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

Details

• Internal ID: 47f97ddf-ae58-4263-8773-24b14b2a6aeb
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OCC2C(C(C(C(O2)OC3=C(C(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(C(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)O)O)O)O)O
• InChI: InChI=1S/C31H28O14/c1-41-20-10-14(2-8-17(20)33)3-9-24(35)42-13-23-27(37)29(39)30(40)31(45-23)44-22-12-21-25(28(38)26(22)36)18(34)11-19(43-21)15-4-6-16(32)7-5-15/h2-12,23,27,29-33,36-40H,13H2,1H3/b9-3+/t23-,27-,29+,30-,31-/m1/s1
• InChI Key: KBNNNOOHEWBCRP-OBOHWCNISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₂₈O₁₄
• Molecular Weight: 624.50 g/mol
• Exact Mass: 624.14790556 g/mol
• Topological Polar Surface Area (TPSA): 222.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5720	57.20%
Caco-2	-	0.9042	90.42%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5995	59.95%
OATP2B1 inhibitior	+	0.5708	57.08%
OATP1B1 inhibitior	+	0.8250	82.50%
OATP1B3 inhibitior	+	0.9809	98.09%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7091	70.91%
P-glycoprotein inhibitior	+	0.6470	64.70%
P-glycoprotein substrate	-	0.5260	52.60%
CYP3A4 substrate	+	0.6692	66.92%
CYP2C9 substrate	-	0.8156	81.56%
CYP2D6 substrate	-	0.8653	86.53%
CYP3A4 inhibition	-	0.8925	89.25%
CYP2C9 inhibition	-	0.8007	80.07%
CYP2C19 inhibition	-	0.8490	84.90%
CYP2D6 inhibition	-	0.9305	93.05%
CYP1A2 inhibition	-	0.9125	91.25%
CYP2C8 inhibition	+	0.8808	88.08%
CYP inhibitory promiscuity	-	0.7321	73.21%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6214	62.14%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9046	90.46%
Skin irritation	-	0.8169	81.69%
Skin corrosion	-	0.9464	94.64%
Ames mutagenesis	-	0.6028	60.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.4579	45.79%
Micronuclear	+	0.7292	72.92%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.9075	90.75%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.9735	97.35%
Acute Oral Toxicity (c)	III	0.5749	57.49%
Estrogen receptor binding	+	0.7914	79.14%
Androgen receptor binding	+	0.7901	79.01%
Thyroid receptor binding	+	0.5495	54.95%
Glucocorticoid receptor binding	+	0.7364	73.64%
Aromatase binding	+	0.5853	58.53%
PPAR gamma	+	0.7322	73.22%
Honey bee toxicity	-	0.6996	69.96%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9399	93.99%

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	99.68%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.29%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.19%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.64%	85.14%
CHEMBL3194	P02766	Transthyretin	96.71%	90.71%
CHEMBL2581	P07339	Cathepsin D	95.01%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.94%	99.17%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	93.12%	95.64%
CHEMBL1951	P21397	Monoamine oxidase A	93.01%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.47%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.74%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.56%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.13%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.64%	95.56%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	88.23%	97.03%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.04%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.71%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.66%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.51%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.14%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.42%	95.78%
CHEMBL3401	O75469	Pregnane X receptor	85.68%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.32%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.19%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.84%	96.21%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.91%	91.71%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.57%	97.28%
CHEMBL5255	O00206	Toll-like receptor 4	80.19%	92.50%

Plants that contains it

• Origanum majorana

Cross-Links

• PubChem: 101237094
• LOTUS: LTS0027411
• wikiData: Q105138383