2-[(2R,4aR)-8-formyl-4a-methyl-2,3,4,5,6,7-hexahydro-1H-naphthalen-2-yl]prop-2-enoic acid

Details

• Internal ID: 17cc7d40-a94c-40e9-9e8f-27bb26ef6023
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 2-[(2R,4aR)-8-formyl-4a-methyl-2,3,4,5,6,7-hexahydro-1H-naphthalen-2-yl]prop-2-enoic acid
• InChI: InChI=1S/C15H20O3/c1-10(14(17)18)11-5-7-15(2)6-3-4-12(9-16)13(15)8-11/h9,11H,1,3-8H2,2H3,(H,17,18)/t11-,15-/m1/s1
• InChI Key: GPVMEUAENVXBFP-IAQYHMDHSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.11
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9909	99.09%
Caco-2	+	0.7235	72.35%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5766	57.66%
OATP2B1 inhibitior	-	0.8521	85.21%
OATP1B1 inhibitior	+	0.8215	82.15%
OATP1B3 inhibitior	+	0.8160	81.60%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.6848	68.48%
P-glycoprotein inhibitior	-	0.9441	94.41%
P-glycoprotein substrate	-	0.8892	88.92%
CYP3A4 substrate	+	0.5372	53.72%
CYP2C9 substrate	-	0.7859	78.59%
CYP2D6 substrate	-	0.9118	91.18%
CYP3A4 inhibition	-	0.8591	85.91%
CYP2C9 inhibition	-	0.6562	65.62%
CYP2C19 inhibition	-	0.7149	71.49%
CYP2D6 inhibition	-	0.9227	92.27%
CYP1A2 inhibition	-	0.6152	61.52%
CYP2C8 inhibition	-	0.8070	80.70%
CYP inhibitory promiscuity	-	0.9298	92.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5817	58.17%
Eye corrosion	-	0.9478	94.78%
Eye irritation	-	0.6536	65.36%
Skin irritation	-	0.5798	57.98%
Skin corrosion	-	0.9522	95.22%
Ames mutagenesis	+	0.5463	54.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.5914	59.14%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5034	50.34%
skin sensitisation	+	0.6568	65.68%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.7087	70.87%
Acute Oral Toxicity (c)	III	0.7743	77.43%
Estrogen receptor binding	-	0.4840	48.40%
Androgen receptor binding	-	0.5464	54.64%
Thyroid receptor binding	-	0.5777	57.77%
Glucocorticoid receptor binding	+	0.5744	57.44%
Aromatase binding	+	0.5233	52.33%
PPAR gamma	+	0.7641	76.41%
Honey bee toxicity	-	0.9089	90.89%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.59%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.91%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.11%	96.09%
CHEMBL1902	P62942	FK506-binding protein 1A	89.06%	97.05%
CHEMBL233	P35372	Mu opioid receptor	87.49%	97.93%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.61%	93.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.45%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.80%	95.89%
CHEMBL2581	P07339	Cathepsin D	84.55%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.74%	93.03%
CHEMBL340	P08684	Cytochrome P450 3A4	83.36%	91.19%
CHEMBL217	P14416	Dopamine D2 receptor	81.02%	95.62%
CHEMBL4040	P28482	MAP kinase ERK2	80.27%	83.82%

Plants that contains it

• Pluchea dioscoridis

Cross-Links

• PubChem: 162861322
• LOTUS: LTS0000264
• wikiData: Q105015202