(5aS,9aR)-6,6-dimethyl-1,5a,7,8,9,9a-hexahydrobenzo[e][2]benzofuran-3-one

Details

• Internal ID: 87e7a4a5-24cf-415e-afbb-787d65e7193a
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (5aS,9aR)-6,6-dimethyl-1,5a,7,8,9,9a-hexahydrobenzo[e][2]benzofuran-3-one
• SMILES (Canonical): CC1(CCCC2C1C=CC3=C2COC3=O)C
• SMILES (Isomeric): CC1(CCC[C@@H]2[C@@H]1C=CC3=C2COC3=O)C
• InChI: InChI=1S/C14H18O2/c1-14(2)7-3-4-9-11-8-16-13(15)10(11)5-6-12(9)14/h5-6,9,12H,3-4,7-8H2,1-2H3/t9-,12-/m0/s1
• InChI Key: VCUNJMCXPFUODI-CABZTGNLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₂
• Molecular Weight: 218.29 g/mol
• Exact Mass: 218.130679813 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

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	+	0.9598	95.98%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5736	57.36%
OATP2B1 inhibitior	-	0.8490	84.90%
OATP1B1 inhibitior	+	0.9084	90.84%
OATP1B3 inhibitior	+	0.9491	94.91%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.8840	88.40%
P-glycoprotein inhibitior	-	0.9390	93.90%
P-glycoprotein substrate	-	0.9395	93.95%
CYP3A4 substrate	+	0.5621	56.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8829	88.29%
CYP3A4 inhibition	-	0.8662	86.62%
CYP2C9 inhibition	-	0.7569	75.69%
CYP2C19 inhibition	+	0.5897	58.97%
CYP2D6 inhibition	-	0.8366	83.66%
CYP1A2 inhibition	-	0.6240	62.40%
CYP2C8 inhibition	-	0.8781	87.81%
CYP inhibitory promiscuity	-	0.7574	75.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5310	53.10%
Eye corrosion	-	0.9526	95.26%
Eye irritation	-	0.4883	48.83%
Skin irritation	-	0.7243	72.43%
Skin corrosion	-	0.9612	96.12%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4267	42.67%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.7233	72.33%
skin sensitisation	-	0.5337	53.37%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.6978	69.78%
Acute Oral Toxicity (c)	III	0.7190	71.90%
Estrogen receptor binding	-	0.6981	69.81%
Androgen receptor binding	-	0.6440	64.40%
Thyroid receptor binding	-	0.5726	57.26%
Glucocorticoid receptor binding	-	0.6881	68.81%
Aromatase binding	-	0.7752	77.52%
PPAR gamma	-	0.6063	60.63%
Honey bee toxicity	-	0.8844	88.44%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.9970	99.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.46%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.64%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.65%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.13%	100.00%
CHEMBL2581	P07339	Cathepsin D	89.18%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.58%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.35%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.46%	94.45%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.47%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.11%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.56%	97.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.58%	93.04%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.76%	96.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.51%	86.00%

Plants that contains it

• Warburgia ugandensis

Cross-Links

• PubChem: 163187109
• LOTUS: LTS0120564
• wikiData: Q105283967