Choline Alfoscerate

Details

• Internal ID: 7ccee8a0-8836-44b0-a797-22caf1c52d7d
• Taxonomy: Lipids and lipid-like molecules > Glycerophospholipids > Glycerophosphocholines
• IUPAC Name: [(2R)-2,3-dihydroxypropyl] 2-(trimethylazaniumyl)ethyl phosphate
• InChI: InChI=1S/C8H20NO6P/c1-9(2,3)4-5-14-16(12,13)15-7-8(11)6-10/h8,10-11H,4-7H2,1-3H3/t8-/m1/s1
• InChI Key: SUHOQUVVVLNYQR-MRVPVSSYSA-N
• Popularity: 1,216 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₂₀NO₆P
• Molecular Weight: 257.22 g/mol
• Exact Mass: 257.10282436 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -1.45
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

• SN-glycero-3-phosphocholine
• 28319-77-9
• Choline glycerophosphate
• Glycerophosphocholine
• Glycerophosphorylcholine
• Choline Alphoscerate
• L-alpha-Glycerophosphorylcholine
• L-alpha-Glycerophosphocholine
• Cholini glycerophosphas
• L-alpha-Glycerylphosphorylcholine
• Cholini alfosceras
• GPCho
• Glicerofosfato de colina
• Glycerophosphate de choline
• Alfoscerato de colina
• Alfoscerate de choline
• alpha-Glycerophosphorylcholine
• alpha-Glycerylphosphorylcholine
• Glycerol phosphorylcholine
• Sn-3-GPC
• L-A-glycerophosphorylcholine
• Gliatilin
• glycerol-3-phosphocholine
• Choline alfoscerate [INN]
• Glycerol-3-phosphatidylcholine
• (R)-2,3-Dihydroxypropyl (2-(trimethylammonio)ethyl) phosphate
• (2R)-2,3-dihydroxypropyl 2-(trimethylammonio)ethyl phosphate
• MLS000069588
• CHEBI:16870
• 60M22SGW66
• SMR000058753
• (2-{[(2R)-2,3-dihydroxypropyl phosphonato]oxy}ethyl)trimethylazanium
• L-Choline hydroxide 2,3-dihydroxypropyl hydrogen phosphate inner salt
• Choline alfoscerate (INN)
• Choline hydroxide, (R)-2,3-dihydroxypropyl hydrogen phosphate, inner salt
• Colina glicerofosfato
• Glycerol 3-phosphocholine
• brezal
• Calcium (glycerophosphate de)
• UNII-60M22SGW66
• Cholini glycerophosphas [Latin]
• MFCD00063544
• Cholini alfosceras [INN-Latin]
• alpha-Glyceryl phosphoryl choline
• (R)-2-[[(2,3-Dihydroxypropoxy)hydroxyphosphinyl]oxy]-N,N,N-trimethylethanaminium Inner Salt
• Alpha-GPC
• Gliatilin (TN)
• Glicerofosfato de colina [Spanish]
• EINECS 248-962-2
• Alfoscerate de choline [INN-French]
• Alfoscerato de colina [INN-Spanish]
• Glycerophosphate de choline [French]
• Calcium (glycerophosphate de) [DCF]
• glycero-phosphocholine
• BRN 6062450
• L-a-GPC
• Opera_ID_471
• Glycerophosphatidylcholine
• a-Glycerophosphorylcholine
• a-Glycerylphosphorylcholine
• Epitope ID:150907
• sn-glycerol 3-phosphocholine
• SCHEMBL63754
• L-1-glycero-phosphorylcholine
• L-1-glycero-3-phosphocholine
• CHEMBL1567463
• CHOLINE ALFOSCERATE [MI]
• hydrogen glycerophosphate Choline
• CHEBI:55397
• DTXSID70951010
• EX-A979
• SUHOQUVVVLNYQR-MRVPVSSYSA-N
• HMS2233P21
• HMS3887O13
• AMY40024
• CHOLINE ALFOSCERATE [MART.]
• GLYCEROPHOSPHOCHOLINE [INCI]
• AC7982
• CHOLINE ALFOSCERATE [WHO-DD]
• AKOS005762883
• CCG-267031
• DB04660
• 2-{[(2R)-2,3-dihydroxypropoxy](hydroxy)phosphoryloxy}-N,N,N-trimethylethanaminium
• Choline alfoscerate;L--GPC;L--Lecithin
• AS-13724
• HY-17552
• Glycerylphosphorylcholine;Cholini alfosceras
• L-.ALPHA.-GLYCERYLPHOSPHORYLCHOLINE
• sn-Glycerophosphorylcholine (egg, free base)
• D07349
• H10892
• L-ALPHA-GLYCERYLPHOSPHORYLCHOLINE [USP-RS]
• Q28529699
• (2R)-2,3-dihydroxypropyl 2-(trimethylazaniumyl)ethyl phosphate
• (R)-2,3-dihydroxypropyl 2-(trimethylammonio)ethyl phosphate
• Choline, hydroxide, 2,3-dihydroxypropyl hydrogen phosphate, inner salt, D-
• 2-[[(2,3-dihydroxypropoxy)hydroxyphosphinyl]oxy]-N,N,N-trimethyl-Ethanaminium inner salt
• ETHANAMINIUM, 2-((((2R)-2,3-DIHYDROXYPROPOXXY)HYDROXYPHOSPHINYL)OXY)-N,N,N-TRIMETHYL-, INNER SALT
• Ethanaminium, 2-(((2,3-dihydroxypropoxy)hydroxyphosphinyl)oxy)-N,N,N-trimethyl-, hydroxide, inner salt, (R)-
• Ethanaminium,2-[[[(2R)-2,3-dihydroxypropoxy]hydroxyphosphinyl]oxy]-N,N,N-trimethyl-, innersalt

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9180	91.80%
Caco-2	-	0.7280	72.80%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Lysosomes	0.4510	45.10%
OATP2B1 inhibitior	-	0.8518	85.18%
OATP1B1 inhibitior	+	0.9659	96.59%
OATP1B3 inhibitior	+	0.9418	94.18%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9635	96.35%
P-glycoprotein inhibitior	-	0.9385	93.85%
P-glycoprotein substrate	-	0.8675	86.75%
CYP3A4 substrate	-	0.5168	51.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7989	79.89%
CYP3A4 inhibition	-	0.8409	84.09%
CYP2C9 inhibition	-	0.8502	85.02%
CYP2C19 inhibition	-	0.8275	82.75%
CYP2D6 inhibition	-	0.9152	91.52%
CYP1A2 inhibition	-	0.8774	87.74%
CYP2C8 inhibition	-	0.9442	94.42%
CYP inhibitory promiscuity	-	0.9930	99.30%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.6400	64.00%
Carcinogenicity (trinary)	Non-required	0.6258	62.58%
Eye corrosion	-	0.8688	86.88%
Eye irritation	-	0.7406	74.06%
Skin irritation	-	0.7664	76.64%
Skin corrosion	-	0.8932	89.32%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6180	61.80%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.7041	70.41%
skin sensitisation	-	0.7767	77.67%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.4781	47.81%
Acute Oral Toxicity (c)	III	0.5490	54.90%
Estrogen receptor binding	-	0.7326	73.26%
Androgen receptor binding	-	0.7131	71.31%
Thyroid receptor binding	-	0.5875	58.75%
Glucocorticoid receptor binding	-	0.5247	52.47%
Aromatase binding	-	0.7180	71.80%
PPAR gamma	-	0.7050	70.50%
Honey bee toxicity	-	0.6984	69.84%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	-	0.9299	92.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	95.46%	97.29%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.16%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.57%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.64%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 657272
• LOTUS: LTS0260060
• wikiData: Q28529699