Showing Compound Card for CDP-ethanolamine (CDB005276)

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Record Information
Version1.0
Created at2020-04-17 19:26:58 UTC
Updated at2020-11-18 16:39:39 UTC
CannabisDB IDCDB005276
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameCDP-ethanolamine
DescriptionCDP-ethanolamine belongs to the class of organic compounds known as cdp-ethanolamines. These are phosphoethanolamines that consist of an ethanolamine having a cytidine 5'-diphosphate moiety attached to the oxygen. CDP-ethanolamine is a very strong basic compound (based on its pKa). CDP-ethanolamine exists in all living species, ranging from bacteria to humans. Outside of the human body, CDP-ethanolamine has been detected, but not quantified in, several different foods, such as japanese chestnuts, green beans, hard wheats, fireweeds, and pecan nuts. This could make CDP-ethanolamine a potential biomarker for the consumption of these foods. A phosphoethanolamine consisting of ethanolamine having a cytidine 5'-diphosphate moiety attached to the oxygen. CDP-ethanolamine is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
CDP EthanolamineChEBI
Cytidine 5'-(trihydrogen diphosphate), p'-(2-aminoethyl) esterChEBI
Cytidine diphosphate ethanolamineChEBI
Cytidine 5'-(trihydrogen diphosphoric acid), p'-(2-aminoethyl) esterGenerator
Cytidine diphosphoric acid ethanolamineGenerator
CDPethanolamineHMDB
CDP Ethanolamine, p'-(32)P-labeledMeSH, HMDB
CDP-ethanolamineHMDB
Cytidine 5'-diphosphate ethanolamineHMDB
Cytidine 5'-diphosphoethanolamineHMDB
Cytidine 5’-diphosphate ethanolamineHMDB
Cytidine 5’-diphosphoethanolamineHMDB
Cytidine diphosphoethanolamineHMDB
Chemical FormulaC11H20N4O11P2
Average Molecular Weight446.24
Monoisotopic Molecular Weight446.0604
IUPAC Name(2-aminoethoxy)[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(2-hydroxy-4-imino-1,4-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphinic acid
Traditional Name2-aminoethoxy({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(2-hydroxy-4-iminopyrimidin-1-yl)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy)phosphinic acid
CAS Registry Number3036-18-8
SMILES
NCCOP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(N)=NC1=O
InChI Identifier
InChI=1S/C11H20N4O11P2/c12-2-4-23-27(19,20)26-28(21,22)24-5-6-8(16)9(17)10(25-6)15-3-1-7(13)14-11(15)18/h1,3,6,8-10,16-17H,2,4-5,12H2,(H,19,20)(H,21,22)(H2,13,14,18)/t6-,8-,9-,10-/m1/s1
InChI KeyWVIMUEUQJFPNDK-PEBGCTIMSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cdp-ethanolamines. These are phosphoethanolamines that consist of an ethanolamine having a cytidine 5'-diphosphate moiety attached to the oxygen.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPyrimidine nucleotides
Sub ClassPyrimidine ribonucleotides
Direct ParentCDP-ethanolamines
Alternative Parents
Substituents
  • Cdp-ethanolamine
  • Pentose phosphate
  • Pentose-5-phosphate
  • Glycosyl compound
  • N-glycosyl compound
  • Monosaccharide phosphate
  • Organic pyrophosphate
  • Phosphoethanolamine
  • Hydroxypyrimidine
  • Monoalkyl phosphate
  • Hydropyrimidine
  • Monosaccharide
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Pyrimidine
  • Alkyl phosphate
  • Tetrahydrofuran
  • Heteroaromatic compound
  • 1,2-diol
  • Secondary alcohol
  • Organoheterocyclic compound
  • Azacycle
  • Oxacycle
  • Primary amine
  • Organic oxide
  • Amine
  • Alcohol
  • Organopnictogen compound
  • Primary aliphatic amine
  • Organonitrogen compound
  • Organic nitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-1.7ALOGPS
logP-4.1ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)1.77ChemAxon
pKa (Strongest Basic)10ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area237.68 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity100.14 m³·mol⁻¹ChemAxon
Polarizability37.44 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSCDP-ethanolamine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-004i-6793400000-ac76da0c6087752db3c9Spectrum
Predicted GC-MSCDP-ethanolamine, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00pj-8972160000-fd358ed61430e64ed4e0Spectrum
