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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:36:17 UTC

Update Date

2022-03-07 02:52:31 UTC

HMDB ID

HMDB0030349

Secondary Accession Numbers

HMDB30349

Metabolite Identification

Common Name

N-Acetylanonaine

Description

N-Acetylanonaine belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof. Based on a literature review a significant number of articles have been published on N-Acetylanonaine.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0030349
     RDKit          3D
N-Acetylanonaine
 40 44  0  0  0  0  0  0  0  0999 V2000
    4.6253    1.0909    0.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2536    1.3131   -0.4407 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9944    2.4688   -0.8964 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3084    0.2571   -0.3891 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7664   -1.0243    0.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0290   -2.1367   -0.6233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5890   -1.9284   -0.2238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1516   -3.0069    0.2208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4566   -2.8006    0.5945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0015   -1.5238    0.5203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2370   -0.4509    0.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0898   -0.6461   -0.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9493    0.3975   -0.8475 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4467    1.7890   -0.7236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9827    1.9132   -0.3839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4932    3.1929   -0.4693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8129    3.4636   -0.1449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5812    2.4136    0.2607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1066    1.1071    0.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7876    0.8728    0.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3039   -1.6781    0.9655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6817   -3.0117    0.7120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4511   -3.6697    1.0768 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6103    0.3999    0.9475 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3099    0.7002   -0.7371 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0317    2.0564    0.4182 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8361   -1.1883   -0.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4860   -1.1099    1.2144 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4031   -3.0935   -0.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1269   -1.9686   -1.7021 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3282   -3.9777    0.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0100    0.1987   -1.9729 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9920    2.2326    0.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6715    2.4451   -1.5862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8939    4.0458   -0.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1859    4.4737   -0.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6155    2.5794    0.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7973    0.3522    0.6899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7982   -3.1874   -0.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5190   -3.3606    1.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 10 21  1  0
 21 22  1  0
 22 23  1  0
 13  4  1  0
 20 15  1  0
 12  7  1  0
 23  9  1  0
 20 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  8 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 22 39  1  0
 22 40  1  0
M  END


  Mrv0541 05061305102D          

 23 27  0  0  0  0            999 V2000
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1354    2.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3149    2.0445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4710    1.3770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  7  6  1  0  0  0  0
 11  1  1  0  0  0  0
 12  4  2  0  0  0  0
 12  8  1  0  0  0  0
 13  6  1  0  0  0  0
 13  9  2  0  0  0  0
 14  5  2  0  0  0  0
 14 12  1  0  0  0  0
 15  8  1  0  0  0  0
 16  9  1  0  0  0  0
 17 13  1  0  0  0  0
 17 15  1  0  0  0  0
 18 14  1  0  0  0  0
 18 17  2  0  0  0  0
 19 16  2  0  0  0  0
 19 18  1  0  0  0  0
 20  7  1  0  0  0  0
 20 11  1  0  0  0  0
 20 15  1  0  0  0  0
 21 11  2  0  0  0  0
 22 10  1  0  0  0  0
 22 16  1  0  0  0  0
 23 10  1  0  0  0  0
 23 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030349

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)N1CCC2=CC3=C(OCO3)C3=C2C1CC1=CC=CC=C31

> <INCHI_IDENTIFIER>
InChI=1S/C19H17NO3/c1-11(21)20-7-6-13-9-16-19(23-10-22-16)18-14-5-3-2-4-12(14)8-15(20)17(13)18/h2-5,9,15H,6-8,10H2,1H3

> <INCHI_KEY>
XVIHBNVDAPQBRH-UHFFFAOYSA-N

> <FORMULA>
C19H17NO3

> <MOLECULAR_WEIGHT>
307.3432

> <EXACT_MASS>
307.120843415

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
33.3402687898852

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-{3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]icosa-1(20),2(6),7,14,16,18-hexaen-11-yl}ethan-1-one

> <ALOGPS_LOGP>
2.99

> <JCHEM_LOGP>
2.551539833

> <ALOGPS_LOGS>
-3.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7180962753075318

> <JCHEM_POLAR_SURFACE_AREA>
38.77

> <JCHEM_REFRACTIVITY>
86.06439999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.22e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-{3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]icosa-1(20),2(6),7,14,16,18-hexaen-11-yl}ethanone

