(2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6R)-6-[(Z)-hex-3-enoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 372e7e29-4b66-4583-bc0e-5492c53e1bf2
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6R)-6-[(Z)-hex-3-enoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CCC=CCCOC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)O)O)O)O
• SMILES (Isomeric): CC/C=C\CCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)O
• InChI: InChI=1S/C18H32O11/c1-2-3-4-5-6-26-17-15(24)14(23)12(21)10(29-17)8-27-18-16(25)13(22)11(20)9(7-19)28-18/h3-4,9-25H,2,5-8H2,1H3/b4-3-/t9-,10-,11-,12-,13+,14+,15-,16-,17-,18-/m1/s1
• InChI Key: XVEQZCCPXIQRBX-NQKSQKHDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₂O₁₁
• Molecular Weight: 424.40 g/mol
• Exact Mass: 424.19446183 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -3.02
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8651	86.51%
Caco-2	-	0.8430	84.30%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8179	81.79%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8483	84.83%
OATP1B3 inhibitior	+	0.9309	93.09%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8046	80.46%
P-glycoprotein inhibitior	-	0.8231	82.31%
P-glycoprotein substrate	-	0.9485	94.85%
CYP3A4 substrate	+	0.5094	50.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8327	83.27%
CYP3A4 inhibition	-	0.9441	94.41%
CYP2C9 inhibition	-	0.9001	90.01%
CYP2C19 inhibition	-	0.8082	80.82%
CYP2D6 inhibition	-	0.9138	91.38%
CYP1A2 inhibition	-	0.8914	89.14%
CYP2C8 inhibition	-	0.8250	82.50%
CYP inhibitory promiscuity	-	0.8404	84.04%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6828	68.28%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9381	93.81%
Skin irritation	-	0.8297	82.97%
Skin corrosion	-	0.9650	96.50%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7451	74.51%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.8665	86.65%
skin sensitisation	-	0.9012	90.12%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.6215	62.15%
Acute Oral Toxicity (c)	III	0.5440	54.40%
Estrogen receptor binding	-	0.5145	51.45%
Androgen receptor binding	-	0.7440	74.40%
Thyroid receptor binding	+	0.5309	53.09%
Glucocorticoid receptor binding	-	0.5871	58.71%
Aromatase binding	+	0.7391	73.91%
PPAR gamma	+	0.6089	60.89%
Honey bee toxicity	-	0.8624	86.24%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	+	0.6515	65.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.99%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.38%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	90.88%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.30%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.53%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.51%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	85.39%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.02%	97.09%
CHEMBL2581	P07339	Cathepsin D	82.04%	98.95%

Plants that contains it

• Crataegus pinnatifida

Cross-Links

• PubChem: 101382404
• LOTUS: LTS0099853
• wikiData: Q105342826