[6-[6-[5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: cbb8f70f-db59-48b1-95aa-981c1870f1e0
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [6-[6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)O)O)OC5C(C(C(C(O5)COC(=O)C=CC6=CC=C(C=C6)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)O)O)OC5C(C(C(C(O5)COC(=O)C=CC6=CC=C(C=C6)O)O)O)O
• InChI: InChI=1S/C36H36O17/c1-15-32(52-36-30(46)28(44)26(42)23(51-36)14-48-24(41)11-4-16-2-7-18(37)8-3-16)29(45)31(47)35(49-15)53-34-27(43)25-21(40)12-20(39)13-22(25)50-33(34)17-5-9-19(38)10-6-17/h2-13,15,23,26,28-32,35-40,42,44-47H,14H2,1H3
• InChI Key: VZCQGYCHGJQNAD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₆O₁₇
• Molecular Weight: 740.70 g/mol
• Exact Mass: 740.19524968 g/mol
• Topological Polar Surface Area (TPSA): 272.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.58
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5706	57.06%
Caco-2	-	0.8919	89.19%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.6748	67.48%
OATP2B1 inhibitior	-	0.5718	57.18%
OATP1B1 inhibitior	+	0.8520	85.20%
OATP1B3 inhibitior	+	0.9717	97.17%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8175	81.75%
P-glycoprotein inhibitior	+	0.6023	60.23%
P-glycoprotein substrate	+	0.5742	57.42%
CYP3A4 substrate	+	0.6882	68.82%
CYP2C9 substrate	-	0.8189	81.89%
CYP2D6 substrate	-	0.8775	87.75%
CYP3A4 inhibition	-	0.9233	92.33%
CYP2C9 inhibition	-	0.8185	81.85%
CYP2C19 inhibition	-	0.8650	86.50%
CYP2D6 inhibition	-	0.9499	94.99%
CYP1A2 inhibition	-	0.9036	90.36%
CYP2C8 inhibition	+	0.8702	87.02%
CYP inhibitory promiscuity	-	0.7166	71.66%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6462	64.62%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9100	91.00%
Skin irritation	-	0.8178	81.78%
Skin corrosion	-	0.9464	94.64%
Ames mutagenesis	-	0.5337	53.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4273	42.73%
Micronuclear	+	0.7192	71.92%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8976	89.76%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9381	93.81%
Acute Oral Toxicity (c)	III	0.5286	52.86%
Estrogen receptor binding	+	0.7458	74.58%
Androgen receptor binding	+	0.7570	75.70%
Thyroid receptor binding	+	0.5515	55.15%
Glucocorticoid receptor binding	+	0.6150	61.50%
Aromatase binding	+	0.5881	58.81%
PPAR gamma	+	0.7227	72.27%
Honey bee toxicity	-	0.7195	71.95%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9691	96.91%

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	99.41%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	99.02%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	98.57%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.53%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	97.39%	95.64%
CHEMBL2581	P07339	Cathepsin D	96.45%	98.95%
CHEMBL3194	P02766	Transthyretin	94.62%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	92.19%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.13%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.52%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.78%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.51%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.29%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.07%	95.78%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.93%	94.00%
CHEMBL4208	P20618	Proteasome component C5	82.40%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.48%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.12%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	80.70%	94.75%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.55%	80.78%

Plants that contains it

• Ginkgo biloba

Cross-Links

• PubChem: 73822538
• LOTUS: LTS0233305
• wikiData: Q105299664