Ethyl 4-[3-hydroxy-5-oxo-7-phenyl-13-(2-phenylethenyl)-8,12,14-trioxatetracyclo[11.3.1.02,11.04,9]heptadeca-2,4(9),10-trien-15-yl]butanoate

Details

• Internal ID: 8acf1b4f-fcf2-4536-8f31-70cd2a2cd712
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Pyranoflavonoids
• IUPAC Name: ethyl 4-[3-hydroxy-5-oxo-7-phenyl-13-(2-phenylethenyl)-8,12,14-trioxatetracyclo[11.3.1.02,11.04,9]heptadeca-2,4(9),10-trien-15-yl]butanoate
• SMILES (Canonical): CCOC(=O)CCCC1CC2CC(O1)(OC3=CC4=C(C(=O)CC(O4)C5=CC=CC=C5)C(=C23)O)C=CC6=CC=CC=C6
• SMILES (Isomeric): CCOC(=O)CCCC1CC2CC(O1)(OC3=CC4=C(C(=O)CC(O4)C5=CC=CC=C5)C(=C23)O)C=CC6=CC=CC=C6
• InChI: InChI=1S/C34H34O7/c1-2-38-30(36)15-9-14-25-18-24-21-34(40-25,17-16-22-10-5-3-6-11-22)41-29-20-28-32(33(37)31(24)29)26(35)19-27(39-28)23-12-7-4-8-13-23/h3-8,10-13,16-17,20,24-25,27,37H,2,9,14-15,18-19,21H2,1H3
• InChI Key: PBUGPZVNGOXMPZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₄O₇
• Molecular Weight: 554.60 g/mol
• Exact Mass: 554.23045342 g/mol
• Topological Polar Surface Area (TPSA): 91.30 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 6.90
• 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	+	0.9471	94.71%
Caco-2	-	0.8482	84.82%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8866	88.66%
OATP2B1 inhibitior	-	0.7137	71.37%
OATP1B1 inhibitior	+	0.8266	82.66%
OATP1B3 inhibitior	+	0.9401	94.01%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9934	99.34%
P-glycoprotein inhibitior	+	0.8957	89.57%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6869	68.69%
CYP2C9 substrate	-	0.6171	61.71%
CYP2D6 substrate	-	0.8702	87.02%
CYP3A4 inhibition	-	0.7595	75.95%
CYP2C9 inhibition	+	0.5108	51.08%
CYP2C19 inhibition	+	0.6058	60.58%
CYP2D6 inhibition	-	0.8957	89.57%
CYP1A2 inhibition	-	0.6424	64.24%
CYP2C8 inhibition	+	0.8546	85.46%
CYP inhibitory promiscuity	+	0.5632	56.32%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6223	62.23%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9304	93.04%
Skin irritation	-	0.8381	83.81%
Skin corrosion	-	0.9674	96.74%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9062	90.62%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.6080	60.80%
skin sensitisation	-	0.8958	89.58%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7752	77.52%
Acute Oral Toxicity (c)	II	0.3595	35.95%
Estrogen receptor binding	+	0.8725	87.25%
Androgen receptor binding	+	0.7739	77.39%
Thyroid receptor binding	-	0.5181	51.81%
Glucocorticoid receptor binding	+	0.7841	78.41%
Aromatase binding	+	0.5528	55.28%
PPAR gamma	+	0.6872	68.72%
Honey bee toxicity	-	0.8081	80.81%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9910	99.10%

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	99.47%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.72%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.80%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.43%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.40%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.36%	97.09%
CHEMBL2581	P07339	Cathepsin D	93.14%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.13%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.87%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.34%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	88.73%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.11%	94.45%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.45%	91.71%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.74%	85.11%
CHEMBL236	P41143	Delta opioid receptor	82.35%	99.35%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.15%	94.62%
CHEMBL5028	O14672	ADAM10	81.88%	97.50%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	81.76%	92.68%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.61%	97.53%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.91%	85.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.75%	95.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.50%	93.56%

Plants that contains it

• Cryptocarya obovata

Cross-Links

• PubChem: 72822700
• LOTUS: LTS0237442
• wikiData: Q105205454