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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:22:43 UTC

Update Date

2021-09-26 23:06:12 UTC

HMDB ID

HMDB0253162

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Hexoprenaline

Description

Hexoprenaline, also known as ipradol or ginipral, belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety. Based on a literature review a significant number of articles have been published on Hexoprenaline. This compound has been identified in human blood as reported by (PMID: 31557052 ). Hexoprenaline is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Hexoprenaline 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


  Mrv0541 05281413042D          

 30 31  0  0  0  0            999 V2000
    2.8578    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8591    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8578    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5736    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    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
    5.7157    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5736    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8591    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8578    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8591    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8578    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  7  5  2  0  0  0  0
  8  6  2  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 15  5  1  0  0  0  0
 15 11  2  0  0  0  0
 16  6  1  0  0  0  0
 16 12  2  0  0  0  0
 17  7  1  0  0  0  0
 18  8  1  0  0  0  0
 19 11  1  0  0  0  0
 19 17  2  0  0  0  0
 20 12  1  0  0  0  0
 20 18  2  0  0  0  0
 21 13  1  0  0  0  0
 21 15  1  0  0  0  0
 22 14  1  0  0  0  0
 22 16  1  0  0  0  0
 23  9  1  0  0  0  0
 23 13  1  0  0  0  0
 24 10  1  0  0  0  0
 24 14  1  0  0  0  0
 25 17  1  0  0  0  0
 26 18  1  0  0  0  0
 27 19  1  0  0  0  0
 28 20  1  0  0  0  0
 29 21  1  0  0  0  0
 30 22  1  0  0  0  0
M  END

HMDB0253162
     RDKit          3D
Hexoprenaline
 62 63  0  0  0  0  0  0  0  0999 V2000
    6.4880   -3.0531    2.1200 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1246   -1.8341    1.5204 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0553   -1.0961    1.9775 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7250    0.1083    1.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4372    0.5953    0.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0854    1.8904   -0.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3195    2.5689   -0.5817 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6148    1.5403   -1.7647 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4547    0.8306   -1.9714 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1495    1.2621   -1.7996 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6848    1.5139   -0.4112 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2342    1.9371   -0.4303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6573    0.9131   -1.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6206   -0.3930   -0.2249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0171   -0.2165    1.1929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2265    0.3243    1.5666 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4956   -0.1845    1.4695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1756   -0.3298    0.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5812   -1.1846   -0.7249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6073   -0.7330    0.2844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1800   -0.9538    1.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5107   -1.3070    1.5277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2689   -1.4430    0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6080   -1.7995    0.4380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6335   -1.2071   -0.8100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3683   -1.3341   -1.9808 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3058   -0.8506   -0.9070 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5053   -0.1420   -0.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8373   -1.3386    0.4458 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9192   -2.0868   -0.0154 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9584   -3.4070    2.9038 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4509   -1.4183    2.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8827    0.7148    1.6973 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4624    2.5367    0.2004 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2613    3.4707   -0.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4586    1.0235   -2.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5176    2.5281   -2.3524 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5655   -0.1735   -2.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4287    0.5150   -2.2864 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9872    2.1815   -2.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2862    2.3490    0.0728 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7929    0.6550    0.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0879    2.1230    0.6329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1381    2.8798   -1.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7524    1.2443   -0.9483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4650    0.6884   -2.0700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0928   -1.1647   -0.8155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4936   -0.6974   -0.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1408    0.3517    1.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9209   -1.2347    1.7228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1753    1.3402    1.9019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5008   -1.2144    1.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1642    0.4451    2.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2486    0.7239   -0.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4730   -0.8462   -1.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6448   -0.8691    2.4335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9959   -1.4902    2.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1063   -1.8821   -0.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9732   -1.1770   -2.8992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8644   -0.6801   -1.8806 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1000    0.2131   -1.0196 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4437   -1.7260   -0.8018 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  2  0
  5 28  1  0
 28 29  2  0
 29 30  1  0
 29  2  1  0
 27 20  1  0
  1 31  1  0
  3 32  1  0
  4 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  0
 15 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 19 55  1  0
 21 56  1  0
 22 57  1  0
 24 58  1  0
 26 59  1  0
 27 60  1  0
 28 61  1  0
 30 62  1  0
M  END


  Mrv0541 05281413042D          

 30 31  0  0  0  0            999 V2000
    2.8578    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8591    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8578    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5736    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    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
    5.7157    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5736    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8591    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8578    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8591    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8578    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  7  5  2  0  0  0  0
  8  6  2  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 15  5  1  0  0  0  0
 15 11  2  0  0  0  0
 16  6  1  0  0  0  0
 16 12  2  0  0  0  0
 17  7  1  0  0  0  0
 18  8  1  0  0  0  0
 19 11  1  0  0  0  0
 19 17  2  0  0  0  0
 20 12  1  0  0  0  0
 20 18  2  0  0  0  0
 21 13  1  0  0  0  0
 21 15  1  0  0  0  0
 22 14  1  0  0  0  0
 22 16  1  0  0  0  0
 23  9  1  0  0  0  0
 23 13  1  0  0  0  0
 24 10  1  0  0  0  0
 24 14  1  0  0  0  0
 25 17  1  0  0  0  0
 26 18  1  0  0  0  0
 27 19  1  0  0  0  0
 28 20  1  0  0  0  0
 29 21  1  0  0  0  0
 30 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253162

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(CNCCCCCCNCC(O)C1=CC(O)=C(O)C=C1)C1=CC(O)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H32N2O6/c25-17-7-5-15(11-19(17)27)21(29)13-23-9-3-1-2-4-10-24-14-22(30)16-6-8-18(26)20(28)12-16/h5-8,11-12,21-30H,1-4,9-10,13-14H2

> <INCHI_KEY>
OXLZNBCNGJWPRV-UHFFFAOYSA-N

> <FORMULA>
C22H32N2O6

> <MOLECULAR_WEIGHT>
420.4993

> <EXACT_MASS>
420.226036766

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
45.95956498304316

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-{2-[(6-{[2-(3,4-dihydroxyphenyl)-2-hydroxyethyl]amino}hexyl)amino]-1-hydroxyethyl}benzene-1,2-diol

> <ALOGPS_LOGP>
1.14

> <JCHEM_LOGP>
0.21793020466054183

> <ALOGPS_LOGS>
-3.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
9.188558389974705

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.685962897108913

> <JCHEM_PKA_STRONGEST_BASIC>
10.177128940899111

> <JCHEM_POLAR_SURFACE_AREA>
145.44

> <JCHEM_REFRACTIVITY>
115.20359999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.99e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hexoprenaline

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253162
     RDKit          3D
Hexoprenaline
 62 63  0  0  0  0  0  0  0  0999 V2000
    6.4880   -3.0531    2.1200 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1246   -1.8341    1.5204 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0553   -1.0961    1.9775 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7250    0.1083    1.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4372    0.5953    0.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0854    1.8904   -0.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3195    2.5689   -0.5817 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6148    1.5403   -1.7647 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4547    0.8306   -1.9714 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1495    1.2621   -1.7996 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6848    1.5139   -0.4112 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2342    1.9371   -0.4303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6573    0.9131   -1.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6206   -0.3930   -0.2249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0171   -0.2165    1.1929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2265    0.3243    1.5666 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4956   -0.1845    1.4695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1756   -0.3298    0.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5812   -1.1846   -0.7249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6073   -0.7330    0.2844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1800   -0.9538    1.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5107   -1.3070    1.5277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2689   -1.4430    0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6080   -1.7995    0.4380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6335   -1.2071   -0.8100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3683   -1.3341   -1.9808 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3058   -0.8506   -0.9070 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5053   -0.1420   -0.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8373   -1.3386    0.4458 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9192   -2.0868   -0.0154 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9584   -3.4070    2.9038 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4509   -1.4183    2.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8827    0.7148    1.6973 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4624    2.5367    0.2004 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2613    3.4707   -0.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4586    1.0235   -2.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5176    2.5281   -2.3524 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5655   -0.1735   -2.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4287    0.5150   -2.2864 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9872    2.1815   -2.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2862    2.3490    0.0728 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7929    0.6550    0.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0879    2.1230    0.6329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1381    2.8798   -1.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7524    1.2443   -0.9483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4650    0.6884   -2.0700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0928   -1.1647   -0.8155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4936   -0.6974   -0.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1408    0.3517    1.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9209   -1.2347    1.7228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1753    1.3402    1.9019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5008   -1.2144    1.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1642    0.4451    2.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2486    0.7239   -0.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4730   -0.8462   -1.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6448   -0.8691    2.4335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9959   -1.4902    2.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1063   -1.8821   -0.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9732   -1.1770   -2.8992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8644   -0.6801   -1.8806 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1000    0.2131   -1.0196 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4437   -1.7260   -0.8018 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  2  0
  5 28  1  0
 28 29  2  0
 29 30  1  0
 29  2  1  0
 27 20  1  0
  1 31  1  0
  3 32  1  0
  4 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  0
 15 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 19 55  1  0
 21 56  1  0
 22 57  1  0
 24 58  1  0
 26 59  1  0
 27 60  1  0
 28 61  1  0
 30 62  1  0
M  END

HEADER    PROTEIN                                 28-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-MAY-14         0                                  
HETATM    1  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.670   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      16.004   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.668   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.337   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.337   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.004   6.160   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      14.670   6.930   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       9.336   3.850   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0       0.000   4.620   0.000  0.00  0.00           N+0
HETATM   25  O   UNK     0      17.338   6.930   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -8.002   1.540   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      14.670   8.470   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -5.335   0.000   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      12.003   2.310   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -2.667   6.160   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    9                                                       
CONECT    4    2   10                                                       
CONECT    5    7   15                                                       
CONECT    6    8   16                                                       
CONECT    7    5   17                                                       
CONECT    8    6   18                                                       
CONECT    9    3   23                                                       
CONECT   10    4   24                                                       
CONECT   11   15   19                                                       
CONECT   12   16   20                                                       
CONECT   13   21   23                                                       
CONECT   14   22   24                                                       
CONECT   15    5   11   21                                                  
CONECT   16    6   12   22                                                  
CONECT   17    7   19   25                                                  
CONECT   18    8   20   26                                                  
CONECT   19   11   17   27                                                  
CONECT   20   12   18   28                                                  
CONECT   21   13   15   29                                                  
CONECT   22   14   16   30                                                  
CONECT   23    9   13                                                       
CONECT   24   10   14                                                       
CONECT   25   17                                                            
CONECT   26   18                                                            
CONECT   27   19                                                            
CONECT   28   20                                                            
CONECT   29   21                                                            
CONECT   30   22                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

COMPND    HMDB0253162
HETATM    1  O1  UNL     1       6.488  -3.053   2.120  1.00  0.00           O  
HETATM    2  C1  UNL     1       6.125  -1.834   1.520  1.00  0.00           C  
HETATM    3  C2  UNL     1       5.055  -1.096   1.977  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.725   0.108   1.356  1.00  0.00           C  
HETATM    5  C4  UNL     1       5.437   0.595   0.289  1.00  0.00           C  
HETATM    6  C5  UNL     1       5.085   1.890  -0.393  1.00  0.00           C  
HETATM    7  O2  UNL     1       6.320   2.569  -0.582  1.00  0.00           O  
HETATM    8  C6  UNL     1       4.615   1.540  -1.765  1.00  0.00           C  
HETATM    9  N1  UNL     1       3.455   0.831  -1.971  1.00  0.00           N  
HETATM   10  C7  UNL     1       2.150   1.262  -1.800  1.00  0.00           C  
HETATM   11  C8  UNL     1       1.685   1.514  -0.411  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.234   1.937  -0.430  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.657   0.913  -1.003  1.00  0.00           C  
HETATM   14  C11 UNL     1      -0.621  -0.393  -0.225  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.017  -0.217   1.193  1.00  0.00           C  
HETATM   16  N2  UNL     1      -2.227   0.324   1.567  1.00  0.00           N  
HETATM   17  C13 UNL     1      -3.496  -0.184   1.469  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.176  -0.330   0.169  1.00  0.00           C  
HETATM   19  O3  UNL     1      -3.581  -1.185  -0.725  1.00  0.00           O  
HETATM   20  C15 UNL     1      -5.607  -0.733   0.284  1.00  0.00           C  
HETATM   21  C16 UNL     1      -6.180  -0.954   1.505  1.00  0.00           C  
HETATM   22  C17 UNL     1      -7.511  -1.307   1.528  1.00  0.00           C  
HETATM   23  C18 UNL     1      -8.269  -1.443   0.388  1.00  0.00           C  
HETATM   24  O4  UNL     1      -9.608  -1.800   0.438  1.00  0.00           O  
HETATM   25  C19 UNL     1      -7.634  -1.207  -0.810  1.00  0.00           C  
HETATM   26  O5  UNL     1      -8.368  -1.334  -1.981  1.00  0.00           O  
HETATM   27  C20 UNL     1      -6.306  -0.851  -0.907  1.00  0.00           C  
HETATM   28  C21 UNL     1       6.505  -0.142  -0.167  1.00  0.00           C  
HETATM   29  C22 UNL     1       6.837  -1.339   0.446  1.00  0.00           C  
HETATM   30  O6  UNL     1       7.919  -2.087  -0.015  1.00  0.00           O  
HETATM   31  H1  UNL     1       5.958  -3.407   2.904  1.00  0.00           H  
HETATM   32  H2  UNL     1       4.451  -1.418   2.813  1.00  0.00           H  
HETATM   33  H3  UNL     1       3.883   0.715   1.697  1.00  0.00           H  
HETATM   34  H4  UNL     1       4.462   2.537   0.200  1.00  0.00           H  
HETATM   35  H5  UNL     1       6.261   3.471  -0.215  1.00  0.00           H  
HETATM   36  H6  UNL     1       5.459   1.024  -2.342  1.00  0.00           H  
HETATM   37  H7  UNL     1       4.518   2.528  -2.352  1.00  0.00           H  
HETATM   38  H8  UNL     1       3.566  -0.174  -2.281  1.00  0.00           H  
HETATM   39  H9  UNL     1       1.429   0.515  -2.286  1.00  0.00           H  
HETATM   40  H10 UNL     1       1.987   2.182  -2.433  1.00  0.00           H  
HETATM   41  H11 UNL     1       2.286   2.349   0.073  1.00  0.00           H  
HETATM   42  H12 UNL     1       1.793   0.655   0.278  1.00  0.00           H  
HETATM   43  H13 UNL     1      -0.088   2.123   0.633  1.00  0.00           H  
HETATM   44  H14 UNL     1       0.138   2.880  -1.019  1.00  0.00           H  
HETATM   45  H15 UNL     1      -1.752   1.244  -0.948  1.00  0.00           H  
HETATM   46  H16 UNL     1      -0.465   0.688  -2.070  1.00  0.00           H  
HETATM   47  H17 UNL     1      -1.093  -1.165  -0.816  1.00  0.00           H  
HETATM   48  H18 UNL     1       0.494  -0.697  -0.190  1.00  0.00           H  
HETATM   49  H19 UNL     1      -0.141   0.352   1.680  1.00  0.00           H  
HETATM   50  H20 UNL     1      -0.921  -1.235   1.723  1.00  0.00           H  
HETATM   51  H21 UNL     1      -2.175   1.340   1.902  1.00  0.00           H  
HETATM   52  H22 UNL     1      -3.501  -1.214   1.991  1.00  0.00           H  
HETATM   53  H23 UNL     1      -4.164   0.445   2.158  1.00  0.00           H  
HETATM   54  H24 UNL     1      -4.249   0.724  -0.289  1.00  0.00           H  
HETATM   55  H25 UNL     1      -3.473  -0.846  -1.626  1.00  0.00           H  
HETATM   56  H26 UNL     1      -5.645  -0.869   2.433  1.00  0.00           H  
HETATM   57  H27 UNL     1      -7.996  -1.490   2.482  1.00  0.00           H  
HETATM   58  H28 UNL     1     -10.106  -1.882  -0.437  1.00  0.00           H  
HETATM   59  H29 UNL     1      -7.973  -1.177  -2.899  1.00  0.00           H  
HETATM   60  H30 UNL     1      -5.864  -0.680  -1.881  1.00  0.00           H  
HETATM   61  H31 UNL     1       7.100   0.213  -1.020  1.00  0.00           H  
HETATM   62  H32 UNL     1       8.444  -1.726  -0.802  1.00  0.00           H  
CONECT    1    2   31
CONECT    2    3    3   29
CONECT    3    4   32
CONECT    4    5    5   33
CONECT    5    6   28
CONECT    6    7    8   34
CONECT    7   35
CONECT    8    9   36   37
CONECT    9   10   38
CONECT   10   11   39   40
CONECT   11   12   41   42
CONECT   12   13   43   44
CONECT   13   14   45   46
CONECT   14   15   47   48
CONECT   15   16   49   50
CONECT   16   17   51
CONECT   17   18   52   53
CONECT   18   19   20   54
CONECT   19   55
CONECT   20   21   21   27
CONECT   21   22   56
CONECT   22   23   23   57
CONECT   23   24   25
CONECT   24   58
CONECT   25   26   27   27
CONECT   26   59
CONECT   27   60
CONECT   28   29   29   61
CONECT   29   30
CONECT   30   62
END

HMDB0253162
     RDKit          3D
Hexoprenaline
 62 63  0  0  0  0  0  0  0  0999 V2000
    6.4880   -3.0531    2.1200 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1246   -1.8341    1.5204 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0553   -1.0961    1.9775 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7250    0.1083    1.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4372    0.5953    0.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0854    1.8904   -0.3932 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3195    2.5689   -0.5817 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6148    1.5403   -1.7647 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4547    0.8306   -1.9714 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1495    1.2621   -1.7996 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6848    1.5139   -0.4112 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2342    1.9371   -0.4303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6573    0.9131   -1.0033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6206   -0.3930   -0.2249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0171   -0.2165    1.1929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2265    0.3243    1.5666 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4956   -0.1845    1.4695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1756   -0.3298    0.1685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5812   -1.1846   -0.7249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6073   -0.7330    0.2844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1800   -0.9538    1.5052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5107   -1.3070    1.5277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2689   -1.4430    0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6080   -1.7995    0.4380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6335   -1.2071   -0.8100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3683   -1.3341   -1.9808 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3058   -0.8506   -0.9070 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5053   -0.1420   -0.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8373   -1.3386    0.4458 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9192   -2.0868   -0.0154 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9584   -3.4070    2.9038 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4509   -1.4183    2.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8827    0.7148    1.6973 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4624    2.5367    0.2004 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2613    3.4707   -0.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4586    1.0235   -2.3420 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5176    2.5281   -2.3524 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5655   -0.1735   -2.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4287    0.5150   -2.2864 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9872    2.1815   -2.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2862    2.3490    0.0728 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7929    0.6550    0.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0879    2.1230    0.6329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1381    2.8798   -1.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7524    1.2443   -0.9483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4650    0.6884   -2.0700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0928   -1.1647   -0.8155 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4936   -0.6974   -0.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1408    0.3517    1.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9209   -1.2347    1.7228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1753    1.3402    1.9019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5008   -1.2144    1.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1642    0.4451    2.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2486    0.7239   -0.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4730   -0.8462   -1.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6448   -0.8691    2.4335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9959   -1.4902    2.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1063   -1.8821   -0.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9732   -1.1770   -2.8992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8644   -0.6801   -1.8806 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1000    0.2131   -1.0196 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4437   -1.7260   -0.8018 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  2  0
  5 28  1  0
 28 29  2  0
 29 30  1  0
 29  2  1  0
 27 20  1  0
  1 31  1  0
  3 32  1  0
  4 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  0
 15 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 19 55  1  0
 21 56  1  0
 22 57  1  0
 24 58  1  0
 26 59  1  0
 27 60  1  0
 28 61  1  0
 30 62  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Ipradol	Kegg
Ginipral	MeSH
Gynipral	MeSH
Hexoprenaline sulfate	MeSH
Sulfate, hexoprenaline	MeSH

Chemical Formula

C₂₂H₃₂N₂O₆

Average Molecular Weight

420.4993

Monoisotopic Molecular Weight

420.226036766

IUPAC Name

4-{2-[(6-{[2-(3,4-dihydroxyphenyl)-2-hydroxyethyl]amino}hexyl)amino]-1-hydroxyethyl}benzene-1,2-diol

Traditional Name

hexoprenaline

CAS Registry Number

Not Available

SMILES

OC(CNCCCCCCNCC(O)C1=CC(O)=C(O)C=C1)C1=CC(O)=C(O)C=C1

InChI Identifier

InChI=1S/C22H32N2O6/c25-17-7-5-15(11-19(17)27)21(29)13-23-9-3-1-2-4-10-24-14-22(30)16-6-8-18(26)20(28)12-16/h5-8,11-12,21-30H,1-4,9-10,13-14H2

InChI Key

OXLZNBCNGJWPRV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Monocyclic benzene moiety
1,2-aminoalcohol
Secondary alcohol
Secondary amine
Secondary aliphatic amine
Aromatic alcohol
Alcohol
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Organopnictogen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	1.14	ALOGPS
logP	0.22	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	8.69	ChemAxon
pKa (Strongest Basic)	10.18	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	145.44 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	115.2 m³·mol⁻¹	ChemAxon
Polarizability	45.96 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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]+	208.422	30932474
DeepCCS	[M-H]-	205.727	30932474
DeepCCS	[M-2H]-	240.761	30932474
DeepCCS	[M+Na]+	217.052	30932474
AllCCS	[M+H]+	200.1	32859911
AllCCS	[M+H-H2O]+	197.9	32859911
AllCCS	[M+NH4]+	202.1	32859911
AllCCS	[M+Na]+	202.6	32859911
AllCCS	[M-H]-	193.4	32859911
AllCCS	[M+Na-2H]-	194.7	32859911
AllCCS	[M+HCOO]-	196.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Hexoprenaline	OC(CNCCCCCCNCC(O)C1=CC(O)=C(O)C=C1)C1=CC(O)=C(O)C=C1	4857.9	Standard polar	33892256
Hexoprenaline	OC(CNCCCCCCNCC(O)C1=CC(O)=C(O)C=C1)C1=CC(O)=C(O)C=C1	3785.8	Standard non polar	33892256
Hexoprenaline	OC(CNCCCCCCNCC(O)C1=CC(O)=C(O)C=C1)C1=CC(O)=C(O)C=C1	4026.9	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 - Hexoprenaline GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-0920000000-63257fa3faea4c075a19	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexoprenaline GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexoprenaline GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexoprenaline GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexoprenaline GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexoprenaline GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexoprenaline GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexoprenaline GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexoprenaline GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexoprenaline GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexoprenaline GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexoprenaline GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexoprenaline GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexoprenaline GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexoprenaline GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexoprenaline GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexoprenaline GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexoprenaline GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexoprenaline GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexoprenaline GC-MS (TMS_2_14) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexoprenaline GC-MS (TMS_2_15) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexoprenaline GC-MS (TMS_2_16) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexoprenaline GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexoprenaline GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexoprenaline GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-04	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 - Hexoprenaline 10V, Positive-QTOF	splash10-0uk9-0021900000-711ed13abb35b1193d43	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexoprenaline 20V, Positive-QTOF	splash10-0udr-0794600000-7f55b3e84f3ec5812d65	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexoprenaline 40V, Positive-QTOF	splash10-0udr-2911000000-0915ff6f7bba63d46ed7	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexoprenaline 10V, Negative-QTOF	splash10-014i-0110900000-f4e6ce8eb2021703d168	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexoprenaline 20V, Negative-QTOF	splash10-014i-0581900000-ea1ae92ae8c0148c05db	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexoprenaline 40V, Negative-QTOF	splash10-0a4r-0910000000-a393d8d589e80e9d5fab	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexoprenaline 10V, Positive-QTOF	splash10-0udi-0012900000-a84b935a510f8b18575b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexoprenaline 20V, Positive-QTOF	splash10-0ufr-0094300000-d5b4046b6e07a9e7c2e8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexoprenaline 40V, Positive-QTOF	splash10-004u-0910000000-02255fb019352c8f08ff	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexoprenaline 10V, Negative-QTOF	splash10-014i-0200900000-db3f1591929c6ef97783	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexoprenaline 20V, Negative-QTOF	splash10-0g4r-0901500000-9e8ad7353f2fa293b33b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexoprenaline 40V, Negative-QTOF	splash10-0079-2904000000-92077126447e6743d47b	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

DB08957

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3483

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Hexoprenaline

METLIN ID

Not Available

PubChem Compound

3609

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 Hexoprenaline (HMDB0253162)

MOL for HMDB0253162 (Hexoprenaline)

3D MOL for HMDB0253162 (Hexoprenaline)

3D SDF for HMDB0253162 (Hexoprenaline)

3D-SDF for HMDB0253162 (Hexoprenaline)

PDB for HMDB0253162 (Hexoprenaline)

3D PDB for HMDB0253162 (Hexoprenaline)

SMILES for HMDB0253162 (Hexoprenaline)

INCHI for HMDB0253162 (Hexoprenaline)

Structure for HMDB0253162 (Hexoprenaline)

3D Structure for HMDB0253162 (Hexoprenaline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra