CID 12305498

Details

• Internal ID: 541095f4-61d4-4eda-adaa-fee716ba39f0
• Taxonomy: Organoheterocyclic compounds > Benzoxepines
• IUPAC Name: 5-hydroxy-2-(hydroxymethyl)-8-methyl-6,9-dihydropyrano[3,2-h][1]benzoxepin-4-one
• SMILES (Canonical): CC1=CCC2=C(C=C3C(=C2O)C(=O)C=C(O3)CO)OC1
• SMILES (Isomeric): CC1=CCC2=C(C=C3C(=C2O)C(=O)C=C(O3)CO)OC1
• InChI: InChI=1S/C15H14O5/c1-8-2-3-10-12(19-7-8)5-13-14(15(10)18)11(17)4-9(6-16)20-13/h2,4-5,16,18H,3,6-7H2,1H3
• InChI Key: LMFRELDATPGFFD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₅
• Molecular Weight: 274.27 g/mol
• Exact Mass: 274.08412354 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.87
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 5-hydroxy-2-(hydroxymethyl)-8-methyl-6,9-dihydropyrano[3,2-h][1]benzoxepin-4-one
• 6,9-Dihydro-5-hydroxy-2-(hydroxymethyl)-8-methyl-4H-pyrano[3,2-h][1]benzoxepin-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9864	98.64%
Caco-2	-	0.5243	52.43%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7154	71.54%
OATP2B1 inhibitior	-	0.5722	57.22%
OATP1B1 inhibitior	+	0.9285	92.85%
OATP1B3 inhibitior	+	0.9533	95.33%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7314	73.14%
BSEP inhibitior	-	0.5524	55.24%
P-glycoprotein inhibitior	-	0.8232	82.32%
P-glycoprotein substrate	-	0.7398	73.98%
CYP3A4 substrate	+	0.5362	53.62%
CYP2C9 substrate	-	0.5948	59.48%
CYP2D6 substrate	-	0.8189	81.89%
CYP3A4 inhibition	-	0.7420	74.20%
CYP2C9 inhibition	-	0.8058	80.58%
CYP2C19 inhibition	-	0.5429	54.29%
CYP2D6 inhibition	-	0.8006	80.06%
CYP1A2 inhibition	-	0.5376	53.76%
CYP2C8 inhibition	-	0.8023	80.23%
CYP inhibitory promiscuity	-	0.6489	64.89%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7032	70.32%
Eye corrosion	-	0.9879	98.79%
Eye irritation	+	0.5378	53.78%
Skin irritation	-	0.7863	78.63%
Skin corrosion	-	0.9523	95.23%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6774	67.74%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.5802	58.02%
skin sensitisation	-	0.7815	78.15%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6786	67.86%
Acute Oral Toxicity (c)	III	0.4622	46.22%
Estrogen receptor binding	+	0.7967	79.67%
Androgen receptor binding	+	0.7808	78.08%
Thyroid receptor binding	-	0.6201	62.01%
Glucocorticoid receptor binding	+	0.6933	69.33%
Aromatase binding	+	0.6741	67.41%
PPAR gamma	+	0.9291	92.91%
Honey bee toxicity	-	0.9077	90.77%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9851	98.51%

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	97.91%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	95.14%	94.73%
CHEMBL2581	P07339	Cathepsin D	93.98%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.29%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.70%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.70%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.05%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.64%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.72%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.67%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.69%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.25%	89.34%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.48%	86.00%

Plants that contains it

• Cnidium monnieri
• Harrisonia perforata

Cross-Links

• PubChem: 12305498
• LOTUS: LTS0121691
• wikiData: Q105153953