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Showing metabocard for Liriodenine (HMDB0301844)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2021-09-23 02:59:22 UTC
Update Date2021-09-23 02:59:23 UTC
HMDB IDHMDB0301844
Secondary Accession NumbersNone
Metabolite Identification
Common NameLiriodenine
DescriptionLiriodenine, also known as oxoushinsunine or micheline b, is a member of the class of compounds known as aporphines. Aporphines are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof. Liriodenine is practically insoluble (in water) and a strong basic compound (based on its pKa). Liriodenine can be found in cherimoya and custard apple, which makes liriodenine a potential biomarker for the consumption of these food products. Liriodenine is a bio-active isolate of the Chinese medicinal herb Zanthoxylum nitidum .
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0301844 (Liriodenine)


  Mrv0541 02241221442D          

 21 25  0  0  0  0            999 V2000
    2.1434   -1.2375    0.0000 O   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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7565    2.6145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4209    3.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6005    3.2820    0.0000 O   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
    0.7145    2.0625    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
    1.4289    0.8250    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
    0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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
    4.2868    0.8250    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
    3.5724   -0.4125    0.0000 C   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  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  5 13  2  0  0  0  0
 13 14  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
  4 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
  3 21  1  0  0  0  0
M  END
Download

3D MOL for HMDB0301844 (Liriodenine)

HMDB0301844
     RDKit          3D
Liriodenine
 30 34  0  0  0  0  0  0  0  0999 V2000
   -1.1831   -3.4626    1.1923 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8452   -2.3197    0.7799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7928   -1.2889    0.4021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1351   -1.5979    0.5077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0224   -0.6138    0.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6099    0.6135   -0.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2557    0.9109   -0.3969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3419   -0.0438   -0.0468 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0898    0.2239   -0.1371 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5516    1.4531   -0.5803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9096    1.7072   -0.6660 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7788    0.7113   -0.3012 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3220   -0.5184    0.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2504   -1.4737    0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8349   -2.7041    0.9362 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5155   -2.9285    1.0114 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5658   -2.0316    0.6821 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9619   -0.7909    0.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1208    3.0131   -1.1382 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8918    3.7002   -1.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0373    2.6344   -1.0109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4823   -2.5603    0.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1102   -0.7805    0.2025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3384    1.3942   -0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9661    1.8788   -0.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8553    0.9214   -0.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2942   -1.2113    0.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5637   -3.4812    1.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8565    4.2758   -0.0438 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7576    4.3694   -1.8830 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 11 19  1  0
 19 20  1  0
 20 21  1  0
 17  2  1  0
  8  3  1  0
 18  9  2  0
 21 10  1  0
 18 13  1  0
  4 22  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
 12 26  1  0
 14 27  1  0
 15 28  1  0
 20 29  1  0
 20 30  1  0
M  END
Download

3D SDF for HMDB0301844 (Liriodenine)


  Mrv0541 02241221442D          

 21 25  0  0  0  0            999 V2000
    2.1434   -1.2375    0.0000 O   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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7565    2.6145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4209    3.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6005    3.2820    0.0000 O   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
    0.7145    2.0625    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
    1.4289    0.8250    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
    0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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
    4.2868    0.8250    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
    3.5724   -0.4125    0.0000 C   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  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  5 13  2  0  0  0  0
 13 14  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
  4 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
  3 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0301844

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C1C2=C(C=CC=C2)C2=C3C(C=CN=C13)=CC1=C2OCO1

> <INCHI_IDENTIFIER>
InChI=1S/C17H9NO3/c19-16-11-4-2-1-3-10(11)14-13-9(5-6-18-15(13)16)7-12-17(14)21-8-20-12/h1-7H,8H2

> <INCHI_KEY>
MUMCCPUVOAUBAN-UHFFFAOYSA-N

> <FORMULA>
C17H9NO3

> <MOLECULAR_WEIGHT>
275.2583

> <EXACT_MASS>
275.058243159

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
27.865671533315016

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]icosa-1(20),2(6),7,9,11,14(19),15,17-octaen-13-one

> <ALOGPS_LOGP>
2.74

> <JCHEM_LOGP>
2.8874665223333333

> <ALOGPS_LOGS>
-2.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.473867071137937

> <JCHEM_POLAR_SURFACE_AREA>
48.42

> <JCHEM_REFRACTIVITY>
75.39990000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.66e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]icosa-1(20),2(6),7,9,11,14(19),15,17-octaen-13-one

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0301844 (Liriodenine)

