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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-08-28 20:24:44 UTC

Update Date

2021-09-26 22:48:54 UTC

HMDB ID

HMDB0242253

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(+)-Isofebrifugine

Description

3-[3-(3-hydroxypiperidin-2-yl)-2-oxopropyl]-3,4-dihydroquinazolin-4-one belongs to the class of organic compounds known as quinazolines. Quinazolines are compounds containing a quinazoline moiety, which is made up of two fused six-member aromatic rings, a benzene ring and a pyrimidine ring. Based on a literature review very few articles have been published on 3-[3-(3-hydroxypiperidin-2-yl)-2-oxopropyl]-3,4-dihydroquinazolin-4-one. This compound has been identified in human blood as reported by (PMID: 31557052 ). (+)-isofebrifugine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (+)-Isofebrifugine 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

HMDB0252184
     RDKit          3D
Febrifugine
 41 43  0  0  0  0  0  0  0  0999 V2000
   -0.0359    1.0761   -0.9475 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2301    0.1996   -0.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3278    0.3221    0.8659 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6270   -0.1224    0.1965 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9131    0.7050   -0.9106 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2815    1.1350   -1.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1549   -0.0803   -0.7488 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0778   -0.2969    0.7548 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6552   -0.2829    1.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4426   -1.5463    1.8538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5533   -1.0628   -0.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9182   -0.7733    0.1740 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3873   -0.8186    1.4305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6928   -0.5387    1.6449 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5481   -0.2171    0.6642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8803    0.0639    0.8724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7615    0.3892   -0.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2944    0.4383   -1.4197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9473    0.1575   -1.6539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0875   -0.1650   -0.6334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7571   -0.4514   -0.8405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3369   -0.4043   -2.0133 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4243    1.3982    1.1137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0970   -0.2732    1.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3659   -1.1432   -0.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2275    1.4157   -1.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5374    1.8961   -0.2316 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4784    1.5588   -2.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6673   -0.9394   -1.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1968    0.0756   -1.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6007    0.5747    1.2050 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6303   -1.2203    1.0107 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5320    0.4453    2.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5685   -2.2303    1.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4994   -1.5824   -1.1730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1166   -1.8078    0.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7137   -1.0767    2.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2489    0.0223    1.8959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8178    0.6100    0.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9108    0.6829   -2.2736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5286    0.1837   -2.6473 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  1  0
  9 10  1  0
  2 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
  9  4  1  0
 21 12  1  0
 20 15  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 13 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
M  END


  Mrv1533004171519352D          

 22 24  0  0  0  0            999 V2000
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  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
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 12 21  1  0  0  0  0
 21 22  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0242253

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1CCCNC1CC(=O)CN1C=NC2=CC=CC=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H19N3O3/c20-11(8-14-15(21)6-3-7-17-14)9-19-10-18-13-5-2-1-4-12(13)16(19)22/h1-2,4-5,10,14-15,17,21H,3,6-9H2

> <INCHI_KEY>
FWVHWDSCPKXMDB-UHFFFAOYSA-N

> <FORMULA>
C16H19N3O3

> <MOLECULAR_WEIGHT>
301.346

> <EXACT_MASS>
301.142641484

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
30.43170792767578

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[3-(3-hydroxypiperidin-2-yl)-2-oxopropyl]-3,4-dihydroquinazolin-4-one

> <ALOGPS_LOGP>
0.01

> <JCHEM_LOGP>
0.33671957200000013

> <ALOGPS_LOGS>
-2.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.912393507081465

