Lysophosphatidylinositol

Details

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Internal ID 5df3413e-19f2-46dc-b6c2-3ccee51065c7
Taxonomy Lipids and lipid-like molecules > Glycerophospholipids > Glycerophosphoinositols > Lysophosphatidylinositols > 1-acyl-sn-glycerol-3-phosphoinositols
IUPAC Name [(2S)-2-hydroxy-3-[hydroxy-[(2R,3S,5R,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxyphosphoryl]oxypropyl] acetate
SMILES (Canonical) CC(=O)OCC(COP(=O)(O)OC1C(C(C(C(C1O)O)O)O)O)O
SMILES (Isomeric) CC(=O)OC[C@@H](COP(=O)(O)OC1[C@@H]([C@H](C([C@H]([C@H]1O)O)O)O)O)O
InChI InChI=1S/C11H21O12P/c1-4(12)21-2-5(13)3-22-24(19,20)23-11-9(17)7(15)6(14)8(16)10(11)18/h5-11,13-18H,2-3H2,1H3,(H,19,20)/t5-,6?,7-,8+,9+,10+,11?/m0/s1
InChI Key FBDBXJJQMHPGMP-FNFFQOHASA-N
Popularity 173 references in papers

Physical and Chemical Properties

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Molecular Formula C11H21O12P
Molecular Weight 376.25 g/mol
Exact Mass 376.07706310 g/mol
Topological Polar Surface Area (TPSA) 203.00 Ų
XlogP -5.00
Atomic LogP (AlogP) -3.77
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 7

Synonyms

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lysoPI
RefChem:154789
LPI
L-alpha-lysophosphatidylinositol
GTPL4028
SCHEMBL29392959
Q27083326

2D Structure

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2D Structure of Lysophosphatidylinositol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7467 74.67%
Caco-2 - 0.8863 88.63%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8612 86.12%
OATP2B1 inhibitior - 0.8557 85.57%
OATP1B1 inhibitior + 0.9412 94.12%
OATP1B3 inhibitior + 0.9427 94.27%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.9793 97.93%
P-glycoprotein inhibitior - 0.8518 85.18%
P-glycoprotein substrate - 0.8515 85.15%
CYP3A4 substrate + 0.5177 51.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8612 86.12%
CYP3A4 inhibition - 0.9855 98.55%
CYP2C9 inhibition - 0.9232 92.32%
CYP2C19 inhibition - 0.9233 92.33%
CYP2D6 inhibition - 0.9221 92.21%
CYP1A2 inhibition - 0.9131 91.31%
CYP2C8 inhibition - 0.9718 97.18%
CYP inhibitory promiscuity - 0.9921 99.21%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8111 81.11%
Carcinogenicity (trinary) Non-required 0.6466 64.66%
Eye corrosion - 0.9088 90.88%
Eye irritation - 0.9736 97.36%
Skin irritation - 0.7306 73.06%
Skin corrosion - 0.7697 76.97%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5893 58.93%
Micronuclear - 0.5141 51.41%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.8347 83.47%
Respiratory toxicity - 0.6444 64.44%
Reproductive toxicity - 0.5444 54.44%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.5272 52.72%
Acute Oral Toxicity (c) III 0.6257 62.57%
Estrogen receptor binding + 0.5793 57.93%
Androgen receptor binding - 0.7144 71.44%
Thyroid receptor binding + 0.5648 56.48%
Glucocorticoid receptor binding - 0.8449 84.49%
Aromatase binding + 0.5738 57.38%
PPAR gamma - 0.4883 48.83%
Honey bee toxicity - 0.5167 51.67%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.8300 83.00%
Fish aquatic toxicity + 0.8245 82.45%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 98.05% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.98% 85.14%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 94.86% 97.29%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.24% 97.25%
CHEMBL2581 P07339 Cathepsin D 89.26% 98.95%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 86.73% 87.67%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.01% 94.33%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.24% 89.34%
CHEMBL3437 Q16853 Amine oxidase, copper containing 83.06% 94.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.63% 96.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.51% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.17% 99.17%
CHEMBL221 P23219 Cyclooxygenase-1 80.86% 90.17%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Aloe vera

Cross-Links

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PubChem 73755067
LOTUS LTS0108205
wikiData Q104252303