[4-[4-Hydroxy-5-methoxy-8,8-dimethyl-6-(3-methylbut-2-enyl)-2-oxopyrano[2,3-h]chromen-3-yl]phenyl] acetate

Details

• Internal ID: 570b003c-69bf-48e9-8aae-1219ded0ad84
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Pyranoisoflavonoids
• IUPAC Name: [4-[4-hydroxy-5-methoxy-8,8-dimethyl-6-(3-methylbut-2-enyl)-2-oxopyrano[2,3-h]chromen-3-yl]phenyl] acetate
• SMILES (Canonical): CC(=CCC1=C2C(=C3C(=C1OC)C(=C(C(=O)O3)C4=CC=C(C=C4)OC(=O)C)O)C=CC(O2)(C)C)C
• SMILES (Isomeric): CC(=CCC1=C2C(=C3C(=C1OC)C(=C(C(=O)O3)C4=CC=C(C=C4)OC(=O)C)O)C=CC(O2)(C)C)C
• InChI: InChI=1S/C28H28O7/c1-15(2)7-12-19-24-20(13-14-28(4,5)35-24)26-22(25(19)32-6)23(30)21(27(31)34-26)17-8-10-18(11-9-17)33-16(3)29/h7-11,13-14,30H,12H2,1-6H3
• InChI Key: KKKBGQVXKVNICK-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₈O₇
• Molecular Weight: 476.50 g/mol
• Exact Mass: 476.18350323 g/mol
• Topological Polar Surface Area (TPSA): 91.30 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.79
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9877	98.77%
Caco-2	+	0.4881	48.81%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7911	79.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.5000	50.00%
OATP1B3 inhibitior	-	0.4140	41.40%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9784	97.84%
P-glycoprotein inhibitior	+	0.8716	87.16%
P-glycoprotein substrate	-	0.5843	58.43%
CYP3A4 substrate	+	0.6657	66.57%
CYP2C9 substrate	+	0.6527	65.27%
CYP2D6 substrate	-	0.8657	86.57%
CYP3A4 inhibition	-	0.6967	69.67%
CYP2C9 inhibition	+	0.6466	64.66%
CYP2C19 inhibition	+	0.6046	60.46%
CYP2D6 inhibition	-	0.9169	91.69%
CYP1A2 inhibition	-	0.7972	79.72%
CYP2C8 inhibition	+	0.7856	78.56%
CYP inhibitory promiscuity	+	0.6080	60.80%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.5041	50.41%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.7360	73.60%
Skin irritation	-	0.7635	76.35%
Skin corrosion	-	0.9560	95.60%
Ames mutagenesis	+	0.5736	57.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.8275	82.75%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8109	81.09%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.4537	45.37%
Acute Oral Toxicity (c)	III	0.6909	69.09%
Estrogen receptor binding	+	0.9045	90.45%
Androgen receptor binding	+	0.8150	81.50%
Thyroid receptor binding	+	0.6306	63.06%
Glucocorticoid receptor binding	+	0.8463	84.63%
Aromatase binding	+	0.6566	65.66%
PPAR gamma	+	0.8297	82.97%
Honey bee toxicity	-	0.6683	66.83%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9956	99.56%

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	99.81%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.67%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.69%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.65%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.34%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.19%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.02%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.33%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.95%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.54%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	87.44%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	87.27%	94.73%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.69%	97.28%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	86.41%	85.30%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.28%	92.62%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.39%	95.71%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.23%	89.34%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.15%	95.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.77%	95.56%
CHEMBL4208	P20618	Proteasome component C5	83.35%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.16%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.36%	95.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.62%	86.92%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	80.68%	95.64%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	80.22%	80.96%
CHEMBL2535	P11166	Glucose transporter	80.07%	98.75%

Plants that contains it

• Deguelia spruceana

Cross-Links

• PubChem: 118984490
• LOTUS: LTS0249325
• wikiData: Q105142224