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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 19:58:33 UTC

Update Date

2022-11-23 22:29:19 UTC

HMDB ID

HMDB0258423

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Spiperone

Description

spiperone, also known as spiropitan, belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. Based on a literature review a significant number of articles have been published on spiperone. This compound has been identified in human blood as reported by (PMID: 31557052 ). Spiperone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Spiperone 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


  Mrv1533004261507062D          

 29 32  0  0  0  0            999 V2000
    1.6820    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9195    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6820   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396   -1.0396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846    1.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4875    2.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7425    3.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5494    3.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015    2.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8465    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7445    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1570    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9820    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3945    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9820    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2195    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6320    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4570    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8695    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4570    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6320    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6945    1.8414    0.0000 F   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
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
  3 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
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 26 29  1  0  0  0  0
M  END

HMDB0258423
     RDKit          3D
spiperone
 55 58  0  0  0  0  0  0  0  0999 V2000
    3.9926   -1.2889    1.3803 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4500   -0.4935    0.5254 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5921    0.3673   -0.3243 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1203    0.1428   -0.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3475    1.0631   -0.9634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0813    0.9281   -0.7891 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5451    1.4054    0.4725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0703    1.4424    0.4386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5200   -0.0027    0.2818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0307   -0.5009   -1.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5546   -0.3751   -1.1720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8719   -0.7513    1.3927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8079   -1.3786    1.4798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7747   -0.6218    2.4802 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0969   -0.3928    1.9514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9078   -0.1824    0.5094 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0171   -0.2050   -0.3723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0496   -1.1009   -0.1748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1590   -1.1417   -0.9941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2411   -0.2686   -2.0353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2313    0.6485   -2.2737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1155    0.6657   -1.4221 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8924   -0.4000    0.3469 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7587   -1.1732    1.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1310   -1.1004    0.9476 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6731   -0.2402    0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0050   -0.1888   -0.1167 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.8461    0.5421   -0.7533 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4757    0.4456   -0.5717 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7621    0.0200   -1.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8898    1.4125   -0.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9564    0.4156    1.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9184   -0.9287   -0.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6421    0.8701   -1.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6202    2.1006   -0.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2349    2.4817    0.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1910    0.8648    1.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4112    2.0071   -0.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4261    1.8601    1.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5430    0.0432   -1.8477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3171   -1.5684   -1.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0474   -1.2144   -0.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2988   -0.4636   -2.2741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5797   -0.6731    3.5068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8094   -1.2077    2.1626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5348    0.5533    2.3894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0249   -1.8212    0.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9635   -1.8437   -0.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0843   -0.2356   -2.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2975    1.3400   -3.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3743    1.4151   -1.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3126   -1.8493    1.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7906   -1.7046    1.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2497    1.2274   -1.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7865    1.0548   -1.1685 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
 10 11  1  0
  9 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  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
  2 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  2  0
 11  6  1  0
 22 17  1  0
 29 23  1  0
 16  9  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 18 47  1  0
 19 48  1  0
 20 49  1  0
 21 50  1  0
 22 51  1  0
 24 52  1  0
 25 53  1  0
 28 54  1  0
 29 55  1  0
M  END


  Mrv1533004261507062D          

 29 32  0  0  0  0            999 V2000
    1.6820    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9195    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6820   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396   -1.0396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846    1.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4875    2.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7425    3.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5494    3.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015    2.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8465    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7445    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1570    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9820    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3945    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9820    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2195    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6320    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4570    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8695    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4570    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6320    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6945    1.8414    0.0000 F   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
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
  3 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
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 26 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258423

> <DATABASE_NAME>
hmdb

> <SMILES>
FC1=CC=C(C=C1)C(=O)CCCN1CCC2(CC1)N(CNC2=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C23H26FN3O2/c24-19-10-8-18(9-11-19)21(28)7-4-14-26-15-12-23(13-16-26)22(29)25-17-27(23)20-5-2-1-3-6-20/h1-3,5-6,8-11H,4,7,12-17H2,(H,25,29)

