(3S)-9-hydroxy-7-methoxy-3-methyl-3H-benzo[i][1]benzoxepin-2-one

Details

• Internal ID: f7b1083d-c119-4d9f-a964-ef94c5fdac5f
• Taxonomy: Organoheterocyclic compounds > Benzoxepines
• IUPAC Name: (3S)-9-hydroxy-7-methoxy-3-methyl-3H-benzo[i][1]benzoxepin-2-one
• SMILES (Canonical): CC1C=CC2=CC(=C3C=C(C=CC3=C2OC1=O)O)OC
• SMILES (Isomeric): C[C@H]1C=CC2=CC(=C3C=C(C=CC3=C2OC1=O)O)OC
• InChI: InChI=1S/C16H14O4/c1-9-3-4-10-7-14(19-2)13-8-11(17)5-6-12(13)15(10)20-16(9)18/h3-9,17H,1-2H3/t9-/m0/s1
• InChI Key: IELZIOQEMBNGBQ-VIFPVBQESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₄
• Molecular Weight: 270.28 g/mol
• Exact Mass: 270.08920892 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.12
• H-Bond Acceptor: 4
• 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	+	0.9924	99.24%
Caco-2	+	0.7290	72.90%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6906	69.06%
OATP2B1 inhibitior	-	0.8613	86.13%
OATP1B1 inhibitior	+	0.8945	89.45%
OATP1B3 inhibitior	+	0.9614	96.14%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.5228	52.28%
P-glycoprotein inhibitior	-	0.8326	83.26%
P-glycoprotein substrate	-	0.5261	52.61%
CYP3A4 substrate	+	0.5851	58.51%
CYP2C9 substrate	-	0.8123	81.23%
CYP2D6 substrate	-	0.8288	82.88%
CYP3A4 inhibition	+	0.5096	50.96%
CYP2C9 inhibition	-	0.5449	54.49%
CYP2C19 inhibition	-	0.5416	54.16%
CYP2D6 inhibition	-	0.8528	85.28%
CYP1A2 inhibition	+	0.5974	59.74%
CYP2C8 inhibition	-	0.6081	60.81%
CYP inhibitory promiscuity	+	0.5494	54.94%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8778	87.78%
Carcinogenicity (trinary)	Non-required	0.4209	42.09%
Eye corrosion	-	0.9807	98.07%
Eye irritation	+	0.6736	67.36%
Skin irritation	-	0.6519	65.19%
Skin corrosion	-	0.9831	98.31%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6625	66.25%
Micronuclear	+	0.8659	86.59%
Hepatotoxicity	+	0.5324	53.24%
skin sensitisation	-	0.8923	89.23%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5227	52.27%
Acute Oral Toxicity (c)	II	0.6699	66.99%
Estrogen receptor binding	+	0.9543	95.43%
Androgen receptor binding	+	0.6451	64.51%
Thyroid receptor binding	+	0.6050	60.50%
Glucocorticoid receptor binding	+	0.7123	71.23%
Aromatase binding	+	0.6836	68.36%
PPAR gamma	+	0.7261	72.61%
Honey bee toxicity	-	0.7894	78.94%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9903	99.03%

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	98.26%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.16%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.29%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.17%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.14%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.80%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.33%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.87%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.65%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	85.23%	83.82%
CHEMBL2535	P11166	Glucose transporter	84.74%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.68%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	83.10%	91.49%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.46%	89.62%

Plants that contains it

• Sinningia aggregata

Cross-Links

• PubChem: 46919396
• LOTUS: LTS0236737
• wikiData: Q105111843