[2-[5,7-Dihydroxy-3-[(4-hydroxyphenyl)methyl]-6-methyl-4-oxo-2,3-dihydrochromen-8-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 3,4-dimethoxybenzoate

Details

• Internal ID: be554fae-1d73-4b60-84f3-2b37cd109533
• Taxonomy: Phenylpropanoids and polyketides > Homoisoflavonoids > Homoisoflavans > Homoisoflavanones
• IUPAC Name: [2-[5,7-dihydroxy-3-[(4-hydroxyphenyl)methyl]-6-methyl-4-oxo-2,3-dihydrochromen-8-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 3,4-dimethoxybenzoate
• SMILES (Canonical): CC1=C(C(=C2C(=C1O)C(=O)C(CO2)CC3=CC=C(C=C3)O)C4C(C(C(C(O4)CO)O)O)OC(=O)C5=CC(=C(C=C5)OC)OC)O
• SMILES (Isomeric): CC1=C(C(=C2C(=C1O)C(=O)C(CO2)CC3=CC=C(C=C3)O)C4C(C(C(C(O4)CO)O)O)OC(=O)C5=CC(=C(C=C5)OC)OC)O
• InChI: InChI=1S/C32H34O13/c1-14-24(35)22-26(37)17(10-15-4-7-18(34)8-5-15)13-43-29(22)23(25(14)36)30-31(28(39)27(38)21(12-33)44-30)45-32(40)16-6-9-19(41-2)20(11-16)42-3/h4-9,11,17,21,27-28,30-31,33-36,38-39H,10,12-13H2,1-3H3
• InChI Key: LGJKEVXHVZMZCQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₄O₁₃
• Molecular Weight: 626.60 g/mol
• Exact Mass: 626.19994113 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 1.94
• H-Bond Acceptor: 13
• 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	-	0.6454	64.54%
Caco-2	-	0.8796	87.96%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5304	53.04%
OATP2B1 inhibitior	-	0.5816	58.16%
OATP1B1 inhibitior	+	0.7738	77.38%
OATP1B3 inhibitior	+	0.9682	96.82%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.4620	46.20%
P-glycoprotein inhibitior	+	0.7036	70.36%
P-glycoprotein substrate	+	0.6519	65.19%
CYP3A4 substrate	+	0.6988	69.88%
CYP2C9 substrate	-	0.5862	58.62%
CYP2D6 substrate	-	0.8483	84.83%
CYP3A4 inhibition	-	0.9560	95.60%
CYP2C9 inhibition	-	0.9176	91.76%
CYP2C19 inhibition	-	0.9401	94.01%
CYP2D6 inhibition	-	0.9681	96.81%
CYP1A2 inhibition	-	0.9381	93.81%
CYP2C8 inhibition	+	0.8314	83.14%
CYP inhibitory promiscuity	-	0.8513	85.13%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6895	68.95%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9226	92.26%
Skin irritation	-	0.8634	86.34%
Skin corrosion	-	0.9596	95.96%
Ames mutagenesis	+	0.5836	58.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.6702	67.02%
Micronuclear	+	0.6333	63.33%
Hepatotoxicity	-	0.5698	56.98%
skin sensitisation	-	0.9325	93.25%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8899	88.99%
Acute Oral Toxicity (c)	III	0.6579	65.79%
Estrogen receptor binding	+	0.8456	84.56%
Androgen receptor binding	+	0.7298	72.98%
Thyroid receptor binding	+	0.5221	52.21%
Glucocorticoid receptor binding	+	0.7426	74.26%
Aromatase binding	-	0.5157	51.57%
PPAR gamma	+	0.6578	65.78%
Honey bee toxicity	-	0.7794	77.94%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.7925	79.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.20%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.78%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	95.26%	96.21%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.39%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.30%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.17%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.25%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.90%	89.00%
CHEMBL220	P22303	Acetylcholinesterase	91.67%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.24%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.79%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.76%	95.89%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.62%	95.17%
CHEMBL2535	P11166	Glucose transporter	87.15%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.04%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.76%	96.95%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.57%	93.10%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.68%	91.07%
CHEMBL4208	P20618	Proteasome component C5	83.11%	90.00%
CHEMBL5255	O00206	Toll-like receptor 4	82.64%	92.50%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	82.46%	96.69%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.71%	96.00%
CHEMBL1255126	O15151	Protein Mdm4	81.70%	90.20%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.11%	97.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.09%	95.50%

Plants that contains it

• Eleutherococcus brachypus

Cross-Links

• PubChem: 75597277
• LOTUS: LTS0124782
• wikiData: Q105151388