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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

2009-03-04 16:28:20 UTC

Update Date

2023-02-21 17:17:35 UTC

HMDB ID

HMDB0011747

Secondary Accession Numbers

HMDB11747

Metabolite Identification

Common Name

Ciliatine

Description

Ciliatine belongs to the class of organic compounds known as organic phosphonic acids. These are organic compounds containing phosphonic acid. Ciliatine exists in all living organisms, ranging from bacteria to humans. Ciliatine 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 ciliatine a potential biomarker for the consumption of these foods. Ciliatine is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on Ciliatine.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(2-Aminoethane)phosphonic acid	ChEBI
(2-Aminoethyl)phosphonate	ChEBI
2-Aminoethylphosphonate	ChEBI
Aminoethylphosphonic acid	ChEBI
beta-Aminoethylphosphonic acid	ChEBI
Phosphonoethylamine	ChEBI
(2-Aminoethane)phosphonate	Generator
(2-Aminoethyl)phosphonic acid	Generator
2-Aminoethylphosphonic acid	Generator
Aminoethylphosphonate	Generator
b-Aminoethylphosphonate	Generator
b-Aminoethylphosphonic acid	Generator
beta-Aminoethylphosphonate	Generator
Β-aminoethylphosphonate	Generator
Β-aminoethylphosphonic acid	Generator
2 Aminoethylphosphonic acid	MeSH, HMDB
Acid, 2-aminoethylphosphonic	MeSH, HMDB
Acid, aminoethylphosphonic	MeSH, HMDB
Ciliatine	ChEBI

Chemical Formula

C₂H₈NO₃P

Average Molecular Weight

125.0636

Monoisotopic Molecular Weight

125.024179639

IUPAC Name

(2-aminoethyl)phosphonic acid

Traditional Name

ciliatine

CAS Registry Number

2041-14-7

SMILES

NCCP(O)(O)=O

InChI Identifier

InChI=1S/C2H8NO3P/c3-1-2-7(4,5)6/h1-3H2,(H2,4,5,6)

InChI Key

QQVDJLLNRSOCEL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as organic phosphonic acids. These are organic compounds containing phosphonic acid.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic phosphonic acids and derivatives

Sub Class

Organic phosphonic acids

Direct Parent

Organic phosphonic acids

Alternative Parents

Substituents

Organophosphonic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organophosphorus compound
Organonitrogen compound
Primary aliphatic amine
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

phosphonic acids (CHEBI:15573 )
primary amino compound (CHEBI:15573 )

Ontology

Not Available

Urine (PMID: 27510537)
Feces (PMID: 25037050)

Source

Endogenous

Endogenous (HMDB: HMDB0011747)

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)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

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

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	MetCCS_train_neg	118.249	30932474
[M+H]+	MetCCS_train_pos	128.726	30932474
[M-H]-	Not Available	119.8	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000071
[M+H]+	Not Available	129.9	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000071