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0030349
     RDKit          3D
N-Acetylanonaine
 40 44  0  0  0  0  0  0  0  0999 V2000
    4.6253    1.0909    0.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2536    1.3131   -0.4407 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9944    2.4688   -0.8964 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3084    0.2571   -0.3891 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7664   -1.0243    0.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0290   -2.1367   -0.6233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5890   -1.9284   -0.2238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1516   -3.0069    0.2208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4566   -2.8006    0.5945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0015   -1.5238    0.5203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2370   -0.4509    0.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0898   -0.6461   -0.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9493    0.3975   -0.8475 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4467    1.7890   -0.7236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9827    1.9132   -0.3839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4932    3.1929   -0.4693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8129    3.4636   -0.1449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5812    2.4136    0.2607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1066    1.1071    0.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7876    0.8728    0.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3039   -1.6781    0.9655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6817   -3.0117    0.7120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4511   -3.6697    1.0768 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6103    0.3999    0.9475 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3099    0.7002   -0.7371 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0317    2.0564    0.4182 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8361   -1.1883   -0.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4860   -1.1099    1.2144 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4031   -3.0935   -0.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1269   -1.9686   -1.7021 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3282   -3.9777    0.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0100    0.1987   -1.9729 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9920    2.2326    0.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6715    2.4451   -1.5862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8939    4.0458   -0.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1859    4.4737   -0.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6155    2.5794    0.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7973    0.3522    0.6899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7982   -3.1874   -0.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5190   -3.3606    1.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 10 21  1  0
 21 22  1  0
 22 23  1  0
 13  4  1  0
 20 15  1  0
 12  7  1  0
 23  9  1  0
 20 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  8 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 22 39  1  0
 22 40  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.853   3.977   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       4.321   3.816   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       6.479   2.570   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2   12                                                       
CONECT    5    3   14                                                       
CONECT    6    7   13                                                       
CONECT    7    6   20                                                       
CONECT    8   12   15                                                       
CONECT    9   13   16                                                       
CONECT   10   22   23                                                       
CONECT   11    1   20   21                                                  
CONECT   12    4    8   14                                                  
CONECT   13    6    9   17                                                  
CONECT   14    5   12   18                                                  
CONECT   15    8   17   20                                                  
CONECT   16    9   19   22                                                  
CONECT   17   13   15   18                                                  
CONECT   18   14   17   19                                                  
CONECT   19   16   18   23                                                  
CONECT   20    7   11   15                                                  
CONECT   21   11                                                            
CONECT   22   10   16                                                       
CONECT   23   10   19                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   54    0
END

COMPND    HMDB0030349
HETATM    1  C1  UNL     1       4.625   1.091   0.055  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.254   1.313  -0.441  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.994   2.469  -0.896  1.00  0.00           O  
HETATM    4  N1  UNL     1       2.308   0.257  -0.389  1.00  0.00           N  
HETATM    5  C3  UNL     1       2.766  -1.024   0.148  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.029  -2.137  -0.623  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.589  -1.928  -0.224  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.152  -3.007   0.221  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.457  -2.801   0.595  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.001  -1.524   0.520  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.237  -0.451   0.069  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.090  -0.646  -0.315  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.949   0.398  -0.848  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.447   1.789  -0.724  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.983   1.913  -0.384  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.493   3.193  -0.469  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.813   3.464  -0.145  1.00  0.00           C  
HETATM   18  C16 UNL     1      -3.581   2.414   0.261  1.00  0.00           C  
HETATM   19  C17 UNL     1      -3.107   1.107   0.360  1.00  0.00           C  
HETATM   20  C18 UNL     1      -1.788   0.873   0.029  1.00  0.00           C  
HETATM   21  O2  UNL     1      -3.304  -1.678   0.966  1.00  0.00           O  
HETATM   22  C19 UNL     1      -3.682  -3.012   0.712  1.00  0.00           C  
HETATM   23  O3  UNL     1      -2.451  -3.670   1.077  1.00  0.00           O  
HETATM   24  H1  UNL     1       4.610   0.400   0.948  1.00  0.00           H  
HETATM   25  H2  UNL     1       5.310   0.700  -0.737  1.00  0.00           H  
HETATM   26  H3  UNL     1       5.032   2.056   0.418  1.00  0.00           H  
HETATM   27  H4  UNL     1       3.836  -1.188  -0.059  1.00  0.00           H  
HETATM   28  H5  UNL     1       2.486  -1.110   1.214  1.00  0.00           H  
HETATM   29  H6  UNL     1       2.403  -3.094  -0.258  1.00  0.00           H  
HETATM   30  H7  UNL     1       2.127  -1.969  -1.702  1.00  0.00           H  
HETATM   31  H8  UNL     1       0.328  -3.978   0.257  1.00  0.00           H  
HETATM   32  H9  UNL     1       1.010   0.199  -1.973  1.00  0.00           H  
HETATM   33  H10 UNL     1       0.992   2.233   0.168  1.00  0.00           H  
HETATM   34  H11 UNL     1       0.672   2.445  -1.586  1.00  0.00           H  
HETATM   35  H12 UNL     1      -0.894   4.046  -0.792  1.00  0.00           H  
HETATM   36  H13 UNL     1      -3.186   4.474  -0.221  1.00  0.00           H  
HETATM   37  H14 UNL     1      -4.616   2.579   0.524  1.00  0.00           H  
HETATM   38  H15 UNL     1      -3.797   0.352   0.690  1.00  0.00           H  
HETATM   39  H16 UNL     1      -3.798  -3.187  -0.375  1.00  0.00           H  
HETATM   40  H17 UNL     1      -4.519  -3.361   1.316  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    3    4
CONECT    4    5   13
CONECT    5    6   27   28
CONECT    6    7   29   30
CONECT    7    8    8   12
CONECT    8    9   31
CONECT    9   10   10   23
CONECT   10   11   21
CONECT   11   12   12   20
CONECT   12   13
CONECT   13   14   32
CONECT   14   15   33   34
CONECT   15   16   16   20
CONECT   16   17   35
CONECT   17   18   18   36
CONECT   18   19   37
CONECT   19   20   20   38
CONECT   21   22
CONECT   22   23   39   40
END

