(2R,3S,4S,5R,6S)-2-[[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(3R,6E)-8-hydroxy-3,7-dimethylocta-1,6-dien-3-yl]oxyoxane-3,4,5-triol

Details

• Internal ID: 11e9b895-3e14-443c-813b-6a84ac89de8e
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (2R,3S,4S,5R,6S)-2-[[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(3R,6E)-8-hydroxy-3,7-dimethylocta-1,6-dien-3-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC(=CCCC(C)(C=C)OC1C(C(C(C(O1)COC2C(C(CO2)(CO)O)O)O)O)O)CO
• SMILES (Isomeric): C/C(=C\CC[C@](C)(C=C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO[C@@H]2[C@@H]([C@](CO2)(CO)O)O)O)O)O)/CO
• InChI: InChI=1S/C21H36O11/c1-4-20(3,7-5-6-12(2)8-22)32-18-16(26)15(25)14(24)13(31-18)9-29-19-17(27)21(28,10-23)11-30-19/h4,6,13-19,22-28H,1,5,7-11H2,2-3H3/b12-6+/t13-,14-,15+,16-,17+,18+,19+,20+,21-/m1/s1
• InChI Key: AERYFVMMYBNMCL-LIFHZFPESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₆O₁₁
• Molecular Weight: 464.50 g/mol
• Exact Mass: 464.22576196 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -2.07
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6266	62.66%
Caco-2	-	0.8059	80.59%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7413	74.13%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9038	90.38%
OATP1B3 inhibitior	+	0.9406	94.06%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.5511	55.11%
P-glycoprotein inhibitior	-	0.6543	65.43%
P-glycoprotein substrate	-	0.6543	65.43%
CYP3A4 substrate	+	0.6640	66.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8469	84.69%
CYP3A4 inhibition	-	0.9412	94.12%
CYP2C9 inhibition	-	0.8804	88.04%
CYP2C19 inhibition	-	0.8831	88.31%
CYP2D6 inhibition	-	0.9275	92.75%
CYP1A2 inhibition	-	0.8712	87.12%
CYP2C8 inhibition	+	0.4935	49.35%
CYP inhibitory promiscuity	-	0.9426	94.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6634	66.34%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9593	95.93%
Skin irritation	-	0.6434	64.34%
Skin corrosion	-	0.9440	94.40%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7106	71.06%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8802	88.02%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.6259	62.59%
Acute Oral Toxicity (c)	III	0.4077	40.77%
Estrogen receptor binding	+	0.6235	62.35%
Androgen receptor binding	-	0.5402	54.02%
Thyroid receptor binding	+	0.5345	53.45%
Glucocorticoid receptor binding	+	0.5866	58.66%
Aromatase binding	+	0.7756	77.56%
PPAR gamma	+	0.6032	60.32%
Honey bee toxicity	-	0.7099	70.99%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9015	90.15%

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	98.49%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.21%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.57%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.06%	97.36%
CHEMBL2581	P07339	Cathepsin D	88.73%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.94%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	86.65%	94.73%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.39%	96.90%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.49%	98.75%
CHEMBL5957	P21589	5'-nucleotidase	85.47%	97.78%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.45%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.05%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.88%	96.09%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	84.50%	97.47%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.17%	95.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.40%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.24%	95.89%
CHEMBL4581	P52732	Kinesin-like protein 1	80.84%	93.18%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.70%	89.00%

Plants that contains it

• Viscum album

Cross-Links

• PubChem: 162955209
• LOTUS: LTS0187002
• wikiData: Q104910508