[2-[5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-6-[[3,5-dihydroxy-6-methyl-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxymethyl]-5-hydroxy-3-(3,4,5,6-tetrahydroxyoxan-2-yl)oxyoxan-4-yl] 3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: f948bf1c-ebaf-4a51-8a2b-5526a5d5d55e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-6-[[3,5-dihydroxy-6-methyl-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxymethyl]-5-hydroxy-3-(3,4,5,6-tetrahydroxyoxan-2-yl)oxyoxan-4-yl] 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)O)C5=CC=C(C=C5)O)OC6C(C(C(C(O6)O)O)O)O)OC(=O)C=CC7=CC=C(C=C7)O)O)O)OC8C(C(C(CO8)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)OC6C(C(C(C(O6)O)O)O)O)OC(=O)C=CC7=CC=C(C=C7)O)O)O)OC8C(C(C(CO8)O)O)O)O
• InChI: InChI=1S/C46H52O26/c1-16-28(53)38(69-43-34(59)29(54)23(51)14-63-43)36(61)44(65-16)64-15-25-30(55)39(68-26(52)11-4-17-2-7-19(47)8-3-17)41(71-45-35(60)32(57)33(58)42(62)72-45)46(67-25)70-40-31(56)27-22(50)12-21(49)13-24(27)66-37(40)18-5-9-20(48)10-6-18/h2-13,16,23,25,28-30,32-36,38-39,41-51,53-55,57-62H,14-15H2,1H3
• InChI Key: SOQVCOCEKWNDOU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₅₂O₂₆
• Molecular Weight: 1020.90 g/mol
• Exact Mass: 1020.27468176 g/mol
• Topological Polar Surface Area (TPSA): 410.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -3.18
• H-Bond Acceptor: 26
• H-Bond Donor: 14
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5664	56.64%
Caco-2	-	0.8807	88.07%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5852	58.52%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.8367	83.67%
OATP1B3 inhibitior	+	0.9678	96.78%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7724	77.24%
P-glycoprotein inhibitior	+	0.6949	69.49%
P-glycoprotein substrate	+	0.7575	75.75%
CYP3A4 substrate	+	0.7240	72.40%
CYP2C9 substrate	-	0.8160	81.60%
CYP2D6 substrate	-	0.8721	87.21%
CYP3A4 inhibition	-	0.9465	94.65%
CYP2C9 inhibition	-	0.9017	90.17%
CYP2C19 inhibition	-	0.9061	90.61%
CYP2D6 inhibition	-	0.9372	93.72%
CYP1A2 inhibition	-	0.9241	92.41%
CYP2C8 inhibition	+	0.8672	86.72%
CYP inhibitory promiscuity	-	0.8565	85.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6151	61.51%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9022	90.22%
Skin irritation	-	0.8328	83.28%
Skin corrosion	-	0.9464	94.64%
Ames mutagenesis	-	0.5137	51.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7201	72.01%
Micronuclear	+	0.6933	69.33%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8820	88.20%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9837	98.37%
Acute Oral Toxicity (c)	III	0.6006	60.06%
Estrogen receptor binding	+	0.7748	77.48%
Androgen receptor binding	+	0.6504	65.04%
Thyroid receptor binding	+	0.5566	55.66%
Glucocorticoid receptor binding	+	0.6025	60.25%
Aromatase binding	+	0.5191	51.91%
PPAR gamma	+	0.7471	74.71%
Honey bee toxicity	-	0.6633	66.33%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9470	94.70%

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	99.83%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	99.25%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	99.22%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.68%	86.33%
CHEMBL2581	P07339	Cathepsin D	97.43%	98.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.02%	95.64%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.32%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.49%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	90.56%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.15%	96.00%
CHEMBL3194	P02766	Transthyretin	89.71%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.34%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.63%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.42%	94.80%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.12%	99.17%
CHEMBL4208	P20618	Proteasome component C5	85.90%	90.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.41%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.62%	94.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.09%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	83.74%	94.75%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.53%	95.78%
CHEMBL242	Q92731	Estrogen receptor beta	83.12%	98.35%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.86%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	82.78%	95.93%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	81.42%	88.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.35%	95.83%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.55%	94.33%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	80.54%	83.57%

Plants that contains it

• Astragalus caprinus

Cross-Links

• PubChem: 162895011
• LOTUS: LTS0259210
• wikiData: Q105257116