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

Details

• Internal ID: 406b3a9f-056d-44f5-8ef8-89adca9df64e
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (2R,3S,4S,5S,6R)-2-[[(2R,3S,4S,5R,6R)-6-hex-3-enoxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CCC=CCCOC1C(C(C(C(O1)COC2C(C(C(C(O2)C)O)O)O)O)O)O
• SMILES (Isomeric): CCC=CCCO[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)C)O)O)O)O)O)O
• InChI: InChI=1S/C18H32O10/c1-3-4-5-6-7-25-17-16(24)14(22)12(20)10(28-17)8-26-18-15(23)13(21)11(19)9(2)27-18/h4-5,9-24H,3,6-8H2,1-2H3/t9-,10-,11-,12-,13+,14+,15+,16-,17-,18-/m1/s1
• InChI Key: ZCNREQTVGGXJTO-YEEDDRBPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₂O₁₀
• Molecular Weight: 408.40 g/mol
• Exact Mass: 408.19954721 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -1.99
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8347	83.47%
Caco-2	-	0.7939	79.39%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8461	84.61%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.8657	86.57%
OATP1B3 inhibitior	+	0.9204	92.04%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7835	78.35%
P-glycoprotein inhibitior	-	0.8216	82.16%
P-glycoprotein substrate	-	0.9074	90.74%
CYP3A4 substrate	+	0.5193	51.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8263	82.63%
CYP3A4 inhibition	-	0.9340	93.40%
CYP2C9 inhibition	-	0.9027	90.27%
CYP2C19 inhibition	-	0.8228	82.28%
CYP2D6 inhibition	-	0.9129	91.29%
CYP1A2 inhibition	-	0.8966	89.66%
CYP2C8 inhibition	-	0.7880	78.80%
CYP inhibitory promiscuity	-	0.8262	82.62%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6859	68.59%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9535	95.35%
Skin irritation	-	0.8406	84.06%
Skin corrosion	-	0.9633	96.33%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3775	37.75%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8091	80.91%
skin sensitisation	-	0.8882	88.82%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.8479	84.79%
Acute Oral Toxicity (c)	III	0.6252	62.52%
Estrogen receptor binding	-	0.5435	54.35%
Androgen receptor binding	-	0.8261	82.61%
Thyroid receptor binding	-	0.4933	49.33%
Glucocorticoid receptor binding	-	0.5791	57.91%
Aromatase binding	+	0.6923	69.23%
PPAR gamma	+	0.6059	60.59%
Honey bee toxicity	-	0.8610	86.10%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.8132	81.32%

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	93.77%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.10%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.51%	97.36%
CHEMBL226	P30542	Adenosine A1 receptor	90.17%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.43%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.29%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.93%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	86.69%	94.73%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.32%	96.61%
CHEMBL2581	P07339	Cathepsin D	83.94%	98.95%
CHEMBL5957	P21589	5'-nucleotidase	80.13%	97.78%

Plants that contains it

• Crataegus pinnatifida

Cross-Links

• PubChem: 163028136
• LOTUS: LTS0019668
• wikiData: Q105371287