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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:03:13 UTC

Update Date

2023-02-21 17:24:06 UTC

HMDB ID

HMDB0034250

Secondary Accession Numbers

HMDB34250

Metabolite Identification

Common Name

Betamipron

Description

Betamipron belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. Based on a literature review very few articles have been published on Betamipron.

Structure

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


  Mrv0541 02241218482D          

 14 14  0  0  0  0            999 V2000
    0.7428    1.8576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4035    1.4448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1467    1.8576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4035    0.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7428    0.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7428   -0.6190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0004   -1.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0004   -1.8576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7428   -0.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7428    0.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4035    0.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1467    0.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1467   -0.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4035   -1.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 14  2  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034250

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CCNC(=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H11NO3/c12-9(13)6-7-11-10(14)8-4-2-1-3-5-8/h1-5H,6-7H2,(H,11,14)(H,12,13)

> <INCHI_KEY>
CWXYHOHYCJXYFQ-UHFFFAOYSA-N

> <FORMULA>
C10H11NO3

> <MOLECULAR_WEIGHT>
193.1992

> <EXACT_MASS>
193.073893223

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
19.7260759123645

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(phenylformamido)propanoic acid

> <ALOGPS_LOGP>
0.43

> <JCHEM_LOGP>
0.7625582206666668

> <ALOGPS_LOGS>
-2.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.013640059658911

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.114758100786617

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8473296628331987

> <JCHEM_POLAR_SURFACE_AREA>
66.4

> <JCHEM_REFRACTIVITY>
50.81710000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.92e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
β-alanine, N-benzoyl-

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       1.387   3.468   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.620   2.697   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       4.007   3.468   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.620   1.155   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.387   0.385   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       1.387  -1.155   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -0.001  -1.926   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.001  -3.468   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.387  -1.155   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.387   0.385   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.620   1.155   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.007   0.385   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.007  -1.155   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.620  -1.926   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14    9   13                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-(benzoylamino)Propionic acid	HMDB
3-Benzamidopropanoic acid	HMDB
3-Benzamidopropionic acid	HMDB
Benzoyl-beta-alanine	HMDB
Betamipron, inn	HMDB
N-(Phenylcarbonyl)-beta-alanine	HMDB
N-Benzoyl-b-alanine, 9ci	HMDB
N-Benzoyl-beta-alanine	HMDB
N-Benzoylalanine	HMDB
N-Benzoylalanine monosodium salt, (L-ala)-isomer	MeSH
N-Benzoylalanine, (D-ala)-isomer	MeSH
N-Benzoyl-D-alanine	MeSH
N-Benzoylalanine, (DL-ala)-isomer	MeSH
N-Benzoylalanine, (beta-ala)-isomer	MeSH

Chemical Formula

C₁₀H₁₁NO₃

Average Molecular Weight

193.1992

Monoisotopic Molecular Weight

193.073893223

IUPAC Name

3-(phenylformamido)propanoic acid

Traditional Name

β-alanine, N-benzoyl-

CAS Registry Number

3440-28-6

SMILES

OC(=O)CCNC(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C10H11NO3/c12-9(13)6-7-11-10(14)8-4-2-1-3-5-8/h1-5H,6-7H2,(H,11,14)(H,12,13)

InChI Key

CWXYHOHYCJXYFQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Not Available

Direct Parent

Benzene and substituted derivatives

Alternative Parents

Substituents

Monocyclic benzene moiety
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Carboxylic acid
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0034250)
Cytoplasm (HMDB: HMDB0034250)

Source

Exogenous

Exogenous (HMDB: HMDB0034250)

Food

Food (HMDB: HMDB0034250)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0034250)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	120 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	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	138.687	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000913

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.89 g/L	ALOGPS
logP	0.43	ALOGPS
logP	0.76	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	4.11	ChemAxon
pKa (Strongest Basic)	-0.85	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.4 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	50.82 m³·mol⁻¹	ChemAxon
Polarizability	19.73 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	144.848	31661259
DarkChem	[M-H]-	139.2	31661259
DeepCCS	[M+H]+	137.921	30932474
DeepCCS	[M-H]-	135.358	30932474
DeepCCS	[M-2H]-	171.071	30932474
DeepCCS	[M+Na]+	146.295	30932474
AllCCS	[M+H]+	142.1	32859911
AllCCS	[M+H-H2O]+	138.1	32859911
AllCCS	[M+NH4]+	145.8	32859911
AllCCS	[M+Na]+	146.9	32859911
AllCCS	[M-H]-	142.8	32859911
AllCCS	[M+Na-2H]-	143.5	32859911
AllCCS	[M+HCOO]-	144.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	4.19 minutes	32390414
Predicted by Siyang on May 30, 2022	9.7497 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.46 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	100.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1212.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	279.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	104.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	170.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	72.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	274.3 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	352.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	129.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	707.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	319.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1018.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	218.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	259.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	392.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	181.9 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	153.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Betamipron	OC(=O)CCNC(=O)C1=CC=CC=C1	2926.0	Standard polar	33892256
Betamipron	OC(=O)CCNC(=O)C1=CC=CC=C1	1987.8	Standard non polar	33892256
Betamipron	OC(=O)CCNC(=O)C1=CC=CC=C1	1945.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Betamipron,1TMS,isomer #1	C[Si](C)(C)OC(=O)CCNC(=O)C1=CC=CC=C1	1984.6	Semi standard non polar	33892256
Betamipron,1TMS,isomer #2	C[Si](C)(C)N(CCC(=O)O)C(=O)C1=CC=CC=C1	1947.2	Semi standard non polar	33892256
Betamipron,2TMS,isomer #1	C[Si](C)(C)OC(=O)CCN(C(=O)C1=CC=CC=C1)[Si](C)(C)C	1922.3	Semi standard non polar	33892256
Betamipron,2TMS,isomer #1	C[Si](C)(C)OC(=O)CCN(C(=O)C1=CC=CC=C1)[Si](C)(C)C	1913.4	Standard non polar	33892256
Betamipron,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCNC(=O)C1=CC=CC=C1	2224.0	Semi standard non polar	33892256
Betamipron,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CCC(=O)O)C(=O)C1=CC=CC=C1	2166.3	Semi standard non polar	33892256
Betamipron,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCN(C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2404.0	Semi standard non polar	33892256
Betamipron,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCN(C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2301.7	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Betamipron GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-2900000000-9878683562c424be70bd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Betamipron GC-MS (1 TMS) - 70eV, Positive	splash10-0a4i-4900000000-7751d120a5354914fd2f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Betamipron 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 - Betamipron LC-ESI-qTof , Positive-QTOF	splash10-0a4i-4901000000-4a7f83fd4875485138fd	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Betamipron , positive-QTOF	splash10-0a4i-4901000000-4a7f83fd4875485138fd	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betamipron 10V, Positive-QTOF	splash10-002f-2900000000-71b51fc58c53c89a89c2	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betamipron 20V, Positive-QTOF	splash10-0ab9-7900000000-f47b415fb7726ef7aa51	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betamipron 40V, Positive-QTOF	splash10-056r-9200000000-fc9fd72d2a83ce384e3c	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betamipron 10V, Negative-QTOF	splash10-0006-0900000000-aee0beeb640a4d8e795f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betamipron 20V, Negative-QTOF	splash10-006x-3900000000-d23b88db9149abd837b2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betamipron 40V, Negative-QTOF	splash10-0096-9200000000-cd9df3ea6e9b0516834f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betamipron 10V, Positive-QTOF	splash10-0a4i-0900000000-50557273413fa075f356	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betamipron 20V, Positive-QTOF	splash10-0a4i-1900000000-fbf217807cdca4acbf5b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betamipron 40V, Positive-QTOF	splash10-056r-9400000000-ca2c798767d728579875	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betamipron 10V, Negative-QTOF	splash10-00dl-5900000000-05dc649b266aeddb962f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betamipron 20V, Negative-QTOF	splash10-002f-9000000000-07b3347e3a769b36a97f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betamipron 40V, Negative-QTOF	splash10-0006-9000000000-f26baad0210cf6b315d8	2021-09-22	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]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB012564

KNApSAcK ID

Not Available

Chemspider ID

64711

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Betamipron

METLIN ID

Not Available

PubChem Compound

71651

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Betamipron (HMDB0034250)

MOL for HMDB0034250 (Betamipron)

3D MOL for HMDB0034250 (Betamipron)

3D SDF for HMDB0034250 (Betamipron)

3D-SDF for HMDB0034250 (Betamipron)

PDB for HMDB0034250 (Betamipron)

3D PDB for HMDB0034250 (Betamipron)

SMILES for HMDB0034250 (Betamipron)

INCHI for HMDB0034250 (Betamipron)

Structure for HMDB0034250 (Betamipron)

3D Structure for HMDB0034250 (Betamipron)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra