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

Details

• Internal ID: 2f8dc56a-3da7-496f-81c3-f787ae709a9c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-3-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=O)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)O)O)OC(=O)C=CC6=CC=C(C=C6)O)O
• SMILES (Isomeric): C1=CC(=CC=C1/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)O)O)OC(=O)/C=C/C6=CC=C(C=C6)O)O
• InChI: InChI=1S/C39H32O14/c40-24-9-1-21(2-10-24)5-15-33(45)49-20-32-38(53-34(46)16-6-22-3-11-25(41)12-4-22)36(47)37(48)39(52-32)50-27-17-28(43)35-29(44)19-30(51-31(35)18-27)23-7-13-26(42)14-8-23/h1-19,32,36-43,47-48H,20H2/b15-5+,16-6+/t32-,36-,37-,38-,39-/m1/s1
• InChI Key: DMAQFLQMQDZICP-AFINLADWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₃₂O₁₄
• Molecular Weight: 724.70 g/mol
• Exact Mass: 724.17920569 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 3.99
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7078	70.78%
Caco-2	-	0.8870	88.70%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7808	78.08%
OATP2B1 inhibitior	-	0.6998	69.98%
OATP1B1 inhibitior	+	0.9173	91.73%
OATP1B3 inhibitior	+	0.9566	95.66%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8396	83.96%
P-glycoprotein inhibitior	+	0.7272	72.72%
P-glycoprotein substrate	-	0.6605	66.05%
CYP3A4 substrate	+	0.6535	65.35%
CYP2C9 substrate	-	0.8105	81.05%
CYP2D6 substrate	-	0.8724	87.24%
CYP3A4 inhibition	-	0.9087	90.87%
CYP2C9 inhibition	-	0.6411	64.11%
CYP2C19 inhibition	-	0.8392	83.92%
CYP2D6 inhibition	-	0.9077	90.77%
CYP1A2 inhibition	-	0.9204	92.04%
CYP2C8 inhibition	+	0.8293	82.93%
CYP inhibitory promiscuity	-	0.7069	70.69%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5732	57.32%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.8900	89.00%
Skin irritation	-	0.8081	80.81%
Skin corrosion	-	0.9597	95.97%
Ames mutagenesis	-	0.6170	61.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5255	52.55%
Micronuclear	+	0.7292	72.92%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8864	88.64%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.9483	94.83%
Acute Oral Toxicity (c)	III	0.4451	44.51%
Estrogen receptor binding	+	0.7590	75.90%
Androgen receptor binding	+	0.8059	80.59%
Thyroid receptor binding	+	0.5604	56.04%
Glucocorticoid receptor binding	+	0.6234	62.34%
Aromatase binding	+	0.5364	53.64%
PPAR gamma	+	0.7245	72.45%
Honey bee toxicity	-	0.6807	68.07%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9646	96.46%

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	99.38%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.44%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.97%	89.00%
CHEMBL3194	P02766	Transthyretin	97.45%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.24%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.23%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.32%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.89%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	89.08%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.05%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.59%	94.45%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.50%	95.78%
CHEMBL3922	P50579	Methionine aminopeptidase 2	87.11%	97.28%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.62%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.29%	94.00%
CHEMBL242	Q92731	Estrogen receptor beta	86.24%	98.35%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.08%	91.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.06%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.78%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	83.48%	92.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.69%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.99%	95.89%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	81.68%	95.64%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.06%	83.00%
CHEMBL4208	P20618	Proteasome component C5	80.50%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.38%	90.71%

Plants that contains it

• Anisomeles indica
• Anisomeles malabarica

Cross-Links

• PubChem: 21721969
• LOTUS: LTS0028241
• wikiData: Q104984968