(3R,4S,6S)-2-methyl-6-[[(3R,5S,6R)-3,4,5-trihydroxy-6-[(3R)-oct-1-en-3-yl]oxyoxan-2-yl]methoxy]oxane-3,4,5-triol

Details

• Internal ID: 1dc9b1f6-6be4-4fed-9f66-661a9846dff5
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (3R,4S,6S)-2-methyl-6-[[(3R,5S,6R)-3,4,5-trihydroxy-6-[(3R)-oct-1-en-3-yl]oxyoxan-2-yl]methoxy]oxane-3,4,5-triol
• SMILES (Canonical): CCCCCC(C=C)OC1C(C(C(C(O1)COC2C(C(C(C(O2)C)O)O)O)O)O)O
• SMILES (Isomeric): CCCCC[C@H](C=C)O[C@H]1[C@H](C([C@H](C(O1)CO[C@@H]2C([C@H]([C@H](C(O2)C)O)O)O)O)O)O
• InChI: InChI=1S/C20H36O10/c1-4-6-7-8-11(5-2)29-20-18(26)16(24)14(22)12(30-20)9-27-19-17(25)15(23)13(21)10(3)28-19/h5,10-26H,2,4,6-9H2,1,3H3/t10?,11-,12?,13-,14-,15-,16?,17?,18-,19-,20+/m0/s1
• InChI Key: HPSAOYRBVRXVRN-UACHTFJISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₆O₁₀
• Molecular Weight: 436.50 g/mol
• Exact Mass: 436.23084734 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.21
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6518	65.18%
Caco-2	-	0.7798	77.98%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7518	75.18%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8903	89.03%
OATP1B3 inhibitior	+	0.9051	90.51%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8641	86.41%
P-glycoprotein inhibitior	-	0.7899	78.99%
P-glycoprotein substrate	-	0.7498	74.98%
CYP3A4 substrate	+	0.5703	57.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8282	82.82%
CYP3A4 inhibition	-	0.5803	58.03%
CYP2C9 inhibition	-	0.8394	83.94%
CYP2C19 inhibition	-	0.7316	73.16%
CYP2D6 inhibition	-	0.9013	90.13%
CYP1A2 inhibition	-	0.8486	84.86%
CYP2C8 inhibition	-	0.6562	65.62%
CYP inhibitory promiscuity	-	0.7519	75.19%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7114	71.14%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9645	96.45%
Skin irritation	-	0.7369	73.69%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7128	71.28%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8429	84.29%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.7714	77.14%
Acute Oral Toxicity (c)	III	0.7045	70.45%
Estrogen receptor binding	-	0.4948	49.48%
Androgen receptor binding	-	0.7528	75.28%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5423	54.23%
Aromatase binding	+	0.6822	68.22%
PPAR gamma	+	0.5648	56.48%
Honey bee toxicity	-	0.8290	82.90%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5926	59.26%
Fish aquatic toxicity	+	0.9647	96.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.39%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.11%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.04%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.62%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.83%	99.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.72%	92.86%
CHEMBL1951	P21397	Monoamine oxidase A	90.45%	91.49%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.20%	97.36%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	89.88%	85.94%
CHEMBL3401	O75469	Pregnane X receptor	89.83%	94.73%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	88.23%	97.34%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.07%	93.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.60%	96.61%
CHEMBL1907	P15144	Aminopeptidase N	86.55%	93.31%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.27%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.82%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	82.84%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.81%	86.33%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	81.98%	97.31%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.89%	97.29%
CHEMBL221	P23219	Cyclooxygenase-1	81.58%	90.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.04%	96.47%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.69%	80.33%
CHEMBL5957	P21589	5'-nucleotidase	80.51%	97.78%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.36%	100.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	80.21%	92.08%

Plants that contains it

• Amphilophium paniculatum

Cross-Links

• PubChem: 162817415
• LOTUS: LTS0070216
• wikiData: Q105031860