[(2S,3R,4R,5S)-3,4-dihydroxy-5-[4-(5,6,7-trihydroxy-4-oxochromen-2-yl)phenoxy]oxolan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: c5040fb4-d46e-4fd9-8cc7-0d6267abbd93
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: [(2S,3R,4R,5S)-3,4-dihydroxy-5-[4-(5,6,7-trihydroxy-4-oxochromen-2-yl)phenoxy]oxolan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
• InChI: InChI=1S/C29H24O12/c30-16-6-1-14(2-7-16)3-10-23(33)38-13-22-26(35)28(37)29(41-22)39-17-8-4-15(5-9-17)20-11-18(31)24-21(40-20)12-19(32)25(34)27(24)36/h1-12,22,26,28-30,32,34-37H,13H2/b10-3+/t22-,26-,28+,29+/m0/s1
• InChI Key: HQSZKSHXKQUKIT-BDHAYEFBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₂₄O₁₂
• Molecular Weight: 564.50 g/mol
• Exact Mass: 564.12677620 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6958	69.58%
Caco-2	-	0.8943	89.43%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7023	70.23%
OATP2B1 inhibitior	-	0.5579	55.79%
OATP1B1 inhibitior	+	0.8744	87.44%
OATP1B3 inhibitior	+	0.9567	95.67%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7570	75.70%
P-glycoprotein inhibitior	+	0.6928	69.28%
P-glycoprotein substrate	-	0.7211	72.11%
CYP3A4 substrate	+	0.6559	65.59%
CYP2C9 substrate	-	0.8118	81.18%
CYP2D6 substrate	-	0.8706	87.06%
CYP3A4 inhibition	-	0.8270	82.70%
CYP2C9 inhibition	-	0.7623	76.23%
CYP2C19 inhibition	-	0.7507	75.07%
CYP2D6 inhibition	-	0.9083	90.83%
CYP1A2 inhibition	-	0.8821	88.21%
CYP2C8 inhibition	+	0.8652	86.52%
CYP inhibitory promiscuity	-	0.6173	61.73%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5799	57.99%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.8940	89.40%
Skin irritation	-	0.8028	80.28%
Skin corrosion	-	0.9476	94.76%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6451	64.51%
Micronuclear	+	0.7592	75.92%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8440	84.40%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9716	97.16%
Acute Oral Toxicity (c)	III	0.4658	46.58%
Estrogen receptor binding	+	0.7396	73.96%
Androgen receptor binding	+	0.8367	83.67%
Thyroid receptor binding	+	0.5657	56.57%
Glucocorticoid receptor binding	+	0.6662	66.62%
Aromatase binding	+	0.5550	55.50%
PPAR gamma	+	0.7998	79.98%
Honey bee toxicity	-	0.7000	70.00%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9762	97.62%

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	99.77%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.22%	89.00%
CHEMBL3194	P02766	Transthyretin	96.96%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.17%	86.33%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	94.63%	83.57%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.79%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.60%	99.15%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	93.30%	91.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.20%	94.00%
CHEMBL2581	P07339	Cathepsin D	93.11%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.01%	99.17%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	91.18%	95.64%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	90.62%	95.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.01%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.88%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.87%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.78%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	87.40%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.05%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.04%	95.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.03%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.06%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.63%	96.00%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	83.52%	80.33%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.29%	97.28%
CHEMBL1951	P21397	Monoamine oxidase A	83.17%	91.49%
CHEMBL242	Q92731	Estrogen receptor beta	82.44%	98.35%

Plants that contains it

• Abutilon pakistanicum

Cross-Links

• PubChem: 102258261
• LOTUS: LTS0228528
• wikiData: Q105032424