2-O-[(3r)-3-(acetyloxy)eicosanoyl]-glycerol

Details

• Internal ID: 180b283c-f053-4f3f-8ab5-9d811fde1c1b
• Taxonomy: Lipids and lipid-like molecules > Endocannabinoids
• IUPAC Name: 1,3-dihydroxypropan-2-yl (3R)-3-acetyloxyicosanoate
• InChI: InChI=1S/C25H48O6/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(30-22(2)28)19-25(29)31-24(20-26)21-27/h23-24,26-27H,3-21H2,1-2H3/t23-/m1/s1
• InChI Key: AQBROBGRFDFAQQ-HSZRJFAPSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₈O₆
• Molecular Weight: 444.60 g/mol
• Exact Mass: 444.34508925 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 7.50
• Atomic LogP (AlogP): 5.47
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 22

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8008	80.08%
Caco-2	-	0.6925	69.25%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8423	84.23%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.9250	92.50%
OATP1B3 inhibitior	+	0.9451	94.51%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6322	63.22%
P-glycoprotein inhibitior	-	0.5345	53.45%
P-glycoprotein substrate	-	0.8003	80.03%
CYP3A4 substrate	+	0.5092	50.92%
CYP2C9 substrate	-	0.8120	81.20%
CYP2D6 substrate	-	0.8669	86.69%
CYP3A4 inhibition	-	0.7702	77.02%
CYP2C9 inhibition	-	0.8501	85.01%
CYP2C19 inhibition	-	0.8700	87.00%
CYP2D6 inhibition	-	0.8991	89.91%
CYP1A2 inhibition	-	0.8226	82.26%
CYP2C8 inhibition	-	0.8833	88.33%
CYP inhibitory promiscuity	-	0.9303	93.03%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7923	79.23%
Carcinogenicity (trinary)	Non-required	0.6950	69.50%
Eye corrosion	-	0.9577	95.77%
Eye irritation	-	0.5222	52.22%
Skin irritation	-	0.9358	93.58%
Skin corrosion	-	0.9860	98.60%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5105	51.05%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.5265	52.65%
skin sensitisation	-	0.9588	95.88%
Respiratory toxicity	-	0.8444	84.44%
Reproductive toxicity	-	0.9667	96.67%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.8460	84.60%
Acute Oral Toxicity (c)	III	0.5420	54.20%
Estrogen receptor binding	+	0.6390	63.90%
Androgen receptor binding	-	0.6097	60.97%
Thyroid receptor binding	-	0.6527	65.27%
Glucocorticoid receptor binding	+	0.5477	54.77%
Aromatase binding	-	0.6012	60.12%
PPAR gamma	+	0.5870	58.70%
Honey bee toxicity	-	0.9494	94.94%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.6753	67.53%
Fish aquatic toxicity	+	0.8480	84.80%

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	96.22%	97.29%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.91%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.90%	99.17%
CHEMBL2581	P07339	Cathepsin D	93.79%	98.95%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	92.54%	92.86%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.37%	97.21%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.11%	93.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.00%	96.95%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	87.24%	91.81%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	87.14%	92.08%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.64%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.68%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	81.99%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.91%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.08%	94.33%

Plants that contains it

• Paulownia tomentosa

Cross-Links

• PubChem: 102025022
• LOTUS: LTS0003733
• wikiData: Q104916736