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

Details

• Internal ID: 752c2c46-764b-45cf-be80-19ca4f26cf8c
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Carboxylic acids
• IUPAC Name: 2-[(2R,4aR,8aS)-4a-methyl-2,3,4,5,6,8a-hexahydro-1H-naphthalen-2-yl]prop-2-enoic acid
• SMILES (Canonical): CC12CCC=CC1CC(CC2)C(=C)C(=O)O
• SMILES (Isomeric): C[C@]12CCC=C[C@@H]1C[C@@H](CC2)C(=C)C(=O)O
• InChI: InChI=1S/C14H20O2/c1-10(13(15)16)11-6-8-14(2)7-4-3-5-12(14)9-11/h3,5,11-12H,1,4,6-9H2,2H3,(H,15,16)/t11-,12-,14-/m1/s1
• InChI Key: KJSAXQYTHNRIBJ-YRGRVCCFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₂
• Molecular Weight: 220.31 g/mol
• Exact Mass: 220.146329876 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.40
• H-Bond Acceptor: 1
• 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	+	0.9954	99.54%
Caco-2	+	0.6474	64.74%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Plasma membrane	0.5398	53.98%
OATP2B1 inhibitior	-	0.8515	85.15%
OATP1B1 inhibitior	+	0.9296	92.96%
OATP1B3 inhibitior	+	0.8295	82.95%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.8223	82.23%
P-glycoprotein inhibitior	-	0.9697	96.97%
P-glycoprotein substrate	-	0.8648	86.48%
CYP3A4 substrate	+	0.5492	54.92%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	-	0.8937	89.37%
CYP3A4 inhibition	-	0.7936	79.36%
CYP2C9 inhibition	-	0.7148	71.48%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.9053	90.53%
CYP1A2 inhibition	-	0.6972	69.72%
CYP2C8 inhibition	-	0.8169	81.69%
CYP inhibitory promiscuity	-	0.8845	88.45%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5957	59.57%
Eye corrosion	-	0.8960	89.60%
Eye irritation	+	0.5317	53.17%
Skin irritation	-	0.5867	58.67%
Skin corrosion	-	0.9590	95.90%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4489	44.89%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5323	53.23%
skin sensitisation	+	0.7379	73.79%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5254	52.54%
Acute Oral Toxicity (c)	III	0.8500	85.00%
Estrogen receptor binding	-	0.7353	73.53%
Androgen receptor binding	-	0.6591	65.91%
Thyroid receptor binding	-	0.6994	69.94%
Glucocorticoid receptor binding	+	0.6654	66.54%
Aromatase binding	-	0.6709	67.09%
PPAR gamma	+	0.5915	59.15%
Honey bee toxicity	-	0.8889	88.89%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.47%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.14%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.53%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	87.30%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.56%	97.09%
CHEMBL4208	P20618	Proteasome component C5	81.85%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.53%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.45%	100.00%

Plants that contains it

• Dittrichia graveolens

Cross-Links

• PubChem: 162877969
• LOTUS: LTS0111047
• wikiData: Q105141945