[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl] 4-[2-(4-hydroxyphenyl)ethyl]-1-benzofuran-2-carboxylate

Details

• Internal ID: 4ea895f2-cd35-42f1-9ba1-dc210a1afbbe
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 4-[2-(4-hydroxyphenyl)ethyl]-1-benzofuran-2-carboxylate
• SMILES (Canonical): C1=CC(=C2C=C(OC2=C1)C(=O)OC3C(C(C(C(O3)CO)O)O)O)CCC4=CC=C(C=C4)O
• SMILES (Isomeric): C1=CC(=C2C=C(OC2=C1)C(=O)OC3C(C(C(C(O3)CO)O)O)O)CCC4=CC=C(C=C4)O
• InChI: InChI=1S/C23H24O9/c24-11-18-19(26)20(27)21(28)23(31-18)32-22(29)17-10-15-13(2-1-3-16(15)30-17)7-4-12-5-8-14(25)9-6-12/h1-3,5-6,8-10,18-21,23-28H,4,7,11H2
• InChI Key: DGBRFSIRTBNPRP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₉
• Molecular Weight: 444.40 g/mol
• Exact Mass: 444.14203234 g/mol
• Topological Polar Surface Area (TPSA): 150.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 0.88
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5177	51.77%
Caco-2	-	0.9090	90.90%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7548	75.48%
OATP2B1 inhibitior	+	0.5737	57.37%
OATP1B1 inhibitior	+	0.8646	86.46%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.5637	56.37%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.6048	60.48%
CYP3A4 substrate	+	0.6193	61.93%
CYP2C9 substrate	-	0.8001	80.01%
CYP2D6 substrate	-	0.8255	82.55%
CYP3A4 inhibition	-	0.8818	88.18%
CYP2C9 inhibition	-	0.8081	80.81%
CYP2C19 inhibition	-	0.7835	78.35%
CYP2D6 inhibition	-	0.8346	83.46%
CYP1A2 inhibition	-	0.7919	79.19%
CYP2C8 inhibition	+	0.7698	76.98%
CYP inhibitory promiscuity	-	0.7471	74.71%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5871	58.71%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9198	91.98%
Skin irritation	-	0.8030	80.30%
Skin corrosion	-	0.9566	95.66%
Ames mutagenesis	-	0.5770	57.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4694	46.94%
Micronuclear	-	0.5867	58.67%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8798	87.98%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9388	93.88%
Acute Oral Toxicity (c)	III	0.5975	59.75%
Estrogen receptor binding	+	0.7322	73.22%
Androgen receptor binding	+	0.7718	77.18%
Thyroid receptor binding	-	0.5777	57.77%
Glucocorticoid receptor binding	+	0.6853	68.53%
Aromatase binding	+	0.6446	64.46%
PPAR gamma	+	0.7957	79.57%
Honey bee toxicity	-	0.7039	70.39%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.6915	69.15%

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	99.58%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.04%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.71%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.28%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	92.06%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.80%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.52%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.96%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.89%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.00%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.91%	89.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.80%	94.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.59%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.58%	95.56%
CHEMBL3437	Q16853	Amine oxidase, copper containing	86.05%	94.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.97%	94.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.96%	95.50%
CHEMBL2535	P11166	Glucose transporter	84.93%	98.75%
CHEMBL3891	P07384	Calpain 1	84.04%	93.04%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.22%	86.92%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	82.22%	96.37%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	82.13%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.86%	95.89%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	80.49%	82.86%
CHEMBL226	P30542	Adenosine A1 receptor	80.08%	95.93%

Plants that contains it

• Scorzonera humilis

Cross-Links

• PubChem: 163023894
• LOTUS: LTS0271065
• wikiData: Q104667860