9b-Hydroxy-6,6,9a-trimethyl-1,5,5a,7,8,9-hexahydrobenzo[e][2]benzofuran-3-one

Details

• Internal ID: 1e977157-0458-4590-8cd9-703704c0e99f
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 9b-hydroxy-6,6,9a-trimethyl-1,5,5a,7,8,9-hexahydrobenzo[e][2]benzofuran-3-one
• SMILES (Canonical): CC1(CCCC2(C1CC=C3C2(COC3=O)O)C)C
• SMILES (Isomeric): CC1(CCCC2(C1CC=C3C2(COC3=O)O)C)C
• InChI: InChI=1S/C15H22O3/c1-13(2)7-4-8-14(3)11(13)6-5-10-12(16)18-9-15(10,14)17/h5,11,17H,4,6-9H2,1-3H3
• InChI Key: OWEYHFSUROKINF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.44
• 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	+	0.9963	99.63%
Caco-2	+	0.9263	92.63%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8467	84.67%
OATP2B1 inhibitior	-	0.8465	84.65%
OATP1B1 inhibitior	+	0.9158	91.58%
OATP1B3 inhibitior	+	0.9700	97.00%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	-	0.7590	75.90%
P-glycoprotein inhibitior	-	0.9445	94.45%
P-glycoprotein substrate	-	0.9151	91.51%
CYP3A4 substrate	+	0.5610	56.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8891	88.91%
CYP3A4 inhibition	-	0.8277	82.77%
CYP2C9 inhibition	-	0.7323	73.23%
CYP2C19 inhibition	-	0.7409	74.09%
CYP2D6 inhibition	-	0.9344	93.44%
CYP1A2 inhibition	-	0.7826	78.26%
CYP2C8 inhibition	-	0.8379	83.79%
CYP inhibitory promiscuity	-	0.9114	91.14%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4694	46.94%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.6057	60.57%
Skin irritation	+	0.5613	56.13%
Skin corrosion	-	0.9377	93.77%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6594	65.94%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6409	64.09%
skin sensitisation	-	0.8264	82.64%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5286	52.86%
Acute Oral Toxicity (c)	III	0.5901	59.01%
Estrogen receptor binding	+	0.5608	56.08%
Androgen receptor binding	+	0.5969	59.69%
Thyroid receptor binding	-	0.5516	55.16%
Glucocorticoid receptor binding	-	0.6658	66.58%
Aromatase binding	-	0.4942	49.42%
PPAR gamma	-	0.5147	51.47%
Honey bee toxicity	-	0.9383	93.83%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9869	98.69%

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	96.06%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.49%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.08%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.90%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.70%	82.69%
CHEMBL1937	Q92769	Histone deacetylase 2	89.23%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.85%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.43%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.18%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.93%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.90%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.20%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.87%	89.00%

Plants that contains it

• Warburgia ugandensis

Cross-Links

• PubChem: 14313007
• LOTUS: LTS0000883
• wikiData: Q105201966