(2S,5S)-8-hydroxy-2,7-dimethyl-5-propan-2-yl-3,5-dihydro-2H-1-benzoxepin-4-one

Details

• Internal ID: 6b7cff96-3365-442f-89e4-8892a604f18a
• Taxonomy: Organoheterocyclic compounds > Benzoxepines
• IUPAC Name: (2S,5S)-8-hydroxy-2,7-dimethyl-5-propan-2-yl-3,5-dihydro-2H-1-benzoxepin-4-one
• SMILES (Canonical): CC1CC(=O)C(C2=C(O1)C=C(C(=C2)C)O)C(C)C
• SMILES (Isomeric): C[C@H]1CC(=O)[C@H](C2=C(O1)C=C(C(=C2)C)O)C(C)C
• InChI: InChI=1S/C15H20O3/c1-8(2)15-11-5-9(3)12(16)7-14(11)18-10(4)6-13(15)17/h5,7-8,10,15-16H,6H2,1-4H3/t10-,15-/m0/s1
• InChI Key: NRXPKUCOZPTCRA-BONVTDFDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.18
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	+	0.8573	85.73%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7091	70.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9196	91.96%
OATP1B3 inhibitior	+	0.9748	97.48%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8760	87.60%
P-glycoprotein inhibitior	-	0.9552	95.52%
P-glycoprotein substrate	-	0.9029	90.29%
CYP3A4 substrate	-	0.5595	55.95%
CYP2C9 substrate	-	0.5617	56.17%
CYP2D6 substrate	+	0.4151	41.51%
CYP3A4 inhibition	-	0.9240	92.40%
CYP2C9 inhibition	-	0.8013	80.13%
CYP2C19 inhibition	-	0.7239	72.39%
CYP2D6 inhibition	-	0.9312	93.12%
CYP1A2 inhibition	+	0.8551	85.51%
CYP2C8 inhibition	-	0.9462	94.62%
CYP inhibitory promiscuity	-	0.8965	89.65%
UGT catelyzed	+	0.7362	73.62%
Carcinogenicity (binary)	-	0.8824	88.24%
Carcinogenicity (trinary)	Non-required	0.6130	61.30%
Eye corrosion	-	0.9226	92.26%
Eye irritation	+	0.6942	69.42%
Skin irritation	-	0.5943	59.43%
Skin corrosion	-	0.9212	92.12%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5597	55.97%
Micronuclear	-	0.5782	57.82%
Hepatotoxicity	+	0.6052	60.52%
skin sensitisation	+	0.5406	54.06%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6895	68.95%
Acute Oral Toxicity (c)	III	0.6127	61.27%
Estrogen receptor binding	-	0.7017	70.17%
Androgen receptor binding	-	0.5172	51.72%
Thyroid receptor binding	+	0.5888	58.88%
Glucocorticoid receptor binding	-	0.5639	56.39%
Aromatase binding	-	0.7584	75.84%
PPAR gamma	-	0.5794	57.94%
Honey bee toxicity	-	0.9257	92.57%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8988	89.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5697	Q9GZT9	Egl nine homolog 1	95.80%	93.40%
CHEMBL2581	P07339	Cathepsin D	94.94%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.58%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.57%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.72%	94.80%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.39%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.81%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.76%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.62%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.07%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	85.24%	94.73%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.22%	90.24%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.79%	93.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.17%	100.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.54%	86.00%

Plants that contains it

• Heritiera ornithocephala

Cross-Links

• PubChem: 14635665
• LOTUS: LTS0077396
• wikiData: Q105184912