HMDB0030349
     RDKit          3D
N-Acetylanonaine
 40 44  0  0  0  0  0  0  0  0999 V2000
    4.6253    1.0909    0.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2536    1.3131   -0.4407 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9944    2.4688   -0.8964 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3084    0.2571   -0.3891 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7664   -1.0243    0.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0290   -2.1367   -0.6233 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5890   -1.9284   -0.2238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1516   -3.0069    0.2208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4566   -2.8006    0.5945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0015   -1.5238    0.5203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2370   -0.4509    0.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0898   -0.6461   -0.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9493    0.3975   -0.8475 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4467    1.7890   -0.7236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9827    1.9132   -0.3839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4932    3.1929   -0.4693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8129    3.4636   -0.1449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5812    2.4136    0.2607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1066    1.1071    0.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7876    0.8728    0.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3039   -1.6781    0.9655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6817   -3.0117    0.7120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4511   -3.6697    1.0768 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6103    0.3999    0.9475 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3099    0.7002   -0.7371 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0317    2.0564    0.4182 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8361   -1.1883   -0.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4860   -1.1099    1.2144 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4031   -3.0935   -0.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1269   -1.9686   -1.7021 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3282   -3.9777    0.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0100    0.1987   -1.9729 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9920    2.2326    0.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6715    2.4451   -1.5862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8939    4.0458   -0.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1859    4.4737   -0.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6155    2.5794    0.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7973    0.3522    0.6899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7982   -3.1874   -0.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5190   -3.3606    1.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 10 21  1  0
 21 22  1  0
 22 23  1  0
 13  4  1  0
 20 15  1  0
 12  7  1  0
 23  9  1  0
 20 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  8 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
 22 39  1  0
 22 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(-)-N-Acetylanonaine	HMDB
L-N-Acetylanonaine	HMDB
N-Acetylbongaridine	HMDB

Chemical Formula

C₁₉H₁₇NO₃

Average Molecular Weight

307.3432

Monoisotopic Molecular Weight

307.120843415

IUPAC Name

1-{3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]icosa-1(20),2(6),7,14,16,18-hexaen-11-yl}ethan-1-one

Traditional Name

1-{3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]icosa-1(20),2(6),7,14,16,18-hexaen-11-yl}ethanone

CAS Registry Number

5894-74-6

SMILES

CC(=O)N1CCC2=CC3=C(OCO3)C3=C2C1CC1=CC=CC=C31

InChI Identifier

InChI=1S/C19H17NO3/c1-11(21)20-7-6-13-9-16-19(23-10-22-16)18-14-5-3-2-4-12(14)8-15(20)17(13)18/h2-5,9,15H,6-8,10H2,1H3

