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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:55:10 UTC

Update Date

2022-03-07 02:55:50 UTC

HMDB ID

HMDB0038595

Secondary Accession Numbers

HMDB38595

Metabolite Identification

Common Name

Alkaloid AQC2

Description

Alkaloid AQC2 belongs to the class of organic compounds known as 3-alkylindoles. 3-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. Based on a literature review very few articles have been published on Alkaloid AQC2.

Structure

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

HMDB0038595
     RDKit          3D
Alkaloid AQC2
 46 49  0  0  0  0  0  0  0  0999 V2000
   -4.0207    1.6836   -0.5621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1533    0.5096   -0.9568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2471    0.0846    0.1712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3640    1.3020    0.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2972    1.3450   -0.5881 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1045    1.1635   -0.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8856    2.0347    0.4466 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1389    1.5697    0.5911 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2835    2.0900    1.2069 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4673    1.3873    1.2083 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4847    0.1583    0.5842 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3568   -0.3519   -0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1519    0.3434   -0.0329 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9184    0.0545   -0.5571 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4265   -1.1392   -1.2994 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9695   -2.2931   -0.5389 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9938   -2.8561    0.0474 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2339   -2.9133   -0.2986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3462   -2.3388    0.3601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2678   -0.9371   -0.2857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6938   -2.6889    0.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1621   -3.7522   -0.6853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5277   -1.8132    0.6004 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0179   -0.5639    1.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0462    1.5159   -0.9557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0691    1.8312    0.5324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6218    2.6422   -1.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7832   -0.3137   -1.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5218    0.8399   -1.7955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8809    1.1780    1.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9970    2.1834    0.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4099    2.3905   -1.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5218    0.6983   -1.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6054    2.9815    0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2399    3.0572    1.6889 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3692    1.7675    1.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4139   -0.4043    0.5796 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3560   -1.3220   -0.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3309   -1.4239   -1.9522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7609   -0.7488   -2.0886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2658   -2.3019    1.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3950   -0.7049    0.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3901   -1.1039   -1.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6143   -4.0559   -1.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9375    0.0134    1.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4714   -0.7981    2.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 20  3  1  0
 24  3  1  0
 14  6  2  0
 13  8  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  7 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  0
 15 39  1  0
 15 40  1  0
 19 41  1  0
 20 42  1  0
 20 43  1  0
 22 44  1  0
 24 45  1  0
 24 46  1  0
M  END


  Mrv0541 05061310322D          

 24 27  0  0  0  0            999 V2000
    0.1477    2.6897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9183    2.9846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7140    0.8529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2980    1.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9173    1.0673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0853    2.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4593    3.5743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6888    3.2794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5630    1.6133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1995    1.9448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7883    2.1699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7047    1.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9700    2.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2886    2.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0999    3.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0695    1.1301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4807    0.9051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.8353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5589    2.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6584    1.3552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9149    3.1826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1213    0.3852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1691    0.0206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7101    0.6103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  8  7  1  0  0  0  0
 12  5  2  0  0  0  0
 13  9  1  0  0  0  0
 13 12  1  0  0  0  0
 14  6  2  0  0  0  0
 14 12  1  0  0  0  0
 15  7  1  0  0  0  0
 15 13  2  0  0  0  0
 16 10  1  0  0  0  0
 17  9  1  0  0  0  0
 18 16  1  0  0  0  0
 19  2  1  0  0  0  0
 19  8  1  0  0  0  0
 19 10  1  0  0  0  0
 19 11  1  0  0  0  0
 20 11  1  0  0  0  0
 20 18  2  0  0  0  0
 21 14  1  0  0  0  0
 21 15  1  0  0  0  0
 22 17  2  0  0  0  0
 23 18  1  0  0  0  0
 24 16  1  0  0  0  0
 24 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038595

