8-(4,5-Dihydroxy-2-methoxyphenyl)-5-hydroxy-2,2-dimethyl-7-(3-methylbut-2-enyl)pyrano[3,2-g]chromen-6-one

Details

• Internal ID: e24cc0c6-fe98-4ccc-8748-df37f212673a
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > 3-prenylated flavones
• IUPAC Name: 8-(4,5-dihydroxy-2-methoxyphenyl)-5-hydroxy-2,2-dimethyl-7-(3-methylbut-2-enyl)pyrano[3,2-g]chromen-6-one
• SMILES (Canonical): CC(=CCC1=C(OC2=CC3=C(C=CC(O3)(C)C)C(=C2C1=O)O)C4=CC(=C(C=C4OC)O)O)C
• SMILES (Isomeric): CC(=CCC1=C(OC2=CC3=C(C=CC(O3)(C)C)C(=C2C1=O)O)C4=CC(=C(C=C4OC)O)O)C
• InChI: InChI=1S/C26H26O7/c1-13(2)6-7-15-24(30)22-21(12-20-14(23(22)29)8-9-26(3,4)33-20)32-25(15)16-10-17(27)18(28)11-19(16)31-5/h6,8-12,27-29H,7H2,1-5H3
• InChI Key: ZCRQCIPMKPVVBF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₆O₇
• Molecular Weight: 450.50 g/mol
• Exact Mass: 450.16785316 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.28
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9829	98.29%
Caco-2	-	0.5618	56.18%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7462	74.62%
OATP2B1 inhibitior	-	0.7049	70.49%
OATP1B1 inhibitior	+	0.8754	87.54%
OATP1B3 inhibitior	+	0.8761	87.61%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9055	90.55%
P-glycoprotein inhibitior	+	0.7682	76.82%
P-glycoprotein substrate	+	0.5314	53.14%
CYP3A4 substrate	+	0.6583	65.83%
CYP2C9 substrate	-	0.6077	60.77%
CYP2D6 substrate	-	0.8218	82.18%
CYP3A4 inhibition	-	0.7777	77.77%
CYP2C9 inhibition	+	0.6764	67.64%
CYP2C19 inhibition	+	0.8997	89.97%
CYP2D6 inhibition	-	0.8410	84.10%
CYP1A2 inhibition	-	0.8255	82.55%
CYP2C8 inhibition	+	0.6527	65.27%
CYP inhibitory promiscuity	+	0.7443	74.43%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6181	61.81%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.5487	54.87%
Skin irritation	-	0.7570	75.70%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4257	42.57%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.5364	53.64%
skin sensitisation	-	0.8036	80.36%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8146	81.46%
Acute Oral Toxicity (c)	III	0.7188	71.88%
Estrogen receptor binding	+	0.9236	92.36%
Androgen receptor binding	+	0.7657	76.57%
Thyroid receptor binding	+	0.6907	69.07%
Glucocorticoid receptor binding	+	0.8981	89.81%
Aromatase binding	+	0.6647	66.47%
PPAR gamma	+	0.8333	83.33%
Honey bee toxicity	-	0.6575	65.75%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9875	98.75%

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%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.31%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.17%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.78%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.56%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.18%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	92.06%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.65%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	90.14%	94.73%
CHEMBL1255126	O15151	Protein Mdm4	89.46%	90.20%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.04%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	86.77%	94.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.59%	99.17%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.70%	89.50%
CHEMBL4208	P20618	Proteasome component C5	84.16%	90.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.77%	91.07%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.55%	90.24%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.85%	97.28%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.49%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.70%	92.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.45%	96.09%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.42%	94.42%
CHEMBL3194	P02766	Transthyretin	80.41%	90.71%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.14%	96.67%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.06%	90.71%

Plants that contains it

• Artocarpus nobilis

Cross-Links

• PubChem: 162870414
• LOTUS: LTS0187671
• wikiData: Q105371398