Predicted Molecular Properties

Property	Value	Source
Water Solubility	35.3 g/L	ALOGPS
logP	-1.6	ALOGPS
logP	-3.2	ChemAxon
logS	-0.55	ALOGPS
pKa (Strongest Acidic)	1.53	ChemAxon
pKa (Strongest Basic)	10.43	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	83.55 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	25.25 m³·mol⁻¹	ChemAxon
Polarizability	10.24 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]+	122.326	31661259
DarkChem	[M-H]-	118.032	31661259
DeepCCS	[M+H]+	124.124	30932474
DeepCCS	[M-H]-	121.326	30932474
DeepCCS	[M-2H]-	157.612	30932474
DeepCCS	[M+Na]+	132.178	30932474
AllCCS	[M+H]+	128.7	32859911
AllCCS	[M+H-H2O]+	124.6	32859911
AllCCS	[M+NH4]+	132.6	32859911
AllCCS	[M+Na]+	133.7	32859911
AllCCS	[M-H]-	124.0	32859911
AllCCS	[M+Na-2H]-	127.9	32859911
AllCCS	[M+HCOO]-	132.2	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.	1.06 minutes	32390414
Predicted by Siyang on May 30, 2022	8.3401 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	9.44 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	463.6 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	391.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	329.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	51.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	230.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	141.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	261.3 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	218.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	940.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	544.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	37.5 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	552.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	210.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	364.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	858.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	656.3 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	439.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ciliatine	NCCP(O)(O)=O	2092.5	Standard polar	33892256
Ciliatine	NCCP(O)(O)=O	1207.4	Standard non polar	33892256
Ciliatine	NCCP(O)(O)=O	1342.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ciliatine,1TMS,isomer #1	C[Si](C)(C)OP(=O)(O)CCN	1380.7	Semi standard non polar	33892256
Ciliatine,1TMS,isomer #1	C[Si](C)(C)OP(=O)(O)CCN	1294.8	Standard non polar	33892256
Ciliatine,1TMS,isomer #1	C[Si](C)(C)OP(=O)(O)CCN	2221.5	Standard polar	33892256
Ciliatine,1TMS,isomer #2	C[Si](C)(C)NCCP(=O)(O)O	1506.5	Semi standard non polar	33892256
Ciliatine,1TMS,isomer #2	C[Si](C)(C)NCCP(=O)(O)O	1356.8	Standard non polar	33892256
Ciliatine,1TMS,isomer #2	C[Si](C)(C)NCCP(=O)(O)O	2380.4	Standard polar	33892256
Ciliatine,2TMS,isomer #1	C[Si](C)(C)OP(=O)(CCN)O[Si](C)(C)C	1412.4	Semi standard non polar	33892256
Ciliatine,2TMS,isomer #1	C[Si](C)(C)OP(=O)(CCN)O[Si](C)(C)C	1436.7	Standard non polar	33892256
Ciliatine,2TMS,isomer #1	C[Si](C)(C)OP(=O)(CCN)O[Si](C)(C)C	2000.6	Standard polar	33892256
Ciliatine,2TMS,isomer #2	C[Si](C)(C)NCCP(=O)(O)O[Si](C)(C)C	1516.6	Semi standard non polar	33892256
Ciliatine,2TMS,isomer #2	C[Si](C)(C)NCCP(=O)(O)O[Si](C)(C)C	1473.6	Standard non polar	33892256
Ciliatine,2TMS,isomer #2	C[Si](C)(C)NCCP(=O)(O)O[Si](C)(C)C	1835.8	Standard polar	33892256
Ciliatine,2TMS,isomer #3	C[Si](C)(C)N(CCP(=O)(O)O)[Si](C)(C)C	1604.7	Semi standard non polar	33892256
Ciliatine,2TMS,isomer #3	C[Si](C)(C)N(CCP(=O)(O)O)[Si](C)(C)C	1664.5	Standard non polar	33892256
Ciliatine,2TMS,isomer #3	C[Si](C)(C)N(CCP(=O)(O)O)[Si](C)(C)C	2199.5	Standard polar	33892256
Ciliatine,3TMS,isomer #1	C[Si](C)(C)NCCP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	1528.8	Semi standard non polar	33892256
Ciliatine,3TMS,isomer #1	C[Si](C)(C)NCCP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	1579.0	Standard non polar	33892256
Ciliatine,3TMS,isomer #1	C[Si](C)(C)NCCP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	1583.5	Standard polar	33892256
Ciliatine,3TMS,isomer #2	C[Si](C)(C)OP(=O)(O)CCN([Si](C)(C)C)[Si](C)(C)C	1663.9	Semi standard non polar	33892256
Ciliatine,3TMS,isomer #2	C[Si](C)(C)OP(=O)(O)CCN([Si](C)(C)C)[Si](C)(C)C	1708.6	Standard non polar	33892256
Ciliatine,3TMS,isomer #2	C[Si](C)(C)OP(=O)(O)CCN([Si](C)(C)C)[Si](C)(C)C	1757.9	Standard polar	33892256
Ciliatine,4TMS,isomer #1	C[Si](C)(C)OP(=O)(CCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	1641.1	Semi standard non polar	33892256
Ciliatine,4TMS,isomer #1	C[Si](C)(C)OP(=O)(CCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	1744.9	Standard non polar	33892256
Ciliatine,4TMS,isomer #1	C[Si](C)(C)OP(=O)(CCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	1592.1	Standard polar	33892256
Ciliatine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(O)CCN	1636.5	Semi standard non polar	33892256
Ciliatine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(O)CCN	1509.2	Standard non polar	33892256
Ciliatine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(O)CCN	2442.1	Standard polar	33892256
Ciliatine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCP(=O)(O)O	1738.8	Semi standard non polar	33892256
Ciliatine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCP(=O)(O)O	1586.6	Standard non polar	33892256
Ciliatine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCP(=O)(O)O	2521.5	Standard polar	33892256
Ciliatine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(CCN)O[Si](C)(C)C(C)(C)C	1875.4	Semi standard non polar	33892256
Ciliatine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(CCN)O[Si](C)(C)C(C)(C)C	1827.7	Standard non polar	33892256
Ciliatine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(CCN)O[Si](C)(C)C(C)(C)C	2322.0	Standard polar	33892256
Ciliatine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCP(=O)(O)O[Si](C)(C)C(C)(C)C	1963.4	Semi standard non polar	33892256
Ciliatine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCP(=O)(O)O[Si](C)(C)C(C)(C)C	1891.2	Standard non polar	33892256
Ciliatine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCCP(=O)(O)O[Si](C)(C)C(C)(C)C	2100.0	Standard polar	33892256
Ciliatine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CCP(=O)(O)O)[Si](C)(C)C(C)(C)C	2032.3	Semi standard non polar	33892256
