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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 07:00:06 UTC

Update Date

2021-09-23 07:00:06 UTC

HMDB ID

HMDB0302144

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Actinodaphnine

Description

Actinodaphnine 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. Actinodaphnine is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Actinodaphnine can be found in sweet bay, which makes actinodaphnine a potential biomarker for the consumption of this food product.

Structure

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

HMDB0302144
     RDKit          3D
Actinodaphnine
 40 44  0  0  0  0  0  0  0  0999 V2000
    4.7972    0.9621   -0.8297 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4638   -0.3843   -0.5604 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1976   -0.8215   -0.2636 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1547    0.1070   -0.2206 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8977   -0.3687    0.0809 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6750   -1.7039    0.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7553   -2.5911    0.2754 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0289   -2.1642   -0.0232 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0909   -3.0711   -0.0749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6343   -2.2182    0.7679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7502   -1.4856    0.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0350   -1.9372    0.5212 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9182   -1.0781    1.1926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0457    0.2814    0.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6694    0.8244    0.3168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4844    2.1656    0.2374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2255    2.6817    0.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1125    1.8481   -0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2980    0.4993    0.0325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5873   -0.0272    0.2135 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9842    2.6675   -0.2234 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4801    3.9204   -0.6441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8264    4.0016   -0.0531 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4089    1.2844   -1.8109 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3123    1.5917   -0.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8884    1.1497   -0.7007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3680    1.1319   -0.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5466   -3.6422    0.4772 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8778   -4.0385    0.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7312   -2.1852    1.8822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7295   -3.2934    0.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6825   -1.7059   -1.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4501   -2.5747   -0.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6865   -1.0096    2.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9498   -1.5316    1.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6279    0.2612   -0.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5410    0.9429    1.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3536    2.8078    0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2997    3.9383   -1.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1118    4.7651   -0.3035 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  6 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
  8  3  1  0
 20 11  1  0
 19  5  1  0
 20 15  2  0
 23 17  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 16 38  1  0
 22 39  1  0
 22 40  1  0
M  END

  Mrv0541 02241217302D          

 23 27  0  0  0  0            999 V2000
   -1.7794   -1.9765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5697   -1.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7279   -0.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0958   -0.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3327    0.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6999    0.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6999    1.7396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9096    1.9765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4349    1.2650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9096    0.6321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7513   -0.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3834   -0.6321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2253   -1.4232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4349   -1.6601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1177   -1.1855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9089   -1.4232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5417   -0.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2532   -1.1068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0398   -0.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5924    0.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3834   -0.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9368    0.4739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7279    0.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 13  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 12  2  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6 10  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
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 19  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 19  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 21  2  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302144

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=C2CC3NCCC4=C3C(=C3OCOC3=C4)C2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H17NO4/c1-21-14-7-11-10(5-13(14)20)4-12-16-9(2-3-19-12)6-15-18(17(11)16)23-8-22-15/h5-7,12,19-20H,2-4,8H2,1H3

> <INCHI_KEY>
VYJUHRAQPIBWNV-UHFFFAOYSA-N

> <FORMULA>
C18H17NO4

> <MOLECULAR_WEIGHT>
311.3319

> <EXACT_MASS>
311.115758037

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
33.30590822127517

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
17-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]icosa-1,6,8(20),14,16,18-hexaen-16-ol

> <ALOGPS_LOGP>
1.61

> <JCHEM_LOGP>
1.90943886862415

> <ALOGPS_LOGS>
-3.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.93129844873429

> <JCHEM_PKA_STRONGEST_BASIC>
9.210732585220347

> <JCHEM_POLAR_SURFACE_AREA>
59.95

> <JCHEM_REFRACTIVITY>
84.94260000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.60e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
17-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]icosa-1,6,8(20),14,16,18-hexaen-16-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302144
     RDKit          3D
Actinodaphnine
 40 44  0  0  0  0  0  0  0  0999 V2000
    4.7972    0.9621   -0.8297 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4638   -0.3843   -0.5604 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1976   -0.8215   -0.2636 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1547    0.1070   -0.2206 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8977   -0.3687    0.0809 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6750   -1.7039    0.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7553   -2.5911    0.2754 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0289   -2.1642   -0.0232 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0909   -3.0711   -0.0749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6343   -2.2182    0.7679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7502   -1.4856    0.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0350   -1.9372    0.5212 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9182   -1.0781    1.1926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0457    0.2814    0.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6694    0.8244    0.3168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4844    2.1656    0.2374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2255    2.6817    0.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1125    1.8481   -0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2980    0.4993    0.0325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5873   -0.0272    0.2135 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9842    2.6675   -0.2234 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4801    3.9204   -0.6441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8264    4.0016   -0.0531 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4089    1.2844   -1.8109 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3123    1.5917   -0.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8884    1.1497   -0.7007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3680    1.1319   -0.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5466   -3.6422    0.4772 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8778   -4.0385    0.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7312   -2.1852    1.8822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7295   -3.2934    0.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6825   -1.7059   -1.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4501   -2.5747   -0.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6865   -1.0096    2.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9498   -1.5316    1.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6279    0.2612   -0.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5410    0.9429    1.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3536    2.8078    0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2997    3.9383   -1.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1118    4.7651   -0.3035 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  6 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
  8  3  1  0
 20 11  1  0
 19  5  1  0
 20 15  2  0
 23 17  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 16 38  1  0
 22 39  1  0
 22 40  1  0
M  END

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  N   UNK     0      -3.322  -3.690   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -4.797  -3.247   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.092  -1.771   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.912  -0.738   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.354   0.738   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.173   1.771   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -3.173   3.247   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.698   3.690   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.812   2.361   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.698   1.180   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.403  -0.148   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.582  -1.180   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.287  -2.657   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.812  -3.099   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.220  -2.213   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.697  -2.657   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.878  -1.622   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.206  -2.066   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.074  -0.738   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.106   0.295   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.582  -0.148   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       3.615   0.885   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       5.092   0.442   0.000  0.00  0.00           C+0
CONECT    1    2   13                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   12                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    6    9   11                                                  
CONECT   11   10   12   19                                                  
CONECT   12    4   11   13                                                  
CONECT   13    1   12   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   19                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17                                                            
CONECT   19   11   15   20                                                  
CONECT   20   19   21                                                       
CONECT   21   17   20   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   54    0
END

COMPND    HMDB0302144
HETATM    1  C1  UNL     1       4.797   0.962  -0.830  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.464  -0.384  -0.560  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.198  -0.821  -0.264  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.155   0.107  -0.221  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.898  -0.369   0.081  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.675  -1.704   0.334  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.755  -2.591   0.275  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.029  -2.164  -0.023  1.00  0.00           C  
HETATM    9  O2  UNL     1       4.091  -3.071  -0.075  1.00  0.00           O  
HETATM   10  C8  UNL     1      -0.634  -2.218   0.768  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.750  -1.486   0.140  1.00  0.00           C  
HETATM   12  N1  UNL     1      -3.035  -1.937   0.521  1.00  0.00           N  
HETATM   13  C10 UNL     1      -3.918  -1.078   1.193  1.00  0.00           C  
HETATM   14  C11 UNL     1      -4.046   0.281   0.528  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.669   0.824   0.317  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.484   2.166   0.237  1.00  0.00           C  
HETATM   17  C14 UNL     1      -1.225   2.682   0.055  1.00  0.00           C  
HETATM   18  C15 UNL     1      -0.113   1.848  -0.050  1.00  0.00           C  
HETATM   19  C16 UNL     1      -0.298   0.499   0.033  1.00  0.00           C  
HETATM   20  C17 UNL     1      -1.587  -0.027   0.214  1.00  0.00           C  
HETATM   21  O3  UNL     1       0.984   2.668  -0.223  1.00  0.00           O  
HETATM   22  C18 UNL     1       0.480   3.920  -0.644  1.00  0.00           C  
HETATM   23  O4  UNL     1      -0.826   4.002  -0.053  1.00  0.00           O  
HETATM   24  H1  UNL     1       4.409   1.284  -1.811  1.00  0.00           H  
HETATM   25  H2  UNL     1       4.312   1.592  -0.031  1.00  0.00           H  
HETATM   26  H3  UNL     1       5.888   1.150  -0.701  1.00  0.00           H  
HETATM   27  H4  UNL     1       2.368   1.132  -0.425  1.00  0.00           H  
HETATM   28  H5  UNL     1       1.547  -3.642   0.477  1.00  0.00           H  
HETATM   29  H6  UNL     1       3.878  -4.039   0.115  1.00  0.00           H  
HETATM   30  H7  UNL     1      -0.731  -2.185   1.882  1.00  0.00           H  
HETATM   31  H8  UNL     1      -0.730  -3.293   0.481  1.00  0.00           H  
HETATM   32  H9  UNL     1      -1.682  -1.706  -1.002  1.00  0.00           H  
HETATM   33  H10 UNL     1      -3.450  -2.575  -0.156  1.00  0.00           H  
HETATM   34  H11 UNL     1      -3.687  -1.010   2.253  1.00  0.00           H  
HETATM   35  H12 UNL     1      -4.950  -1.532   1.129  1.00  0.00           H  
HETATM   36  H13 UNL     1      -4.628   0.261  -0.391  1.00  0.00           H  
HETATM   37  H14 UNL     1      -4.541   0.943   1.267  1.00  0.00           H  
HETATM   38  H15 UNL     1      -3.354   2.808   0.322  1.00  0.00           H  
HETATM   39  H16 UNL     1       0.300   3.938  -1.749  1.00  0.00           H  
HETATM   40  H17 UNL     1       1.112   4.765  -0.303  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   27
CONECT    5    6    6   19
CONECT    6    7   10
CONECT    7    8    8   28
CONECT    8    9
CONECT    9   29
CONECT   10   11   30   31
CONECT   11   12   20   32
CONECT   12   13   33
CONECT   13   14   34   35
CONECT   14   15   36   37
CONECT   15   16   20   20
CONECT   16   17   17   38
CONECT   17   18   23
CONECT   18   19   19   21
CONECT   19   20
CONECT   21   22
CONECT   22   23   39   40
END

HMDB0302144
     RDKit          3D
Actinodaphnine
 40 44  0  0  0  0  0  0  0  0999 V2000
    4.7972    0.9621   -0.8297 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4638   -0.3843   -0.5604 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1976   -0.8215   -0.2636 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1547    0.1070   -0.2206 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8977   -0.3687    0.0809 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6750   -1.7039    0.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7553   -2.5911    0.2754 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0289   -2.1642   -0.0232 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0909   -3.0711   -0.0749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6343   -2.2182    0.7679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7502   -1.4856    0.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0350   -1.9372    0.5212 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9182   -1.0781    1.1926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0457    0.2814    0.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6694    0.8244    0.3168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4844    2.1656    0.2374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2255    2.6817    0.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1125    1.8481   -0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2980    0.4993    0.0325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5873   -0.0272    0.2135 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9842    2.6675   -0.2234 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4801    3.9204   -0.6441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8264    4.0016   -0.0531 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4089    1.2844   -1.8109 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3123    1.5917   -0.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8884    1.1497   -0.7007 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3680    1.1319   -0.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5466   -3.6422    0.4772 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8778   -4.0385    0.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7312   -2.1852    1.8822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7295   -3.2934    0.4811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6825   -1.7059   -1.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4501   -2.5747   -0.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6865   -1.0096    2.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9498   -1.5316    1.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6279    0.2612   -0.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5410    0.9429    1.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3536    2.8078    0.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2997    3.9383   -1.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1118    4.7651   -0.3035 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  6 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
  8  3  1  0
 20 11  1  0
 19  5  1  0
 20 15  2  0
 23 17  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
 14 37  1  0
 16 38  1  0
 22 39  1  0
 22 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₈H₁₇NO₄

Average Molecular Weight

311.3319

Monoisotopic Molecular Weight

311.115758037

IUPAC Name

17-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]icosa-1,6,8(20),14,16,18-hexaen-16-ol

Traditional Name

17-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]icosa-1,6,8(20),14,16,18-hexaen-16-ol

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=C2CC3NCCC4=C3C(=C3OCOC3=C4)C2=C1

InChI Identifier

InChI=1S/C18H17NO4/c1-21-14-7-11-10(5-13(14)20)4-12-16-9(2-3-19-12)6-15-18(17(11)16)23-8-22-15/h5-7,12,19-20H,2-4,8H2,1H3

InChI Key

VYJUHRAQPIBWNV-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
Anisole
Aralkylamine
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Organoheterocyclic compound
Oxacycle
Secondary amine
Azacycle
Acetal
Ether
Secondary aliphatic amine
Hydrocarbon derivative
Organic oxygen compound
Organonitrogen compound
Organic nitrogen compound
Organooxygen compound
Amine
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0302144)

Food

Herb and spice

Herb

Sweet bay (FooDB: FOOD00097)

Process

Not Available

Role

Biological role

Anti septic (HMDB: HMDB0302144)

Industrial application

Agriculture

Pesticide (HMDB: HMDB0302144)

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	1.61	ALOGPS
logP	1.91	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	9.93	ChemAxon
pKa (Strongest Basic)	9.21	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	59.95 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	84.94 m³·mol⁻¹	ChemAxon
Polarizability	33.31 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	173.092	32859911
AllCCS	[M+H-H2O]+	169.692	32859911
AllCCS	[M+Na]+	177.15	32859911
AllCCS	[M+NH4]+	176.244	32859911
AllCCS	[M-H]-	179.034	32859911
AllCCS	[M+Na-2H]-	178.19	32859911
AllCCS	[M+HCOO]-	177.401	32859911
DeepCCS	[M+H]+	179.325	30932474
DeepCCS	[M-H]-	176.967	30932474
DeepCCS	[M-2H]-	210.417	30932474
DeepCCS	[M+Na]+	185.644	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Actinodaphnine,2TMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C)CC1C3=C(C=C4OCOC4=C23)CCN1[Si](C)(C)C	2910.5	Semi standard non polar	33892256
Actinodaphnine,2TMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C)CC1C3=C(C=C4OCOC4=C23)CCN1[Si](C)(C)C	2986.9	Standard non polar	33892256
Actinodaphnine,2TMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C)CC1C3=C(C=C4OCOC4=C23)CCN1[Si](C)(C)C	3711.5	Standard polar	33892256
Actinodaphnine,2TBDMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)CC1C3=C(C=C4OCOC4=C23)CCN1[Si](C)(C)C(C)(C)C	3343.3	Semi standard non polar	33892256
Actinodaphnine,2TBDMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)CC1C3=C(C=C4OCOC4=C23)CCN1[Si](C)(C)C(C)(C)C	3452.6	Standard non polar	33892256
Actinodaphnine,2TBDMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)CC1C3=C(C=C4OCOC4=C23)CCN1[Si](C)(C)C(C)(C)C	3917.2	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Actinodaphnine 10V, Positive-QTOF	splash10-03di-0029000000-64a574d6bb452e88cb99	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Actinodaphnine 20V, Positive-QTOF	splash10-03di-0096000000-448fc2cda223e1c3439b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Actinodaphnine 40V, Positive-QTOF	splash10-0h9r-0290000000-174c0126d0d025221f63	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Actinodaphnine 10V, Negative-QTOF	splash10-03di-0019000000-7c50d50dd07feaa54d83	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Actinodaphnine 20V, Negative-QTOF	splash10-03di-0069000000-d106c1cfcb4573db9d6d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Actinodaphnine 40V, Negative-QTOF	splash10-01p6-1090000000-71b803f08daea5c5f50e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Actinodaphnine 10V, Positive-QTOF	splash10-03di-0009000000-4631b5d1b4d93faf70b7	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Actinodaphnine 20V, Positive-QTOF	splash10-03di-0039000000-071c1f5550e51c522d70	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Actinodaphnine 40V, Positive-QTOF	splash10-03yr-0192000000-1862b5f414661c74804c	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Actinodaphnine 10V, Negative-QTOF	splash10-03di-0009000000-43e89ef889a2eb4f124e	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Actinodaphnine 20V, Negative-QTOF	splash10-03di-0069000000-c412019d55059fa67e84	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Actinodaphnine 40V, Negative-QTOF	splash10-0a4i-0098000000-ca3c14bb7c525b6bfa18	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB002192

KNApSAcK ID

Not Available

Chemspider ID

4265530

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5089476

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

Not Available

Showing metabocard for Actinodaphnine (HMDB0302144)

MOL for HMDB0302144 (Actinodaphnine)

3D MOL for HMDB0302144 (Actinodaphnine)

3D SDF for HMDB0302144 (Actinodaphnine)

3D-SDF for HMDB0302144 (Actinodaphnine)

PDB for HMDB0302144 (Actinodaphnine)

3D PDB for HMDB0302144 (Actinodaphnine)

SMILES for HMDB0302144 (Actinodaphnine)

INCHI for HMDB0302144 (Actinodaphnine)

Structure for HMDB0302144 (Actinodaphnine)

3D Structure for HMDB0302144 (Actinodaphnine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra