[4-(5-Hydroxy-8,8-dimethyl-2-oxo-4-phenylpyrano[2,3-h]chromen-6-yl)-2-methyl-4-oxobutyl] 3-phenylprop-2-enoate

Details

• Internal ID: d4f9287e-6ac3-42e0-a6d5-e7386300c7c7
• Taxonomy: Phenylpropanoids and polyketides > Neoflavonoids > Prenylated neoflavonoids
• IUPAC Name: [4-(5-hydroxy-8,8-dimethyl-2-oxo-4-phenylpyrano[2,3-h]chromen-6-yl)-2-methyl-4-oxobutyl] 3-phenylprop-2-enoate
• SMILES (Canonical): CC(CC(=O)C1=C2C(=C3C(=C1O)C(=CC(=O)O3)C4=CC=CC=C4)C=CC(O2)(C)C)COC(=O)C=CC5=CC=CC=C5
• SMILES (Isomeric): CC(CC(=O)C1=C2C(=C3C(=C1O)C(=CC(=O)O3)C4=CC=CC=C4)C=CC(O2)(C)C)COC(=O)C=CC5=CC=CC=C5
• InChI: InChI=1S/C34H30O7/c1-21(20-39-27(36)15-14-22-10-6-4-7-11-22)18-26(35)30-31(38)29-25(23-12-8-5-9-13-23)19-28(37)40-32(29)24-16-17-34(2,3)41-33(24)30/h4-17,19,21,38H,18,20H2,1-3H3
• InChI Key: BIBTVABFCFGSIJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₀O₇
• Molecular Weight: 550.60 g/mol
• Exact Mass: 550.19915329 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 6.82
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9567	95.67%
Caco-2	-	0.7558	75.58%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8603	86.03%
OATP2B1 inhibitior	-	0.7155	71.55%
OATP1B1 inhibitior	+	0.8204	82.04%
OATP1B3 inhibitior	+	0.8866	88.66%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9951	99.51%
P-glycoprotein inhibitior	+	0.8990	89.90%
P-glycoprotein substrate	+	0.5714	57.14%
CYP3A4 substrate	+	0.6646	66.46%
CYP2C9 substrate	+	0.8168	81.68%
CYP2D6 substrate	-	0.8725	87.25%
CYP3A4 inhibition	-	0.7898	78.98%
CYP2C9 inhibition	+	0.6928	69.28%
CYP2C19 inhibition	+	0.5319	53.19%
CYP2D6 inhibition	-	0.8917	89.17%
CYP1A2 inhibition	-	0.7834	78.34%
CYP2C8 inhibition	+	0.8318	83.18%
CYP inhibitory promiscuity	-	0.5329	53.29%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.5330	53.30%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9168	91.68%
Skin irritation	-	0.8434	84.34%
Skin corrosion	-	0.9551	95.51%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8092	80.92%
Micronuclear	+	0.5274	52.74%
Hepatotoxicity	-	0.5466	54.66%
skin sensitisation	-	0.8408	84.08%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6569	65.69%
Acute Oral Toxicity (c)	III	0.3680	36.80%
Estrogen receptor binding	+	0.8179	81.79%
Androgen receptor binding	+	0.9267	92.67%
Thyroid receptor binding	+	0.6094	60.94%
Glucocorticoid receptor binding	+	0.8888	88.88%
Aromatase binding	+	0.5962	59.62%
PPAR gamma	+	0.7295	72.95%
Honey bee toxicity	-	0.7353	73.53%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9932	99.32%

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	99.18%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.93%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	97.51%	90.17%
CHEMBL2581	P07339	Cathepsin D	97.13%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.91%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.01%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.70%	96.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.07%	93.99%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.81%	89.34%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	91.31%	91.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.31%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	89.99%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.30%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.18%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.74%	99.23%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	86.29%	89.67%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.15%	99.15%
CHEMBL1937	Q92769	Histone deacetylase 2	85.75%	94.75%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.82%	95.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.18%	94.45%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.84%	97.28%
CHEMBL5028	O14672	ADAM10	82.47%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.18%	91.07%

Plants that contains it

• Kielmeyera argentea

Cross-Links

• PubChem: 85285646
• LOTUS: LTS0062103
• wikiData: Q104936364