> <INCHI_KEY>
DKGZKTPJOSAWFA-UHFFFAOYSA-N

> <FORMULA>
C23H26FN3O2

> <MOLECULAR_WEIGHT>
395.478

> <EXACT_MASS>
395.200905252

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
41.395803473836786

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-[4-(4-fluorophenyl)-4-oxobutyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one

> <ALOGPS_LOGP>
2.86

> <JCHEM_LOGP>
3.0701339449999994

> <ALOGPS_LOGS>
-3.38

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
16.396561373191922

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.826512916628447

> <JCHEM_PKA_STRONGEST_BASIC>
8.28141841466439

> <JCHEM_POLAR_SURFACE_AREA>
52.650000000000006

> <JCHEM_REFRACTIVITY>
111.194

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.63e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
spiperone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0258423
     RDKit          3D
spiperone
 55 58  0  0  0  0  0  0  0  0999 V2000
    3.9926   -1.2889    1.3803 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4500   -0.4935    0.5254 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5921    0.3673   -0.3243 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1203    0.1428   -0.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3475    1.0631   -0.9634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0813    0.9281   -0.7891 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5451    1.4054    0.4725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0703    1.4424    0.4386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5200   -0.0027    0.2818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0307   -0.5009   -1.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5546   -0.3751   -1.1720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8719   -0.7513    1.3927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8079   -1.3786    1.4798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7747   -0.6218    2.4802 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0969   -0.3928    1.9514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9078   -0.1824    0.5094 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0171   -0.2050   -0.3723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0496   -1.1009   -0.1748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1590   -1.1417   -0.9941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2411   -0.2686   -2.0353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2313    0.6485   -2.2737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1155    0.6657   -1.4221 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8924   -0.4000    0.3469 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7587   -1.1732    1.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1310   -1.1004    0.9476 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6731   -0.2402    0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0050   -0.1888   -0.1167 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.8461    0.5421   -0.7533 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4757    0.4456   -0.5717 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7621    0.0200   -1.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8898    1.4125   -0.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9564    0.4156    1.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9184   -0.9287   -0.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6421    0.8701   -1.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6202    2.1006   -0.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2349    2.4817    0.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1910    0.8648    1.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4112    2.0071   -0.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4261    1.8601    1.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5430    0.0432   -1.8477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3171   -1.5684   -1.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0474   -1.2144   -0.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2988   -0.4636   -2.2741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5797   -0.6731    3.5068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8094   -1.2077    2.1626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5348    0.5533    2.3894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0249   -1.8212    0.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9635   -1.8437   -0.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0843   -0.2356   -2.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2975    1.3400   -3.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3743    1.4151   -1.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3126   -1.8493    1.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7906   -1.7046    1.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2497    1.2274   -1.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7865    1.0548   -1.1685 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
 10 11  1  0
  9 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  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
  2 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  2  0
 11  6  1  0
 22 17  1  0
 29 23  1  0
 16  9  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 18 47  1  0
 19 48  1  0
 20 49  1  0
 21 50  1  0
 22 51  1  0
 24 52  1  0
 25 53  1  0
 28 54  1  0
 29 55  1  0
M  END

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0       3.140   2.104   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.680   2.104   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       5.450   0.770   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       4.680  -0.564   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.140  -0.564   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.370   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.941  -1.941   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0       0.000  -0.000   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       1.465   2.016   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       1.941   3.481   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.910   4.625   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.386   6.090   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.892   6.410   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.923   5.265   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.447   3.801   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.990   0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.760   2.104   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.300   2.104   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.070   3.437   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       9.300   4.771   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      11.610   3.437   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.380   4.771   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.920   4.771   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      14.690   3.437   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      13.920   2.104   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.380   2.104   0.000  0.00  0.00           C+0
HETATM   29  F   UNK     0      16.230   3.437   0.000  0.00  0.00           F+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   18                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7   11                                             
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    6   12                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18    3   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27   23                                                       
CONECT   29   26                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

COMPND    HMDB0258423
HETATM    1  O1  UNL     1       3.993  -1.289   1.380  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.450  -0.494   0.525  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.592   0.367  -0.324  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.120   0.143  -0.045  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.348   1.063  -0.963  1.00  0.00           C  
HETATM    6  N1  UNL     1      -0.081   0.928  -0.789  1.00  0.00           N  
HETATM    7  C5  UNL     1      -0.545   1.405   0.472  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.070   1.442   0.439  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.520  -0.003   0.282  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.031  -0.501  -1.058  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.555  -0.375  -1.172  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.872  -0.751   1.393  1.00  0.00           C  
HETATM   13  O2  UNL     1      -0.808  -1.379   1.480  1.00  0.00           O  
HETATM   14  N2  UNL     1      -2.775  -0.622   2.480  1.00  0.00           N  
HETATM   15  C11 UNL     1      -4.097  -0.393   1.951  1.00  0.00           C  
HETATM   16  N3  UNL     1      -3.908  -0.182   0.509  1.00  0.00           N  
HETATM   17  C12 UNL     1      -5.017  -0.205  -0.372  1.00  0.00           C  
HETATM   18  C13 UNL     1      -6.050  -1.101  -0.175  1.00  0.00           C  
HETATM   19  C14 UNL     1      -7.159  -1.142  -0.994  1.00  0.00           C  
HETATM   20  C15 UNL     1      -7.241  -0.269  -2.035  1.00  0.00           C  
HETATM   21  C16 UNL     1      -6.231   0.648  -2.274  1.00  0.00           C  
HETATM   22  C17 UNL     1      -5.116   0.666  -1.422  1.00  0.00           C  
HETATM   23  C18 UNL     1       5.892  -0.400   0.347  1.00  0.00           C  
HETATM   24  C19 UNL     1       6.759  -1.173   1.105  1.00  0.00           C  
HETATM   25  C20 UNL     1       8.131  -1.100   0.948  1.00  0.00           C  
HETATM   26  C21 UNL     1       8.673  -0.240   0.016  1.00  0.00           C  
HETATM   27  F1  UNL     1      10.005  -0.189  -0.117  1.00  0.00           F  
HETATM   28  C22 UNL     1       7.846   0.542  -0.753  1.00  0.00           C  
HETATM   29  C23 UNL     1       6.476   0.446  -0.572  1.00  0.00           C  
HETATM   30  H1  UNL     1       3.762   0.020  -1.378  1.00  0.00           H  
HETATM   31  H2  UNL     1       3.890   1.413  -0.161  1.00  0.00           H  
HETATM   32  H3  UNL     1       1.956   0.416   1.036  1.00  0.00           H  
HETATM   33  H4  UNL     1       1.918  -0.929  -0.227  1.00  0.00           H  
HETATM   34  H5  UNL     1       1.642   0.870  -1.997  1.00  0.00           H  
HETATM   35  H6  UNL     1       1.620   2.101  -0.674  1.00  0.00           H  
HETATM   36  H7  UNL     1      -0.235   2.482   0.537  1.00  0.00           H  
HETATM   37  H8  UNL     1      -0.191   0.865   1.351  1.00  0.00           H  
HETATM   38  H9  UNL     1      -2.411   2.007  -0.432  1.00  0.00           H  
HETATM   39  H10 UNL     1      -2.426   1.860   1.413  1.00  0.00           H  
HETATM   40  H11 UNL     1      -2.543   0.043  -1.848  1.00  0.00           H  
HETATM   41  H12 UNL     1      -2.317  -1.568  -1.162  1.00  0.00           H  
HETATM   42  H13 UNL     1      -0.047  -1.214  -0.702  1.00  0.00           H  
HETATM   43  H14 UNL     1      -0.299  -0.464  -2.274  1.00  0.00           H  
HETATM   44  H15 UNL     1      -2.580  -0.673   3.507  1.00  0.00           H  
HETATM   45  H16 UNL     1      -4.809  -1.208   2.163  1.00  0.00           H  
HETATM   46  H17 UNL     1      -4.535   0.553   2.389  1.00  0.00           H  
HETATM   47  H18 UNL     1      -6.025  -1.821   0.651  1.00  0.00           H  
HETATM   48  H19 UNL     1      -7.964  -1.844  -0.835  1.00  0.00           H  
HETATM   49  H20 UNL     1      -8.084  -0.236  -2.730  1.00  0.00           H  
HETATM   50  H21 UNL     1      -6.298   1.340  -3.100  1.00  0.00           H  
HETATM   51  H22 UNL     1      -4.374   1.415  -1.653  1.00  0.00           H  
HETATM   52  H23 UNL     1       6.313  -1.849   1.838  1.00  0.00           H  
HETATM   53  H24 UNL     1       8.791  -1.705   1.541  1.00  0.00           H  
HETATM   54  H25 UNL     1       8.250   1.227  -1.493  1.00  0.00           H  
HETATM   55  H26 UNL     1       5.786   1.055  -1.168  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   23
CONECT    3    4   30   31
CONECT    4    5   32   33
CONECT    5    6   34   35
CONECT    6    7   11
CONECT    7    8   36   37
CONECT    8    9   38   39
CONECT    9   10   12   16
CONECT   10   11   40   41
CONECT   11   42   43
CONECT   12   13   13   14
CONECT   14   15   44
CONECT   15   16   45   46
CONECT   16   17
CONECT   17   18   18   22
CONECT   18   19   47
CONECT   19   20   20   48
CONECT   20   21   49
CONECT   21   22   22   50
CONECT   22   51
CONECT   23   24   24   29
CONECT   24   25   52
CONECT   25   26   26   53
CONECT   26   27   28
CONECT   28   29   29   54
CONECT   29   55
END

HMDB0258423
     RDKit          3D
spiperone
 55 58  0  0  0  0  0  0  0  0999 V2000
    3.9926   -1.2889    1.3803 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4500   -0.4935    0.5254 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5921    0.3673   -0.3243 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1203    0.1428   -0.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3475    1.0631   -0.9634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0813    0.9281   -0.7891 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5451    1.4054    0.4725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0703    1.4424    0.4386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5200   -0.0027    0.2818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0307   -0.5009   -1.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5546   -0.3751   -1.1720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8719   -0.7513    1.3927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8079   -1.3786    1.4798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7747   -0.6218    2.4802 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0969   -0.3928    1.9514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9078   -0.1824    0.5094 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0171   -0.2050   -0.3723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0496   -1.1009   -0.1748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1590   -1.1417   -0.9941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2411   -0.2686   -2.0353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2313    0.6485   -2.2737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1155    0.6657   -1.4221 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8924   -0.4000    0.3469 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7587   -1.1732    1.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1310   -1.1004    0.9476 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6731   -0.2402    0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0050   -0.1888   -0.1167 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.8461    0.5421   -0.7533 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4757    0.4456   -0.5717 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7621    0.0200   -1.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8898    1.4125   -0.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9564    0.4156    1.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9184   -0.9287   -0.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6421    0.8701   -1.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6202    2.1006   -0.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2349    2.4817    0.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1910    0.8648    1.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4112    2.0071   -0.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4261    1.8601    1.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5430    0.0432   -1.8477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3171   -1.5684   -1.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0474   -1.2144   -0.7020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2988   -0.4636   -2.2741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5797   -0.6731    3.5068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8094   -1.2077    2.1626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5348    0.5533    2.3894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0249   -1.8212    0.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9635   -1.8437   -0.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0843   -0.2356   -2.7302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2975    1.3400   -3.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3743    1.4151   -1.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3126   -1.8493    1.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7906   -1.7046    1.5405 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2497    1.2274   -1.4934 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7865    1.0548   -1.1685 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
 10 11  1  0
  9 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  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
  2 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  2  0
 11  6  1  0
 22 17  1  0
 29 23  1  0
 16  9  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 18 47  1  0
 19 48  1  0
 20 49  1  0
 21 50  1  0
 22 51  1  0
 24 52  1  0
 25 53  1  0
 28 54  1  0
 29 55  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-[2-[4-[5-Chloro-1-(4-fluorophenyl)-indol-3-yl]-1-piperidyl]ethyl]imidazolidin-2-one	ChEBI
8-(3-(p-Fluorobenzoyl)propyl)-1-phenyl-1,3,8-triazaspiro(4.5)decan-4-one	ChEBI
8-(3-p-Fluorobenzoyl-1-propyl)-4-oxo-1-phenyl-1,3,8-triazaspiro(4,5)decane	ChEBI
Espiperona	ChEBI
Spiperonum	ChEBI
Spiropitan	ChEBI
Spiroperidol	MeSH
Spiroperone	MeSH

Chemical Formula

C₂₃H₂₆FN₃O₂

Average Molecular Weight

395.478

Monoisotopic Molecular Weight

395.200905252

IUPAC Name

8-[4-(4-fluorophenyl)-4-oxobutyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one

Traditional Name

spiperone

CAS Registry Number

Not Available

SMILES

FC1=CC=C(C=C1)C(=O)CCCN1CCC2(CC1)N(CNC2=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C23H26FN3O2/c24-19-10-8-18(9-11-19)21(28)7-4-14-26-15-12-23(13-16-26)22(29)25-17-27(23)20-5-2-1-3-6-20/h1-3,5-6,8-11H,4,7,12-17H2,(H,25,29)

InChI Key

DKGZKTPJOSAWFA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Butyrophenone
Phenylbutylamine
Azaspirodecane
Benzoyl
Aniline or substituted anilines
Dialkylarylamine
Aryl alkyl ketone
Fluorobenzene
Halobenzene
Aryl fluoride
Aryl halide
Monocyclic benzene moiety
Gamma-aminoketone
Piperidine
Benzenoid
Cyclic carboximidic acid
3-imidazoline
Tertiary aliphatic amine
Tertiary amine
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organohalogen compound
Amine
Organofluoride
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

piperidines (CHEBI:9233 )
organofluorine compound (CHEBI:9233 )
tertiary amino compound (CHEBI:9233 )
aromatic ketone (CHEBI:9233 )
azaspiro compound (CHEBI:9233 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (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	2.86	ALOGPS
logP	3.07	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	11.83	ChemAxon
pKa (Strongest Basic)	8.28	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	52.65 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	111.19 m³·mol⁻¹	ChemAxon
Polarizability	41.4 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	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	188.326	30932474
DeepCCS	[M-H]-	185.968	30932474
DeepCCS	[M-2H]-	220.035	30932474
DeepCCS	[M+Na]+	195.263	30932474
AllCCS	[M+H]+	195.0	32859911
AllCCS	[M+H-H2O]+	192.5	32859911
AllCCS	[M+NH4]+	197.3	32859911
AllCCS	[M+Na]+	197.9	32859911
AllCCS	[M-H]-	194.0	32859911
AllCCS	[M+Na-2H]-	194.3	32859911
AllCCS	[M+HCOO]-	194.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	4.15 minutes	32390414
Predicted by Siyang on May 30, 2022	11.2372 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.59 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1723.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	203.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	188.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	178.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	121.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	347.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	383.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	296.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	899.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	393.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1251.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	313.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	319.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	296.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	290.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
spiperone	FC1=CC=C(C=C1)C(=O)CCCN1CCC2(CC1)N(CNC2=O)C1=CC=CC=C1	4285.1	Standard polar	33892256
spiperone	FC1=CC=C(C=C1)C(=O)CCCN1CCC2(CC1)N(CNC2=O)C1=CC=CC=C1	3366.8	Standard non polar	33892256
spiperone	FC1=CC=C(C=C1)C(=O)CCCN1CCC2(CC1)N(CNC2=O)C1=CC=CC=C1	3493.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
spiperone,1TMS,isomer #1	C[Si](C)(C)N1CN(C2=CC=CC=C2)C2(CCN(CCCC(=O)C3=CC=C(F)C=C3)CC2)C1=O	3206.6	Semi standard non polar	33892256
spiperone,1TMS,isomer #1	C[Si](C)(C)N1CN(C2=CC=CC=C2)C2(CCN(CCCC(=O)C3=CC=C(F)C=C3)CC2)C1=O	3221.0	Standard non polar	33892256
spiperone,1TMS,isomer #1	C[Si](C)(C)N1CN(C2=CC=CC=C2)C2(CCN(CCCC(=O)C3=CC=C(F)C=C3)CC2)C1=O	4036.0	Standard polar	33892256
spiperone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CN(C2=CC=CC=C2)C2(CCN(CCCC(=O)C3=CC=C(F)C=C3)CC2)C1=O	3381.5	Semi standard non polar	33892256
spiperone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CN(C2=CC=CC=C2)C2(CCN(CCCC(=O)C3=CC=C(F)C=C3)CC2)C1=O	3433.8	Standard non polar	33892256
spiperone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CN(C2=CC=CC=C2)C2(CCN(CCCC(=O)C3=CC=C(F)C=C3)CC2)C1=O	4149.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Spiperone GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dl-6950000000-9b69ba20c8b27b76a1db	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Spiperone 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 - Spiperone 10V, Positive-QTOF	splash10-0002-0009000000-30a7c37074c08c8a6921	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Spiperone 20V, Positive-QTOF	splash10-00n1-1359000000-dac30460c896071ac0b2	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Spiperone 40V, Positive-QTOF	splash10-014m-5941000000-83e1f52ccb50a8c44ce3	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Spiperone 10V, Negative-QTOF	splash10-0006-0009000000-3374e053ed4af2f9a277	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Spiperone 20V, Negative-QTOF	splash10-0006-1109000000-6809977ff5c6ae8efb8f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Spiperone 40V, Negative-QTOF	splash10-0006-9721000000-b92b45860699b2709f0d	2016-08-03	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

5075

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Spiperone

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

9233

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 ]

Enzymes

Enzyme Details

1. Alpha-2A adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Alpha-2 adrenergic receptors mediate the catecholamine- induced inhibition of adenylate cyclase through the action of G proteins. The rank order of potency for agonists of this receptor is oxymetazoline > clonidine > epinephrine > norepinephrine > phenylephrine > dopamine > p-synephrine > p-tyramine > serotonin = p-octopamine. For antagonists, the rank order is yohimbine > phentolamine = mianserine > chlorpromazine = spiperone = prazosin > propanolol > alprenolol = pindolol
Gene Name:: ADRA2A
Uniprot ID:: P08913
Molecular weight:: 48956.3

Enzyme Details

2. Alpha-2B adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Alpha-2 adrenergic receptors mediate the catecholamine- induced inhibition of adenylate cyclase through the action of G proteins. The rank order of potency for agonists of this receptor is clonidine > norepinephrine > epinephrine = oxymetazoline > dopamine > p-tyramine = phenylephrine > serotonin > p-synephrine / p-octopamine. For antagonists, the rank order is yohimbine > chlorpromazine > phentolamine > mianserine > spiperone > prazosin > alprenolol > propanolol > pindolol
Gene Name:: ADRA2B
Uniprot ID:: P18089
Molecular weight:: 49953.1

Showing metabocard for Spiperone (HMDB0258423)

MOL for HMDB0258423 (Spiperone)

3D MOL for HMDB0258423 (Spiperone)

3D SDF for HMDB0258423 (Spiperone)

3D-SDF for HMDB0258423 (Spiperone)

PDB for HMDB0258423 (Spiperone)

3D PDB for HMDB0258423 (Spiperone)

SMILES for HMDB0258423 (Spiperone)

INCHI for HMDB0258423 (Spiperone)

Structure for HMDB0258423 (Spiperone)

3D Structure for HMDB0258423 (Spiperone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes