[(2R,3R,4S,5R,6S)-3,5-dihydroxy-6-[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-7-yl]oxy-4-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 75870056-da5a-4118-8800-6b11fb0991f0
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3R,4S,5R,6S)-3,5-dihydroxy-6-[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-7-yl]oxy-4-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)COC(=O)C=CC5=CC=C(C=C5)O)O)OC(=O)C=CC6=CC=C(C=C6)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)/C=C/C5=CC=C(C=C5)O)O)OC(=O)/C=C/C6=CC=C(C=C6)O)O)O)O
• InChI: InChI=1S/C40H34O15/c1-50-31-16-23(8-13-27(31)43)30-19-29(45)36-28(44)17-26(18-32(36)53-30)52-40-38(49)39(55-35(47)15-7-22-4-11-25(42)12-5-22)37(48)33(54-40)20-51-34(46)14-6-21-2-9-24(41)10-3-21/h2-19,33,37-44,48-49H,20H2,1H3/b14-6+,15-7+/t33-,37-,38-,39+,40-/m1/s1
• InChI Key: YPLRCGKIMLXRLI-LVPCVLDWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₃₄O₁₅
• Molecular Weight: 754.70 g/mol
• Exact Mass: 754.18977037 g/mol
• Topological Polar Surface Area (TPSA): 228.00 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.00
• H-Bond Acceptor: 15
• H-Bond Donor: 6
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8742	87.42%
Caco-2	-	0.8871	88.71%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6061	60.61%
OATP2B1 inhibitior	+	0.5723	57.23%
OATP1B1 inhibitior	+	0.8844	88.44%
OATP1B3 inhibitior	+	0.8961	89.61%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7920	79.20%
P-glycoprotein inhibitior	+	0.7533	75.33%
P-glycoprotein substrate	+	0.5512	55.12%
CYP3A4 substrate	+	0.6725	67.25%
CYP2C9 substrate	-	0.8105	81.05%
CYP2D6 substrate	-	0.8672	86.72%
CYP3A4 inhibition	-	0.8514	85.14%
CYP2C9 inhibition	-	0.5426	54.26%
CYP2C19 inhibition	-	0.7549	75.49%
CYP2D6 inhibition	-	0.9312	93.12%
CYP1A2 inhibition	-	0.9240	92.40%
CYP2C8 inhibition	+	0.8672	86.72%
CYP inhibitory promiscuity	-	0.5458	54.58%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6158	61.58%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9041	90.41%
Skin irritation	-	0.8147	81.47%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.6928	69.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.3715	37.15%
Micronuclear	+	0.7492	74.92%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.8776	87.76%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9466	94.66%
Acute Oral Toxicity (c)	III	0.6251	62.51%
Estrogen receptor binding	+	0.8095	80.95%
Androgen receptor binding	+	0.7806	78.06%
Thyroid receptor binding	+	0.5635	56.35%
Glucocorticoid receptor binding	+	0.6721	67.21%
Aromatase binding	+	0.5385	53.85%
PPAR gamma	+	0.7115	71.15%
Honey bee toxicity	-	0.6833	68.33%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9267	92.67%

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	99.48%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.75%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.94%	86.33%
CHEMBL3194	P02766	Transthyretin	96.64%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	95.97%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.85%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.25%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.57%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.56%	99.15%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.36%	96.00%
CHEMBL2581	P07339	Cathepsin D	91.35%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.32%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.21%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.80%	94.45%
CHEMBL3438	Q05513	Protein kinase C zeta	89.35%	88.48%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.80%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.54%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	86.34%	94.73%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.32%	97.28%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	86.09%	97.03%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.19%	95.78%
CHEMBL5255	O00206	Toll-like receptor 4	84.52%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.82%	95.89%
CHEMBL1907	P15144	Aminopeptidase N	83.70%	93.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.10%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.00%	95.50%
CHEMBL242	Q92731	Estrogen receptor beta	81.09%	98.35%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.77%	90.71%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.00%	91.71%

Plants that contains it

• Marrubium velutinum

Cross-Links

• PubChem: 21576514
• LOTUS: LTS0138913
• wikiData: Q105351735