3,19-Dihydroxy-7-phenyl-19-(2-phenylethenyl)-8,12,18-trioxatetracyclo[15.3.1.02,11.04,9]henicosa-2,4(9),10-triene-5,13-dione

Details

• Internal ID: 54bc936d-8576-4ce6-9cc4-cbb68188e272
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones
• IUPAC Name: 3,19-dihydroxy-7-phenyl-19-(2-phenylethenyl)-8,12,18-trioxatetracyclo[15.3.1.02,11.04,9]henicosa-2,4(9),10-triene-5,13-dione
• SMILES (Canonical): C1CC2CC(CC(O2)(C=CC3=CC=CC=C3)O)C4=C(C5=C(C=C4OC(=O)C1)OC(CC5=O)C6=CC=CC=C6)O
• SMILES (Isomeric): C1CC2CC(CC(O2)(C=CC3=CC=CC=C3)O)C4=C(C5=C(C=C4OC(=O)C1)OC(CC5=O)C6=CC=CC=C6)O
• InChI: InChI=1S/C32H30O7/c33-24-17-25(21-10-5-2-6-11-21)37-27-18-26-29(31(35)30(24)27)22-16-23(12-7-13-28(34)38-26)39-32(36,19-22)15-14-20-8-3-1-4-9-20/h1-6,8-11,14-15,18,22-23,25,35-36H,7,12-13,16-17,19H2
• InChI Key: QEBDFZMXMJQISE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₀O₇
• Molecular Weight: 526.60 g/mol
• Exact Mass: 526.19915329 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 5.85
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9084	90.84%
Caco-2	-	0.8520	85.20%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8776	87.76%
OATP2B1 inhibitior	-	0.8485	84.85%
OATP1B1 inhibitior	+	0.8534	85.34%
OATP1B3 inhibitior	+	0.9601	96.01%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9786	97.86%
P-glycoprotein inhibitior	+	0.8458	84.58%
P-glycoprotein substrate	-	0.5687	56.87%
CYP3A4 substrate	+	0.6712	67.12%
CYP2C9 substrate	-	0.7942	79.42%
CYP2D6 substrate	-	0.8531	85.31%
CYP3A4 inhibition	-	0.6153	61.53%
CYP2C9 inhibition	-	0.6680	66.80%
CYP2C19 inhibition	-	0.6923	69.23%
CYP2D6 inhibition	-	0.8834	88.34%
CYP1A2 inhibition	-	0.8142	81.42%
CYP2C8 inhibition	+	0.8254	82.54%
CYP inhibitory promiscuity	-	0.9218	92.18%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5465	54.65%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.8921	89.21%
Skin irritation	-	0.7445	74.45%
Skin corrosion	-	0.9575	95.75%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6959	69.59%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8749	87.49%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8501	85.01%
Acute Oral Toxicity (c)	III	0.3659	36.59%
Estrogen receptor binding	+	0.8459	84.59%
Androgen receptor binding	+	0.7715	77.15%
Thyroid receptor binding	-	0.5713	57.13%
Glucocorticoid receptor binding	+	0.7177	71.77%
Aromatase binding	+	0.5180	51.80%
PPAR gamma	+	0.7223	72.23%
Honey bee toxicity	-	0.7653	76.53%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9736	97.36%

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	99.50%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.94%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.32%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.40%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.29%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.27%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.45%	99.23%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	89.81%	85.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.71%	93.99%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	89.57%	83.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.56%	94.62%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.38%	92.62%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.97%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.74%	96.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.13%	94.08%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.77%	91.71%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.15%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.67%	95.89%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.23%	89.67%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.29%	94.23%
CHEMBL1902	P62942	FK506-binding protein 1A	80.73%	97.05%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.23%	96.37%

Plants that contains it

• Cryptocarya obovata

Cross-Links

• PubChem: 73809326
• LOTUS: LTS0276419
• wikiData: Q105219108