(2S,3R,4S,5S,6R)-2-[3-hydroxy-5-[(E)-2-[(2S,3S)-3-(4-hydroxy-3-methoxyphenyl)-2-[3-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydro-1,4-benzodioxin-6-yl]ethenyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 578d5ae7-46f8-47de-988f-e8c3d338c16a
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes > Stilbene glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[3-hydroxy-5-[(E)-2-[(2S,3S)-3-(4-hydroxy-3-methoxyphenyl)-2-[3-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2,3-dihydro-1,4-benzodioxin-6-yl]ethenyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=C(C=C3)C=CC4=CC(=CC(=C4)OC5C(C(C(C(O5)CO)O)O)O)O)C6=CC(=CC(=C6)OC7C(C(C(C(O7)CO)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)[C@H]2[C@@H](OC3=C(O2)C=C(C=C3)/C=C/C4=CC(=CC(=C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)C6=CC(=CC(=C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O
• InChI: InChI=1S/C41H44O18/c1-53-28-13-20(5-6-26(28)46)38-39(21-11-23(45)15-25(12-21)55-41-37(52)35(50)33(48)31(17-43)59-41)56-27-7-4-18(10-29(27)57-38)2-3-19-8-22(44)14-24(9-19)54-40-36(51)34(49)32(47)30(16-42)58-40/h2-15,30-52H,16-17H2,1H3/b3-2+/t30-,31-,32-,33-,34+,35+,36-,37-,38+,39+,40-,41-/m1/s1
• InChI Key: PMHWRMWOQIKGCI-PJDLRADASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₄₄O₁₈
• Molecular Weight: 824.80 g/mol
• Exact Mass: 824.25276455 g/mol
• Topological Polar Surface Area (TPSA): 287.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 0.59
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5315	53.15%
Caco-2	-	0.8798	87.98%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5005	50.05%
OATP2B1 inhibitior	-	0.5730	57.30%
OATP1B1 inhibitior	+	0.9024	90.24%
OATP1B3 inhibitior	+	0.9843	98.43%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9195	91.95%
P-glycoprotein inhibitior	+	0.6929	69.29%
P-glycoprotein substrate	-	0.7544	75.44%
CYP3A4 substrate	+	0.6208	62.08%
CYP2C9 substrate	-	0.6246	62.46%
CYP2D6 substrate	-	0.7954	79.54%
CYP3A4 inhibition	-	0.9436	94.36%
CYP2C9 inhibition	-	0.8625	86.25%
CYP2C19 inhibition	-	0.7780	77.80%
CYP2D6 inhibition	-	0.8970	89.70%
CYP1A2 inhibition	-	0.8964	89.64%
CYP2C8 inhibition	+	0.7691	76.91%
CYP inhibitory promiscuity	-	0.5341	53.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5964	59.64%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9000	90.00%
Skin irritation	-	0.8244	82.44%
Skin corrosion	-	0.9529	95.29%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8607	86.07%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8951	89.51%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8336	83.36%
Acute Oral Toxicity (c)	III	0.6278	62.78%
Estrogen receptor binding	+	0.7554	75.54%
Androgen receptor binding	+	0.5568	55.68%
Thyroid receptor binding	+	0.5755	57.55%
Glucocorticoid receptor binding	+	0.5930	59.30%
Aromatase binding	-	0.5071	50.71%
PPAR gamma	+	0.7212	72.12%
Honey bee toxicity	-	0.7313	73.13%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.7744	77.44%

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	99.62%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.87%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.01%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.93%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.84%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	93.21%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.95%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.15%	97.09%
CHEMBL3194	P02766	Transthyretin	91.36%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.95%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.83%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.35%	89.00%
CHEMBL2581	P07339	Cathepsin D	87.32%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.56%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.43%	95.83%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.02%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.81%	94.45%
CHEMBL4208	P20618	Proteasome component C5	82.39%	90.00%
CHEMBL1951	P21397	Monoamine oxidase A	82.07%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.88%	99.15%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.55%	89.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.35%	97.14%

Plants that contains it

• Picea abies

Cross-Links

• PubChem: 101847667
• LOTUS: LTS0254478
• wikiData: Q105211476