[5-[2-[2-(3,4-Dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: 4fd52339-5c09-4538-85e8-80977128f829
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [5-[2-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OCC2(COC(C2O)OC3C(C(C(OC3OC4=CC(=C5C(=C4)OC(=CC5=O)C6=CC(=C(C=C6)O)O)O)CO)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C=CC(=O)OCC2(COC(C2O)OC3C(C(C(OC3OC4=CC(=C5C(=C4)OC(=CC5=O)C6=CC(=C(C=C6)O)O)O)CO)O)O)O)O
• InChI: InChI=1S/C36H36O18/c1-48-25-8-16(2-5-20(25)39)3-7-28(43)49-14-36(47)15-50-35(33(36)46)54-32-31(45)30(44)27(13-37)53-34(32)51-18-10-22(41)29-23(42)12-24(52-26(29)11-18)17-4-6-19(38)21(40)9-17/h2-12,27,30-35,37-41,44-47H,13-15H2,1H3
• InChI Key: SFWRXHMXWXVZPF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₆O₁₈
• Molecular Weight: 756.70 g/mol
• Exact Mass: 756.19016430 g/mol
• Topological Polar Surface Area (TPSA): 281.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.20
• H-Bond Acceptor: 18
• H-Bond Donor: 9
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7084	70.84%
Caco-2	-	0.8844	88.44%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5890	58.90%
OATP2B1 inhibitior	-	0.7101	71.01%
OATP1B1 inhibitior	+	0.8986	89.86%
OATP1B3 inhibitior	+	0.9744	97.44%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.4838	48.38%
P-glycoprotein inhibitior	+	0.6810	68.10%
P-glycoprotein substrate	+	0.6607	66.07%
CYP3A4 substrate	+	0.7088	70.88%
CYP2C9 substrate	-	0.8158	81.58%
CYP2D6 substrate	-	0.8657	86.57%
CYP3A4 inhibition	-	0.8400	84.00%
CYP2C9 inhibition	-	0.8388	83.88%
CYP2C19 inhibition	-	0.8253	82.53%
CYP2D6 inhibition	-	0.9123	91.23%
CYP1A2 inhibition	-	0.9178	91.78%
CYP2C8 inhibition	+	0.8441	84.41%
CYP inhibitory promiscuity	-	0.7981	79.81%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4932	49.32%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9107	91.07%
Skin irritation	-	0.8099	80.99%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.5492	54.92%
Human Ether-a-go-go-Related Gene inhibition	+	0.6460	64.60%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.7216	72.16%
skin sensitisation	-	0.8399	83.99%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.9440	94.40%
Acute Oral Toxicity (c)	III	0.6079	60.79%
Estrogen receptor binding	+	0.8099	80.99%
Androgen receptor binding	+	0.7305	73.05%
Thyroid receptor binding	+	0.5253	52.53%
Glucocorticoid receptor binding	+	0.6133	61.33%
Aromatase binding	+	0.6498	64.98%
PPAR gamma	+	0.7280	72.80%
Honey bee toxicity	-	0.6359	63.59%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8698	86.98%

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	99.91%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.74%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.23%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	97.71%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.06%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.44%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.23%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.79%	95.56%
CHEMBL3194	P02766	Transthyretin	94.28%	90.71%
CHEMBL3922	P50579	Methionine aminopeptidase 2	93.04%	97.28%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.97%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.60%	94.00%
CHEMBL2581	P07339	Cathepsin D	88.94%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.45%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.37%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.06%	99.15%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.46%	94.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.26%	92.94%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.35%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.34%	95.78%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.51%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.35%	99.17%
CHEMBL4208	P20618	Proteasome component C5	83.02%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.04%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.34%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.87%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.64%	99.23%

Plants that contains it

• Apium graveolens

Cross-Links

• PubChem: 75224907
• LOTUS: LTS0235250
• wikiData: Q105252106