApSAcK
Zanthoxylum riedelianum	LOTUS Database	35616633
Zanthoxylum tetraspermum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthridines and derivatives. These are polycyclic compounds containing a phenanthridine moiety, which is a tricyclic system with two benzene rings joined by a pyridine forming a non-linear skeleton. Hydrogenated derivatives are also included.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Benzoquinolines

Direct Parent

Phenanthridines and derivatives

Alternative Parents

Substituents

Phenanthridine
Naphthalene
Benzodioxole
Tertiary aliphatic/aromatic amine
Dialkylarylamine
Aralkylamine
Beta-aminoketone
Benzenoid
Ketone
Tertiary amine
Acetal
Oxacycle
Azacycle
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Aldehyde
Amine
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	3.46	ALOGPS
logP	3.82	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	18.86	ChemAxon
pKa (Strongest Basic)	2.31	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	57.23 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	106.17 m³·mol⁻¹	ChemAxon
Polarizability	41.82 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

8221413

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10045849

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (-)-8-Acetonyldihydroavicine (NP0069093)

MOL for NP0069093 ((-)-8-Acetonyldihydroavicine)

3D MOL for NP0069093 ((-)-8-Acetonyldihydroavicine)

3D SDF for NP0069093 ((-)-8-Acetonyldihydroavicine)

3D-SDF for NP0069093 ((-)-8-Acetonyldihydroavicine)

PDB for NP0069093 ((-)-8-Acetonyldihydroavicine)

3D PDB for NP0069093 ((-)-8-Acetonyldihydroavicine)

SMILES for NP0069093 ((-)-8-Acetonyldihydroavicine)

INCHI for NP0069093 ((-)-8-Acetonyldihydroavicine)

Structure for NP0069093 ((-)-8-Acetonyldihydroavicine)

3D Structure for NP0069093 ((-)-8-Acetonyldihydroavicine)