7-Hydroxy-4,6,6,8a-tetramethyl-1,4a,5,7-tetrahydrocyclopenta[f][2]benzofuran-3-one

Details

• Internal ID: 5562af1d-bdf2-40c9-9d35-613b3dd0cd69
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 7-hydroxy-4,6,6,8a-tetramethyl-1,4a,5,7-tetrahydrocyclopenta[f][2]benzofuran-3-one
• SMILES (Canonical): CC1=C2C(=O)OCC2(C=C3C1CC(C3O)(C)C)C
• SMILES (Isomeric): CC1=C2C(=O)OCC2(C=C3C1CC(C3O)(C)C)C
• InChI: InChI=1S/C15H20O3/c1-8-9-5-14(2,3)12(16)10(9)6-15(4)7-18-13(17)11(8)15/h6,9,12,16H,5,7H2,1-4H3
• InChI Key: IXWWBRCXNCIRJG-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): 46.50 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.21
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.8547	85.47%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7473	74.73%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.9288	92.88%
OATP1B3 inhibitior	+	0.9500	95.00%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6011	60.11%
P-glycoprotein inhibitior	-	0.8949	89.49%
P-glycoprotein substrate	-	0.8227	82.27%
CYP3A4 substrate	+	0.5589	55.89%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8724	87.24%
CYP3A4 inhibition	-	0.8023	80.23%
CYP2C9 inhibition	-	0.7251	72.51%
CYP2C19 inhibition	-	0.8068	80.68%
CYP2D6 inhibition	-	0.9159	91.59%
CYP1A2 inhibition	+	0.5854	58.54%
CYP2C8 inhibition	-	0.8832	88.32%
CYP inhibitory promiscuity	-	0.6542	65.42%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5143	51.43%
Eye corrosion	-	0.9790	97.90%
Eye irritation	-	0.8085	80.85%
Skin irritation	-	0.5554	55.54%
Skin corrosion	-	0.8966	89.66%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6967	69.67%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5927	59.27%
skin sensitisation	-	0.5812	58.12%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.7733	77.33%
Acute Oral Toxicity (c)	III	0.6167	61.67%
Estrogen receptor binding	-	0.6656	66.56%
Androgen receptor binding	-	0.4834	48.34%
Thyroid receptor binding	-	0.5453	54.53%
Glucocorticoid receptor binding	-	0.6017	60.17%
Aromatase binding	-	0.7491	74.91%
PPAR gamma	-	0.5591	55.91%
Honey bee toxicity	-	0.8646	86.46%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9846	98.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.19%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.84%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.55%	97.25%
CHEMBL2581	P07339	Cathepsin D	90.08%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.13%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.03%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.19%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.99%	89.00%
CHEMBL2039	P27338	Monoamine oxidase B	84.86%	92.51%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.96%	97.14%
CHEMBL3401	O75469	Pregnane X receptor	81.86%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.29%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.12%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.06%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162939252
• LOTUS: LTS0224529
• wikiData: Q105122548