7-Hydroxy-2-(4-hydroxyphenyl)-8-[2-(4-hydroxyphenyl)-6-[2-(4-hydroxyphenyl)ethyl]oxan-4-yl]-5-methoxy-2,3-dihydrochromen-4-one

Details

• Internal ID: 6ed636aa-72a8-4a1e-9689-de00862f684e
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: 7-hydroxy-2-(4-hydroxyphenyl)-8-[2-(4-hydroxyphenyl)-6-[2-(4-hydroxyphenyl)ethyl]oxan-4-yl]-5-methoxy-2,3-dihydrochromen-4-one
• SMILES (Canonical): COC1=C2C(=O)CC(OC2=C(C(=C1)O)C3CC(OC(C3)C4=CC=C(C=C4)O)CCC5=CC=C(C=C5)O)C6=CC=C(C=C6)O
• SMILES (Isomeric): COC1=C2C(=O)CC(OC2=C(C(=C1)O)C3CC(OC(C3)C4=CC=C(C=C4)O)CCC5=CC=C(C=C5)O)C6=CC=C(C=C6)O
• InChI: InChI=1S/C35H34O8/c1-41-32-19-28(39)33(35-34(32)29(40)18-31(43-35)22-7-13-26(38)14-8-22)23-16-27(15-4-20-2-9-24(36)10-3-20)42-30(17-23)21-5-11-25(37)12-6-21/h2-3,5-14,19,23,27,30-31,36-39H,4,15-18H2,1H3
• InChI Key: JHPJOKVLYIDVMB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₃₄O₈
• Molecular Weight: 582.60 g/mol
• Exact Mass: 582.22536804 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 6.86
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9458	94.58%
Caco-2	-	0.8137	81.37%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.9074	90.74%
OATP2B1 inhibitior	-	0.7115	71.15%
OATP1B1 inhibitior	+	0.8844	88.44%
OATP1B3 inhibitior	+	0.9689	96.89%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9854	98.54%
P-glycoprotein inhibitior	+	0.8900	89.00%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6527	65.27%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.6817	68.17%
CYP3A4 inhibition	-	0.5825	58.25%
CYP2C9 inhibition	+	0.6177	61.77%
CYP2C19 inhibition	+	0.7914	79.14%
CYP2D6 inhibition	-	0.6923	69.23%
CYP1A2 inhibition	+	0.7575	75.75%
CYP2C8 inhibition	+	0.8408	84.08%
CYP inhibitory promiscuity	+	0.7021	70.21%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6215	62.15%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8897	88.97%
Skin irritation	-	0.7884	78.84%
Skin corrosion	-	0.9612	96.12%
Ames mutagenesis	+	0.5230	52.30%
Human Ether-a-go-go-Related Gene inhibition	+	0.8957	89.57%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.5698	56.98%
skin sensitisation	-	0.9282	92.82%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6876	68.76%
Acute Oral Toxicity (c)	III	0.4109	41.09%
Estrogen receptor binding	+	0.8641	86.41%
Androgen receptor binding	+	0.8071	80.71%
Thyroid receptor binding	+	0.5993	59.93%
Glucocorticoid receptor binding	+	0.7543	75.43%
Aromatase binding	-	0.6228	62.28%
PPAR gamma	+	0.7497	74.97%
Honey bee toxicity	-	0.7319	73.19%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9090	90.90%

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	97.76%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.03%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.62%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.52%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.64%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.25%	97.09%
CHEMBL4208	P20618	Proteasome component C5	91.43%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.42%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.79%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.48%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.97%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.70%	85.14%
CHEMBL2535	P11166	Glucose transporter	87.42%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.97%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.04%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.54%	90.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.89%	97.21%
CHEMBL2179	P04062	Beta-glucocerebrosidase	83.85%	85.31%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.00%	92.62%
CHEMBL3820	P35557	Hexokinase type IV	82.84%	91.96%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.37%	100.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.04%	93.99%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.82%	82.38%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.79%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.36%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.37%	92.94%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.30%	97.28%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.26%	85.00%

Plants that contains it

• Alpinia roxburghii

Cross-Links

• PubChem: 74819419
• LOTUS: LTS0253301
• wikiData: Q105128141