(4S,4aS,8aS)-3-Ethyl-2-(3-furanylmethyl)-4a,5,6,7,8,8a-hexahydro-4-hydroxy-5,5,8a-trimethyl-1(4H)-naphthalenone

Details

• Internal ID: a2916207-7f45-496e-bea2-100dd4b45de5
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (4S,4aS,8aS)-3-ethyl-2-(furan-3-ylmethyl)-4-hydroxy-5,5,8a-trimethyl-4a,6,7,8-tetrahydro-4H-naphthalen-1-one
• InChI: InChI=1S/C20H28O3/c1-5-14-15(11-13-7-10-23-12-13)18(22)20(4)9-6-8-19(2,3)17(20)16(14)21/h7,10,12,16-17,21H,5-6,8-9,11H2,1-4H3/t16-,17+,20+/m1/s1
• InChI Key: RSNNYUGKTVPAHT-UWVAXJGDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.30
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 87440-57-1
• RefChem:69548
• DTXSID301108123

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8405	84.05%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6737	67.37%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.7239	72.39%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6013	60.13%
P-glycoprotein inhibitior	-	0.6946	69.46%
P-glycoprotein substrate	-	0.8143	81.43%
CYP3A4 substrate	+	0.5623	56.23%
CYP2C9 substrate	-	0.7980	79.80%
CYP2D6 substrate	-	0.8240	82.40%
CYP3A4 inhibition	+	0.8588	85.88%
CYP2C9 inhibition	+	0.5154	51.54%
CYP2C19 inhibition	+	0.6306	63.06%
CYP2D6 inhibition	-	0.8540	85.40%
CYP1A2 inhibition	+	0.5152	51.52%
CYP2C8 inhibition	-	0.6581	65.81%
CYP inhibitory promiscuity	+	0.8302	83.02%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5898	58.98%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.9505	95.05%
Skin irritation	-	0.6142	61.42%
Skin corrosion	-	0.9472	94.72%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8088	80.88%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5579	55.79%
skin sensitisation	-	0.6121	61.21%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.5549	55.49%
Acute Oral Toxicity (c)	III	0.5617	56.17%
Estrogen receptor binding	+	0.8109	81.09%
Androgen receptor binding	-	0.4842	48.42%
Thyroid receptor binding	+	0.6887	68.87%
Glucocorticoid receptor binding	+	0.8400	84.00%
Aromatase binding	+	0.6536	65.36%
PPAR gamma	+	0.7432	74.32%
Honey bee toxicity	-	0.8265	82.65%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.61%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.26%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.02%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.30%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.70%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	88.94%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.44%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.10%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.58%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.53%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.65%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.07%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.67%	90.71%

Plants that contains it

• Galeopsis angustifolia

Cross-Links

• PubChem: 162915049
• LOTUS: LTS0021954
• wikiData: Q105244777