InChI Key

XVIHBNVDAPQBRH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Aporphines

Sub Class

Not Available

Direct Parent

Aporphines

Alternative Parents

Substituents

Aporphine
Benzoquinoline
Phenanthrene
Naphthalene
Quinoline
Tetrahydroisoquinoline
Benzodioxole
Benzenoid
Tertiary carboxylic acid amide
Acetamide
Carboxamide group
Azacycle
Oxacycle
Carboxylic acid derivative
Acetal
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0030349)

Cellular substructure

Membrane (HMDB: HMDB0030349)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030349)

Source

Endogenous

Endogenous (HMDB: HMDB0030349)

Plant

Plant (HMDB: HMDB0030349)

Exogenous

Food

Food (HMDB: HMDB0030349)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Fruit

Fruits (FooDB: FOOD00871)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	229 - 230 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.12 g/L	ALOGPS
logP	2.99	ALOGPS
logP	2.55	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Basic)	-0.72	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	38.77 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	86.06 m³·mol⁻¹	ChemAxon
Polarizability	33.34 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	171.382	31661259
DarkChem	[M-H]-	165.758	31661259
DeepCCS	[M-2H]-	196.612	30932474
DeepCCS	[M+Na]+	171.77	30932474
AllCCS	[M+H]+	171.9	32859911
AllCCS	[M+H-H2O]+	168.5	32859911
AllCCS	[M+NH4]+	175.1	32859911
AllCCS	[M+Na]+	176.0	32859911
AllCCS	[M-H]-	179.6	32859911
AllCCS	[M+Na-2H]-	178.7	32859911
AllCCS	[M+HCOO]-	178.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Acetylanonaine	CC(=O)N1CCC2=CC3=C(OCO3)C3=C2C1CC1=CC=CC=C31	4087.6	Standard polar	33892256
N-Acetylanonaine	CC(=O)N1CCC2=CC3=C(OCO3)C3=C2C1CC1=CC=CC=C31	2747.6	Standard non polar	33892256
N-Acetylanonaine	CC(=O)N1CCC2=CC3=C(OCO3)C3=C2C1CC1=CC=CC=C31	2992.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetylanonaine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-1090000000-501698eb7b29fc171597	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetylanonaine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylanonaine 10V, Positive-QTOF	splash10-0a4i-0049000000-609d101173954f704b40	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylanonaine 20V, Positive-QTOF	splash10-0aor-0094000000-bb4a93e1436ab2f6a3fe	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylanonaine 40V, Positive-QTOF	splash10-01bl-2090000000-ae9904ab374cfaaaee9a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylanonaine 10V, Negative-QTOF	splash10-0a4i-0029000000-58910be42dc06fef4f9f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylanonaine 20V, Negative-QTOF	splash10-08fr-1094000000-8649b3bfba28e8e602ea	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylanonaine 40V, Negative-QTOF	splash10-01oy-3190000000-af745397351508290a56	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylanonaine 10V, Positive-QTOF	splash10-0a4i-0009000000-ed2be3ff544333dbf2f6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylanonaine 20V, Positive-QTOF	splash10-0a4i-0059000000-904e8181880ce650fb5c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylanonaine 40V, Positive-QTOF	splash10-000j-0090000000-4dacff1b2391c9e5b88d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylanonaine 10V, Negative-QTOF	splash10-0a4i-0029000000-ec6f55012849df51d400	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylanonaine 20V, Negative-QTOF	splash10-08fr-0095000000-a50e7898a28a6a9558cc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylanonaine 40V, Negative-QTOF	splash10-006x-3092000000-193e84f92d6931deb5f5	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00028643

Chemspider ID

4956090

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6453733

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for N-Acetylanonaine (HMDB0030349)

MOL for HMDB0030349 (N-Acetylanonaine)

3D MOL for HMDB0030349 (N-Acetylanonaine)

3D SDF for HMDB0030349 (N-Acetylanonaine)

3D-SDF for HMDB0030349 (N-Acetylanonaine)

PDB for HMDB0030349 (N-Acetylanonaine)

3D PDB for HMDB0030349 (N-Acetylanonaine)

SMILES for HMDB0030349 (N-Acetylanonaine)

INCHI for HMDB0030349 (N-Acetylanonaine)

Structure for HMDB0030349 (N-Acetylanonaine)

3D Structure for HMDB0030349 (N-Acetylanonaine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra