(1R,2R,5R)-2-[2-(2-hydroxy-6-methylphenyl)-2-oxoethyl]-1,4,4-trimethyl-8-oxabicyclo[3.2.1]octan-6-one

Details

• Internal ID: 8b65d157-8e4f-4770-b5ad-0a5452d9ee7f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: (1R,2R,5R)-2-[2-(2-hydroxy-6-methylphenyl)-2-oxoethyl]-1,4,4-trimethyl-8-oxabicyclo[3.2.1]octan-6-one
• SMILES (Canonical): CC1=C(C(=CC=C1)O)C(=O)CC2CC(C3C(=O)CC2(O3)C)(C)C
• SMILES (Isomeric): CC1=C(C(=CC=C1)O)C(=O)C[C@H]2CC([C@@H]3C(=O)C[C@]2(O3)C)(C)C
• InChI: InChI=1S/C19H24O4/c1-11-6-5-7-13(20)16(11)14(21)8-12-9-18(2,3)17-15(22)10-19(12,4)23-17/h5-7,12,17,20H,8-10H2,1-4H3/t12-,17-,19+/m0/s1
• InChI Key: HRLRPHCNOCYWNV-OYYNGEPBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₄
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.16745924 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.44
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9672	96.72%
Caco-2	+	0.9246	92.46%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7869	78.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8828	88.28%
OATP1B3 inhibitior	+	0.8992	89.92%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7167	71.67%
P-glycoprotein inhibitior	-	0.6577	65.77%
P-glycoprotein substrate	-	0.7090	70.90%
CYP3A4 substrate	+	0.6087	60.87%
CYP2C9 substrate	+	0.7838	78.38%
CYP2D6 substrate	-	0.8314	83.14%
CYP3A4 inhibition	-	0.7931	79.31%
CYP2C9 inhibition	-	0.6589	65.89%
CYP2C19 inhibition	-	0.6475	64.75%
CYP2D6 inhibition	-	0.9098	90.98%
CYP1A2 inhibition	-	0.5948	59.48%
CYP2C8 inhibition	-	0.6820	68.20%
CYP inhibitory promiscuity	-	0.8663	86.63%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6517	65.17%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.8804	88.04%
Skin irritation	-	0.7131	71.31%
Skin corrosion	-	0.9042	90.42%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7994	79.94%
Micronuclear	-	0.7141	71.41%
Hepatotoxicity	-	0.5712	57.12%
skin sensitisation	-	0.8206	82.06%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5964	59.64%
Acute Oral Toxicity (c)	III	0.3992	39.92%
Estrogen receptor binding	+	0.8051	80.51%
Androgen receptor binding	+	0.5625	56.25%
Thyroid receptor binding	+	0.5939	59.39%
Glucocorticoid receptor binding	-	0.4695	46.95%
Aromatase binding	+	0.5189	51.89%
PPAR gamma	+	0.5242	52.42%
Honey bee toxicity	-	0.9006	90.06%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9928	99.28%

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	97.92%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.62%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.56%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.19%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.80%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	90.72%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.04%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.83%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.27%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.66%	93.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.59%	93.65%
CHEMBL2996	Q05655	Protein kinase C delta	80.90%	97.79%

Plants that contains it

• Ethulia conyzoides

Cross-Links

• PubChem: 163088925
• LOTUS: LTS0252734
• wikiData: Q105032725