(3,4a,5-trimethyl-4,5,6,7,8,8a,9,9a-octahydro-3aH-benzo[f][1]benzofuran-4-yl) acetate

Details

• Internal ID: c69911f3-a304-4e10-b833-5ca80f481bd1
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (3,4a,5-trimethyl-4,5,6,7,8,8a,9,9a-octahydro-3aH-benzo[f][1]benzofuran-4-yl) acetate
• SMILES (Canonical): CC1CCCC2C1(C(C3C(C2)OC=C3C)OC(=O)C)C
• SMILES (Isomeric): CC1CCCC2C1(C(C3C(C2)OC=C3C)OC(=O)C)C
• InChI: InChI=1S/C17H26O3/c1-10-9-19-14-8-13-7-5-6-11(2)17(13,4)16(15(10)14)20-12(3)18/h9,11,13-16H,5-8H2,1-4H3
• InChI Key: NHXOJANEKJKBSW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₃
• Molecular Weight: 278.40 g/mol
• Exact Mass: 278.18819469 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.68
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.7732	77.32%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5583	55.83%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.8822	88.22%
OATP1B3 inhibitior	+	0.9275	92.75%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.9030	90.30%
P-glycoprotein inhibitior	-	0.7766	77.66%
P-glycoprotein substrate	-	0.8190	81.90%
CYP3A4 substrate	+	0.5963	59.63%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8455	84.55%
CYP3A4 inhibition	-	0.6624	66.24%
CYP2C9 inhibition	-	0.8630	86.30%
CYP2C19 inhibition	+	0.5204	52.04%
CYP2D6 inhibition	-	0.9598	95.98%
CYP1A2 inhibition	+	0.5642	56.42%
CYP2C8 inhibition	-	0.6602	66.02%
CYP inhibitory promiscuity	-	0.7336	73.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4775	47.75%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.8814	88.14%
Skin irritation	+	0.5330	53.30%
Skin corrosion	-	0.9307	93.07%
Ames mutagenesis	-	0.6118	61.18%
Human Ether-a-go-go-Related Gene inhibition	-	0.5784	57.84%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.7282	72.82%
skin sensitisation	-	0.6689	66.89%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.4909	49.09%
Acute Oral Toxicity (c)	III	0.5294	52.94%
Estrogen receptor binding	+	0.7785	77.85%
Androgen receptor binding	-	0.5883	58.83%
Thyroid receptor binding	-	0.5568	55.68%
Glucocorticoid receptor binding	+	0.6441	64.41%
Aromatase binding	-	0.5958	59.58%
PPAR gamma	-	0.5399	53.99%
Honey bee toxicity	-	0.8402	84.02%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	0.9938	99.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.25%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.23%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.62%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.12%	92.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.07%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.93%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.69%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.34%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.69%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	85.22%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.85%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.45%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.87%	91.07%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.36%	95.50%

Plants that contains it

• Lopholaena dregeana

Cross-Links

• PubChem: 162969386
• LOTUS: LTS0035882
• wikiData: Q105179639