11-Hydroxy-10-methyl-7-propan-2-yl-2-oxatricyclo[6.3.1.04,12]dodeca-1(12),3-dien-5-one

Details

• Internal ID: 0e888ada-c014-450d-8ab2-7885ef62ed6e
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 11-hydroxy-10-methyl-7-propan-2-yl-2-oxatricyclo[6.3.1.04,12]dodeca-1(12),3-dien-5-one
• SMILES (Canonical): CC1CC2C(CC(=O)C3=COC(=C23)C1O)C(C)C
• SMILES (Isomeric): CC1CC2C(CC(=O)C3=COC(=C23)C1O)C(C)C
• InChI: InChI=1S/C15H20O3/c1-7(2)9-5-12(16)11-6-18-15-13(11)10(9)4-8(3)14(15)17/h6-10,14,17H,4-5H2,1-3H3
• InChI Key: VIULXZNWHKRQPB-UHFFFAOYSA-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): 50.40 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.30
• 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	+	1.0000	100.00%
Caco-2	-	0.5750	57.50%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6861	68.61%
OATP2B1 inhibitior	-	0.8530	85.30%
OATP1B1 inhibitior	+	0.9058	90.58%
OATP1B3 inhibitior	+	0.9417	94.17%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8759	87.59%
P-glycoprotein inhibitior	-	0.8668	86.68%
P-glycoprotein substrate	-	0.7659	76.59%
CYP3A4 substrate	+	0.5098	50.98%
CYP2C9 substrate	+	0.6157	61.57%
CYP2D6 substrate	-	0.7969	79.69%
CYP3A4 inhibition	-	0.8404	84.04%
CYP2C9 inhibition	-	0.6661	66.61%
CYP2C19 inhibition	-	0.5744	57.44%
CYP2D6 inhibition	-	0.9296	92.96%
CYP1A2 inhibition	+	0.8241	82.41%
CYP2C8 inhibition	-	0.8973	89.73%
CYP inhibitory promiscuity	-	0.7833	78.33%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5429	54.29%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9444	94.44%
Skin irritation	-	0.6886	68.86%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6630	66.30%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.6355	63.55%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7084	70.84%
Acute Oral Toxicity (c)	III	0.6004	60.04%
Estrogen receptor binding	-	0.7913	79.13%
Androgen receptor binding	+	0.6740	67.40%
Thyroid receptor binding	-	0.6365	63.65%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.7829	78.29%
PPAR gamma	-	0.5967	59.67%
Honey bee toxicity	-	0.8170	81.70%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9822	98.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.61%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.35%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.93%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.69%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.54%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.33%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.35%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.25%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.58%	85.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.87%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.97%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.28%	86.33%

Plants that contains it

• Aquilaria malaccensis

Cross-Links

• PubChem: 5316735
• NPASS: NPC129144
• LOTUS: LTS0049546
• wikiData: Q105287027