(2R,3S,4S,5R,6R)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoxy]oxane-3,4,5-triol

Details

• Internal ID: da21e796-8223-46f2-be25-354561392fb3
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (2R,3S,4S,5R,6R)-2-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoxy]oxane-3,4,5-triol
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CCOC2C(C(C(C(O2)COC3C(C(CO3)(CO)O)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C=CCO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@](CO3)(CO)O)O)O)O)O)O
• InChI: InChI=1S/C21H30O12/c1-29-13-7-11(4-5-12(13)23)3-2-6-30-19-17(26)16(25)15(24)14(33-19)8-31-20-18(27)21(28,9-22)10-32-20/h2-5,7,14-20,22-28H,6,8-10H2,1H3/t14-,15-,16+,17-,18+,19-,20-,21-/m1/s1
• InChI Key: KMVCKNBQSQYJHC-RHAOSNMYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₁₂
• Molecular Weight: 474.50 g/mol
• Exact Mass: 474.17372639 g/mol
• Topological Polar Surface Area (TPSA): 188.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -2.30
• H-Bond Acceptor: 12
• 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	-	0.6489	64.89%
Caco-2	-	0.8697	86.97%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6743	67.43%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.8825	88.25%
OATP1B3 inhibitior	+	0.9635	96.35%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8029	80.29%
P-glycoprotein inhibitior	-	0.7102	71.02%
P-glycoprotein substrate	-	0.6963	69.63%
CYP3A4 substrate	+	0.6274	62.74%
CYP2C9 substrate	+	0.5769	57.69%
CYP2D6 substrate	-	0.8183	81.83%
CYP3A4 inhibition	-	0.9028	90.28%
CYP2C9 inhibition	-	0.8625	86.25%
CYP2C19 inhibition	-	0.8003	80.03%
CYP2D6 inhibition	-	0.8783	87.83%
CYP1A2 inhibition	-	0.8790	87.90%
CYP2C8 inhibition	+	0.6451	64.51%
CYP inhibitory promiscuity	-	0.7304	73.04%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5589	55.89%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9377	93.77%
Skin irritation	-	0.8199	81.99%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7041	70.41%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.7841	78.41%
skin sensitisation	-	0.8075	80.75%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.8142	81.42%
Acute Oral Toxicity (c)	III	0.6811	68.11%
Estrogen receptor binding	+	0.7350	73.50%
Androgen receptor binding	-	0.5443	54.43%
Thyroid receptor binding	+	0.6581	65.81%
Glucocorticoid receptor binding	-	0.4648	46.48%
Aromatase binding	+	0.7366	73.66%
PPAR gamma	+	0.7341	73.41%
Honey bee toxicity	-	0.8278	82.78%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	-	0.3672	36.72%

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	99.78%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.24%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.21%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.09%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.97%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.67%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	92.49%	95.93%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.81%	89.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.64%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.88%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.41%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.51%	86.92%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.26%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.83%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	83.48%	91.49%
CHEMBL4208	P20618	Proteasome component C5	83.10%	90.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.01%	97.36%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.84%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.20%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	81.47%	94.73%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.46%	95.83%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.10%	91.03%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.83%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.65%	94.00%
CHEMBL3194	P02766	Transthyretin	80.17%	90.71%

Plants that contains it

• Punica granatum

Cross-Links

• PubChem: 162981461
• LOTUS: LTS0167991
• wikiData: Q105143217