3-[[(4aR,5S,6R,8aR)-5-[2-(furan-3-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]oxy]-3-oxopropanoic acid

Details

• Internal ID: 1e3d01a5-f95c-40bf-b03d-b63be2fd9b70
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: 3-[[(4aR,5S,6R,8aR)-5-[2-(furan-3-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]oxy]-3-oxopropanoic acid
• InChI: InChI=1S/C22H30O5/c1-15-7-10-22(3)17(21(15,2)11-8-16-9-12-26-14-16)5-4-6-18(22)27-20(25)13-19(23)24/h6,9,12,14-15,17H,4-5,7-8,10-11,13H2,1-3H3,(H,23,24)/t15-,17-,21+,22-/m1/s1
• InChI Key: PPQVAHQHYRDJTI-NUUNWFIMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₅
• Molecular Weight: 374.50 g/mol
• Exact Mass: 374.20932405 g/mol
• Topological Polar Surface Area (TPSA): 76.70 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.97
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	-	0.5630	56.30%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6327	63.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7659	76.59%
OATP1B3 inhibitior	+	0.7961	79.61%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.5999	59.99%
P-glycoprotein inhibitior	+	0.6546	65.46%
P-glycoprotein substrate	-	0.6639	66.39%
CYP3A4 substrate	+	0.6452	64.52%
CYP2C9 substrate	-	0.5858	58.58%
CYP2D6 substrate	-	0.8478	84.78%
CYP3A4 inhibition	+	0.5932	59.32%
CYP2C9 inhibition	-	0.8593	85.93%
CYP2C19 inhibition	-	0.8627	86.27%
CYP2D6 inhibition	-	0.9513	95.13%
CYP1A2 inhibition	-	0.7308	73.08%
CYP2C8 inhibition	+	0.6536	65.36%
CYP inhibitory promiscuity	-	0.8607	86.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5797	57.97%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.9692	96.92%
Skin irritation	+	0.5532	55.32%
Skin corrosion	-	0.9230	92.30%
Ames mutagenesis	-	0.7670	76.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7320	73.20%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5324	53.24%
skin sensitisation	-	0.8617	86.17%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6546	65.46%
Acute Oral Toxicity (c)	I	0.4788	47.88%
Estrogen receptor binding	+	0.8817	88.17%
Androgen receptor binding	+	0.6246	62.46%
Thyroid receptor binding	+	0.6392	63.92%
Glucocorticoid receptor binding	+	0.7458	74.58%
Aromatase binding	+	0.8500	85.00%
PPAR gamma	+	0.7136	71.36%
Honey bee toxicity	-	0.8305	83.05%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5750	57.50%
Fish aquatic toxicity	+	0.9968	99.68%

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	96.80%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.16%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.29%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	92.09%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.79%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.28%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.36%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.07%	93.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.91%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	82.74%	91.19%
CHEMBL5028	O14672	ADAM10	82.02%	97.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.66%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.86%	99.17%

Plants that contains it

• Baccharis santelicis

Cross-Links

• PubChem: 14845514
• LOTUS: LTS0261026
• wikiData: Q105213006