Predicted GC-MSCDP-ethanolamine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSCDP-ethanolamine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Orbitrap 17V, negativesplash10-0002-0000900000-0b86b2b2cfc17d95ff902020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 19V, negativesplash10-0002-1012900000-c5804a13d813a5377b792020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 23V, negativesplash10-0032-8157900000-36b36bcbce04a95bf9622020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 29V, negativesplash10-004i-9122000000-f9d8d35bd43030c78e8b2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 35V, negativesplash10-004i-9100000000-8db373393648433147a02020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 42V, negativesplash10-004i-9100000000-1cb47f991b97749fba0b2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 50V, negativesplash10-004i-9000000000-4a5fcad27ccf2ff239572020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 63V, negativesplash10-004i-9000000000-6b08787f67155728185f2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 31V, negativesplash10-001i-0029000000-1668461b10d942d91cf92020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 31V, negativesplash10-004i-9300000000-8eef8ed8fdaa72ae58a82020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 31V, negativesplash10-03fr-1390000000-88ee14c068713b4ad5432020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 31V, negativesplash10-00di-0290000000-3006b045a5e65ff5fa522020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 31V, negativesplash10-0a4i-0900000000-4a998d56bcc8853cc4ae2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 53V, negativesplash10-0002-3012900000-be071eccb640152406442020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 64V, negativesplash10-004i-9124300000-5d5dc9798e172dc0a1e02020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 78V, negativesplash10-004i-9100000000-c769c60b7993983641f02020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 92V, negativesplash10-004i-9100000000-1837fdf24962abbe68052020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 16V, negativesplash10-001i-0009000000-0d7a52eebf0db4a36d242020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 20V, negativesplash10-001i-2129000000-a4a5a49c30ed6207c3332020-07-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-5910100000-2a4aae3a59f3f928bc142016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03dl-7900000000-70f4dc43398ae42bd7182016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03dl-9700000000-2d6893ab115d449880c32016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0gvk-1512900000-bd91f3bd3454ae8dc4da2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0n4i-6942200000-8c75516485feb49d2fa12016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-06tf-5900000000-624299483014ca3a86f42016-09-12View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
Enzymes
Protein NameGene NameLocusUniprot IDDetails
Ethanolamine-phosphate cytidylyltransferasePCYT217q25.3Q99447 details
Choline/ethanolaminephosphotransferase 1CEPT11p13.3Q9Y6K0 details
Ethanolaminephosphotransferase 1EPT12p23.3Q9C0D9 details
TransportersNot Available
Metal Bindings
Protein NameGene NameLocusUniprot IDDetails
Choline/ethanolaminephosphotransferase 1CEPT11p13.3Q9Y6K0 details
Ethanolaminephosphotransferase 1EPT12p23.3Q9C0D9 details
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0001564
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB022691
KNApSAcK IDNot Available
Chemspider ID110296
KEGG Compound IDC00570
BioCyc IDCDP-ETHANOLAMINE
BiGG ID35382
Wikipedia LinkNot Available
METLIN ID3538
PubChem Compound123727
PDB IDNot Available
ChEBI ID16732
References
General ReferencesNot Available

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
Enzyme Details
2. Choline/ethanolaminephosphotransferase 1
General function:
Involved in phosphotransferase activity, for other substituted phosphate groups
Specific function:
Catalyzes both phosphatidylcholine and phosphatidylethanolamine biosynthesis from CDP-choline and CDP-ethanolamine, respectively. Involved in protein-dependent process of phospholipid transport to distribute phosphatidyl choline to the lumenal surface. Has a higher cholinephosphotransferase activity than ethanolaminephosphotransferase activity.
Gene Name:
CEPT1
Uniprot ID:
Q9Y6K0
Molecular weight:
46553.135
Enzyme Details
3. Ethanolaminephosphotransferase 1
General function:
Involved in phosphotransferase activity, for other substituted phosphate groups
Specific function:
Catalyzes phosphatidylethanolamine biosynthesis from CDP-ethanolamine. It thereby plays a central role in the formation and maintenance of vesicular membranes. Involved in the formation of phosphatidylethanolamine via 'Kennedy' pathway.
Gene Name:
EPT1
Uniprot ID:
Q9C0D9
Molecular weight:
45228.42