[2-Hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl] acetate

Details

• Internal ID: 7182b468-aead-434a-82f6-8c14b7363635
• Taxonomy: Lipids and lipid-like molecules > Glycerolipids > Glycosylglycerols > Glycosylmonoacylglycerols
• IUPAC Name: [2-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl] acetate
• SMILES (Canonical): CC(=O)OCC(COC1C(C(C(C(O1)CO)O)O)O)O
• SMILES (Isomeric): CC(=O)OCC(COC1C(C(C(C(O1)CO)O)O)O)O
• InChI: InChI=1S/C11H20O9/c1-5(13)18-3-6(14)4-19-11-10(17)9(16)8(15)7(2-12)20-11/h6-12,14-17H,2-4H2,1H3
• InChI Key: SMBXNCWYGRMWEJ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₂₀O₉
• Molecular Weight: 296.27 g/mol
• Exact Mass: 296.11073221 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: -2.80
• Atomic LogP (AlogP): -3.27
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8546	85.46%
Caco-2	-	0.8972	89.72%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7576	75.76%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.8998	89.98%
OATP1B3 inhibitior	+	0.9524	95.24%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9378	93.78%
P-glycoprotein inhibitior	-	0.9413	94.13%
P-glycoprotein substrate	-	0.9505	95.05%
CYP3A4 substrate	-	0.5224	52.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8936	89.36%
CYP3A4 inhibition	-	0.9797	97.97%
CYP2C9 inhibition	-	0.9741	97.41%
CYP2C19 inhibition	-	0.9714	97.14%
CYP2D6 inhibition	-	0.9535	95.35%
CYP1A2 inhibition	-	0.9564	95.64%
CYP2C8 inhibition	-	0.9563	95.63%
CYP inhibitory promiscuity	-	0.9763	97.63%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7652	76.52%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9606	96.06%
Skin irritation	-	0.8319	83.19%
Skin corrosion	-	0.9569	95.69%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6524	65.24%
Micronuclear	-	0.8341	83.41%
Hepatotoxicity	-	0.6842	68.42%
skin sensitisation	-	0.9387	93.87%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.7333	73.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5431	54.31%
Acute Oral Toxicity (c)	IV	0.5497	54.97%
Estrogen receptor binding	-	0.7596	75.96%
Androgen receptor binding	-	0.7319	73.19%
Thyroid receptor binding	-	0.5597	55.97%
Glucocorticoid receptor binding	-	0.6475	64.75%
Aromatase binding	-	0.5594	55.94%
PPAR gamma	-	0.7162	71.62%
Honey bee toxicity	-	0.7897	78.97%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.9600	96.00%
Fish aquatic toxicity	-	0.8526	85.26%

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	97.81%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.93%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.30%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.83%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.19%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.05%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	84.33%	94.73%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.88%	97.29%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.71%	96.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.82%	94.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.00%	95.89%

Plants that contains it

• Lilium japonicum

Cross-Links

• PubChem: 74033878
• LOTUS: LTS0095225
• wikiData: Q105255829