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC12CN=C(O)C(C1)OC(=O)CC1=C(CC2)NC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C19H22N2O3/c1-2-19-8-7-15-13(12-5-3-4-6-14(12)21-15)9-17(22)24-16(10-19)18(23)20-11-19/h3-6,16,21H,2,7-11H2,1H3,(H,20,23)

> <INCHI_KEY>
YUPRHHFLOLUPFG-UHFFFAOYSA-N

> <FORMULA>
C19H22N2O3

> <MOLECULAR_WEIGHT>
326.3896

> <EXACT_MASS>
326.16304258

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
34.31751733997827

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-ethyl-17-hydroxy-15-oxa-5,18-diazatetracyclo[14.3.1.0⁴,¹².0⁶,¹¹]icosa-4(12),6,8,10,17-pentaen-14-one

> <ALOGPS_LOGP>
2.95

> <JCHEM_LOGP>
3.1890562876666673

> <ALOGPS_LOGS>
-4.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.09738890938472

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.790972704249607

> <JCHEM_PKA_STRONGEST_BASIC>
3.7609390117507346

> <JCHEM_POLAR_SURFACE_AREA>
74.68

> <JCHEM_REFRACTIVITY>
90.57390000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.82e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-ethyl-17-hydroxy-15-oxa-5,18-diazatetracyclo[14.3.1.0⁴,¹².0⁶,¹¹]icosa-4(12),6,8,10,17-pentaen-14-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038595
     RDKit          3D
Alkaloid AQC2
 46 49  0  0  0  0  0  0  0  0999 V2000
   -4.0207    1.6836   -0.5621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1533    0.5096   -0.9568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2471    0.0846    0.1712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3640    1.3020    0.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2972    1.3450   -0.5881 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1045    1.1635   -0.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8856    2.0347    0.4466 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1389    1.5697    0.5911 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2835    2.0900    1.2069 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4673    1.3873    1.2083 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4847    0.1583    0.5842 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3568   -0.3519   -0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1519    0.3434   -0.0329 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9184    0.0545   -0.5571 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4265   -1.1392   -1.2994 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9695   -2.2931   -0.5389 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9938   -2.8561    0.0474 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2339   -2.9133   -0.2986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3462   -2.3388    0.3601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2678   -0.9371   -0.2857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6938   -2.6889    0.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1621   -3.7522   -0.6853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5277   -1.8132    0.6004 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0179   -0.5639    1.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0462    1.5159   -0.9557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0691    1.8312    0.5324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6218    2.6422   -1.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7832   -0.3137   -1.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5218    0.8399   -1.7955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8809    1.1780    1.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9970    2.1834    0.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4099    2.3905   -1.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5218    0.6983   -1.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6054    2.9815    0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2399    3.0572    1.6889 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3692    1.7675    1.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4139   -0.4043    0.5796 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3560   -1.3220   -0.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3309   -1.4239   -1.9522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7609   -0.7488   -2.0886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2658   -2.3019    1.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3950   -0.7049    0.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3901   -1.1039   -1.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6143   -4.0559   -1.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9375    0.0134    1.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4714   -0.7981    2.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 20  3  1  0
 24  3  1  0
 14  6  2  0
 13  8  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  7 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  0
 15 39  1  0
 15 40  1  0
 19 41  1  0
 20 42  1  0
 20 43  1  0
 22 44  1  0
 24 45  1  0
 24 46  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       0.276   5.021   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.714   5.571   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.799   1.592   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.890   2.680   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.312   1.992   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.493   4.168   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.591   6.672   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.152   6.122   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.651   3.011   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.106   3.630   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.471   4.050   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.915   3.480   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.544   4.181   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.005   4.568   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.786   5.702   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.863   2.110   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.497   1.690   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.425   1.559   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.910   4.601   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       1.229   2.530   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0       7.308   5.941   0.000  0.00  0.00           N+0
HETATM   22  O   UNK     0       7.693   0.719   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       2.182   0.038   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       5.059   1.139   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1   19                                                       
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3   12                                                       
CONECT    6    4   14                                                       
CONECT    7    8   15                                                       
CONECT    8    7   19                                                       
CONECT    9   13   17                                                       
CONECT   10   16   19                                                       
CONECT   11   19   20                                                       
CONECT   12    5   13   14                                                  
CONECT   13    9   12   15                                                  
CONECT   14    6   12   21                                                  
CONECT   15    7   13   21                                                  
CONECT   16   10   18   24                                                  
CONECT   17    9   22   24                                                  
CONECT   18   16   20   23                                                  
CONECT   19    2    8   10   11                                             
CONECT   20   11   18                                                       
CONECT   21   14   15                                                       
CONECT   22   17                                                            
CONECT   23   18                                                            
CONECT   24   16   17                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    HMDB0038595
HETATM    1  C1  UNL     1      -4.021   1.684  -0.562  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.153   0.510  -0.957  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.247   0.085   0.171  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.364   1.302   0.505  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.297   1.345  -0.588  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.104   1.164  -0.238  1.00  0.00           C  
HETATM    7  N1  UNL     1       1.886   2.035   0.447  1.00  0.00           N  
HETATM    8  C7  UNL     1       3.139   1.570   0.591  1.00  0.00           C  
HETATM    9  C8  UNL     1       4.283   2.090   1.207  1.00  0.00           C  
HETATM   10  C9  UNL     1       5.467   1.387   1.208  1.00  0.00           C  
HETATM   11  C10 UNL     1       5.485   0.158   0.584  1.00  0.00           C  
HETATM   12  C11 UNL     1       4.357  -0.352  -0.021  1.00  0.00           C  
HETATM   13  C12 UNL     1       3.152   0.343  -0.033  1.00  0.00           C  
HETATM   14  C13 UNL     1       1.918   0.054  -0.557  1.00  0.00           C  
HETATM   15  C14 UNL     1       1.427  -1.139  -1.299  1.00  0.00           C  
HETATM   16  C15 UNL     1       0.969  -2.293  -0.539  1.00  0.00           C  
HETATM   17  O1  UNL     1       1.994  -2.856   0.047  1.00  0.00           O  
HETATM   18  O2  UNL     1      -0.234  -2.913  -0.299  1.00  0.00           O  
HETATM   19  C16 UNL     1      -1.346  -2.339   0.360  1.00  0.00           C  
HETATM   20  C17 UNL     1      -1.268  -0.937  -0.286  1.00  0.00           C  
HETATM   21  C18 UNL     1      -2.694  -2.689   0.054  1.00  0.00           C  
HETATM   22  O3  UNL     1      -3.162  -3.752  -0.685  1.00  0.00           O  
HETATM   23  N2  UNL     1      -3.528  -1.813   0.600  1.00  0.00           N  
HETATM   24  C19 UNL     1      -3.018  -0.564   1.219  1.00  0.00           C  
HETATM   25  H1  UNL     1      -5.046   1.516  -0.956  1.00  0.00           H  
HETATM   26  H2  UNL     1      -4.069   1.831   0.532  1.00  0.00           H  
HETATM   27  H3  UNL     1      -3.622   2.642  -1.005  1.00  0.00           H  
HETATM   28  H4  UNL     1      -3.783  -0.314  -1.329  1.00  0.00           H  
HETATM   29  H5  UNL     1      -2.522   0.840  -1.796  1.00  0.00           H  
HETATM   30  H6  UNL     1      -0.881   1.178   1.490  1.00  0.00           H  
HETATM   31  H7  UNL     1      -1.997   2.183   0.549  1.00  0.00           H  
HETATM   32  H8  UNL     1      -0.410   2.391  -1.022  1.00  0.00           H  
HETATM   33  H9  UNL     1      -0.522   0.698  -1.447  1.00  0.00           H  
HETATM   34  H10 UNL     1       1.605   2.981   0.846  1.00  0.00           H  
HETATM   35  H11 UNL     1       4.240   3.057   1.689  1.00  0.00           H  
HETATM   36  H12 UNL     1       6.369   1.768   1.678  1.00  0.00           H  
HETATM   37  H13 UNL     1       6.414  -0.404   0.580  1.00  0.00           H  
HETATM   38  H14 UNL     1       4.356  -1.322  -0.518  1.00  0.00           H  
HETATM   39  H15 UNL     1       2.331  -1.424  -1.952  1.00  0.00           H  
HETATM   40  H16 UNL     1       0.761  -0.749  -2.089  1.00  0.00           H  
HETATM   41  H17 UNL     1      -1.266  -2.302   1.466  1.00  0.00           H  
HETATM   42  H18 UNL     1      -0.395  -0.705   0.247  1.00  0.00           H  
HETATM   43  H19 UNL     1      -1.390  -1.104  -1.321  1.00  0.00           H  
HETATM   44  H20 UNL     1      -2.614  -4.056  -1.484  1.00  0.00           H  
HETATM   45  H21 UNL     1      -3.937   0.013   1.449  1.00  0.00           H  
HETATM   46  H22 UNL     1      -2.471  -0.798   2.148  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   28   29
CONECT    3    4   20   24
CONECT    4    5   30   31
CONECT    5    6   32   33
CONECT    6    7   14   14
CONECT    7    8   34
CONECT    8    9    9   13
CONECT    9   10   35
CONECT   10   11   11   36
CONECT   11   12   37
CONECT   12   13   13   38
CONECT   13   14
CONECT   14   15
CONECT   15   16   39   40
CONECT   16   17   17   18
CONECT   18   19
CONECT   19   20   21   41
CONECT   20   42   43
CONECT   21   22   23   23
CONECT   22   44
CONECT   23   24
CONECT   24   45   46
END

