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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 18:05:27 UTC

Update Date

2021-10-01 23:06:17 UTC

HMDB ID

HMDB0257232

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Rilmenidine

Description

Rilmenidine, also known as hyperium or oxaminozoline, belongs to the class of organic compounds known as oxazolines. These are organic compounds containing 1,3-oxazoline, a five-membered ring with a nitrogen and an oxygen atoms at the 1- and 3-position, respectively. Additionally, it contains two double bonds. Based on a literature review very few articles have been published on Rilmenidine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Rilmenidine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Rilmenidine 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

HMDB0257232
     RDKit          3D
Rilmenidine
 29 31  0  0  0  0  0  0  0  0999 V2000
    3.5466   -0.6846   -0.9748 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7915    0.1020    0.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4836    0.2478    0.8168 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6063   -0.6073    0.1687 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2613   -0.8745    0.5416 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8584   -0.1364    0.0031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1120   -0.6618    0.5949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3611   -2.1394    0.3119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2800   -1.0761   -0.2039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6155    1.3232    0.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5844    2.3576   -0.1384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3231    2.1957   -0.9437 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1786   -1.1487   -0.8475 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054   -0.0232   -1.8319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2769   -1.5082   -1.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1843    1.1155    0.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4551   -0.4196    0.9853 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0814   -1.6335    1.2305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9156   -0.3057   -1.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3049   -0.3522    1.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6658   -2.7897    1.1524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7198   -2.6552   -0.4237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2690   -1.0501    0.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3225   -0.9606   -1.3026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0092    1.5825    1.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6567    3.2934    0.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5564    2.0787   -0.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4713    1.7528   -1.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4546    2.9777   -0.8358 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  6 10  1  0
 10 11  1  0
 11 12  1  0
  4 13  2  0
 13  1  1  0
  9  7  1  0
 12 10  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  2 17  1  0
  5 18  1  0
  6 19  1  0
  7 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
M  END

HMDB0257232
     RDKit          3D
Rilmenidine
 29 31  0  0  0  0  0  0  0  0999 V2000
    3.5466   -0.6846   -0.9748 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7915    0.1020    0.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4836    0.2478    0.8168 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6063   -0.6073    0.1687 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2613   -0.8745    0.5416 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8584   -0.1364    0.0031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1120   -0.6618    0.5949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3611   -2.1394    0.3119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2800   -1.0761   -0.2039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6155    1.3232    0.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5844    2.3576   -0.1384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3231    2.1957   -0.9437 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1786   -1.1487   -0.8475 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054   -0.0232   -1.8319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2769   -1.5082   -1.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1843    1.1155    0.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4551   -0.4196    0.9853 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0814   -1.6335    1.2305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9156   -0.3057   -1.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3049   -0.3522    1.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6658   -2.7897    1.1524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7198   -2.6552   -0.4237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2690   -1.0501    0.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3225   -0.9606   -1.3026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0092    1.5825    1.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6567    3.2934    0.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5564    2.0787   -0.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4713    1.7528   -1.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4546    2.9777   -0.8358 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  6 10  1  0
 10 11  1  0
 11 12  1  0
  4 13  2  0
 13  1  1  0
  9  7  1  0
 12 10  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  2 17  1  0
  5 18  1  0
  6 19  1  0
  7 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  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       4.967  -5.015   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.427  -5.015   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.197  -3.682   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.197  -2.142   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.531  -1.372   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.301  -0.038   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.071  -1.372   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       2.864  -1.372   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       2.864   0.168   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       1.618   1.073   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       2.094   2.538   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.634   2.538   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.110   1.073   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    3                                                       
CONECT    3    2    1    4                                                  
CONECT    4    3    5    8                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    7                                                       
CONECT    7    6    5                                                       
CONECT    8    4    9                                                       
CONECT    9    8   10   13                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    9                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   30    0
END

COMPND    HMDB0257232
HETATM    1  C1  UNL     1       3.547  -0.685  -0.975  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.792   0.102   0.291  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.484   0.248   0.817  1.00  0.00           O  
HETATM    4  C3  UNL     1       1.606  -0.607   0.169  1.00  0.00           C  
HETATM    5  N1  UNL     1       0.261  -0.874   0.542  1.00  0.00           N  
HETATM    6  C4  UNL     1      -0.858  -0.136   0.003  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.112  -0.662   0.595  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.361  -2.139   0.312  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.280  -1.076  -0.204  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.616   1.323   0.287  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.584   2.358  -0.138  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.323   2.196  -0.944  1.00  0.00           C  
HETATM   13  N2  UNL     1       2.179  -1.149  -0.847  1.00  0.00           N  
HETATM   14  H1  UNL     1       3.705  -0.023  -1.832  1.00  0.00           H  
HETATM   15  H2  UNL     1       4.277  -1.508  -1.035  1.00  0.00           H  
HETATM   16  H3  UNL     1       4.184   1.116   0.101  1.00  0.00           H  
HETATM   17  H4  UNL     1       4.455  -0.420   0.985  1.00  0.00           H  
HETATM   18  H5  UNL     1       0.081  -1.633   1.231  1.00  0.00           H  
HETATM   19  H6  UNL     1      -0.916  -0.306  -1.113  1.00  0.00           H  
HETATM   20  H7  UNL     1      -2.305  -0.352   1.656  1.00  0.00           H  
HETATM   21  H8  UNL     1      -2.666  -2.790   1.152  1.00  0.00           H  
HETATM   22  H9  UNL     1      -1.720  -2.655  -0.424  1.00  0.00           H  
HETATM   23  H10 UNL     1      -4.269  -1.050   0.300  1.00  0.00           H  
HETATM   24  H11 UNL     1      -3.323  -0.961  -1.303  1.00  0.00           H  
HETATM   25  H12 UNL     1      -0.009   1.582   1.184  1.00  0.00           H  
HETATM   26  H13 UNL     1      -1.657   3.293   0.448  1.00  0.00           H  
HETATM   27  H14 UNL     1      -2.556   2.079  -0.619  1.00  0.00           H  
HETATM   28  H15 UNL     1      -0.471   1.753  -1.939  1.00  0.00           H  
HETATM   29  H16 UNL     1       0.455   2.978  -0.836  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3   16   17
CONECT    3    4
CONECT    4    5   13   13
CONECT    5    6   18
CONECT    6    7   10   19
CONECT    7    8    9   20
CONECT    8    9   21   22
CONECT    9   23   24
CONECT   10   11   12   25
CONECT   11   12   26   27
CONECT   12   28   29
END

HMDB0257232
     RDKit          3D
Rilmenidine
 29 31  0  0  0  0  0  0  0  0999 V2000
    3.5466   -0.6846   -0.9748 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7915    0.1020    0.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4836    0.2478    0.8168 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6063   -0.6073    0.1687 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2613   -0.8745    0.5416 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8584   -0.1364    0.0031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1120   -0.6618    0.5949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3611   -2.1394    0.3119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2800   -1.0761   -0.2039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6155    1.3232    0.2867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5844    2.3576   -0.1384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3231    2.1957   -0.9437 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1786   -1.1487   -0.8475 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054   -0.0232   -1.8319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2769   -1.5082   -1.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1843    1.1155    0.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4551   -0.4196    0.9853 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0814   -1.6335    1.2305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9156   -0.3057   -1.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3049   -0.3522    1.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6658   -2.7897    1.1524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7198   -2.6552   -0.4237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2690   -1.0501    0.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3225   -0.9606   -1.3026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0092    1.5825    1.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6567    3.2934    0.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5564    2.0787   -0.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4713    1.7528   -1.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4546    2.9777   -0.8358 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  6 10  1  0
 10 11  1  0
 11 12  1  0
  4 13  2  0
 13  1  1  0
  9  7  1  0
 12 10  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  2 17  1  0
  5 18  1  0
  6 19  1  0
  7 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Hyperium	Kegg
Oxaminozoline	Kegg
2-(N-(Dicyclopropylmethyl)amino)oxazoline	MeSH
2-(N-(Dicyclopropylmethyl)amino)oxazoline phosphate salt	MeSH
Rilmenidine phosphate	MeSH

Chemical Formula

C₁₀H₁₆N₂O

Average Molecular Weight

180.251

Monoisotopic Molecular Weight

180.126263143

IUPAC Name

N-(dicyclopropylmethyl)-4,5-dihydro-1,3-oxazol-2-amine

Traditional Name

hyperium

CAS Registry Number

Not Available

SMILES

C1CC1C(NC1=NCCO1)C1CC1

InChI Identifier

InChI=1S/C10H16N2O/c1-2-7(1)9(8-3-4-8)12-10-11-5-6-13-10/h7-9H,1-6H2,(H,11,12)

InChI Key

CQXADFVORZEARL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxazolines. These are organic compounds containing 1,3-oxazoline, a five-membered ring with a nitrogen and an oxygen atoms at the 1- and 3-position, respectively. Additionally, it contains two double bonds.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azolines

Sub Class

Oxazolines

Direct Parent

Oxazolines

Alternative Parents

Substituents

Oxazoline
Isourea
Oxacycle
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

isourea (CHEBI:8862 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0257232)

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	1.43	ALOGPS
logP	1.58	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Basic)	7.11	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	33.62 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	49.79 m³·mol⁻¹	ChemAxon
Polarizability	20.38 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	142.575	30932474
DeepCCS	[M-H]-	139.893	30932474
DeepCCS	[M-2H]-	175.943	30932474
DeepCCS	[M+Na]+	151.481	30932474
AllCCS	[M+H]+	142.6	32859911
AllCCS	[M+H-H2O]+	138.3	32859911
AllCCS	[M+NH4]+	146.6	32859911
AllCCS	[M+Na]+	147.8	32859911
AllCCS	[M-H]-	143.8	32859911
AllCCS	[M+Na-2H]-	144.2	32859911
AllCCS	[M+HCOO]-	144.7	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.	2.45 minutes	32390414
Predicted by Siyang on May 30, 2022	10.2655 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.89 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1377.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	274.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	130.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	175.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	172.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	341.1 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	538.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	127.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	800.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	320.6 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	1112.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	213.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	270.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	384.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	166.7 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	97.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Rilmenidine	C1CC1C(NC1=NCCO1)C1CC1	2452.7	Standard polar	33892256
Rilmenidine	C1CC1C(NC1=NCCO1)C1CC1	1666.0	Standard non polar	33892256
Rilmenidine	C1CC1C(NC1=NCCO1)C1CC1	1456.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Rilmenidine,1TMS,isomer #1	C[Si](C)(C)N(C1=NCCO1)C(C1CC1)C1CC1	1659.1	Semi standard non polar	33892256
Rilmenidine,1TMS,isomer #1	C[Si](C)(C)N(C1=NCCO1)C(C1CC1)C1CC1	1647.3	Standard non polar	33892256
Rilmenidine,1TMS,isomer #1	C[Si](C)(C)N(C1=NCCO1)C(C1CC1)C1CC1	2762.3	Standard polar	33892256
Rilmenidine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=NCCO1)C(C1CC1)C1CC1	1862.8	Semi standard non polar	33892256
Rilmenidine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=NCCO1)C(C1CC1)C1CC1	1858.8	Standard non polar	33892256
Rilmenidine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=NCCO1)C(C1CC1)C1CC1	2794.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Rilmenidine GC-MS (Non-derivatized) - 70eV, Positive	splash10-002o-9200000000-7933cc95f11407a677db	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Rilmenidine 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 - Rilmenidine 10V, Positive-QTOF	splash10-001i-1900000000-8c710cc46f2ead2f9f2b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rilmenidine 20V, Positive-QTOF	splash10-03dl-8900000000-cd75abe5d97467d6867b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rilmenidine 40V, Positive-QTOF	splash10-00dm-9000000000-74e1491e765ae8c5be71	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rilmenidine 10V, Negative-QTOF	splash10-00b9-1900000000-9a0029e1f58914250e61	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rilmenidine 20V, Negative-QTOF	splash10-03ki-2900000000-2d8a153c92c1f4aea930	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rilmenidine 40V, Negative-QTOF	splash10-02tc-9200000000-66d9e37220da33e1ea46	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

DB11738

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

61963

KEGG Compound ID

C11120

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Rilmenidine

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 ]

Enzymes

Enzyme Details

1. Nischarin

General function:: Not Available
Specific function:: Acts either as the functional imidazoline-1 receptor (I1R) candidate or as a membrane-associated mediator of the I1R signaling. Binds numerous imidazoline ligands that induces initiation of cell-signaling cascades triggering to cell survival, growth and migration. Its activation by the agonist rilmenidine induces an increase in phosphorylation of mitogen-activated protein kinases MAPK1 and MAPK3 in rostral ventrolateral medulla (RVLM) neurons that exhibited rilmenidine-evoked hypotension (By similarity). Blocking its activation with efaroxan abolished rilmenidine-induced mitogen-activated protein kinase phosphorylation in RVLM neurons (By similarity). Acts as a modulator of Rac-regulated signal transduction pathways (By similarity). Suppresses Rac1-stimulated cell migration by interacting with PAK1 and inhibiting its kinase activity (By similarity). Also blocks Pak-independent Rac signaling by interacting with RAC1 and inhibiting Rac1-stimulated NF-kB response element and cyclin D1 promoter activation (By similarity). Inhibits also LIMK1 kinase activity by reducing LIMK1 'Tyr-508' phosphorylation (By similarity). Inhibits Rac-induced cell migration and invasion in breast and colon epithelial cells (By similarity). Inhibits lamellipodia formation, when overexpressed (By similarity). Plays a role in protection against apoptosis. Involved in association with IRS4 in the enhancement of insulin activation of MAPK1 and MAPK3. When overexpressed, induces a redistribution of cell surface ITGA5 integrin to intracellular endosomal structures.
Gene Name:: NISCH
Uniprot ID:: Q9Y2I1
Molecular weight:: 166627.105

Showing metabocard for Rilmenidine (HMDB0257232)

MOL for HMDB0257232 (Rilmenidine)

3D MOL for HMDB0257232 (Rilmenidine)

3D SDF for HMDB0257232 (Rilmenidine)

3D-SDF for HMDB0257232 (Rilmenidine)

PDB for HMDB0257232 (Rilmenidine)

3D PDB for HMDB0257232 (Rilmenidine)

SMILES for HMDB0257232 (Rilmenidine)

INCHI for HMDB0257232 (Rilmenidine)

Structure for HMDB0257232 (Rilmenidine)

3D Structure for HMDB0257232 (Rilmenidine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes