1-[2,4-Dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-methoxyphenyl)propan-1-one

Details

• Internal ID: 7dec8e20-3805-4fb9-a2ef-8fe71b022693
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 1-[2,4-dihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-methoxyphenyl)propan-1-one
• SMILES (Canonical): COC1=CC=C(C=C1)CCC(=O)C2=C(C=C(C=C2OC3C(C(C(C(O3)CO)O)O)O)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)CCC(=O)C2=C(C=C(C=C2OC3C(C(C(C(O3)CO)O)O)O)O)O
• InChI: InChI=1S/C22H26O10/c1-30-13-5-2-11(3-6-13)4-7-14(25)18-15(26)8-12(24)9-16(18)31-22-21(29)20(28)19(27)17(10-23)32-22/h2-3,5-6,8-9,17,19-24,26-29H,4,7,10H2,1H3
• InChI Key: GOTAZLUFLPHQJU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₁₀
• Molecular Weight: 450.40 g/mol
• Exact Mass: 450.15259702 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.10
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7363	73.63%
Caco-2	-	0.8544	85.44%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7774	77.74%
OATP2B1 inhibitior	-	0.5607	56.07%
OATP1B1 inhibitior	+	0.8978	89.78%
OATP1B3 inhibitior	+	0.9481	94.81%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5702	57.02%
P-glycoprotein inhibitior	-	0.5459	54.59%
P-glycoprotein substrate	-	0.7564	75.64%
CYP3A4 substrate	+	0.5958	59.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8400	84.00%
CYP3A4 inhibition	-	0.8653	86.53%
CYP2C9 inhibition	-	0.5989	59.89%
CYP2C19 inhibition	-	0.8260	82.60%
CYP2D6 inhibition	-	0.9242	92.42%
CYP1A2 inhibition	-	0.8375	83.75%
CYP2C8 inhibition	+	0.6922	69.22%
CYP inhibitory promiscuity	-	0.7566	75.66%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7539	75.39%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.8444	84.44%
Skin irritation	-	0.8175	81.75%
Skin corrosion	-	0.9534	95.34%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7051	70.51%
Micronuclear	-	0.6067	60.67%
Hepatotoxicity	-	0.7801	78.01%
skin sensitisation	-	0.8914	89.14%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.7790	77.90%
Acute Oral Toxicity (c)	III	0.8125	81.25%
Estrogen receptor binding	+	0.8182	81.82%
Androgen receptor binding	-	0.4904	49.04%
Thyroid receptor binding	-	0.4872	48.72%
Glucocorticoid receptor binding	+	0.5497	54.97%
Aromatase binding	+	0.5362	53.62%
PPAR gamma	+	0.6624	66.24%
Honey bee toxicity	-	0.8124	81.24%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	-	0.4549	45.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.77%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.70%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.40%	99.17%
CHEMBL4208	P20618	Proteasome component C5	94.03%	90.00%
CHEMBL2581	P07339	Cathepsin D	92.45%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.39%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	90.46%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.01%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.91%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.18%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.54%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.48%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.05%	96.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	85.94%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.18%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.06%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.36%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.21%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.39%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.32%	89.00%
CHEMBL2535	P11166	Glucose transporter	80.02%	98.75%

Plants that contains it

• Iryanthera sagotiana

Cross-Links

• PubChem: 44291512
• LOTUS: LTS0024413
• wikiData: Q105014546