1-Phenyl-3-[4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one

Details

• Internal ID: 59e560a7-7bbe-420e-91a5-43892d2c3d15
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 1-phenyl-3-[4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one
• InChI: InChI=1S/C21H22O7/c22-12-17-18(24)19(25)20(26)21(28-17)27-15-9-6-13(7-10-15)8-11-16(23)14-4-2-1-3-5-14/h1-11,17-22,24-26H,12H2
• InChI Key: AFFCSQROTFZBBI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₇
• Molecular Weight: 386.40 g/mol
• Exact Mass: 386.13655304 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.76
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6689	66.89%
Caco-2	-	0.8631	86.31%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6540	65.40%
OATP2B1 inhibitior	-	0.8502	85.02%
OATP1B1 inhibitior	+	0.9460	94.60%
OATP1B3 inhibitior	+	0.9540	95.40%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5681	56.81%
P-glycoprotein inhibitior	-	0.7406	74.06%
P-glycoprotein substrate	-	0.9633	96.33%
CYP3A4 substrate	-	0.5121	51.21%
CYP2C9 substrate	-	0.6092	60.92%
CYP2D6 substrate	-	0.8528	85.28%
CYP3A4 inhibition	-	0.8714	87.14%
CYP2C9 inhibition	-	0.9035	90.35%
CYP2C19 inhibition	-	0.9208	92.08%
CYP2D6 inhibition	-	0.9296	92.96%
CYP1A2 inhibition	-	0.9429	94.29%
CYP2C8 inhibition	+	0.6324	63.24%
CYP inhibitory promiscuity	-	0.6603	66.03%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6972	69.72%
Eye corrosion	-	0.9939	99.39%
Eye irritation	-	0.9092	90.92%
Skin irritation	-	0.8304	83.04%
Skin corrosion	-	0.9697	96.97%
Ames mutagenesis	-	0.8070	80.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4914	49.14%
Micronuclear	+	0.5033	50.33%
Hepatotoxicity	-	0.8694	86.94%
skin sensitisation	-	0.8153	81.53%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7368	73.68%
Acute Oral Toxicity (c)	III	0.6766	67.66%
Estrogen receptor binding	-	0.4825	48.25%
Androgen receptor binding	+	0.5812	58.12%
Thyroid receptor binding	-	0.5654	56.54%
Glucocorticoid receptor binding	-	0.6668	66.68%
Aromatase binding	+	0.5721	57.21%
PPAR gamma	+	0.7997	79.97%
Honey bee toxicity	-	0.8279	82.79%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8786	87.86%

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	96.68%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.99%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.03%	96.00%
CHEMBL221	P23219	Cyclooxygenase-1	92.55%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.09%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.23%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.14%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.22%	95.50%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	85.88%	89.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.48%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	83.40%	94.73%
CHEMBL4208	P20618	Proteasome component C5	82.91%	90.00%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	81.59%	88.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.57%	94.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.19%	89.00%

Plants that contains it

• Shorea robusta

Cross-Links

• PubChem: 163065686
• LOTUS: LTS0251933
• wikiData: Q104911112