8,9a-Dihydroxy-6-methoxy-3a-(4-methoxyphenyl)-2-[2-(2,4,5-trimethoxyphenyl)ethenyl]-2,3-dihydrofuro[3,2-b]chromen-9-one

Details

• Internal ID: 02d3cfee-aa5e-47fb-bc71-cb2d38ef63e8
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 8,9a-dihydroxy-6-methoxy-3a-(4-methoxyphenyl)-2-[2-(2,4,5-trimethoxyphenyl)ethenyl]-2,3-dihydrofuro[3,2-b]chromen-9-one
• SMILES (Canonical): COC1=CC=C(C=C1)C23CC(OC2(C(=O)C4=C(C=C(C=C4O3)OC)O)O)C=CC5=CC(=C(C=C5OC)OC)OC
• SMILES (Isomeric): COC1=CC=C(C=C1)C23CC(OC2(C(=O)C4=C(C=C(C=C4O3)OC)O)O)C=CC5=CC(=C(C=C5OC)OC)OC
• InChI: InChI=1S/C30H30O10/c1-34-19-10-7-18(8-11-19)29-16-20(9-6-17-12-24(37-4)25(38-5)15-23(17)36-3)39-30(29,33)28(32)27-22(31)13-21(35-2)14-26(27)40-29/h6-15,20,31,33H,16H2,1-5H3
• InChI Key: IZGFFJPOYHFVMH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₀O₁₀
• Molecular Weight: 550.60 g/mol
• Exact Mass: 550.18389715 g/mol
• Topological Polar Surface Area (TPSA): 122.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.10
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9645	96.45%
Caco-2	-	0.7512	75.12%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7633	76.33%
OATP2B1 inhibitior	-	0.8633	86.33%
OATP1B1 inhibitior	+	0.8378	83.78%
OATP1B3 inhibitior	+	0.8360	83.60%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9965	99.65%
P-glycoprotein inhibitior	+	0.8990	89.90%
P-glycoprotein substrate	-	0.6103	61.03%
CYP3A4 substrate	+	0.6524	65.24%
CYP2C9 substrate	-	0.8028	80.28%
CYP2D6 substrate	-	0.8142	81.42%
CYP3A4 inhibition	-	0.5742	57.42%
CYP2C9 inhibition	-	0.6643	66.43%
CYP2C19 inhibition	-	0.5383	53.83%
CYP2D6 inhibition	-	0.8036	80.36%
CYP1A2 inhibition	-	0.8894	88.94%
CYP2C8 inhibition	+	0.7578	75.78%
CYP inhibitory promiscuity	+	0.5677	56.77%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Danger	0.6285	62.85%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.8481	84.81%
Skin irritation	-	0.7749	77.49%
Skin corrosion	-	0.9419	94.19%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6678	66.78%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	-	0.6255	62.55%
skin sensitisation	-	0.8639	86.39%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4943	49.43%
Acute Oral Toxicity (c)	I	0.4678	46.78%
Estrogen receptor binding	+	0.9020	90.20%
Androgen receptor binding	+	0.7990	79.90%
Thyroid receptor binding	+	0.7401	74.01%
Glucocorticoid receptor binding	+	0.8275	82.75%
Aromatase binding	+	0.6936	69.36%
PPAR gamma	+	0.7887	78.87%
Honey bee toxicity	-	0.8216	82.16%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9605	96.05%

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	99.45%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.33%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.13%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.51%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.01%	93.99%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	92.86%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.38%	86.33%
CHEMBL4208	P20618	Proteasome component C5	92.20%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.87%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.37%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.25%	92.62%
CHEMBL240	Q12809	HERG	90.95%	89.76%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.68%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.87%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.79%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.55%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	87.26%	91.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.22%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.00%	97.14%
CHEMBL2581	P07339	Cathepsin D	85.52%	98.95%
CHEMBL3194	P02766	Transthyretin	83.54%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.39%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.71%	99.23%
CHEMBL2535	P11166	Glucose transporter	82.50%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	81.70%	91.19%

Plants that contains it

• Alpinia flabellata

Cross-Links

• PubChem: 73880638
• LOTUS: LTS0215292
• wikiData: Q105123193