2-[(1S,2S,4aR,8aS)-2,5,5,8a-tetramethyl-6-oxo-2-(2-oxopropanoyl)-1,3,4,4a,7,8-hexahydronaphthalen-1-yl]acetic acid

Details

• Internal ID: 84d049ca-1f9b-4ba6-b860-0cb4a161625e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Ketones > Alpha-diketones
• IUPAC Name: 2-[(1S,2S,4aR,8aS)-2,5,5,8a-tetramethyl-6-oxo-2-(2-oxopropanoyl)-1,3,4,4a,7,8-hexahydronaphthalen-1-yl]acetic acid
• InChI: InChI=1S/C19H28O5/c1-11(20)16(24)19(5)8-6-12-17(2,3)14(21)7-9-18(12,4)13(19)10-15(22)23/h12-13H,6-10H2,1-5H3,(H,22,23)/t12-,13-,18-,19-/m0/s1
• InChI Key: QWLGLRAGSFVBDI-OYUDYFSCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₅
• Molecular Weight: 336.40 g/mol
• Exact Mass: 336.19367399 g/mol
• Topological Polar Surface Area (TPSA): 88.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 3.05
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9859	98.59%
Caco-2	+	0.7318	73.18%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8221	82.21%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.8442	84.42%
OATP1B3 inhibitior	+	0.9624	96.24%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7654	76.54%
P-glycoprotein inhibitior	-	0.7387	73.87%
P-glycoprotein substrate	-	0.8362	83.62%
CYP3A4 substrate	+	0.5426	54.26%
CYP2C9 substrate	-	0.6036	60.36%
CYP2D6 substrate	-	0.8780	87.80%
CYP3A4 inhibition	-	0.7816	78.16%
CYP2C9 inhibition	-	0.9435	94.35%
CYP2C19 inhibition	-	0.9660	96.60%
CYP2D6 inhibition	-	0.9659	96.59%
CYP1A2 inhibition	-	0.9489	94.89%
CYP2C8 inhibition	-	0.8441	84.41%
CYP inhibitory promiscuity	-	0.9894	98.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7784	77.84%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.7087	70.87%
Skin irritation	+	0.5640	56.40%
Skin corrosion	-	0.9363	93.63%
Ames mutagenesis	-	0.7454	74.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6456	64.56%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5818	58.18%
skin sensitisation	-	0.7125	71.25%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7681	76.81%
Acute Oral Toxicity (c)	III	0.7914	79.14%
Estrogen receptor binding	+	0.5750	57.50%
Androgen receptor binding	-	0.5084	50.84%
Thyroid receptor binding	+	0.5169	51.69%
Glucocorticoid receptor binding	+	0.5739	57.39%
Aromatase binding	+	0.5414	54.14%
PPAR gamma	-	0.5188	51.88%
Honey bee toxicity	-	0.9387	93.87%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9841	98.41%

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	94.69%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.28%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.04%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.91%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	82.29%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.93%	100.00%
CHEMBL5028	O14672	ADAM10	81.87%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.46%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.77%	93.04%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162872064
• LOTUS: LTS0120910
• wikiData: Q105229253