2-[4-[6-[3-[1-[3,5-Dimethoxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-1,3-dihydroxypropan-2-yl]-4-hydroxy-5-methoxyphenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 986baa90-6e85-45e4-905c-0e94cbebffd4
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes > Stilbene glycosides
• IUPAC Name: 2-[4-[6-[3-[1-[3,5-dimethoxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-1,3-dihydroxypropan-2-yl]-4-hydroxy-5-methoxyphenyl]-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): COC1=CC(=CC(=C1O)C(CO)C(C2=CC(=C(C(=C2)OC)OC3C(C(C(C(O3)CO)O)O)O)OC)O)C4C5COC(C5CO4)C6=CC(=C(C=C6)OC7C(C(C(C(O7)CO)O)O)O)OC
• SMILES (Isomeric): COC1=CC(=CC(=C1O)C(CO)C(C2=CC(=C(C(=C2)OC)OC3C(C(C(C(O3)CO)O)O)O)OC)O)C4C5COC(C5CO4)C6=CC(=C(C=C6)OC7C(C(C(C(O7)CO)O)O)O)OC
• InChI: InChI=1S/C43H56O21/c1-55-25-8-17(5-6-24(25)61-42-37(53)35(51)33(49)29(13-45)62-42)39-22-15-60-40(23(22)16-59-39)19-7-20(32(48)26(11-19)56-2)21(12-44)31(47)18-9-27(57-3)41(28(10-18)58-4)64-43-38(54)36(52)34(50)30(14-46)63-43/h5-11,21-23,29-31,33-40,42-54H,12-16H2,1-4H3
• InChI Key: ISSOSWMYXNUMCA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₅₆O₂₁
• Molecular Weight: 908.90 g/mol
• Exact Mass: 908.33140879 g/mol
• Topological Polar Surface Area (TPSA): 315.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -1.33
• H-Bond Acceptor: 21
• H-Bond Donor: 11
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5448	54.48%
Caco-2	-	0.8678	86.78%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7094	70.94%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.8194	81.94%
OATP1B3 inhibitior	+	0.9657	96.57%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8159	81.59%
P-glycoprotein inhibitior	+	0.7264	72.64%
P-glycoprotein substrate	+	0.5414	54.14%
CYP3A4 substrate	+	0.6669	66.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7876	78.76%
CYP3A4 inhibition	-	0.8850	88.50%
CYP2C9 inhibition	-	0.8524	85.24%
CYP2C19 inhibition	-	0.7622	76.22%
CYP2D6 inhibition	-	0.9085	90.85%
CYP1A2 inhibition	-	0.8720	87.20%
CYP2C8 inhibition	+	0.7032	70.32%
CYP inhibitory promiscuity	-	0.5471	54.71%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5993	59.93%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9044	90.44%
Skin irritation	-	0.8460	84.60%
Skin corrosion	-	0.9592	95.92%
Ames mutagenesis	-	0.6578	65.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.8043	80.43%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.8954	89.54%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9758	97.58%
Acute Oral Toxicity (c)	III	0.6521	65.21%
Estrogen receptor binding	+	0.7995	79.95%
Androgen receptor binding	+	0.6463	64.63%
Thyroid receptor binding	+	0.5864	58.64%
Glucocorticoid receptor binding	+	0.6828	68.28%
Aromatase binding	+	0.5503	55.03%
PPAR gamma	+	0.7569	75.69%
Honey bee toxicity	-	0.7445	74.45%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9093	90.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.16%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.25%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.78%	97.09%
CHEMBL2581	P07339	Cathepsin D	93.60%	98.95%
CHEMBL220	P22303	Acetylcholinesterase	91.92%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.76%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.79%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.07%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.99%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.29%	94.00%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	87.17%	85.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.62%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.60%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.45%	89.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.70%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.99%	92.62%
CHEMBL2535	P11166	Glucose transporter	84.42%	98.75%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	83.24%	89.44%
CHEMBL4208	P20618	Proteasome component C5	83.16%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.95%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	82.01%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.95%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.50%	92.94%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.35%	94.03%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.26%	96.21%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.53%	89.67%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.31%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.00%	95.89%

Plants that contains it

• Pedicularis longiflora

Cross-Links

• PubChem: 162878531
• LOTUS: LTS0191731
• wikiData: Q105119777