HMDB0301844
     RDKit          3D
Liriodenine
 30 34  0  0  0  0  0  0  0  0999 V2000
   -1.1831   -3.4626    1.1923 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8452   -2.3197    0.7799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7928   -1.2889    0.4021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1351   -1.5979    0.5077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0224   -0.6138    0.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6099    0.6135   -0.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2557    0.9109   -0.3969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3419   -0.0438   -0.0468 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0898    0.2239   -0.1371 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5516    1.4531   -0.5803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9096    1.7072   -0.6660 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7788    0.7113   -0.3012 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3220   -0.5184    0.1421 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2504   -1.4737    0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8349   -2.7041    0.9362 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5155   -2.9285    1.0114 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5658   -2.0316    0.6821 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9619   -0.7909    0.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1208    3.0131   -1.1382 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8918    3.7002   -1.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0373    2.6344   -1.0109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4823   -2.5603    0.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1102   -0.7805    0.2025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3384    1.3942   -0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9661    1.8788   -0.7461 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8553    0.9214   -0.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2942   -1.2113    0.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5637   -3.4812    1.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8565    4.2758   -0.0438 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7576    4.3694   -1.8830 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 11 19  1  0
 19 20  1  0
 20 21  1  0
 17  2  1  0
  8  3  1  0
 18  9  2  0
 21 10  1  0
 18 13  1  0
  4 22  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
 12 26  1  0
 14 27  1  0
 15 28  1  0
 20 29  1  0
 20 30  1  0
M  END
Download

PDB for HMDB0301844 (Liriodenine)

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.145   4.880   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.519   6.287   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.988   6.126   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       1.334  -0.770   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4   21                                                  
CONECT    4    3    5   18                                                  
CONECT    5    4    6   13                                                  
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    6   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12    5   14                                                  
CONECT   14   13    2   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18    4   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20    3                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   50    0
END
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3D PDB for HMDB0301844 (Liriodenine)

COMPND    HMDB0301844
HETATM    1  O1  UNL     1      -1.183  -3.463   1.192  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.845  -2.320   0.780  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.793  -1.289   0.402  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.135  -1.598   0.508  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.022  -0.614   0.147  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.610   0.613  -0.295  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.256   0.911  -0.397  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.342  -0.044  -0.047  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.090   0.224  -0.137  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.552   1.453  -0.580  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.910   1.707  -0.666  1.00  0.00           C  
HETATM   12  C11 UNL     1       2.779   0.711  -0.301  1.00  0.00           C  
HETATM   13  C12 UNL     1       2.322  -0.518   0.142  1.00  0.00           C  
HETATM   14  C13 UNL     1       3.250  -1.474   0.492  1.00  0.00           C  
HETATM   15  C14 UNL     1       2.835  -2.704   0.936  1.00  0.00           C  
HETATM   16  N1  UNL     1       1.515  -2.929   1.011  1.00  0.00           N  
HETATM   17  C15 UNL     1       0.566  -2.032   0.682  1.00  0.00           C  
HETATM   18  C16 UNL     1       0.962  -0.791   0.235  1.00  0.00           C  
HETATM   19  O2  UNL     1       2.121   3.013  -1.138  1.00  0.00           O  
HETATM   20  C17 UNL     1       0.892   3.700  -1.009  1.00  0.00           C  
HETATM   21  O3  UNL     1      -0.037   2.634  -1.011  1.00  0.00           O  
HETATM   22  H1  UNL     1      -3.482  -2.560   0.855  1.00  0.00           H  
HETATM   23  H2  UNL     1      -5.110  -0.781   0.202  1.00  0.00           H  
HETATM   24  H3  UNL     1      -4.338   1.394  -0.582  1.00  0.00           H  
HETATM   25  H4  UNL     1      -1.966   1.879  -0.746  1.00  0.00           H  
HETATM   26  H5  UNL     1       3.855   0.921  -0.372  1.00  0.00           H  
HETATM   27  H6  UNL     1       4.294  -1.211   0.402  1.00  0.00           H  
HETATM   28  H7  UNL     1       3.564  -3.481   1.221  1.00  0.00           H  
HETATM   29  H8  UNL     1       0.857   4.276  -0.044  1.00  0.00           H  
HETATM   30  H9  UNL     1       0.758   4.369  -1.883  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   17
CONECT    3    4    4    8
CONECT    4    5   22
CONECT    5    6    6   23
CONECT    6    7   24
CONECT    7    8    8   25
CONECT    8    9
CONECT    9   10   18   18
CONECT   10   11   11   21
CONECT   11   12   19
CONECT   12   13   13   26
CONECT   13   14   18
CONECT   14   15   15   27
CONECT   15   16   28
CONECT   16   17   17
CONECT   17   18
CONECT   19   20
CONECT   20   21   29   30
END
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SMILES for HMDB0301844 (Liriodenine)

O=C1C2=C(C=CC=C2)C2=C3C(C=CN=C13)=CC1=C2OCO1
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INCHI for HMDB0301844 (Liriodenine)

InChI=1S/C17H9NO3/c19-16-11-4-2-1-3-10(11)14-13-9(5-6-18-15(13)16)7-12-17(14)21-8-20-12/h1-7H,8H2
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View in JSmolView Stereo Labels
Synonyms
ValueSource
Micheline bChEBI
OxoushinsunineChEBI
SpermatheridineChEBI
Chemical FormulaC17H9NO3
Average Molecular Weight275.2583
Monoisotopic Molecular Weight275.058243159
IUPAC Name3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]icosa-1(20),2(6),7,9,11,14(19),15,17-octaen-13-one
Traditional Name3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]icosa-1(20),2(6),7,9,11,14(19),15,17-octaen-13-one
CAS Registry NumberNot Available
SMILES
O=C1C2=C(C=CC=C2)C2=C3C(C=CN=C13)=CC1=C2OCO1
InChI Identifier
InChI=1S/C17H9NO3/c19-16-11-4-2-1-3-10(11)14-13-9(5-6-18-15(13)16)7-12-17(14)21-8-20-12/h1-7H,8H2
InChI KeyMUMCCPUVOAUBAN-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.
KingdomOrganic compounds
Super ClassAlkaloids and derivatives
ClassAporphines
Sub ClassNot Available
Direct ParentAporphines
Alternative Parents
Substituents
  • Aporphine
  • Benzoquinoline
  • Phenanthrene
  • Isoquinoline
  • Naphthalene
  • Quinoline
  • Benzodioxole
  • Aryl ketone
  • Pyridine
  • Benzenoid
  • Heteroaromatic compound
  • Ketone
  • Azacycle
  • Oxacycle
  • Acetal
  • Organoheterocyclic compound
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Source
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP2.74ALOGPS
logP2.89ChemAxon
logS-2.8ALOGPS
pKa (Strongest Basic)3.47ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area48.42 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity75.4 m³·mol⁻¹ChemAxon
Polarizability27.87 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+161.29232859911
AllCCS[M+H-H2O]+157.44432859911
AllCCS[M+Na]+165.89832859911
AllCCS[M+NH4]+164.86932859911
AllCCS[M-H]-166.46232859911
AllCCS[M+Na-2H]-165.1232859911
AllCCS[M+HCOO]-163.77232859911
DeepCCS[M-2H]-195.17430932474
DeepCCS[M+Na]+170.5730932474

Predicted Kovats Retention Indices

Not Available
Spectra

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Liriodenine 10V, Positive-QTOFsplash10-004i-0090000000-d116764a1b549566ddc22016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Liriodenine 20V, Positive-QTOFsplash10-004i-0090000000-a812cfdc22b3b974a5712016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Liriodenine 40V, Positive-QTOFsplash10-0h0r-1090000000-4ab9af70321d2452c2ed2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Liriodenine 10V, Negative-QTOFsplash10-00di-0090000000-1cc2bb661a5f7d127cab2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Liriodenine 20V, Negative-QTOFsplash10-00di-0090000000-eccfb2a6124ec79bf0c32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Liriodenine 40V, Negative-QTOFsplash10-00di-0090000000-6018d8b7c05325657d512016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Liriodenine 10V, Positive-QTOFsplash10-004i-0090000000-8c2ae4f25793ef3df0582021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Liriodenine 20V, Positive-QTOFsplash10-004i-0090000000-8c2ae4f25793ef3df0582021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Liriodenine 40V, Positive-QTOFsplash10-004i-0090000000-64a6c3e76f87232752c42021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Liriodenine 10V, Negative-QTOFsplash10-00di-0090000000-9aa519e5953f4135a53a2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Liriodenine 20V, Negative-QTOFsplash10-00di-0090000000-9aa519e5953f4135a53a2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Liriodenine 40V, Negative-QTOFsplash10-00dj-0090000000-433b339890d9f33847b62021-10-21Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB001503
KNApSAcK IDC00001878
Chemspider IDNot Available
KEGG Compound IDC09567
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkLiriodenine
METLIN IDNot Available
PubChem Compound10144
PDB IDNot Available
ChEBI ID70649
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available