2-[(2S,4aR)-4a,8-dimethyl-7-oxo-1,2,3,4,5,6-hexahydronaphthalen-2-yl]prop-2-enoic acid

Details

• Internal ID: 09e2fafb-1c3d-49df-815f-9abeb1bb0564
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 2-[(2S,4aR)-4a,8-dimethyl-7-oxo-1,2,3,4,5,6-hexahydronaphthalen-2-yl]prop-2-enoic acid
• SMILES (Canonical): CC1=C2CC(CCC2(CCC1=O)C)C(=C)C(=O)O
• SMILES (Isomeric): CC1=C2C[C@H](CC[C@@]2(CCC1=O)C)C(=C)C(=O)O
• InChI: InChI=1S/C15H20O3/c1-9(14(17)18)11-4-6-15(3)7-5-13(16)10(2)12(15)8-11/h11H,1,4-8H2,2-3H3,(H,17,18)/t11-,15+/m0/s1
• InChI Key: RDGFGQJFNSCICW-XHDPSFHLSA-N
• Popularity: 0 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: 2.50
• Atomic LogP (AlogP): 3.11
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	+	0.7555	75.55%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8352	83.52%
OATP2B1 inhibitior	-	0.8508	85.08%
OATP1B1 inhibitior	+	0.9116	91.16%
OATP1B3 inhibitior	+	0.9109	91.09%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.7744	77.44%
P-glycoprotein inhibitior	-	0.9138	91.38%
P-glycoprotein substrate	-	0.8780	87.80%
CYP3A4 substrate	+	0.5481	54.81%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.9114	91.14%
CYP3A4 inhibition	-	0.7249	72.49%
CYP2C9 inhibition	-	0.9167	91.67%
CYP2C19 inhibition	-	0.9066	90.66%
CYP2D6 inhibition	-	0.9306	93.06%
CYP1A2 inhibition	-	0.7173	71.73%
CYP2C8 inhibition	-	0.8890	88.90%
CYP inhibitory promiscuity	-	0.9467	94.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5509	55.09%
Eye corrosion	-	0.9931	99.31%
Eye irritation	+	0.5690	56.90%
Skin irritation	+	0.6281	62.81%
Skin corrosion	-	0.9424	94.24%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5950	59.50%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5637	56.37%
skin sensitisation	-	0.5547	55.47%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6539	65.39%
Acute Oral Toxicity (c)	III	0.8152	81.52%
Estrogen receptor binding	-	0.6019	60.19%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.6694	66.94%
Glucocorticoid receptor binding	-	0.6277	62.77%
Aromatase binding	-	0.6132	61.32%
PPAR gamma	+	0.7204	72.04%
Honey bee toxicity	-	0.9102	91.02%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
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
CHEMBL4040	P28482	MAP kinase ERK2	94.67%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.11%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.99%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.37%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.93%	99.23%
CHEMBL1902	P62942	FK506-binding protein 1A	86.35%	97.05%
CHEMBL2581	P07339	Cathepsin D	85.67%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.25%	93.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.05%	93.03%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.44%	97.25%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.37%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.01%	95.89%

Plants that contains it

• Laggera alata

Cross-Links

• PubChem: 163016097
• LOTUS: LTS0057383
• wikiData: Q105234203