2-(7-Acetyloxy-8,8a-dimethyl-3-oxo-5,6,7,8-tetrahydronaphthalen-2-yl)-2-methoxypropanoic acid

Details

• Internal ID: e7922dc4-d51e-4564-92b3-009557a43927
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 2-(7-acetyloxy-8,8a-dimethyl-3-oxo-5,6,7,8-tetrahydronaphthalen-2-yl)-2-methoxypropanoic acid
• InChI: InChI=1S/C18H24O6/c1-10-15(24-11(2)19)7-6-12-8-14(20)13(9-17(10,12)3)18(4,23-5)16(21)22/h8-10,15H,6-7H2,1-5H3,(H,21,22)
• InChI Key: RDRVOBNXHXPXJL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₆
• Molecular Weight: 336.40 g/mol
• Exact Mass: 336.15728848 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 5
• 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	+	0.9891	98.91%
Caco-2	-	0.5712	57.12%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8013	80.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8836	88.36%
OATP1B3 inhibitior	+	0.9365	93.65%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.7521	75.21%
BSEP inhibitior	-	0.7069	70.69%
P-glycoprotein inhibitior	-	0.7464	74.64%
P-glycoprotein substrate	-	0.7632	76.32%
CYP3A4 substrate	+	0.6598	65.98%
CYP2C9 substrate	-	0.8108	81.08%
CYP2D6 substrate	-	0.9103	91.03%
CYP3A4 inhibition	-	0.8563	85.63%
CYP2C9 inhibition	-	0.9247	92.47%
CYP2C19 inhibition	-	0.9330	93.30%
CYP2D6 inhibition	-	0.9281	92.81%
CYP1A2 inhibition	-	0.7297	72.97%
CYP2C8 inhibition	-	0.7457	74.57%
CYP inhibitory promiscuity	-	0.9513	95.13%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9163	91.63%
Carcinogenicity (trinary)	Non-required	0.5630	56.30%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9386	93.86%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6081	60.81%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.6442	64.42%
skin sensitisation	-	0.7486	74.86%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.4776	47.76%
Acute Oral Toxicity (c)	III	0.6432	64.32%
Estrogen receptor binding	+	0.7079	70.79%
Androgen receptor binding	+	0.6439	64.39%
Thyroid receptor binding	+	0.7110	71.10%
Glucocorticoid receptor binding	+	0.6946	69.46%
Aromatase binding	+	0.5403	54.03%
PPAR gamma	-	0.5649	56.49%
Honey bee toxicity	-	0.8065	80.65%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9241	92.41%

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	95.89%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.68%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.48%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.31%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.18%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.92%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	89.11%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.19%	86.33%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.76%	94.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.49%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.93%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.74%	96.77%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.54%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.60%	95.89%
CHEMBL5028	O14672	ADAM10	80.09%	97.50%

Plants that contains it

• Ligularia przewalskii

Cross-Links

• PubChem: 163027718
• LOTUS: LTS0059556
• wikiData: Q105234423