1-(7-Hydroxy-3-methyl-2-oxatricyclo[7.3.1.05,13]trideca-1(12),5(13),6,8,10-pentaen-6-yl)ethanone

Details

• Internal ID: 88c3d400-8489-4623-91eb-83428e36985a
• Taxonomy: Benzenoids > Naphthalenes > Naphthols and derivatives
• IUPAC Name: 1-(7-hydroxy-3-methyl-2-oxatricyclo[7.3.1.05,13]trideca-1(12),5(13),6,8,10-pentaen-6-yl)ethanone
• SMILES (Canonical): CC1CC2=C3C(=CC(=C2C(=O)C)O)C=CC=C3O1
• SMILES (Isomeric): CC1CC2=C3C(=CC(=C2C(=O)C)O)C=CC=C3O1
• InChI: InChI=1S/C15H14O3/c1-8-6-11-14(9(2)16)12(17)7-10-4-3-5-13(18-8)15(10)11/h3-5,7-8,17H,6H2,1-2H3
• InChI Key: XPINBVMNENJDHL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.27 g/mol
• Exact Mass: 242.094294304 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.07
• 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	+	0.9882	98.82%
Caco-2	+	0.8360	83.60%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7251	72.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9162	91.62%
OATP1B3 inhibitior	+	0.9911	99.11%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8197	81.97%
P-glycoprotein inhibitior	-	0.9322	93.22%
P-glycoprotein substrate	-	0.8258	82.58%
CYP3A4 substrate	-	0.5115	51.15%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.7747	77.47%
CYP3A4 inhibition	-	0.7917	79.17%
CYP2C9 inhibition	-	0.5141	51.41%
CYP2C19 inhibition	+	0.5746	57.46%
CYP2D6 inhibition	-	0.8816	88.16%
CYP1A2 inhibition	+	0.9382	93.82%
CYP2C8 inhibition	-	0.7569	75.69%
CYP inhibitory promiscuity	-	0.7063	70.63%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.5530	55.30%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.5074	50.74%
Skin irritation	-	0.5885	58.85%
Skin corrosion	-	0.9519	95.19%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5822	58.22%
Micronuclear	+	0.6259	62.59%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.7751	77.51%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.5803	58.03%
Acute Oral Toxicity (c)	I	0.3777	37.77%
Estrogen receptor binding	+	0.6480	64.80%
Androgen receptor binding	+	0.5787	57.87%
Thyroid receptor binding	-	0.6103	61.03%
Glucocorticoid receptor binding	-	0.5868	58.68%
Aromatase binding	-	0.7410	74.10%
PPAR gamma	+	0.5213	52.13%
Honey bee toxicity	-	0.9350	93.50%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9283	92.83%

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	98.05%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.45%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.53%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.85%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.84%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	88.27%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.60%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.74%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.14%	94.80%
CHEMBL2535	P11166	Glucose transporter	82.05%	98.75%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.40%	93.65%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.99%	94.00%

Plants that contains it

• Xanthorrhoea australis

Cross-Links

• PubChem: 12444973
• LOTUS: LTS0004561
• wikiData: Q105338403