Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 21:34:43 UTC

Update Date

2022-11-23 22:29:20 UTC

HMDB ID

HMDB0259121

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Trequinsin

Description

9,10-dimethoxy-3-methyl-2-[(2,4,6-trimethylphenyl)imino]-2H,3H,4H,6H,7H-pyrimido[4,3-a]isoquinolin-4-one belongs to the class of organic compounds known as pyridopyrimidines. Pyridopyrimidines are compounds containing a pyridopyrimidine, which consists of a pyridine fused to a pyrimidine. Pyridine is 6-membered ring consisting of five carbon atoms and a nitrogen atom. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions. Based on a literature review very few articles have been published on 9,10-dimethoxy-3-methyl-2-[(2,4,6-trimethylphenyl)imino]-2H,3H,4H,6H,7H-pyrimido[4,3-a]isoquinolin-4-one. This compound has been identified in human blood as reported by (PMID: 31557052 ). Trequinsin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Trequinsin is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1652309112123352D          

 30 33  0  0  0  0            999 V2000
    1.5395    2.2243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.5099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    0.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    0.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.5099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -0.6336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.7770    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -3.4914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -0.6336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  0  0  0  0
  9  5  1  4  0  0  0
  9 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
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 12 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 10 24  1  0  0  0  0
 24 25  1  0  0  0  0
 16 26  1  0  0  0  0
 26 27  1  0  0  0  0
 15 28  1  0  0  0  0
 28 29  1  0  0  0  0
  4 30  1  0  0  0  0
M  END

HMDB0259121
     RDKit          3D
trequinsin
 57 60  0  0  0  0  0  0  0  0999 V2000
    6.5253    1.6853   -0.4080 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2926    2.0791    0.1552 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1746    1.2566   -0.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3037    0.1263   -0.8639 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1914   -0.6850   -1.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9750   -0.3303   -0.5742 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8073    0.7828    0.1873 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9390    1.5725    0.4145 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8566    2.7354    1.1868 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6586    3.1773    1.7722 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8578   -1.2516   -0.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3952   -0.8574   -0.3327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4623   -1.6843   -0.6057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6580   -1.3904   -0.2523 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0257   -0.2123    0.4439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2409   -0.2833    1.8065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1005   -1.5566    2.5758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6023    0.9032    2.4549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7395    2.0933    1.7715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1247    3.3389    2.4859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5136    2.1088    0.4147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1553    0.9670   -0.2715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9134    1.0022   -1.7474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2712   -2.8390   -1.2604 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4094   -3.7249   -1.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0632   -3.2199   -1.6606 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1574   -4.3053   -2.2827 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0181   -2.4161   -1.4001 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3320   -2.9011   -1.7431 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3042   -1.8456   -2.0192 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2381    2.5285   -0.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3881    1.5712   -1.5034 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8809    0.7515    0.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2519   -0.1786   -1.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9195    1.1403    0.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9190    4.0744    2.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1726    2.4139    2.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9821    3.4901    0.9511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5370    0.0611    0.1845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0649   -1.7817    2.8470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5171   -2.3814    1.9481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7818   -1.4550    3.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7791    0.8732    3.5386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9204    3.8952    1.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5210    3.1331    3.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2643    4.0432    2.5441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6235    3.0509   -0.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9987    1.5428   -2.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0158    0.0072   -2.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7649    1.6133   -2.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0749   -4.7433   -1.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9931   -3.2875   -2.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0907   -3.7878   -0.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6816   -3.6567   -0.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1755   -3.4684   -2.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -2.2846   -1.9369 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2623   -1.4903   -3.0898 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
  9 10  1  0
  6 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  3
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 13 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
  8  3  1  0
 28 11  1  0
 30  5  1  0
 22 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  7 35  1  0
 10 36  1  0
 10 37  1  0
 10 38  1  0
 12 39  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 23 48  1  0
 23 49  1  0
 23 50  1  0
 25 51  1  0
 25 52  1  0
 25 53  1  0
 29 54  1  0
 29 55  1  0
 30 56  1  0
 30 57  1  0
M  END


  Mrv1652309112123352D          

 30 33  0  0  0  0            999 V2000
    1.5395    2.2243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.5099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    0.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    0.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.5099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -0.6336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.7770    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -3.4914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -0.6336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  0  0  0  0
  9  5  1  4  0  0  0
  9 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
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 12 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 10 24  1  0  0  0  0
 24 25  1  0  0  0  0
 16 26  1  0  0  0  0
 26 27  1  0  0  0  0
 15 28  1  0  0  0  0
 28 29  1  0  0  0  0
  4 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259121

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC)C=C2C(CCN3C(=O)N(C)C(C=C23)=NC2=C(C)C=C(C)C=C2C)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H27N3O3/c1-14-9-15(2)23(16(3)10-14)25-22-13-19-18-12-21(30-6)20(29-5)11-17(18)7-8-27(19)24(28)26(22)4/h9-13H,7-8H2,1-6H3

> <INCHI_KEY>
MCMSJVMUSBZUCN-UHFFFAOYSA-N

> <FORMULA>
C24H27N3O3

> <MOLECULAR_WEIGHT>
405.498

> <EXACT_MASS>
405.205241741

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
45.701943402649825

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9,10-dimethoxy-3-methyl-2-[(2,4,6-trimethylphenyl)imino]-2H,3H,4H,6H,7H-pyrimido[4,3-a]isoquinolin-4-one

> <ALOGPS_LOGP>
4.27

> <JCHEM_LOGP>
4.578401048333332

> <ALOGPS_LOGS>
-4.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
5.367798304981825

> <JCHEM_POLAR_SURFACE_AREA>
54.370000000000005

> <JCHEM_REFRACTIVITY>
121.55099999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.61e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9,10-dimethoxy-3-methyl-2-[(2,4,6-trimethylphenyl)imino]-6H,7H-pyrimido[4,3-a]isoquinolin-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259121
     RDKit          3D
trequinsin
 57 60  0  0  0  0  0  0  0  0999 V2000
    6.5253    1.6853   -0.4080 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2926    2.0791    0.1552 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1746    1.2566   -0.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3037    0.1263   -0.8639 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1914   -0.6850   -1.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9750   -0.3303   -0.5742 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8073    0.7828    0.1873 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9390    1.5725    0.4145 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8566    2.7354    1.1868 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6586    3.1773    1.7722 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8578   -1.2516   -0.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3952   -0.8574   -0.3327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4623   -1.6843   -0.6057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6580   -1.3904   -0.2523 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0257   -0.2123    0.4439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2409   -0.2833    1.8065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1005   -1.5566    2.5758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6023    0.9032    2.4549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7395    2.0933    1.7715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1247    3.3389    2.4859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5136    2.1088    0.4147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1553    0.9670   -0.2715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9134    1.0022   -1.7474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2712   -2.8390   -1.2604 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4094   -3.7249   -1.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0632   -3.2199   -1.6606 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1574   -4.3053   -2.2827 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0181   -2.4161   -1.4001 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3320   -2.9011   -1.7431 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3042   -1.8456   -2.0192 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2381    2.5285   -0.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3881    1.5712   -1.5034 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8809    0.7515    0.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2519   -0.1786   -1.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9195    1.1403    0.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9190    4.0744    2.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1726    2.4139    2.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9821    3.4901    0.9511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5370    0.0611    0.1845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0649   -1.7817    2.8470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5171   -2.3814    1.9481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7818   -1.4550    3.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7791    0.8732    3.5386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9204    3.8952    1.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5210    3.1331    3.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2643    4.0432    2.5441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6235    3.0509   -0.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9987    1.5428   -2.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0158    0.0072   -2.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7649    1.6133   -2.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0749   -4.7433   -1.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9931   -3.2875   -2.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0907   -3.7878   -0.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6816   -3.6567   -0.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1755   -3.4684   -2.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -2.2846   -1.9369 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2623   -1.4903   -3.0898 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
  9 10  1  0
  6 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  3
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 13 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
  8  3  1  0
 28 11  1  0
 30  5  1  0
 22 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  7 35  1  0
 10 36  1  0
 10 37  1  0
 10 38  1  0
 12 39  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 23 48  1  0
 23 49  1  0
 23 50  1  0
 25 51  1  0
 25 52  1  0
 25 53  1  0
 29 54  1  0
 29 55  1  0
 30 56  1  0
 30 57  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       2.874   4.152   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.104   2.818   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.874   1.485   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.104   0.151   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.564   0.151   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.206   1.485   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.564   2.818   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.746   1.485   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -0.206  -1.183   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       0.564  -2.516   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.104  -2.516   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.874  -3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.414  -3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.184  -2.516   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.724  -2.516   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.494  -3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.724  -5.184   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.184  -5.184   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.414  -6.517   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.874  -6.517   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       2.104  -5.184   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       0.564  -5.184   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.206  -6.517   0.000  0.00  0.00           O+0
HETATM   24  N   UNK     0      -0.206  -3.850   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0      -1.746  -3.850   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       9.034  -3.850   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       9.804  -2.516   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       7.494  -1.183   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       9.034  -1.183   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.874  -1.183   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   30                                                  
CONECT    5    4    6    9                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    2                                                       
CONECT    8    6                                                            
CONECT    9    5   10                                                       
CONECT   10    9   11   24                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   21                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   28                                                  
CONECT   16   15   17   26                                                  
CONECT   17   16   18                                                       
CONECT   18   17   13   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   12   22                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   10   25                                                  
CONECT   25   24                                                            
CONECT   26   16   27                                                       
CONECT   27   26                                                            
CONECT   28   15   29                                                       
CONECT   29   28                                                            
CONECT   30    4                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0259121
HETATM    1  C1  UNL     1       6.525   1.685  -0.408  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.293   2.079   0.155  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.175   1.257  -0.099  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.304   0.126  -0.864  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.191  -0.685  -1.112  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.975  -0.330  -0.574  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.807   0.783   0.187  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.939   1.573   0.415  1.00  0.00           C  
HETATM    9  O2  UNL     1       2.857   2.735   1.187  1.00  0.00           O  
HETATM   10  C8  UNL     1       1.659   3.177   1.772  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.858  -1.252  -0.750  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.395  -0.857  -0.333  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.462  -1.684  -0.606  1.00  0.00           C  
HETATM   14  N1  UNL     1      -2.658  -1.390  -0.252  1.00  0.00           N  
HETATM   15  C12 UNL     1      -3.026  -0.212   0.444  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.241  -0.283   1.807  1.00  0.00           C  
HETATM   17  C14 UNL     1      -3.101  -1.557   2.576  1.00  0.00           C  
HETATM   18  C15 UNL     1      -3.602   0.903   2.455  1.00  0.00           C  
HETATM   19  C16 UNL     1      -3.740   2.093   1.772  1.00  0.00           C  
HETATM   20  C17 UNL     1      -4.125   3.339   2.486  1.00  0.00           C  
HETATM   21  C18 UNL     1      -3.514   2.109   0.415  1.00  0.00           C  
HETATM   22  C19 UNL     1      -3.155   0.967  -0.271  1.00  0.00           C  
HETATM   23  C20 UNL     1      -2.913   1.002  -1.747  1.00  0.00           C  
HETATM   24  N2  UNL     1      -1.271  -2.839  -1.260  1.00  0.00           N  
HETATM   25  C21 UNL     1      -2.409  -3.725  -1.556  1.00  0.00           C  
HETATM   26  C22 UNL     1      -0.063  -3.220  -1.661  1.00  0.00           C  
HETATM   27  O3  UNL     1       0.157  -4.305  -2.283  1.00  0.00           O  
HETATM   28  N3  UNL     1       1.018  -2.416  -1.400  1.00  0.00           N  
HETATM   29  C23 UNL     1       2.332  -2.901  -1.743  1.00  0.00           C  
HETATM   30  C24 UNL     1       3.304  -1.846  -2.019  1.00  0.00           C  
HETATM   31  H1  UNL     1       7.238   2.528  -0.241  1.00  0.00           H  
HETATM   32  H2  UNL     1       6.388   1.571  -1.503  1.00  0.00           H  
HETATM   33  H3  UNL     1       6.881   0.751   0.070  1.00  0.00           H  
HETATM   34  H4  UNL     1       5.252  -0.179  -1.298  1.00  0.00           H  
HETATM   35  H5  UNL     1       0.920   1.140   0.643  1.00  0.00           H  
HETATM   36  H6  UNL     1       1.919   4.074   2.390  1.00  0.00           H  
HETATM   37  H7  UNL     1       1.173   2.414   2.406  1.00  0.00           H  
HETATM   38  H8  UNL     1       0.982   3.490   0.951  1.00  0.00           H  
HETATM   39  H9  UNL     1      -0.537   0.061   0.184  1.00  0.00           H  
HETATM   40  H10 UNL     1      -2.065  -1.782   2.847  1.00  0.00           H  
HETATM   41  H11 UNL     1      -3.517  -2.381   1.948  1.00  0.00           H  
HETATM   42  H12 UNL     1      -3.782  -1.455   3.459  1.00  0.00           H  
HETATM   43  H13 UNL     1      -3.779   0.873   3.539  1.00  0.00           H  
HETATM   44  H14 UNL     1      -4.920   3.895   1.918  1.00  0.00           H  
HETATM   45  H15 UNL     1      -4.521   3.133   3.485  1.00  0.00           H  
HETATM   46  H16 UNL     1      -3.264   4.043   2.544  1.00  0.00           H  
HETATM   47  H17 UNL     1      -3.624   3.051  -0.118  1.00  0.00           H  
HETATM   48  H18 UNL     1      -1.999   1.543  -2.006  1.00  0.00           H  
HETATM   49  H19 UNL     1      -3.016   0.007  -2.200  1.00  0.00           H  
HETATM   50  H20 UNL     1      -3.765   1.613  -2.166  1.00  0.00           H  
HETATM   51  H21 UNL     1      -2.075  -4.743  -1.775  1.00  0.00           H  
HETATM   52  H22 UNL     1      -2.993  -3.288  -2.396  1.00  0.00           H  
HETATM   53  H23 UNL     1      -3.091  -3.788  -0.673  1.00  0.00           H  
HETATM   54  H24 UNL     1       2.682  -3.657  -0.983  1.00  0.00           H  
HETATM   55  H25 UNL     1       2.176  -3.468  -2.727  1.00  0.00           H  
HETATM   56  H26 UNL     1       4.357  -2.285  -1.937  1.00  0.00           H  
HETATM   57  H27 UNL     1       3.262  -1.490  -3.090  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   34
CONECT    5    6    6   30
CONECT    6    7   11
CONECT    7    8    8   35
CONECT    8    9
CONECT    9   10
CONECT   10   36   37   38
CONECT   11   12   12   28
CONECT   12   13   39
CONECT   13   14   14   24
CONECT   14   15
CONECT   15   16   16   22
CONECT   16   17   18
CONECT   17   40   41   42
CONECT   18   19   19   43
CONECT   19   20   21
CONECT   20   44   45   46
CONECT   21   22   22   47
CONECT   22   23
CONECT   23   48   49   50
CONECT   24   25   26
CONECT   25   51   52   53
CONECT   26   27   27   28
CONECT   28   29
CONECT   29   30   54   55
CONECT   30   56   57
END

HMDB0259121
     RDKit          3D
trequinsin
 57 60  0  0  0  0  0  0  0  0999 V2000
    6.5253    1.6853   -0.4080 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2926    2.0791    0.1552 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1746    1.2566   -0.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3037    0.1263   -0.8639 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1914   -0.6850   -1.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9750   -0.3303   -0.5742 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8073    0.7828    0.1873 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9390    1.5725    0.4145 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8566    2.7354    1.1868 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6586    3.1773    1.7722 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8578   -1.2516   -0.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3952   -0.8574   -0.3327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4623   -1.6843   -0.6057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6580   -1.3904   -0.2523 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0257   -0.2123    0.4439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2409   -0.2833    1.8065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1005   -1.5566    2.5758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6023    0.9032    2.4549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7395    2.0933    1.7715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1247    3.3389    2.4859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5136    2.1088    0.4147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1553    0.9670   -0.2715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9134    1.0022   -1.7474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2712   -2.8390   -1.2604 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4094   -3.7249   -1.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0632   -3.2199   -1.6606 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1574   -4.3053   -2.2827 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0181   -2.4161   -1.4001 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3320   -2.9011   -1.7431 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3042   -1.8456   -2.0192 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2381    2.5285   -0.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3881    1.5712   -1.5034 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8809    0.7515    0.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2519   -0.1786   -1.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9195    1.1403    0.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9190    4.0744    2.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1726    2.4139    2.4057 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9821    3.4901    0.9511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5370    0.0611    0.1845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0649   -1.7817    2.8470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5171   -2.3814    1.9481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7818   -1.4550    3.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7791    0.8732    3.5386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9204    3.8952    1.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5210    3.1331    3.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2643    4.0432    2.5441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6235    3.0509   -0.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9987    1.5428   -2.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0158    0.0072   -2.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7649    1.6133   -2.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0749   -4.7433   -1.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9931   -3.2875   -2.3958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0907   -3.7878   -0.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6816   -3.6567   -0.9834 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1755   -3.4684   -2.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -2.2846   -1.9369 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2623   -1.4903   -3.0898 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
  9 10  1  0
  6 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  3
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 13 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
  8  3  1  0
 28 11  1  0
 30  5  1  0
 22 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  7 35  1  0
 10 36  1  0
 10 37  1  0
 10 38  1  0
 12 39  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 18 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 21 47  1  0
 23 48  1  0
 23 49  1  0
 23 50  1  0
 25 51  1  0
 25 52  1  0
 25 53  1  0
 29 54  1  0
 29 55  1  0
 30 56  1  0
 30 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,3,6,7-Tetrahydro-9,10-dimethoxy-3-methyl-2-((2,4,6-trimethylphenyl)imino)-4H-pyrimido(6,1-a)isoquinolin-4-one, monohydrochloride	MeSH
Trequinsin hydrochloride	MeSH

Chemical Formula

C₂₄H₂₇N₃O₃

Average Molecular Weight

405.498

Monoisotopic Molecular Weight

405.205241741

IUPAC Name

9,10-dimethoxy-3-methyl-2-[(2,4,6-trimethylphenyl)imino]-2H,3H,4H,6H,7H-pyrimido[4,3-a]isoquinolin-4-one

Traditional Name

9,10-dimethoxy-3-methyl-2-[(2,4,6-trimethylphenyl)imino]-6H,7H-pyrimido[4,3-a]isoquinolin-4-one

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C=C2C(CCN3C(=O)N(C)C(C=C23)=NC2=C(C)C=C(C)C=C2C)=C1

InChI Identifier

InChI=1S/C24H27N3O3/c1-14-9-15(2)23(16(3)10-14)25-22-13-19-18-12-21(30-6)20(29-5)11-17(18)7-8-27(19)24(28)26(22)4/h9-13H,7-8H2,1-6H3

InChI Key

MCMSJVMUSBZUCN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyridopyrimidines. Pyridopyrimidines are compounds containing a pyridopyrimidine, which consists of a pyridine fused to a pyrimidine. Pyridine is 6-membered ring consisting of five carbon atoms and a nitrogen atom. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridopyrimidines

Sub Class

Not Available

Direct Parent

Pyridopyrimidines

Alternative Parents

Substituents

Pyridopyrimidine
Anisole
Alkyl aryl ether
Pyrimidone
Monocyclic benzene moiety
Pyridine
Pyrimidine
Imidolactam
Benzenoid
Heteroaromatic compound
Urea
Azacycle
Ether
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

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	4.27	ALOGPS
logP	4.58	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Basic)	5.37	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	121.55 m³·mol⁻¹	ChemAxon
Polarizability	45.7 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
DeepCCS	[M-2H]-	229.736	30932474
DeepCCS	[M+Na]+	205.185	30932474
AllCCS	[M+H]+	198.3	32859911
AllCCS	[M+H-H2O]+	195.7	32859911
AllCCS	[M+NH4]+	200.6	32859911
AllCCS	[M+Na]+	201.3	32859911
AllCCS	[M-H]-	201.1	32859911
AllCCS	[M+Na-2H]-	200.5	32859911
AllCCS	[M+HCOO]-	200.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
trequinsin	COC1=C(OC)C=C2C(CCN3C(=O)N(C)C(C=C23)=NC2=C(C)C=C(C)C=C2C)=C1	4255.9	Standard polar	33892256
trequinsin	COC1=C(OC)C=C2C(CCN3C(=O)N(C)C(C=C23)=NC2=C(C)C=C(C)C=C2C)=C1	3506.5	Standard non polar	33892256
trequinsin	COC1=C(OC)C=C2C(CCN3C(=O)N(C)C(C=C23)=NC2=C(C)C=C(C)C=C2C)=C1	3745.9	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 - Trequinsin GC-MS (Non-derivatized) - 70eV, Positive	splash10-001l-0938000000-b45dde1fe1dc629a8cd0	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Trequinsin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

Chemspider ID

26353603

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5537

PDB ID

Not Available

ChEBI ID

93477

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Trequinsin (HMDB0259121)

MOL for HMDB0259121 (Trequinsin)

3D MOL for HMDB0259121 (Trequinsin)

3D SDF for HMDB0259121 (Trequinsin)

3D-SDF for HMDB0259121 (Trequinsin)

PDB for HMDB0259121 (Trequinsin)

3D PDB for HMDB0259121 (Trequinsin)

SMILES for HMDB0259121 (Trequinsin)

INCHI for HMDB0259121 (Trequinsin)

Structure for HMDB0259121 (Trequinsin)

3D Structure for HMDB0259121 (Trequinsin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra