CDP-Ethanolamine

Details

• Internal ID: 0c66335a-a193-4d8b-ac4a-a519c84201a5
• Taxonomy: Nucleosides, nucleotides, and analogues > Pyrimidine nucleotides > Pyrimidine ribonucleotides > Pyrimidine ribonucleoside diphosphates > CDP-ethanolamines
• IUPAC Name: [2-aminoethoxy(hydroxy)phosphoryl] [(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl hydrogen phosphate
• SMILES (Canonical): C1=CN(C(=O)N=C1N)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OCCN)O)O
• SMILES (Isomeric): C1=CN(C(=O)N=C1N)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)OP(=O)(O)OCCN)O)O
• InChI: 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 Key: WVIMUEUQJFPNDK-PEBGCTIMSA-N
• Popularity: 120 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₂₀N₄O₁₁P₂
• Molecular Weight: 446.24 g/mol
• Exact Mass: 446.06038146 g/mol
• Topological Polar Surface Area (TPSA): 237.00 Ų
• XlogP: -7.20
• Atomic LogP (AlogP): -2.35
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

• 3036-18-8
• CDP ethanolamine
• cytidine diphosphate ethanolamine
• [2-aminoethoxy(hydroxy)phosphoryl] [(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl hydrogen phosphate
• CHEBI:16732
• Cytidine 5'-(trihydrogen diphosphate), P'-(2-aminoethyl) ester
• [({[(2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](2-aminoethoxy)phosphinic acid
• (((((2R,3S,4R,5R)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl)methoxy)(hydroxy)phosphoryl)oxy)(2-aminoethoxy)phosphinic acid
• (2-aminoethoxy(hydroxy)phosphoryl) ((2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl)methyl hydrogen phosphate
• RefChem:124146
• Cytidine 5'-diphosphoethanolamine
• Cytidine Diphosphate Ethanolamine (CDPEA)
• Cytidine 5'-diphosphate ethanolamine disodium salt
• 5'-O-[{[(2-aminoethoxy)(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]cytidine
• 2-AMINOETHOXY-[[5-(4-AMINO-2-OXO-PYRIMIDIN-1-YL)-3,4-DIHYDROXY-OXOLAN-2-YL]METHOXY-HYDROXY-PHOSPHORYL]OXY-PHOSPHINIC ACID
• Cytidine 5 inverted exclamation marka-diphosphoethanolamine
• CDPethanolamine
• C11H20N4O11P2
• CDP-ethanolamine disodium
• orb107888
• orb1734085
• orb1982936
• SCHEMBL20992890
• DTXSID30952705
• NC28916
• HY-145780
• Cytidine 5'-diphosphate ethanolamine disodium
• NS00074096
• C00570
• H67849
• T74442
• Q26997412
• cytidine 5'-[3-(2-aminoethyl) dihydrogen diphosphate]
• Cytidine 5'-[3-(2-aminoethyl) dihydrogen diphosphate] disodium
• [2-aminoethoxy(hydroxy)phosphoryl] [(2R,3S,4R,5R)-5-(4-amino-2-oxo-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl hydrogen phosphate
• 1-{5-O-[{[(2-Aminoethoxy)(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]pentofuranosyl}-4-imino-1,4-dihydropyrimidin-2-olate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5942	59.42%
Caco-2	-	0.9056	90.56%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Nucleus	0.3897	38.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9381	93.81%
OATP1B3 inhibitior	+	0.9418	94.18%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8675	86.75%
P-glycoprotein inhibitior	-	0.6997	69.97%
P-glycoprotein substrate	-	0.8782	87.82%
CYP3A4 substrate	+	0.5527	55.27%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8442	84.42%
CYP3A4 inhibition	-	0.8179	81.79%
CYP2C9 inhibition	-	0.8811	88.11%
CYP2C19 inhibition	-	0.8613	86.13%
CYP2D6 inhibition	-	0.8509	85.09%
CYP1A2 inhibition	-	0.9016	90.16%
CYP2C8 inhibition	-	0.7858	78.58%
CYP inhibitory promiscuity	-	0.9393	93.93%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5445	54.45%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.9778	97.78%
Skin irritation	-	0.7682	76.82%
Skin corrosion	-	0.9249	92.49%
Ames mutagenesis	-	0.9500	95.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6198	61.98%
Micronuclear	+	0.9800	98.00%
Hepatotoxicity	+	0.5418	54.18%
skin sensitisation	-	0.8462	84.62%
Respiratory toxicity	+	0.9222	92.22%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.4940	49.40%
Acute Oral Toxicity (c)	III	0.5693	56.93%
Estrogen receptor binding	+	0.7136	71.36%
Androgen receptor binding	+	0.8872	88.72%
Thyroid receptor binding	+	0.6302	63.02%
Glucocorticoid receptor binding	-	0.6080	60.80%
Aromatase binding	+	0.6645	66.45%
PPAR gamma	+	0.6321	63.21%
Honey bee toxicity	-	0.7987	79.87%
Biodegradation	+	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	-	0.8650	86.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.28%	96.09%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	96.75%	80.33%
CHEMBL226	P30542	Adenosine A1 receptor	96.73%	95.93%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	92.48%	94.01%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.35%	94.00%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	89.34%	100.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.71%	95.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.52%	86.33%
CHEMBL3891	P07384	Calpain 1	85.17%	93.04%
CHEMBL3384	Q16512	Protein kinase N1	84.70%	80.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.31%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	84.28%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.70%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.00%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.97%	96.00%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 123727
• LOTUS: LTS0087337
• wikiData: Q26997412