[6-[[2-(2,5-Dihydroxyphenyl)-5-hydroxy-6,8-dimethyl-4-oxo-2,3-dihydrochromen-7-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxybenzoate

Details

• Internal ID: f461d39c-5997-4164-91ac-5f546aa9b0f3
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [6-[[2-(2,5-dihydroxyphenyl)-5-hydroxy-6,8-dimethyl-4-oxo-2,3-dihydrochromen-7-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxybenzoate
• SMILES (Canonical): CC1=C(C2=C(C(=C1OC3C(C(C(C(O3)COC(=O)C4=CC=C(C=C4)O)O)O)O)C)OC(CC2=O)C5=C(C=CC(=C5)O)O)O
• SMILES (Isomeric): CC1=C(C2=C(C(=C1OC3C(C(C(C(O3)COC(=O)C4=CC=C(C=C4)O)O)O)O)C)OC(CC2=O)C5=C(C=CC(=C5)O)O)O
• InChI: InChI=1S/C30H30O13/c1-12-23(35)22-19(34)10-20(17-9-16(32)7-8-18(17)33)41-28(22)13(2)27(12)43-30-26(38)25(37)24(36)21(42-30)11-40-29(39)14-3-5-15(31)6-4-14/h3-9,20-21,24-26,30-33,35-38H,10-11H2,1-2H3
• InChI Key: UNSZUCUHDNOPMN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₀O₁₃
• Molecular Weight: 598.50 g/mol
• Exact Mass: 598.16864101 g/mol
• Topological Polar Surface Area (TPSA): 213.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.88
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5825	58.25%
Caco-2	-	0.8888	88.88%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7244	72.44%
OATP2B1 inhibitior	-	0.5780	57.80%
OATP1B1 inhibitior	+	0.8020	80.20%
OATP1B3 inhibitior	+	0.9463	94.63%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.5815	58.15%
P-glycoprotein inhibitior	+	0.6170	61.70%
P-glycoprotein substrate	-	0.6109	61.09%
CYP3A4 substrate	+	0.6615	66.15%
CYP2C9 substrate	-	0.8251	82.51%
CYP2D6 substrate	-	0.8645	86.45%
CYP3A4 inhibition	-	0.9122	91.22%
CYP2C9 inhibition	-	0.8781	87.81%
CYP2C19 inhibition	-	0.9261	92.61%
CYP2D6 inhibition	-	0.9650	96.50%
CYP1A2 inhibition	-	0.9140	91.40%
CYP2C8 inhibition	+	0.7772	77.72%
CYP inhibitory promiscuity	-	0.8084	80.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7160	71.60%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9098	90.98%
Skin irritation	-	0.8464	84.64%
Skin corrosion	-	0.9549	95.49%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4343	43.43%
Micronuclear	+	0.7292	72.92%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.9404	94.04%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.9254	92.54%
Acute Oral Toxicity (c)	III	0.6010	60.10%
Estrogen receptor binding	+	0.7752	77.52%
Androgen receptor binding	+	0.6844	68.44%
Thyroid receptor binding	-	0.4924	49.24%
Glucocorticoid receptor binding	+	0.7108	71.08%
Aromatase binding	+	0.5487	54.87%
PPAR gamma	+	0.6217	62.17%
Honey bee toxicity	-	0.8176	81.76%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7150	71.50%
Fish aquatic toxicity	+	0.9416	94.16%

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	98.49%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.40%	98.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.87%	95.64%
CHEMBL220	P22303	Acetylcholinesterase	93.98%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.79%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	93.70%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.94%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.08%	96.09%
CHEMBL4208	P20618	Proteasome component C5	91.31%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.19%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.94%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.72%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.11%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.67%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.64%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	86.04%	92.50%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	85.71%	85.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.67%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	85.45%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.92%	99.23%
CHEMBL2535	P11166	Glucose transporter	84.43%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.34%	99.15%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.78%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.36%	94.45%

Plants that contains it

• Myrcia multiflora

Cross-Links

• PubChem: 85124222
• LOTUS: LTS0019971
• wikiData: Q105276124