Ciliatine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CCP(=O)(O)O)[Si](C)(C)C(C)(C)C	2100.8	Standard non polar	33892256
Ciliatine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CCP(=O)(O)O)[Si](C)(C)C(C)(C)C	2311.3	Standard polar	33892256
Ciliatine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2137.8	Semi standard non polar	33892256
Ciliatine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2164.8	Standard non polar	33892256
Ciliatine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCCP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1967.6	Standard polar	33892256
Ciliatine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OP(=O)(O)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2266.6	Semi standard non polar	33892256
Ciliatine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OP(=O)(O)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2324.8	Standard non polar	33892256
Ciliatine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OP(=O)(O)CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2081.9	Standard polar	33892256
Ciliatine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2457.2	Semi standard non polar	33892256
Ciliatine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2491.3	Standard non polar	33892256
Ciliatine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2031.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Ciliatine GC-EI-TOF (Non-derivatized)	splash10-006t-1924000000-019eec9c61c5bc5c61b9	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Ciliatine GC-EI-TOF (Non-derivatized)	splash10-00dj-0922000000-cce918d3513acc54cfd9	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Ciliatine GC-EI-TOF (Non-derivatized)	splash10-0002-0925000000-33d0962b998ca015cc0f	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Ciliatine GC-EI-TOF (Non-derivatized)	splash10-00di-9713000000-3e5f50b6ad9d0fc672b0	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Ciliatine GC-EI-TOF (Non-derivatized)	splash10-0072-1923000000-67c4f0ed62b8761bc867	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Ciliatine GC-EI-TOF (Non-derivatized)	splash10-006t-1924000000-019eec9c61c5bc5c61b9	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Ciliatine GC-EI-TOF (Non-derivatized)	splash10-00dj-0922000000-cce918d3513acc54cfd9	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Ciliatine GC-EI-TOF (Non-derivatized)	splash10-0002-0925000000-33d0962b998ca015cc0f	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Ciliatine GC-EI-TOF (Non-derivatized)	splash10-00di-9713000000-3e5f50b6ad9d0fc672b0	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Ciliatine GC-EI-TOF (Non-derivatized)	splash10-0072-1923000000-67c4f0ed62b8761bc867	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ciliatine GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9100000000-621d24f7e705ad326a31	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ciliatine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ciliatine 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 - Ciliatine LC-ESI-QQ , negative-QTOF	splash10-00di-0900000000-418cac1976f90b459fa3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciliatine LC-ESI-QQ , negative-QTOF	splash10-00b9-9700000000-2b4b634c649db8149168	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciliatine LC-ESI-QQ , negative-QTOF	splash10-004i-9000000000-9b1acfd3ef6529663c21	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciliatine LC-ESI-QQ , negative-QTOF	splash10-004i-9000000000-3aeb1ed81c1ead34c5c0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciliatine LC-ESI-QQ , negative-QTOF	splash10-004i-9000000000-491faad42a589708f2d7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciliatine LC-ESI-QTOF , negative-QTOF	splash10-00fr-6900000000-8b83cfaae8c27c409d02	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciliatine , negative-QTOF	splash10-00fr-5900000000-71241086c94c831eda97	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciliatine LC-ESI-QQ , positive-QTOF	splash10-004i-0900000000-7ed849ba1ca308855560	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciliatine LC-ESI-QQ , positive-QTOF	splash10-0a4i-2900000000-2358a14673517ff9fa21	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciliatine LC-ESI-QQ , positive-QTOF	splash10-0532-9200000000-f968f3259dabab10712e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciliatine LC-ESI-QQ , positive-QTOF	splash10-0032-9000000000-153acff46a55aa042cec	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciliatine LC-ESI-QQ , positive-QTOF	splash10-01qa-9000000000-8bb308bfbd03622244dd	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciliatine LC-ESI-QTOF , positive-QTOF	splash10-004i-0900000000-dea2b4c4beef393023b8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciliatine , positive-QTOF	splash10-004i-0900000000-cce9462095702cb8261f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciliatine 40V, Negative-QTOF	splash10-004i-9000000000-94ecbb60c4901f7bfa94	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciliatine 20V, Negative-QTOF	splash10-004i-9000000000-f02f836b39df9e7b553e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciliatine 20V, Positive-QTOF	splash10-003r-9100000000-8a163c5474827425d2cd	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciliatine 40V, Positive-QTOF	splash10-01q9-9000000000-291404547a199e4d683b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ciliatine 35V, Negative-QTOF	splash10-00fr-5900000000-1d0119c8e65eab87c6d9	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ciliatine 10V, Positive-QTOF	splash10-056r-1900000000-a762b2d646ad34fa7ff3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ciliatine 20V, Positive-QTOF	splash10-0a7i-7900000000-74a390b542f970a987e0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ciliatine 40V, Positive-QTOF	splash10-05r3-9300000000-6e6091891ba2bb750a87	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ciliatine 10V, Negative-QTOF	splash10-00di-2900000000-02ba7fc73fd99269286c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ciliatine 20V, Negative-QTOF	splash10-0729-9700000000-507a55447958c097ca03	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ciliatine 40V, Negative-QTOF	splash10-004i-9000000000-4462b12a8d5f305bbbe0	2017-09-01	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

Feces
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal adenoma	27510537	details

Associated Disorders and Diseases

Disease References

Colorectal cancer
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

339

PDB ID

P7I

ChEBI ID

15573

Food Biomarker Ontology

Not Available

VMH ID

2AEPPN

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Trebst A, Geike F: [On the biosynthesis of phosphonamino acids. The distribution of radioactivity in aminoethylphosphonic acid following incorporation of position-labelled glucose by Tetrahymena]. Z Naturforsch B. 1967 Sep;22(9):989-91. [PubMed:4385371 ]
Rosenberg H, La Nauze JM: The metabolism of phosphonates by microorganisms. The transport of aminoethylphosphonic acid in Bacillus cereus. Biochim Biophys Acta. 1967 Jun 13;141(1):79-90. [PubMed:4963810 ]
Carayon-Gentil A, Savignac P, Thuong NT, Chabrier P: [New method of preparation of beta-aminoethylphosphonic acid]. Bull Soc Chim Biol (Paris). 1967 Jul 27;49(7):873-7. [PubMed:6056747 ]

Enzymes

Enzyme Details

1. Ethanolamine-phosphate cytidylyltransferase

General function:: Involved in catalytic activity
Specific function:: Plays an important role in the biosynthesis of the phospholipid phosphatidylethanolamine. Catalyzes the formation of CDP-ethanolamine.
Gene Name:: PCYT2
Uniprot ID:: Q99447
Molecular weight:: 35199.52

Reactions

Cytidine triphosphate + Ciliatine → Pyrophosphate + CMP-2-aminoethylphosphonate	details

Showing metabocard for Ciliatine (HMDB0011747)

MOL for HMDB0011747 (Ciliatine)

3D MOL for HMDB0011747 (Ciliatine)

3D SDF for HMDB0011747 (Ciliatine)

3D-SDF for HMDB0011747 (Ciliatine)

PDB for HMDB0011747 (Ciliatine)

3D PDB for HMDB0011747 (Ciliatine)

SMILES for HMDB0011747 (Ciliatine)

INCHI for HMDB0011747 (Ciliatine)

Structure for HMDB0011747 (Ciliatine)

3D Structure for HMDB0011747 (Ciliatine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra

Enzymes

Reactions