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.475525513862745

> <JCHEM_PKA_STRONGEST_BASIC>
9.284795636826106

> <JCHEM_POLAR_SURFACE_AREA>
82.0

> <JCHEM_REFRACTIVITY>
83.43919999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.16e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
gamma-dichroine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252184
     RDKit          3D
Febrifugine
 41 43  0  0  0  0  0  0  0  0999 V2000
   -0.0359    1.0761   -0.9475 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2301    0.1996   -0.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3278    0.3221    0.8659 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6270   -0.1224    0.1965 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9131    0.7050   -0.9106 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2815    1.1350   -1.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1549   -0.0803   -0.7488 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0778   -0.2969    0.7548 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6552   -0.2829    1.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4426   -1.5463    1.8538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5533   -1.0628   -0.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9182   -0.7733    0.1740 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3873   -0.8186    1.4305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6928   -0.5387    1.6449 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5481   -0.2171    0.6642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8803    0.0639    0.8724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7615    0.3892   -0.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2944    0.4383   -1.4197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9473    0.1575   -1.6539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0875   -0.1650   -0.6334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7571   -0.4514   -0.8405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3369   -0.4043   -2.0133 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4243    1.3982    1.1137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0970   -0.2732    1.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3659   -1.1432   -0.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2275    1.4157   -1.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5374    1.8961   -0.2316 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4784    1.5588   -2.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6673   -0.9394   -1.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1968    0.0756   -1.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6007    0.5747    1.2050 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6303   -1.2203    1.0107 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5320    0.4453    2.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5685   -2.2303    1.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4994   -1.5824   -1.1730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1166   -1.8078    0.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7137   -1.0767    2.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2489    0.0223    1.8959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8178    0.6100    0.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9108    0.6829   -2.2736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5286    0.1837   -2.6473 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  1  0
  9 10  1  0
  2 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
  9  4  1  0
 21 12  1  0
 20 15  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 13 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
M  END

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -2.667  -7.700   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       2.667   0.000   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   21                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   15   21                                                  
CONECT   21   20   12   22                                                  
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0252184
HETATM    1  O1  UNL     1      -0.036   1.076  -0.947  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.230   0.200  -0.160  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.328   0.322   0.866  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.627  -0.122   0.196  1.00  0.00           C  
HETATM    5  N1  UNL     1       2.913   0.705  -0.911  1.00  0.00           N  
HETATM    6  C4  UNL     1       4.282   1.135  -1.022  1.00  0.00           C  
HETATM    7  C5  UNL     1       5.155  -0.080  -0.749  1.00  0.00           C  
HETATM    8  C6  UNL     1       5.078  -0.297   0.755  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.655  -0.283   1.248  1.00  0.00           C  
HETATM   10  O2  UNL     1       3.443  -1.546   1.854  1.00  0.00           O  
HETATM   11  C8  UNL     1      -0.553  -1.063  -0.197  1.00  0.00           C  
HETATM   12  N2  UNL     1      -1.918  -0.773   0.174  1.00  0.00           N  
HETATM   13  C9  UNL     1      -2.387  -0.819   1.430  1.00  0.00           C  
HETATM   14  N3  UNL     1      -3.693  -0.539   1.645  1.00  0.00           N  
HETATM   15  C10 UNL     1      -4.548  -0.217   0.664  1.00  0.00           C  
HETATM   16  C11 UNL     1      -5.880   0.064   0.872  1.00  0.00           C  
HETATM   17  C12 UNL     1      -6.761   0.389  -0.136  1.00  0.00           C  
HETATM   18  C13 UNL     1      -6.294   0.438  -1.420  1.00  0.00           C  
HETATM   19  C14 UNL     1      -4.947   0.158  -1.654  1.00  0.00           C  
HETATM   20  C15 UNL     1      -4.087  -0.165  -0.633  1.00  0.00           C  
HETATM   21  C16 UNL     1      -2.757  -0.451  -0.840  1.00  0.00           C  
HETATM   22  O3  UNL     1      -2.337  -0.404  -2.013  1.00  0.00           O  
HETATM   23  H1  UNL     1       1.424   1.398   1.114  1.00  0.00           H  
HETATM   24  H2  UNL     1       1.097  -0.273   1.766  1.00  0.00           H  
HETATM   25  H3  UNL     1       2.366  -1.143  -0.226  1.00  0.00           H  
HETATM   26  H4  UNL     1       2.228   1.416  -1.168  1.00  0.00           H  
HETATM   27  H5  UNL     1       4.537   1.896  -0.232  1.00  0.00           H  
HETATM   28  H6  UNL     1       4.478   1.559  -2.004  1.00  0.00           H  
HETATM   29  H7  UNL     1       4.667  -0.939  -1.268  1.00  0.00           H  
HETATM   30  H8  UNL     1       6.197   0.076  -1.044  1.00  0.00           H  
HETATM   31  H9  UNL     1       5.601   0.575   1.205  1.00  0.00           H  
HETATM   32  H10 UNL     1       5.630  -1.220   1.011  1.00  0.00           H  
HETATM   33  H11 UNL     1       3.532   0.445   2.085  1.00  0.00           H  
HETATM   34  H12 UNL     1       3.569  -2.230   1.122  1.00  0.00           H  
HETATM   35  H13 UNL     1      -0.499  -1.582  -1.173  1.00  0.00           H  
HETATM   36  H14 UNL     1      -0.117  -1.808   0.533  1.00  0.00           H  
HETATM   37  H15 UNL     1      -1.714  -1.077   2.234  1.00  0.00           H  
HETATM   38  H16 UNL     1      -6.249   0.022   1.896  1.00  0.00           H  
HETATM   39  H17 UNL     1      -7.818   0.610   0.051  1.00  0.00           H  
HETATM   40  H18 UNL     1      -6.911   0.683  -2.274  1.00  0.00           H  
HETATM   41  H19 UNL     1      -4.529   0.184  -2.647  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   11
CONECT    3    4   23   24
CONECT    4    5    9   25
CONECT    5    6   26
CONECT    6    7   27   28
CONECT    7    8   29   30
CONECT    8    9   31   32
CONECT    9   10   33
CONECT   10   34
CONECT   11   12   35   36
CONECT   12   13   21
CONECT   13   14   14   37
CONECT   14   15
CONECT   15   16   16   20
CONECT   16   17   38
CONECT   17   18   18   39
CONECT   18   19   40
CONECT   19   20   20   41
CONECT   20   21
CONECT   21   22   22
END

HMDB0252184
     RDKit          3D
Febrifugine
 41 43  0  0  0  0  0  0  0  0999 V2000
   -0.0359    1.0761   -0.9475 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2301    0.1996   -0.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3278    0.3221    0.8659 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6270   -0.1224    0.1965 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9131    0.7050   -0.9106 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2815    1.1350   -1.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1549   -0.0803   -0.7488 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0778   -0.2969    0.7548 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6552   -0.2829    1.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4426   -1.5463    1.8538 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5533   -1.0628   -0.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9182   -0.7733    0.1740 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3873   -0.8186    1.4305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6928   -0.5387    1.6449 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5481   -0.2171    0.6642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8803    0.0639    0.8724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7615    0.3892   -0.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2944    0.4383   -1.4197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9473    0.1575   -1.6539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0875   -0.1650   -0.6334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7571   -0.4514   -0.8405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3369   -0.4043   -2.0133 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4243    1.3982    1.1137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0970   -0.2732    1.7657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3659   -1.1432   -0.2264 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2275    1.4157   -1.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5374    1.8961   -0.2316 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4784    1.5588   -2.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6673   -0.9394   -1.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1968    0.0756   -1.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6007    0.5747    1.2050 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6303   -1.2203    1.0107 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5320    0.4453    2.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5685   -2.2303    1.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4994   -1.5824   -1.1730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1166   -1.8078    0.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7137   -1.0767    2.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2489    0.0223    1.8959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8178    0.6100    0.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9108    0.6829   -2.2736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5286    0.1837   -2.6473 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  1  0
  9 10  1  0
  2 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
  9  4  1  0
 21 12  1  0
 20 15  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 13 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Isofebrifugine	MeSH, HMDB

Chemical Formula

C₁₆H₁₉N₃O₃

Average Molecular Weight

301.346

Monoisotopic Molecular Weight

301.142641484

IUPAC Name

3-[3-(3-hydroxypiperidin-2-yl)-2-oxopropyl]-3,4-dihydroquinazolin-4-one

Traditional Name

gamma-dichroine

CAS Registry Number

Not Available

SMILES

OC1CCCNC1CC(=O)CN1C=NC2=CC=CC=C2C1=O

InChI Identifier

InChI=1S/C16H19N3O3/c20-11(8-14-15(21)6-3-7-17-14)9-19-10-18-13-5-2-1-4-12(13)16(19)22/h1-2,4-5,10,14-15,17,21H,3,6-9H2

InChI Key

FWVHWDSCPKXMDB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinazolines. Quinazolines are compounds containing a quinazoline moiety, which is made up of two fused six-member aromatic rings, a benzene ring and a pyrimidine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Benzodiazines

Direct Parent

Quinazolines

Alternative Parents

Substituents

Quinazoline
Pyrimidone
Beta-aminoketone
Piperidine
Pyrimidine
Benzenoid
Heteroaromatic compound
1,2-aminoalcohol
Ketone
Lactam
Secondary alcohol
Secondary aliphatic amine
Azacycle
Secondary amine
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Alcohol
Amine
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	0.01	ALOGPS
logP	0.34	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	14.48	ChemAxon
pKa (Strongest Basic)	9.28	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	82 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	83.44 m³·mol⁻¹	ChemAxon
Polarizability	30.43 Å³	ChemAxon
Number of Rings	3	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+H]+	164.342	30932474
DeepCCS	[M-H]-	161.984	30932474
DeepCCS	[M-2H]-	194.87	30932474
DeepCCS	[M+Na]+	170.435	30932474
AllCCS	[M+H]+	171.5	32859911
AllCCS	[M+H-H2O]+	168.1	32859911
AllCCS	[M+NH4]+	174.6	32859911
AllCCS	[M+Na]+	175.5	32859911
AllCCS	[M-H]-	174.0	32859911
AllCCS	[M+Na-2H]-	173.8	32859911
AllCCS	[M+HCOO]-	173.8	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(+)-Isofebrifugine,1TMS,isomer #1	C[Si](C)(C)OC1CCCNC1CC(=O)CN1C=NC2=CC=CC=C2C1=O	2902.0	Semi standard non polar	33892256
(+)-Isofebrifugine,1TMS,isomer #1	C[Si](C)(C)OC1CCCNC1CC(=O)CN1C=NC2=CC=CC=C2C1=O	2823.6	Standard non polar	33892256
(+)-Isofebrifugine,1TMS,isomer #1	C[Si](C)(C)OC1CCCNC1CC(=O)CN1C=NC2=CC=CC=C2C1=O	3772.9	Standard polar	33892256
(+)-Isofebrifugine,1TMS,isomer #2	C[Si](C)(C)OC(=CN1C=NC2=CC=CC=C2C1=O)CC1NCCCC1O	3048.9	Semi standard non polar	33892256
(+)-Isofebrifugine,1TMS,isomer #2	C[Si](C)(C)OC(=CN1C=NC2=CC=CC=C2C1=O)CC1NCCCC1O	2818.6	Standard non polar	33892256
(+)-Isofebrifugine,1TMS,isomer #2	C[Si](C)(C)OC(=CN1C=NC2=CC=CC=C2C1=O)CC1NCCCC1O	4177.0	Standard polar	33892256
(+)-Isofebrifugine,1TMS,isomer #3	C[Si](C)(C)OC(=CC1NCCCC1O)CN1C=NC2=CC=CC=C2C1=O	3008.6	Semi standard non polar	33892256
(+)-Isofebrifugine,1TMS,isomer #3	C[Si](C)(C)OC(=CC1NCCCC1O)CN1C=NC2=CC=CC=C2C1=O	2857.9	Standard non polar	33892256
(+)-Isofebrifugine,1TMS,isomer #3	C[Si](C)(C)OC(=CC1NCCCC1O)CN1C=NC2=CC=CC=C2C1=O	4049.0	Standard polar	33892256
(+)-Isofebrifugine,1TMS,isomer #4	C[Si](C)(C)N1CCCC(O)C1CC(=O)CN1C=NC2=CC=CC=C2C1=O	2950.7	Semi standard non polar	33892256
(+)-Isofebrifugine,1TMS,isomer #4	C[Si](C)(C)N1CCCC(O)C1CC(=O)CN1C=NC2=CC=CC=C2C1=O	2898.0	Standard non polar	33892256
(+)-Isofebrifugine,1TMS,isomer #4	C[Si](C)(C)N1CCCC(O)C1CC(=O)CN1C=NC2=CC=CC=C2C1=O	3891.7	Standard polar	33892256
(+)-Isofebrifugine,2TMS,isomer #1	C[Si](C)(C)OC(=CN1C=NC2=CC=CC=C2C1=O)CC1NCCCC1O[Si](C)(C)C	2969.8	Semi standard non polar	33892256
(+)-Isofebrifugine,2TMS,isomer #1	C[Si](C)(C)OC(=CN1C=NC2=CC=CC=C2C1=O)CC1NCCCC1O[Si](C)(C)C	2888.3	Standard non polar	33892256
(+)-Isofebrifugine,2TMS,isomer #1	C[Si](C)(C)OC(=CN1C=NC2=CC=CC=C2C1=O)CC1NCCCC1O[Si](C)(C)C	3749.2	Standard polar	33892256
(+)-Isofebrifugine,2TMS,isomer #2	C[Si](C)(C)OC(=CC1NCCCC1O[Si](C)(C)C)CN1C=NC2=CC=CC=C2C1=O	2943.3	Semi standard non polar	33892256
(+)-Isofebrifugine,2TMS,isomer #2	C[Si](C)(C)OC(=CC1NCCCC1O[Si](C)(C)C)CN1C=NC2=CC=CC=C2C1=O	2896.2	Standard non polar	33892256
(+)-Isofebrifugine,2TMS,isomer #2	C[Si](C)(C)OC(=CC1NCCCC1O[Si](C)(C)C)CN1C=NC2=CC=CC=C2C1=O	3658.1	Standard polar	33892256
(+)-Isofebrifugine,2TMS,isomer #3	C[Si](C)(C)OC1CCCN([Si](C)(C)C)C1CC(=O)CN1C=NC2=CC=CC=C2C1=O	2914.2	Semi standard non polar	33892256
(+)-Isofebrifugine,2TMS,isomer #3	C[Si](C)(C)OC1CCCN([Si](C)(C)C)C1CC(=O)CN1C=NC2=CC=CC=C2C1=O	2961.5	Standard non polar	33892256
(+)-Isofebrifugine,2TMS,isomer #3	C[Si](C)(C)OC1CCCN([Si](C)(C)C)C1CC(=O)CN1C=NC2=CC=CC=C2C1=O	3620.6	Standard polar	33892256
(+)-Isofebrifugine,2TMS,isomer #4	C[Si](C)(C)OC(=CN1C=NC2=CC=CC=C2C1=O)CC1C(O)CCCN1[Si](C)(C)C	2983.0	Semi standard non polar	33892256
(+)-Isofebrifugine,2TMS,isomer #4	C[Si](C)(C)OC(=CN1C=NC2=CC=CC=C2C1=O)CC1C(O)CCCN1[Si](C)(C)C	3016.6	Standard non polar	33892256
(+)-Isofebrifugine,2TMS,isomer #4	C[Si](C)(C)OC(=CN1C=NC2=CC=CC=C2C1=O)CC1C(O)CCCN1[Si](C)(C)C	3888.5	Standard polar	33892256
(+)-Isofebrifugine,2TMS,isomer #5	C[Si](C)(C)OC(=CC1C(O)CCCN1[Si](C)(C)C)CN1C=NC2=CC=CC=C2C1=O	2961.8	Semi standard non polar	33892256
(+)-Isofebrifugine,2TMS,isomer #5	C[Si](C)(C)OC(=CC1C(O)CCCN1[Si](C)(C)C)CN1C=NC2=CC=CC=C2C1=O	2998.1	Standard non polar	33892256
(+)-Isofebrifugine,2TMS,isomer #5	C[Si](C)(C)OC(=CC1C(O)CCCN1[Si](C)(C)C)CN1C=NC2=CC=CC=C2C1=O	3813.2	Standard polar	33892256
(+)-Isofebrifugine,3TMS,isomer #1	C[Si](C)(C)OC(=CN1C=NC2=CC=CC=C2C1=O)CC1C(O[Si](C)(C)C)CCCN1[Si](C)(C)C	2983.9	Semi standard non polar	33892256
(+)-Isofebrifugine,3TMS,isomer #1	C[Si](C)(C)OC(=CN1C=NC2=CC=CC=C2C1=O)CC1C(O[Si](C)(C)C)CCCN1[Si](C)(C)C	3046.2	Standard non polar	33892256
(+)-Isofebrifugine,3TMS,isomer #1	C[Si](C)(C)OC(=CN1C=NC2=CC=CC=C2C1=O)CC1C(O[Si](C)(C)C)CCCN1[Si](C)(C)C	3621.9	Standard polar	33892256
(+)-Isofebrifugine,3TMS,isomer #2	C[Si](C)(C)OC(=CC1C(O[Si](C)(C)C)CCCN1[Si](C)(C)C)CN1C=NC2=CC=CC=C2C1=O	2972.8	Semi standard non polar	33892256
(+)-Isofebrifugine,3TMS,isomer #2	C[Si](C)(C)OC(=CC1C(O[Si](C)(C)C)CCCN1[Si](C)(C)C)CN1C=NC2=CC=CC=C2C1=O	3028.3	Standard non polar	33892256
(+)-Isofebrifugine,3TMS,isomer #2	C[Si](C)(C)OC(=CC1C(O[Si](C)(C)C)CCCN1[Si](C)(C)C)CN1C=NC2=CC=CC=C2C1=O	3527.7	Standard polar	33892256
(+)-Isofebrifugine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1CCCNC1CC(=O)CN1C=NC2=CC=CC=C2C1=O	3169.6	Semi standard non polar	33892256
(+)-Isofebrifugine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1CCCNC1CC(=O)CN1C=NC2=CC=CC=C2C1=O	3056.2	Standard non polar	33892256
(+)-Isofebrifugine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1CCCNC1CC(=O)CN1C=NC2=CC=CC=C2C1=O	3871.1	Standard polar	33892256
(+)-Isofebrifugine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=CN1C=NC2=CC=CC=C2C1=O)CC1NCCCC1O	3298.1	Semi standard non polar	33892256
(+)-Isofebrifugine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=CN1C=NC2=CC=CC=C2C1=O)CC1NCCCC1O	3027.7	Standard non polar	33892256
(+)-Isofebrifugine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=CN1C=NC2=CC=CC=C2C1=O)CC1NCCCC1O	4232.9	Standard polar	33892256
(+)-Isofebrifugine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=CC1NCCCC1O)CN1C=NC2=CC=CC=C2C1=O	3285.0	Semi standard non polar	33892256
(+)-Isofebrifugine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=CC1NCCCC1O)CN1C=NC2=CC=CC=C2C1=O	3069.4	Standard non polar	33892256
(+)-Isofebrifugine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=CC1NCCCC1O)CN1C=NC2=CC=CC=C2C1=O	4127.2	Standard polar	33892256
(+)-Isofebrifugine,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1CCCC(O)C1CC(=O)CN1C=NC2=CC=CC=C2C1=O	3219.1	Semi standard non polar	33892256
(+)-Isofebrifugine,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1CCCC(O)C1CC(=O)CN1C=NC2=CC=CC=C2C1=O	3106.4	Standard non polar	33892256
(+)-Isofebrifugine,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1CCCC(O)C1CC(=O)CN1C=NC2=CC=CC=C2C1=O	4051.3	Standard polar	33892256
(+)-Isofebrifugine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=CN1C=NC2=CC=CC=C2C1=O)CC1NCCCC1O[Si](C)(C)C(C)(C)C	3479.1	Semi standard non polar	33892256
(+)-Isofebrifugine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=CN1C=NC2=CC=CC=C2C1=O)CC1NCCCC1O[Si](C)(C)C(C)(C)C	3334.3	Standard non polar	33892256
(+)-Isofebrifugine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=CN1C=NC2=CC=CC=C2C1=O)CC1NCCCC1O[Si](C)(C)C(C)(C)C	3845.2	Standard polar	33892256
(+)-Isofebrifugine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=CC1NCCCC1O[Si](C)(C)C(C)(C)C)CN1C=NC2=CC=CC=C2C1=O	3475.5	Semi standard non polar	33892256
(+)-Isofebrifugine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=CC1NCCCC1O[Si](C)(C)C(C)(C)C)CN1C=NC2=CC=CC=C2C1=O	3334.0	Standard non polar	33892256
(+)-Isofebrifugine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=CC1NCCCC1O[Si](C)(C)C(C)(C)C)CN1C=NC2=CC=CC=C2C1=O	3761.8	Standard polar	33892256
(+)-Isofebrifugine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1CCCN([Si](C)(C)C(C)(C)C)C1CC(=O)CN1C=NC2=CC=CC=C2C1=O	3411.5	Semi standard non polar	33892256
(+)-Isofebrifugine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1CCCN([Si](C)(C)C(C)(C)C)C1CC(=O)CN1C=NC2=CC=CC=C2C1=O	3375.9	Standard non polar	33892256
(+)-Isofebrifugine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1CCCN([Si](C)(C)C(C)(C)C)C1CC(=O)CN1C=NC2=CC=CC=C2C1=O	3786.2	Standard polar	33892256
(+)-Isofebrifugine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=CN1C=NC2=CC=CC=C2C1=O)CC1C(O)CCCN1[Si](C)(C)C(C)(C)C	3491.7	Semi standard non polar	33892256
(+)-Isofebrifugine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=CN1C=NC2=CC=CC=C2C1=O)CC1C(O)CCCN1[Si](C)(C)C(C)(C)C	3421.4	Standard non polar	33892256
(+)-Isofebrifugine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=CN1C=NC2=CC=CC=C2C1=O)CC1C(O)CCCN1[Si](C)(C)C(C)(C)C	4028.6	Standard polar	33892256
(+)-Isofebrifugine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=CC1C(O)CCCN1[Si](C)(C)C(C)(C)C)CN1C=NC2=CC=CC=C2C1=O	3466.2	Semi standard non polar	33892256
(+)-Isofebrifugine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=CC1C(O)CCCN1[Si](C)(C)C(C)(C)C)CN1C=NC2=CC=CC=C2C1=O	3396.7	Standard non polar	33892256
(+)-Isofebrifugine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=CC1C(O)CCCN1[Si](C)(C)C(C)(C)C)CN1C=NC2=CC=CC=C2C1=O	3963.5	Standard polar	33892256
(+)-Isofebrifugine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=CN1C=NC2=CC=CC=C2C1=O)CC1C(O[Si](C)(C)C(C)(C)C)CCCN1[Si](C)(C)C(C)(C)C	3702.7	Semi standard non polar	33892256
(+)-Isofebrifugine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=CN1C=NC2=CC=CC=C2C1=O)CC1C(O[Si](C)(C)C(C)(C)C)CCCN1[Si](C)(C)C(C)(C)C	3618.0	Standard non polar	33892256
(+)-Isofebrifugine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=CN1C=NC2=CC=CC=C2C1=O)CC1C(O[Si](C)(C)C(C)(C)C)CCCN1[Si](C)(C)C(C)(C)C	3814.7	Standard polar	33892256
(+)-Isofebrifugine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=CC1C(O[Si](C)(C)C(C)(C)C)CCCN1[Si](C)(C)C(C)(C)C)CN1C=NC2=CC=CC=C2C1=O	3689.0	Semi standard non polar	33892256
(+)-Isofebrifugine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=CC1C(O[Si](C)(C)C(C)(C)C)CCCN1[Si](C)(C)C(C)(C)C)CN1C=NC2=CC=CC=C2C1=O	3595.2	Standard non polar	33892256
(+)-Isofebrifugine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=CC1C(O[Si](C)(C)C(C)(C)C)CCCN1[Si](C)(C)C(C)(C)C)CN1C=NC2=CC=CC=C2C1=O	3723.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (+)-Isofebrifugine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-5910000000-d57051a9a9ddbc220e9e	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (+)-Isofebrifugine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (+)-Isofebrifugine 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 - (+)-Isofebrifugine 10V, Positive-QTOF	splash10-001i-0194000000-77a68c0ee1565ec29dd8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Isofebrifugine 20V, Positive-QTOF	splash10-0ul0-0593000000-a307e80e4d1dd6079a7b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Isofebrifugine 40V, Positive-QTOF	splash10-001j-9740000000-ddd0a088b9cfe14b51eb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Isofebrifugine 10V, Negative-QTOF	splash10-0ue9-0279000000-a3bc72ef92ff8519552b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Isofebrifugine 20V, Negative-QTOF	splash10-001j-0590000000-02c2d859a8d5360c6d17	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-Isofebrifugine 40V, Negative-QTOF	splash10-0002-3910000000-d2713516144828cb8be8	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

103493

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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

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 (+)-Isofebrifugine (HMDB0242253)

MOL for HMDB0242253 ((+)-Isofebrifugine)

3D MOL for HMDB0242253 ((+)-Isofebrifugine)

3D SDF for HMDB0242253 ((+)-Isofebrifugine)

3D-SDF for HMDB0242253 ((+)-Isofebrifugine)

PDB for HMDB0242253 ((+)-Isofebrifugine)

3D PDB for HMDB0242253 ((+)-Isofebrifugine)

SMILES for HMDB0242253 ((+)-Isofebrifugine)

INCHI for HMDB0242253 ((+)-Isofebrifugine)

Structure for HMDB0242253 ((+)-Isofebrifugine)

3D Structure for HMDB0242253 ((+)-Isofebrifugine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra