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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2023-02-21 17:18:31 UTC

HMDB ID

HMDB0015496

Secondary Accession Numbers

HMDB15496

Metabolite Identification

Common Name

Amrinone

Description

Amrinone, also known as amcoral or inocor, belongs to the class of organic compounds known as bipyridines and oligopyridines. These are organic compounds containing two pyridine rings linked to each other. Amrinone is a drug which is used in the treatment of congestive heart failure. Amrinone is a strong basic compound (based on its pKa). A 3,4'-bipyridine substituted at positions 5 and 6 by an amino group and a keto function respectively.

Structure

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

1427
  Mrv0541 02231215292D          

 14 15  0  0  0  0            999 V2000
    2.0930   -1.1880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -1.1880    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930    0.4620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799    1.2870    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    0.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    0.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    0.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -0.7755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    0.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -0.7755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    1.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655    0.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655    1.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799    0.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  2  0  0  0  0
  2  8  1  0  0  0  0
  2 10  1  0  0  0  0
  3  9  1  0  0  0  0
  4 13  2  0  0  0  0
  4 14  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5  8  2  0  0  0  0
  6 11  2  0  0  0  0
  6 12  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015496

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=CC(=CNC1=O)C1=CC=NC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H9N3O/c11-9-5-8(6-13-10(9)14)7-1-3-12-4-2-7/h1-6H,11H2,(H,13,14)

> <INCHI_KEY>
RNLQIBCLLYYYFJ-UHFFFAOYSA-N

> <FORMULA>
C10H9N3O

> <MOLECULAR_WEIGHT>
187.198

> <EXACT_MASS>
187.074561925

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
18.935756937355627

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-amino-5-(pyridin-4-yl)-1,2-dihydropyridin-2-one

> <ALOGPS_LOGP>
0.27

> <JCHEM_LOGP>
-0.568917207

> <ALOGPS_LOGS>
-1.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.006509448944831

> <JCHEM_PKA_STRONGEST_BASIC>
4.866990475478802

> <JCHEM_POLAR_SURFACE_AREA>
68.01

> <JCHEM_REFRACTIVITY>
53.89030000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.60e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
amrinone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1427                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       3.907  -2.218   0.000  0.00  0.00           O+0
HETATM    2  N   UNK     0       6.574  -2.218   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0       3.907   0.862   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0      11.909   2.402   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       7.908   0.092   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.242   0.862   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.574   0.862   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.908  -1.448   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.241   0.092   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.241  -1.448   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.242   2.402   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.576   0.092   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.576   3.172   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.909   0.862   0.000  0.00  0.00           C+0
CONECT    1   10                                                            
CONECT    2    8   10                                                       
CONECT    3    9                                                            
CONECT    4   13   14                                                       
CONECT    5    6    7    8                                                  
CONECT    6    5   11   12                                                  
CONECT    7    5    9                                                       
CONECT    8    2    5                                                       
CONECT    9    3    7   10                                                  
CONECT   10    1    2    9                                                  
CONECT   11    6   13                                                       
CONECT   12    6   14                                                       
CONECT   13    4   11                                                       
CONECT   14    4   12                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Amcoral	Kegg
Inamrinone	HMDB
Inamrinone lactate	HMDB
Inocor	HMDB
5-Amino-(3,4'-bipyridine)-6(1H)-one	HMDB
Amrinon	HMDB
LAW brand OF amrinone	HMDB
Sanofi brand OF amrinone lactate	HMDB
Sanofi winthrop brand OF amrinone	HMDB
Amrinone law brand	HMDB
Cordemcura	HMDB
Sanofi winthrop brand OF amrinone lactate	HMDB
Wincoram	HMDB

Chemical Formula

C₁₀H₉N₃O

Average Molecular Weight

187.198

Monoisotopic Molecular Weight

187.074561925

IUPAC Name

3-amino-5-(pyridin-4-yl)-1,2-dihydropyridin-2-one

Traditional Name

amrinone

CAS Registry Number

60719-84-8

SMILES

NC1=CC(=CNC1=O)C1=CC=NC=C1

InChI Identifier

InChI=1S/C10H9N3O/c11-9-5-8(6-13-10(9)14)7-1-3-12-4-2-7/h1-6H,11H2,(H,13,14)

InChI Key

RNLQIBCLLYYYFJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bipyridines and oligopyridines. These are organic compounds containing two pyridine rings linked to each other.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Bipyridines and oligopyridines

Direct Parent

Bipyridines and oligopyridines

Alternative Parents

Substituents

Bipyridine
Aminopyridine
Dihydropyridine
Pyridinone
Hydropyridine
Heteroaromatic compound
Lactam
Azacycle
Amine
Primary amine
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Source

Exogenous

Exogenous (HMDB: HMDB0015496)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	295 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	5.6 g/L	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	139.005	http://allccs.zhulab.cn/database/detail?ID=AllCCS00001092

Predicted Molecular Properties

Property	Value	Source
Water Solubility	5.6 g/L	ALOGPS
logP	0.27	ALOGPS
logP	-0.57	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	11.01	ChemAxon
pKa (Strongest Basic)	4.87	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	68.01 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	53.89 m³·mol⁻¹	ChemAxon
Polarizability	18.94 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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
DarkChem	[M+H]+	142.142	31661259
DarkChem	[M-H]-	139.499	31661259
DeepCCS	[M+H]+	146.193	30932474
DeepCCS	[M-H]-	143.798	30932474
DeepCCS	[M-2H]-	178.722	30932474
DeepCCS	[M+Na]+	153.306	30932474
AllCCS	[M+H]+	141.5	32859911
AllCCS	[M+H-H2O]+	137.1	32859911
AllCCS	[M+NH4]+	145.7	32859911
AllCCS	[M+Na]+	146.9	32859911
AllCCS	[M-H]-	141.4	32859911
AllCCS	[M+Na-2H]-	141.6	32859911
AllCCS	[M+HCOO]-	142.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Amrinone	NC1=CC(=CNC1=O)C1=CC=NC=C1	2804.6	Standard polar	33892256
Amrinone	NC1=CC(=CNC1=O)C1=CC=NC=C1	2087.9	Standard non polar	33892256
Amrinone	NC1=CC(=CNC1=O)C1=CC=NC=C1	2319.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Amrinone,1TMS,isomer #1	C[Si](C)(C)NC1=CC(C2=CC=NC=C2)=C[NH]C1=O	2154.3	Semi standard non polar	33892256
Amrinone,1TMS,isomer #1	C[Si](C)(C)NC1=CC(C2=CC=NC=C2)=C[NH]C1=O	2267.2	Standard non polar	33892256
Amrinone,1TMS,isomer #1	C[Si](C)(C)NC1=CC(C2=CC=NC=C2)=C[NH]C1=O	3013.2	Standard polar	33892256
Amrinone,1TMS,isomer #2	C[Si](C)(C)N1C=C(C2=CC=NC=C2)C=C(N)C1=O	2134.1	Semi standard non polar	33892256
Amrinone,1TMS,isomer #2	C[Si](C)(C)N1C=C(C2=CC=NC=C2)C=C(N)C1=O	2243.0	Standard non polar	33892256
Amrinone,1TMS,isomer #2	C[Si](C)(C)N1C=C(C2=CC=NC=C2)C=C(N)C1=O	3086.0	Standard polar	33892256
Amrinone,2TMS,isomer #1	C[Si](C)(C)N(C1=CC(C2=CC=NC=C2)=C[NH]C1=O)[Si](C)(C)C	2096.5	Semi standard non polar	33892256
Amrinone,2TMS,isomer #1	C[Si](C)(C)N(C1=CC(C2=CC=NC=C2)=C[NH]C1=O)[Si](C)(C)C	2392.0	Standard non polar	33892256
Amrinone,2TMS,isomer #1	C[Si](C)(C)N(C1=CC(C2=CC=NC=C2)=C[NH]C1=O)[Si](C)(C)C	2683.8	Standard polar	33892256
Amrinone,2TMS,isomer #2	C[Si](C)(C)NC1=CC(C2=CC=NC=C2)=CN([Si](C)(C)C)C1=O	2159.0	Semi standard non polar	33892256
Amrinone,2TMS,isomer #2	C[Si](C)(C)NC1=CC(C2=CC=NC=C2)=CN([Si](C)(C)C)C1=O	2423.4	Standard non polar	33892256
Amrinone,2TMS,isomer #2	C[Si](C)(C)NC1=CC(C2=CC=NC=C2)=CN([Si](C)(C)C)C1=O	2689.3	Standard polar	33892256
Amrinone,3TMS,isomer #1	C[Si](C)(C)N(C1=CC(C2=CC=NC=C2)=CN([Si](C)(C)C)C1=O)[Si](C)(C)C	2198.9	Semi standard non polar	33892256
Amrinone,3TMS,isomer #1	C[Si](C)(C)N(C1=CC(C2=CC=NC=C2)=CN([Si](C)(C)C)C1=O)[Si](C)(C)C	2499.8	Standard non polar	33892256
Amrinone,3TMS,isomer #1	C[Si](C)(C)N(C1=CC(C2=CC=NC=C2)=CN([Si](C)(C)C)C1=O)[Si](C)(C)C	2535.6	Standard polar	33892256
Amrinone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC(C2=CC=NC=C2)=C[NH]C1=O	2398.0	Semi standard non polar	33892256
Amrinone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC(C2=CC=NC=C2)=C[NH]C1=O	2494.9	Standard non polar	33892256
Amrinone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=CC(C2=CC=NC=C2)=C[NH]C1=O	3161.1	Standard polar	33892256
Amrinone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=C(C2=CC=NC=C2)C=C(N)C1=O	2411.3	Semi standard non polar	33892256
Amrinone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=C(C2=CC=NC=C2)C=C(N)C1=O	2432.1	Standard non polar	33892256
Amrinone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=C(C2=CC=NC=C2)C=C(N)C1=O	3189.6	Standard polar	33892256
Amrinone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC(C2=CC=NC=C2)=C[NH]C1=O)[Si](C)(C)C(C)(C)C	2619.5	Semi standard non polar	33892256
Amrinone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC(C2=CC=NC=C2)=C[NH]C1=O)[Si](C)(C)C(C)(C)C	2794.2	Standard non polar	33892256
Amrinone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC(C2=CC=NC=C2)=C[NH]C1=O)[Si](C)(C)C(C)(C)C	2848.9	Standard polar	33892256
Amrinone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=CC(C2=CC=NC=C2)=CN([Si](C)(C)C(C)(C)C)C1=O	2667.6	Semi standard non polar	33892256
Amrinone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=CC(C2=CC=NC=C2)=CN([Si](C)(C)C(C)(C)C)C1=O	2820.1	Standard non polar	33892256
Amrinone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC1=CC(C2=CC=NC=C2)=CN([Si](C)(C)C(C)(C)C)C1=O	2881.9	Standard polar	33892256
Amrinone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC(C2=CC=NC=C2)=CN([Si](C)(C)C(C)(C)C)C1=O)[Si](C)(C)C(C)(C)C	2903.1	Semi standard non polar	33892256
Amrinone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC(C2=CC=NC=C2)=CN([Si](C)(C)C(C)(C)C)C1=O)[Si](C)(C)C(C)(C)C	3065.5	Standard non polar	33892256
Amrinone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C1=CC(C2=CC=NC=C2)=CN([Si](C)(C)C(C)(C)C)C1=O)[Si](C)(C)C(C)(C)C	2837.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Amrinone GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-0900000000-5d2b7ed5ce7a5b2d1b2a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Amrinone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Amrinone 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Amrinone LC-ESI-qTof , Positive-QTOF	splash10-00lr-3900000000-f6b4ee8cb119f30be206	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Amrinone , positive-QTOF	splash10-00lr-3900000000-f6b4ee8cb119f30be206	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amrinone 10V, Positive-QTOF	splash10-000i-0900000000-d563604221c2fc90e848	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amrinone 20V, Positive-QTOF	splash10-000i-0900000000-114f10f1bc2a19e76a81	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amrinone 40V, Positive-QTOF	splash10-0kai-3900000000-a801048eb6a8e89bf81a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amrinone 10V, Negative-QTOF	splash10-000i-2900000000-047574985bc6e8f37849	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amrinone 20V, Negative-QTOF	splash10-000i-0900000000-830d64d2ca3df5e91371	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amrinone 40V, Negative-QTOF	splash10-056r-8900000000-55d99bace284f16d6eab	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amrinone 10V, Positive-QTOF	splash10-000i-0900000000-b2d0b424b63552aeb5da	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amrinone 20V, Positive-QTOF	splash10-000i-0900000000-5df90fba3bae999dcf53	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amrinone 40V, Positive-QTOF	splash10-02al-1900000000-0777b03a7abdffe47845	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amrinone 10V, Negative-QTOF	splash10-000i-0900000000-c578ba6709289e488ab7	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amrinone 20V, Negative-QTOF	splash10-000i-0900000000-af8305c726e189d02fb5	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amrinone 40V, Negative-QTOF	splash10-0uxr-3900000000-4b1885156128bd139932	2021-10-11	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01427	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01427	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01427

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3570

KEGG Compound ID

C13594

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Amrinone

METLIN ID

Not Available

PubChem Compound

3698

PDB ID

Not Available

ChEBI ID

2686

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

Not Available

Enzymes

Enzyme Details

1. cGMP-inhibited 3',5'-cyclic phosphodiesterase A

General function:: Involved in catalytic activity
Specific function:: Cyclic nucleotide phosphodiesterase with a dual-specificity for the second messengers cAMP and cGMP, which are key regulators of many important physiological processes (By similarity).
Gene Name:: PDE3A
Uniprot ID:: Q14432
Molecular weight:: 124978.06

References

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Kobayashi T, Sugawara Y, Ohkubo T, Imamura H, Makuuchi M: Effects of amrinone on hepatic ischemia-reperfusion injury in rats. J Hepatol. 2002 Jul;37(1):31-8. [PubMed:12076859 ]
Ko Y, Morita K, Nagahori R, Kinouchi K, Shinohara G, Kagawa H, Hashimoto K: Myocardial cyclic AMP augmentation with high-dose PDEIII inhibitor in terminal warm blood cardioplegia. Ann Thorac Cardiovasc Surg. 2009 Oct;15(5):311-7. [PubMed:19901885 ]
Kucuk C, Akcan A, Akyyldyz H, Akgun H, Muhtaroglu S, Sozuer E: Effects of amrinone in an experimental model of hepatic ischemia-reperfusion injury. J Surg Res. 2009 Jan;151(1):74-9. doi: 10.1016/j.jss.2008.02.008. Epub 2008 Mar 13. [PubMed:18468627 ]

Enzyme Details

2. cAMP-specific 3',5'-cyclic phosphodiesterase 4B

General function:: Involved in catalytic activity
Specific function:: Hydrolyzes the second messenger cAMP, which is a key regulator of many important physiological processes. May be involved in mediating central nervous system effects of therapeutic agents ranging from antidepressants to antiasthmatic and anti-inflammatory agents.
Gene Name:: PDE4B
Uniprot ID:: Q07343
Molecular weight:: 64351.765

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]

Enzyme Details

3. Tumor necrosis factor

General function:: Involved in tumor necrosis factor receptor binding
Specific function:: Cytokine that binds to TNFRSF1A/TNFR1 and TNFRSF1B/TNFBR. It is mainly secreted by macrophages and can induce cell death of certain tumor cell lines. It is potent pyrogen causing fever by direct action or by stimulation of interleukin-1 secretion and is implicated in the induction of cachexia, Under certain conditions it can stimulate cell proliferation and induce cell differentiation
Gene Name:: TNF
Uniprot ID:: P01375
Molecular weight:: 25644.1

References

Kumar A, Kosuri R, Kandula P, Dimou C, Allen J, Parrillo JE: Effects of epinephrine and amrinone on contractility and cyclic adenosine monophosphate generation of tumor necrosis factor alpha-exposed cardiac myocytes. Crit Care Med. 1999 Feb;27(2):286-92. [PubMed:10075051 ]
Bergman MR, Kao RH, McCune SA, Holycross BJ: Myocardial tumor necrosis factor-alpha secretion in hypertensive and heart failure-prone rats. Am J Physiol. 1999 Aug;277(2 Pt 2):H543-50. [PubMed:10444479 ]
Haddad JJ, Land SC, Tarnow-Mordi WO, Zembala M, Kowalczyk D, Lauterbach R: Immunopharmacological potential of selective phosphodiesterase inhibition. I. Differential regulation of lipopolysaccharide-mediated proinflammatory cytokine (interleukin-6 and tumor necrosis factor-alpha) biosynthesis in alveolar epithelial cells. J Pharmacol Exp Ther. 2002 Feb;300(2):559-66. [PubMed:11805217 ]
Marx D, Tassabehji M, Heer S, Huttenbrink KB, Szelenyi I: Modulation of TNF and GM-CSF release from dispersed human nasal polyp cells and human whole blood by inhibitors of different PDE isoenzymes and glucocorticoids. Pulm Pharmacol Ther. 2002;15(1):7-15. [PubMed:11969359 ]
Giroir BP, Beutler B: Effect of amrinone on tumor necrosis factor production in endotoxic shock. Circ Shock. 1992 Mar;36(3):200-7. [PubMed:1611705 ]

Showing metabocard for Amrinone (HMDB0015496)

MOL for HMDB0015496 (Amrinone)

3D MOL for HMDB0015496 (Amrinone)

3D SDF for HMDB0015496 (Amrinone)

3D-SDF for HMDB0015496 (Amrinone)

PDB for HMDB0015496 (Amrinone)

3D PDB for HMDB0015496 (Amrinone)

SMILES for HMDB0015496 (Amrinone)

INCHI for HMDB0015496 (Amrinone)

Structure for HMDB0015496 (Amrinone)

3D Structure for HMDB0015496 (Amrinone)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra

Enzymes

References

References

References