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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2009-03-02 17:03:43 UTC

Update Date

2023-02-21 17:17:34 UTC

HMDB ID

HMDB0011727

Secondary Accession Numbers

HMDB11727

Metabolite Identification

Common Name

Bicine

Description

Bicine, also known as bicine buffer, belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Bicine has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make bicine a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Bicine.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Bicine buffer	ChEBI
Bicene	HMDB
Bis(2-hydroxyethyl)glycine	HMDB
Diethanol glycine	HMDB
Diethylolglycine	HMDB
Dihydroxyethylglycine	HMDB
N,N-(2-Dihydroxyethyl)glycine	HMDB
N,N-(2-Hydroxyethyl)glycine	HMDB
N,N-Bis(2-hydroxyethyl)-glycine	HMDB
N,N-Bis(2-hydroxyethyl)glycine	HMDB
N,N-Bis(2-hydroxyethyl)glycine]	HMDB
N,N-Bis(beta-hydroxyethyl)glycine	HMDB
N,N-Bis(hydroxyethyl)glycine	HMDB
N,N-Di(2-hydroxyethyl)glycine	HMDB
N,N-Dihydroxyethyl glycine	HMDB
N,N-Dihydroxyethylglycine	HMDB
N,N-Bis(2-hydroxyethyl)glycine, monosodium salt	MeSH, HMDB
N,N-Bis(2-hydroxyethyl)glycine, sodium salt	MeSH, HMDB
[Bis(2-hydroxyethyl)ammonio]acetic acid	Generator, HMDB
BICINE	MeSH

Chemical Formula

C₆H₁₃NO₄

Average Molecular Weight

163.1717

Monoisotopic Molecular Weight

163.084457909

IUPAC Name

2-[bis(2-hydroxyethyl)amino]acetic acid

Traditional Name

bicine

CAS Registry Number

150-25-4

SMILES

OCCN(CCO)CC(O)=O

InChI Identifier

InChI=1S/C6H13NO4/c8-3-1-7(2-4-9)5-6(10)11/h8-9H,1-5H2,(H,10,11)

InChI Key

FSVCELGFZIQNCK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids

Alternative Parents

Substituents

Alpha-amino acid
1,2-aminoalcohol
Amino acid
Tertiary aliphatic amine
Tertiary amine
Alkanolamine
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Primary alcohol
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Amine
Organopnictogen compound
Organic oxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

bicine (CHEBI:40957 )

Ontology

Not Available

Prostate (HMDB: HMDB0011727)

Source

Exogenous

Exogenous (HMDB: HMDB0011727)

Food

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Endogenous

Endogenous (HMDB: HMDB0011727)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0011727)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	351500 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	182 g/L	ALOGPS
logP	-1.6	ALOGPS
logP	-4.4	ChemAxon
logS	0.05	ALOGPS
pKa (Strongest Acidic)	3.01	ChemAxon
pKa (Strongest Basic)	7.66	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	81 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	38.66 m³·mol⁻¹	ChemAxon
Polarizability	16.3 Å³	ChemAxon
Number of Rings	0	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]+	134.96	31661259
DarkChem	[M-H]-	131.3	31661259
DeepCCS	[M+H]+	133.111	30932474
DeepCCS	[M-H]-	129.962	30932474
DeepCCS	[M-2H]-	166.544	30932474
DeepCCS	[M+Na]+	141.897	30932474
AllCCS	[M+H]+	136.4	32859911
AllCCS	[M+H-H2O]+	132.6	32859911
AllCCS	[M+NH4]+	139.9	32859911
AllCCS	[M+Na]+	140.9	32859911
AllCCS	[M-H]-	132.5	32859911
AllCCS	[M+Na-2H]-	134.6	32859911
AllCCS	[M+HCOO]-	136.9	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.	0.91 minutes	32390414
Predicted by Siyang on May 30, 2022	9.7474 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	8.15 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	392.6 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	448.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	301.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	44.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	180.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	50.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	288.7 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	232.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	865.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	627.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	47.4 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	740.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	185.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	260.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	687.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	451.6 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	383.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bicine	OCCN(CCO)CC(O)=O	2599.4	Standard polar	33892256
Bicine	OCCN(CCO)CC(O)=O	1585.3	Standard non polar	33892256
Bicine	OCCN(CCO)CC(O)=O	1566.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Bicine,1TMS,isomer #1	C[Si](C)(C)OCCN(CCO)CC(=O)O	1599.0	Semi standard non polar	33892256
Bicine,1TMS,isomer #2	C[Si](C)(C)OC(=O)CN(CCO)CCO	1555.6	Semi standard non polar	33892256
Bicine,2TMS,isomer #1	C[Si](C)(C)OCCN(CCO[Si](C)(C)C)CC(=O)O	1673.4	Semi standard non polar	33892256
Bicine,2TMS,isomer #2	C[Si](C)(C)OCCN(CCO)CC(=O)O[Si](C)(C)C	1625.5	Semi standard non polar	33892256
Bicine,3TMS,isomer #1	C[Si](C)(C)OCCN(CCO[Si](C)(C)C)CC(=O)O[Si](C)(C)C	1712.7	Semi standard non polar	33892256
Bicine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCN(CCO)CC(=O)O	1859.1	Semi standard non polar	33892256
Bicine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CN(CCO)CCO	1785.8	Semi standard non polar	33892256
Bicine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCN(CCO[Si](C)(C)C(C)(C)C)CC(=O)O	2181.9	Semi standard non polar	33892256
Bicine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCCN(CCO)CC(=O)O[Si](C)(C)C(C)(C)C	2088.2	Semi standard non polar	33892256
Bicine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCN(CCO[Si](C)(C)C(C)(C)C)CC(=O)O[Si](C)(C)C(C)(C)C	2390.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Bicine EI-B (Non-derivatized)	splash10-004i-0590000000-0b4a6e303ad0b7aa8811	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Bicine GC-EI-TOF (Non-derivatized)	splash10-0fb9-0950000000-13cea6f57c5544417311	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Bicine EI-B (Non-derivatized)	splash10-004i-0590000000-0b4a6e303ad0b7aa8811	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Bicine GC-EI-TOF (Non-derivatized)	splash10-0fb9-0950000000-13cea6f57c5544417311	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bicine GC-MS (Non-derivatized) - 70eV, Positive	splash10-000y-9600000000-86746b520966dd484805	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bicine GC-MS (3 TMS) - 70eV, Positive	splash10-0200-8493000000-3d4f043062d0b8998353	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bicine 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 - Bicine 20V, Negative-QTOF	splash10-0532-9300000000-c414ce9e031fa10ef448	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bicine 10V, Negative-QTOF	splash10-03di-1900000000-a2a8a71f1aaaa7d9405b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bicine 20V, Positive-QTOF	splash10-066r-9600000000-37e2b06b6659474065bf	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bicine 10V, Positive-QTOF	splash10-014i-1900000000-b829ead218a786ca2741	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bicine 40V, Positive-QTOF	splash10-0a4j-9000000000-a3609ecf6bceb64470b3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bicine 40V, Negative-QTOF	splash10-0a4i-9000000000-e8af1a0dec1ad3f74732	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bicine 10V, Positive-QTOF	splash10-03xr-0900000000-385f63e584e8574b09e6	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bicine 20V, Positive-QTOF	splash10-014i-3900000000-2d0c20b213970b82d046	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bicine 40V, Positive-QTOF	splash10-0fk9-9300000000-588050ec6a52f9fe8805	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bicine 10V, Negative-QTOF	splash10-03di-0900000000-cc0d32efa68c17b83343	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bicine 20V, Negative-QTOF	splash10-03di-1900000000-fad830e28914ea85bdbf	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bicine 40V, Negative-QTOF	splash10-0006-9300000000-db7eee00ece01cf87949	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bicine 10V, Negative-QTOF	splash10-03fu-0900000000-8ed63f160e4db29ab5c2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bicine 20V, Negative-QTOF	splash10-03di-0900000000-74e195c2ad7f60dbae15	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bicine 40V, Negative-QTOF	splash10-0006-9000000000-dc89b1df42cb0d7caf8d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bicine 10V, Positive-QTOF	splash10-03xr-0900000000-45e73dc2537b1418a63d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bicine 20V, Positive-QTOF	splash10-0v6s-2900000000-1019e45817f15fa6066a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bicine 40V, Positive-QTOF	splash10-006t-9000000000-5f4427e1794afe720f19	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	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

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Prostate

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB03709

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB028408

KNApSAcK ID

C00024831

Chemspider ID

8431

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Bicine

METLIN ID

Not Available

PubChem Compound

8761

PDB ID

BCN

ChEBI ID

39066

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1223361

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]

Showing metabocard for Bicine (HMDB0011727)

MOL for HMDB0011727 (Bicine)

3D MOL for HMDB0011727 (Bicine)

3D SDF for HMDB0011727 (Bicine)

3D-SDF for HMDB0011727 (Bicine)

PDB for HMDB0011727 (Bicine)

3D PDB for HMDB0011727 (Bicine)

SMILES for HMDB0011727 (Bicine)

INCHI for HMDB0011727 (Bicine)

Structure for HMDB0011727 (Bicine)

3D Structure for HMDB0011727 (Bicine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra