2-[(4R,4aS)-4,7-dimethyl-2,3,4,4a,5,6-hexahydronaphthalen-1-yl]prop-2-enoic acid

Details

• Internal ID: b652f309-044f-4cb8-b93a-2c50978df949
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-[(4R,4aS)-4,7-dimethyl-2,3,4,4a,5,6-hexahydronaphthalen-1-yl]prop-2-enoic acid
• SMILES (Canonical): CC1CCC(=C2C1CCC(=C2)C)C(=C)C(=O)O
• SMILES (Isomeric): C[C@@H]1CCC(=C2[C@H]1CCC(=C2)C)C(=C)C(=O)O
• InChI: InChI=1S/C15H20O2/c1-9-4-6-12-10(2)5-7-13(14(12)8-9)11(3)15(16)17/h8,10,12H,3-7H2,1-2H3,(H,16,17)/t10-,12+/m1/s1
• InChI Key: TYEINKOPUFHKES-PWSUYJOCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.71
• 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	+	0.9957	99.57%
Caco-2	+	0.8718	87.18%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Plasma membrane	0.5298	52.98%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.9202	92.02%
OATP1B3 inhibitior	+	0.8131	81.31%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.9151	91.51%
P-glycoprotein inhibitior	-	0.9361	93.61%
P-glycoprotein substrate	-	0.8411	84.11%
CYP3A4 substrate	-	0.5289	52.89%
CYP2C9 substrate	+	0.6092	60.92%
CYP2D6 substrate	-	0.8904	89.04%
CYP3A4 inhibition	-	0.8467	84.67%
CYP2C9 inhibition	-	0.5748	57.48%
CYP2C19 inhibition	-	0.6113	61.13%
CYP2D6 inhibition	-	0.9140	91.40%
CYP1A2 inhibition	-	0.6338	63.38%
CYP2C8 inhibition	-	0.7175	71.75%
CYP inhibitory promiscuity	-	0.8650	86.50%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6064	60.64%
Eye corrosion	-	0.8976	89.76%
Eye irritation	+	0.7528	75.28%
Skin irritation	-	0.6827	68.27%
Skin corrosion	-	0.9756	97.56%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4832	48.32%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.7709	77.09%
skin sensitisation	+	0.7277	72.77%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5086	50.86%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7183	71.83%
Acute Oral Toxicity (c)	III	0.8072	80.72%
Estrogen receptor binding	-	0.8605	86.05%
Androgen receptor binding	+	0.5726	57.26%
Thyroid receptor binding	-	0.6416	64.16%
Glucocorticoid receptor binding	-	0.5307	53.07%
Aromatase binding	-	0.7506	75.06%
PPAR gamma	+	0.6566	65.66%
Honey bee toxicity	-	0.9479	94.79%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.34%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.63%	95.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	86.85%	86.00%
CHEMBL2581	P07339	Cathepsin D	85.94%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.69%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.05%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.97%	85.14%

Plants that contains it

• Artemisia annua

Cross-Links

• PubChem: 11424773
• NPASS: NPC263868
• LOTUS: LTS0128139
• wikiData: Q105267271