2-[8-(acetyloxymethyl)-8a-methyl-2,3,4,6,7,8-hexahydro-1H-naphthalen-2-yl]prop-2-enoic acid

Details

• Internal ID: a95213a1-44ae-489f-b628-348d10db0d5a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 2-[8-(acetyloxymethyl)-8a-methyl-2,3,4,6,7,8-hexahydro-1H-naphthalen-2-yl]prop-2-enoic acid
• InChI: InChI=1S/C17H24O4/c1-11(16(19)20)13-7-8-14-5-4-6-15(10-21-12(2)18)17(14,3)9-13/h5,13,15H,1,4,6-10H2,2-3H3,(H,19,20)
• InChI Key: XBXNVMMUJKUYHT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₄
• Molecular Weight: 292.40 g/mol
• Exact Mass: 292.16745924 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.33
• H-Bond Acceptor: 3
• 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	+	0.9788	97.88%
Caco-2	+	0.7122	71.22%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8104	81.04%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.9068	90.68%
OATP1B3 inhibitior	+	0.8316	83.16%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.6021	60.21%
BSEP inhibitior	+	0.6060	60.60%
P-glycoprotein inhibitior	-	0.7824	78.24%
P-glycoprotein substrate	-	0.8469	84.69%
CYP3A4 substrate	+	0.5754	57.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9014	90.14%
CYP3A4 inhibition	-	0.7279	72.79%
CYP2C9 inhibition	-	0.7252	72.52%
CYP2C19 inhibition	-	0.8170	81.70%
CYP2D6 inhibition	-	0.8963	89.63%
CYP1A2 inhibition	-	0.6621	66.21%
CYP2C8 inhibition	+	0.4850	48.50%
CYP inhibitory promiscuity	-	0.6978	69.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6384	63.84%
Eye corrosion	-	0.9791	97.91%
Eye irritation	-	0.7507	75.07%
Skin irritation	-	0.5849	58.49%
Skin corrosion	-	0.9768	97.68%
Ames mutagenesis	-	0.6354	63.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5549	55.49%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.6447	64.47%
skin sensitisation	-	0.5737	57.37%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5762	57.62%
Acute Oral Toxicity (c)	III	0.7776	77.76%
Estrogen receptor binding	+	0.7140	71.40%
Androgen receptor binding	-	0.6239	62.39%
Thyroid receptor binding	-	0.5673	56.73%
Glucocorticoid receptor binding	+	0.7107	71.07%
Aromatase binding	+	0.5743	57.43%
PPAR gamma	-	0.5161	51.61%
Honey bee toxicity	-	0.8953	89.53%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5555	55.55%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.35%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.59%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.38%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	93.52%	83.82%
CHEMBL2581	P07339	Cathepsin D	87.81%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.45%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.21%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.39%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	83.16%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.54%	94.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.20%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.76%	86.33%
CHEMBL4208	P20618	Proteasome component C5	80.44%	90.00%

Plants that contains it

• Ozothamnus pholidotus

Cross-Links

• PubChem: 162871374
• LOTUS: LTS0227323
• wikiData: Q105324800