[(2R,3S,4S,5R,6R)-2-[(2S,3S,4S,5R,6R)-2-[[(2S,3S,4R,5S,6R)-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,5-dihydroxy-6-methyloxan-4-yl]oxy-3,5-dihydroxy-6-methyloxan-4-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 2b71d4e9-209b-4c2b-bef9-62f5ea94c8a7
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6R)-2-[(2S,3S,4S,5R,6R)-2-[[(2S,3S,4R,5S,6R)-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,5-dihydroxy-6-methyloxan-4-yl]oxy-3,5-dihydroxy-6-methyloxan-4-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)OC)C5=CC(=C(C=C5)O)O)O)O)O)O)OC6C(C(C(C(O6)C)O)OC(=O)C=CC7=CC=C(C=C7)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H]([C@@H]([C@H](O1)OC[C@H]2[C@H]([C@H]([C@@H]([C@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)OC)C5=CC(=C(C=C5)O)O)O)O)O)O)O[C@@H]6[C@H]([C@H]([C@@H]([C@H](O6)C)O)OC(=O)/C=C/C7=CC=C(C=C7)O)O)O
• InChI: InChI=1S/C43H48O22/c1-16-30(50)39(64-43-36(56)38(29(49)17(2)60-43)63-27(48)11-6-18-4-8-20(44)9-5-18)35(55)41(59-16)58-15-26-31(51)33(53)34(54)42(62-26)65-40-32(52)28-24(47)13-21(57-3)14-25(28)61-37(40)19-7-10-22(45)23(46)12-19/h4-14,16-17,26,29-31,33-36,38-39,41-47,49-51,53-56H,15H2,1-3H3/b11-6+/t16-,17-,26+,29-,30-,31-,33-,34+,35+,36+,38+,39+,41+,42-,43-/m1/s1
• InChI Key: XDOLXXPUESIUMX-MBIDTMRZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₄₈O₂₂
• Molecular Weight: 916.80 g/mol
• Exact Mass: 916.26372315 g/mol
• Topological Polar Surface Area (TPSA): 340.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.56
• H-Bond Acceptor: 22
• H-Bond Donor: 11
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5530	55.30%
Caco-2	-	0.8736	87.36%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5729	57.29%
OATP2B1 inhibitior	-	0.7118	71.18%
OATP1B1 inhibitior	+	0.8691	86.91%
OATP1B3 inhibitior	+	0.9478	94.78%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.4658	46.58%
P-glycoprotein inhibitior	+	0.7005	70.05%
P-glycoprotein substrate	+	0.6864	68.64%
CYP3A4 substrate	+	0.6983	69.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8699	86.99%
CYP3A4 inhibition	-	0.9007	90.07%
CYP2C9 inhibition	-	0.8872	88.72%
CYP2C19 inhibition	-	0.9236	92.36%
CYP2D6 inhibition	-	0.9301	93.01%
CYP1A2 inhibition	-	0.9344	93.44%
CYP2C8 inhibition	+	0.8762	87.62%
CYP inhibitory promiscuity	-	0.7459	74.59%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6348	63.48%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9037	90.37%
Skin irritation	-	0.8375	83.75%
Skin corrosion	-	0.9543	95.43%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7145	71.45%
Micronuclear	+	0.7092	70.92%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9161	91.61%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.9584	95.84%
Acute Oral Toxicity (c)	III	0.5848	58.48%
Estrogen receptor binding	+	0.7841	78.41%
Androgen receptor binding	+	0.6758	67.58%
Thyroid receptor binding	+	0.5738	57.38%
Glucocorticoid receptor binding	+	0.6905	69.05%
Aromatase binding	+	0.6047	60.47%
PPAR gamma	+	0.7637	76.37%
Honey bee toxicity	-	0.6777	67.77%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9530	95.30%

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	99.89%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.89%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.61%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	98.39%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.85%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.54%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.86%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.42%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.23%	99.15%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.03%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.95%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	90.69%	94.73%
CHEMBL3194	P02766	Transthyretin	90.37%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.51%	94.45%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	88.05%	95.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.65%	97.09%
CHEMBL4208	P20618	Proteasome component C5	86.31%	90.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.59%	97.36%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	85.32%	80.78%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.83%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.19%	95.89%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.25%	91.71%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.15%	94.80%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.80%	86.92%
CHEMBL242	Q92731	Estrogen receptor beta	81.17%	98.35%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.54%	94.33%

Plants that contains it

• Rhamnus petiolaris

Cross-Links

• PubChem: 163190761
• LOTUS: LTS0012121
• wikiData: Q105325962