HMDB0038595
     RDKit          3D
Alkaloid AQC2
 46 49  0  0  0  0  0  0  0  0999 V2000
   -4.0207    1.6836   -0.5621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1533    0.5096   -0.9568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2471    0.0846    0.1712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3640    1.3020    0.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2972    1.3450   -0.5881 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1045    1.1635   -0.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8856    2.0347    0.4466 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1389    1.5697    0.5911 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2835    2.0900    1.2069 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4673    1.3873    1.2083 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4847    0.1583    0.5842 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3568   -0.3519   -0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1519    0.3434   -0.0329 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9184    0.0545   -0.5571 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4265   -1.1392   -1.2994 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9695   -2.2931   -0.5389 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9938   -2.8561    0.0474 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2339   -2.9133   -0.2986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3462   -2.3388    0.3601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2678   -0.9371   -0.2857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6938   -2.6889    0.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1621   -3.7522   -0.6853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5277   -1.8132    0.6004 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0179   -0.5639    1.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0462    1.5159   -0.9557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0691    1.8312    0.5324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6218    2.6422   -1.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7832   -0.3137   -1.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5218    0.8399   -1.7955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8809    1.1780    1.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9970    2.1834    0.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4099    2.3905   -1.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5218    0.6983   -1.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6054    2.9815    0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2399    3.0572    1.6889 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3692    1.7675    1.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4139   -0.4043    0.5796 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3560   -1.3220   -0.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3309   -1.4239   -1.9522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7609   -0.7488   -2.0886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2658   -2.3019    1.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3950   -0.7049    0.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3901   -1.1039   -1.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6143   -4.0559   -1.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9375    0.0134    1.4486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4714   -0.7981    2.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 20  3  1  0
 24  3  1  0
 14  6  2  0
 13  8  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  7 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  0
 15 39  1  0
 15 40  1  0
 19 41  1  0
 20 42  1  0
 20 43  1  0
 22 44  1  0
 24 45  1  0
 24 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
AQC2	HMDB

Chemical Formula

C₁₉H₂₂N₂O₃

Average Molecular Weight

326.3896

Monoisotopic Molecular Weight

326.16304258

IUPAC Name

1-ethyl-17-hydroxy-15-oxa-5,18-diazatetracyclo[14.3.1.0⁴,¹².0⁶,¹¹]icosa-4(12),6,8,10,17-pentaen-14-one

Traditional Name

1-ethyl-17-hydroxy-15-oxa-5,18-diazatetracyclo[14.3.1.0⁴,¹².0⁶,¹¹]icosa-4(12),6,8,10,17-pentaen-14-one

CAS Registry Number

139955-86-5

SMILES

CCC12CN=C(O)C(C1)OC(=O)CC1=C(CC2)NC2=CC=CC=C12

InChI Identifier

InChI=1S/C19H22N2O3/c1-2-19-8-7-15-13(12-5-3-4-6-14(12)21-15)9-17(22)24-16(10-19)18(23)20-11-19/h3-6,16,21H,2,7-11H2,1H3,(H,20,23)

InChI Key

YUPRHHFLOLUPFG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

3-alkylindoles

Alternative Parents

Substituents

3-alkylindole
Tetrahydropyridine
Benzenoid
Pyrrole
Heteroaromatic compound
Cyclic carboximidic acid
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Oxacycle
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Azacycle
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Hydrocarbon derivative
Organic nitrogen compound
Organic oxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0038595)
Cytoplasm (HMDB: HMDB0038595)

Source

Exogenous

Exogenous (HMDB: HMDB0038595)

Food

Food (HMDB: HMDB0038595)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0038595)

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
Water Solubility	0.018 g/L	ALOGPS
logP	2.95	ALOGPS
logP	3.19	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	5.79	ChemAxon
pKa (Strongest Basic)	3.76	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.68 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	90.57 m³·mol⁻¹	ChemAxon
Polarizability	34.32 Å³	ChemAxon
Number of Rings	4	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
DarkChem	[M+H]+	178.273	31661259
DarkChem	[M-H]-	172.661	31661259
DeepCCS	[M-2H]-	201.965	30932474
DeepCCS	[M+Na]+	177.192	30932474
AllCCS	[M+H]+	180.2	32859911
AllCCS	[M+H-H2O]+	176.9	32859911
AllCCS	[M+NH4]+	183.2	32859911
AllCCS	[M+Na]+	184.1	32859911
AllCCS	[M-H]-	185.9	32859911
AllCCS	[M+Na-2H]-	185.7	32859911
AllCCS	[M+HCOO]-	185.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Alkaloid AQC2	CCC12CN=C(O)C(C1)OC(=O)CC1=C(CC2)NC2=CC=CC=C12	3912.3	Standard polar	33892256
Alkaloid AQC2	CCC12CN=C(O)C(C1)OC(=O)CC1=C(CC2)NC2=CC=CC=C12	2883.2	Standard non polar	33892256
Alkaloid AQC2	CCC12CN=C(O)C(C1)OC(=O)CC1=C(CC2)NC2=CC=CC=C12	3230.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Alkaloid AQC2,1TMS,isomer #1	CCC12CCC3=C(CC(=O)OC(C1)C(O[Si](C)(C)C)=NC2)C1=CC=CC=C1[NH]3	3070.4	Semi standard non polar	33892256
Alkaloid AQC2,1TMS,isomer #2	CCC12CCC3=C(CC(=O)OC(C1)C(O)=NC2)C1=CC=CC=C1N3[Si](C)(C)C	3068.0	Semi standard non polar	33892256
Alkaloid AQC2,2TMS,isomer #1	CCC12CCC3=C(CC(=O)OC(C1)C(O[Si](C)(C)C)=NC2)C1=CC=CC=C1N3[Si](C)(C)C	3058.1	Semi standard non polar	33892256
Alkaloid AQC2,2TMS,isomer #1	CCC12CCC3=C(CC(=O)OC(C1)C(O[Si](C)(C)C)=NC2)C1=CC=CC=C1N3[Si](C)(C)C	2804.6	Standard non polar	33892256
Alkaloid AQC2,1TBDMS,isomer #1	CCC12CCC3=C(CC(=O)OC(C1)C(O[Si](C)(C)C(C)(C)C)=NC2)C1=CC=CC=C1[NH]3	3277.8	Semi standard non polar	33892256
Alkaloid AQC2,1TBDMS,isomer #2	CCC12CCC3=C(CC(=O)OC(C1)C(O)=NC2)C1=CC=CC=C1N3[Si](C)(C)C(C)(C)C	3233.2	Semi standard non polar	33892256
Alkaloid AQC2,2TBDMS,isomer #1	CCC12CCC3=C(CC(=O)OC(C1)C(O[Si](C)(C)C(C)(C)C)=NC2)C1=CC=CC=C1N3[Si](C)(C)C(C)(C)C	3377.7	Semi standard non polar	33892256
Alkaloid AQC2,2TBDMS,isomer #1	CCC12CCC3=C(CC(=O)OC(C1)C(O[Si](C)(C)C(C)(C)C)=NC2)C1=CC=CC=C1N3[Si](C)(C)C(C)(C)C	3172.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Alkaloid AQC2 GC-MS (Non-derivatized) - 70eV, Positive	splash10-0292-4092000000-251069a2471e83d9dc21	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Alkaloid AQC2 GC-MS (1 TMS) - 70eV, Positive	splash10-00si-9037000000-7f7dc0748627f0cbf5b0	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Alkaloid AQC2 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 - Alkaloid AQC2 10V, Positive-QTOF	splash10-004i-0009000000-a45f4f548a4b6b92ef98	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alkaloid AQC2 20V, Positive-QTOF	splash10-056r-0029000000-8fef0549a5c7d5538eb9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alkaloid AQC2 40V, Positive-QTOF	splash10-0007-4900000000-dd46ed22d1b5cb38822a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alkaloid AQC2 10V, Negative-QTOF	splash10-004i-0019000000-419377dfda98f612358b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alkaloid AQC2 20V, Negative-QTOF	splash10-004i-1569000000-a63f90d04bea762d4204	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alkaloid AQC2 40V, Negative-QTOF	splash10-0006-6951000000-5037c78b61a55186a962	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alkaloid AQC2 10V, Positive-QTOF	splash10-004i-0009000000-f7a88b7f31f398132ab9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alkaloid AQC2 20V, Positive-QTOF	splash10-004i-0079000000-9a4d0ced20c38ea16376	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alkaloid AQC2 40V, Positive-QTOF	splash10-014i-1090000000-962f68315f3f933837b2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alkaloid AQC2 10V, Negative-QTOF	splash10-004i-0009000000-1e3f5bc546151315fe8f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alkaloid AQC2 20V, Negative-QTOF	splash10-004i-1009000000-c7f5ff0fb90205d84a4e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alkaloid AQC2 40V, Negative-QTOF	splash10-00kf-3091000000-3173ca5f4aca66ea43a9	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB017986

KNApSAcK ID

C00002282

Chemspider ID

35014612

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85634496

PDB ID

Not Available

ChEBI ID

174384

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 Alkaloid AQC2 (HMDB0038595)

MOL for HMDB0038595 (Alkaloid AQC2)

3D MOL for HMDB0038595 (Alkaloid AQC2)

3D SDF for HMDB0038595 (Alkaloid AQC2)

3D-SDF for HMDB0038595 (Alkaloid AQC2)

PDB for HMDB0038595 (Alkaloid AQC2)

3D PDB for HMDB0038595 (Alkaloid AQC2)

SMILES for HMDB0038595 (Alkaloid AQC2)

INCHI for HMDB0038595 (Alkaloid AQC2)

Structure for HMDB0038595 (Alkaloid AQC2)

3D Structure for HMDB0038595 (Alkaloid AQC2)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra