1-[(1R,2S,3R,8aR)-2-(1,3-benzodioxol-5-yl)-3-hydroxy-1,2,3,5,6,7,8,8a-octahydronaphthalen-1-yl]ethanone

Details

• Internal ID: 1cbd1ba8-9df3-4bc2-bd8f-1cbf6c0ecc9f
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: 1-[(1R,2S,3R,8aR)-2-(1,3-benzodioxol-5-yl)-3-hydroxy-1,2,3,5,6,7,8,8a-octahydronaphthalen-1-yl]ethanone
• InChI: InChI=1S/C19H22O4/c1-11(20)18-14-5-3-2-4-12(14)8-15(21)19(18)13-6-7-16-17(9-13)23-10-22-16/h6-9,14-15,18-19,21H,2-5,10H2,1H3/t14-,15+,18+,19-/m0/s1
• InChI Key: OGCQARVJQIYDIM-SFUIVIKGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₄
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.15180918 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.20
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	+	0.5758	57.58%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.9070	90.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9210	92.10%
OATP1B3 inhibitior	+	0.9595	95.95%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6287	62.87%
P-glycoprotein inhibitior	-	0.7288	72.88%
P-glycoprotein substrate	-	0.8889	88.89%
CYP3A4 substrate	+	0.5244	52.44%
CYP2C9 substrate	-	0.8108	81.08%
CYP2D6 substrate	-	0.7525	75.25%
CYP3A4 inhibition	+	0.7484	74.84%
CYP2C9 inhibition	+	0.6820	68.20%
CYP2C19 inhibition	+	0.6495	64.95%
CYP2D6 inhibition	-	0.6339	63.39%
CYP1A2 inhibition	+	0.8616	86.16%
CYP2C8 inhibition	-	0.7670	76.70%
CYP inhibitory promiscuity	+	0.8007	80.07%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4262	42.62%
Eye corrosion	-	0.9815	98.15%
Eye irritation	-	0.9503	95.03%
Skin irritation	-	0.7191	71.91%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7005	70.05%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.7669	76.69%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.5562	55.62%
Acute Oral Toxicity (c)	III	0.4242	42.42%
Estrogen receptor binding	+	0.8505	85.05%
Androgen receptor binding	+	0.7039	70.39%
Thyroid receptor binding	-	0.5195	51.95%
Glucocorticoid receptor binding	+	0.5956	59.56%
Aromatase binding	+	0.5426	54.26%
PPAR gamma	-	0.5202	52.02%
Honey bee toxicity	-	0.9071	90.71%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6152	61.52%
Fish aquatic toxicity	+	0.9957	99.57%

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	98.93%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.26%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.07%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.78%	96.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	92.69%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.08%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.48%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.22%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.78%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.43%	100.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	86.97%	80.96%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.40%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.07%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.17%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	81.53%	91.19%

Plants that contains it

• Brombya platynema

Cross-Links

• PubChem: 163013898
• LOTUS: LTS0275290
• wikiData: Q105191536