3-Hydroxy-1,4-diphenyl-7-oxabicyclo<4.1.0>hept-3-ene-2,5-dione

Details

• Internal ID: 97fbe11e-6ca5-4bc2-8670-4c8f6334846c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 3-hydroxy-1,4-diphenyl-7-oxabicyclo[4.1.0]hept-3-ene-2,5-dione
• SMILES (Canonical): C1=CC=C(C=C1)C2=C(C(=O)C3(C(C2=O)O3)C4=CC=CC=C4)O
• SMILES (Isomeric): C1=CC=C(C=C1)C2=C(C(=O)C3(C(C2=O)O3)C4=CC=CC=C4)O
• InChI: InChI=1S/C18H12O4/c19-14-13(11-7-3-1-4-8-11)15(20)17-18(22-17,16(14)21)12-9-5-2-6-10-12/h1-10,17,19H
• InChI Key: LRWQDZBBHCVVDB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₂O₄
• Molecular Weight: 292.30 g/mol
• Exact Mass: 292.07355886 g/mol
• Topological Polar Surface Area (TPSA): 66.90 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.40
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 3-Hydroxy-1,4-diphenyl-7-oxabicyclo[4.1.0]hept-3-ene-2,5-dione
• SCHEMBL16431299
• CHEBI:210392

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9820	98.20%
Caco-2	+	0.6172	61.72%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7105	71.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9148	91.48%
OATP1B3 inhibitior	+	0.9508	95.08%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5918	59.18%
P-glycoprotein inhibitior	-	0.7542	75.42%
P-glycoprotein substrate	-	0.9692	96.92%
CYP3A4 substrate	-	0.6078	60.78%
CYP2C9 substrate	-	0.8166	81.66%
CYP2D6 substrate	-	0.8555	85.55%
CYP3A4 inhibition	-	0.8418	84.18%
CYP2C9 inhibition	-	0.7538	75.38%
CYP2C19 inhibition	-	0.6439	64.39%
CYP2D6 inhibition	-	0.9407	94.07%
CYP1A2 inhibition	-	0.8555	85.55%
CYP2C8 inhibition	-	0.7436	74.36%
CYP inhibitory promiscuity	-	0.6854	68.54%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8543	85.43%
Carcinogenicity (trinary)	Non-required	0.4816	48.16%
Eye corrosion	-	0.9851	98.51%
Eye irritation	+	0.7233	72.33%
Skin irritation	-	0.6134	61.34%
Skin corrosion	-	0.9428	94.28%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7650	76.50%
Micronuclear	+	0.6659	66.59%
Hepatotoxicity	+	0.5939	59.39%
skin sensitisation	-	0.6705	67.05%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.7415	74.15%
Acute Oral Toxicity (c)	III	0.4522	45.22%
Estrogen receptor binding	+	0.7891	78.91%
Androgen receptor binding	+	0.6933	69.33%
Thyroid receptor binding	+	0.6319	63.19%
Glucocorticoid receptor binding	+	0.5950	59.50%
Aromatase binding	+	0.7467	74.67%
PPAR gamma	+	0.7081	70.81%
Honey bee toxicity	-	0.8706	87.06%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9818	98.18%

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	96.67%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	94.90%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	94.03%	94.08%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	91.38%	94.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.91%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	89.01%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.97%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.51%	85.14%
CHEMBL2581	P07339	Cathepsin D	85.57%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.49%	86.33%
CHEMBL262	P49841	Glycogen synthase kinase-3 beta	83.87%	95.72%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.38%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 86139405
• LOTUS: LTS0187246
• wikiData: Q104171261