(S)-Oleuropeic acid

Details

• Internal ID: fa2df151-e8b1-4268-b893-c3541d566afa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: 4-(2-hydroxypropan-2-yl)cyclohexene-1-carboxylic acid
• SMILES (Canonical): CC(C)(C1CCC(=CC1)C(=O)O)O
• SMILES (Isomeric): CC(C)(C1CCC(=CC1)C(=O)O)O
• InChI: InChI=1S/C10H16O3/c1-10(2,13)8-5-3-7(4-6-8)9(11)12/h3,8,13H,4-6H2,1-2H3,(H,11,12)
• InChI Key: BFYWJELXORKNFO-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₃
• Molecular Weight: 184.23 g/mol
• Exact Mass: 184.109944368 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.57
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 4-(2-hydroxypropan-2-yl)cyclohexene-1-carboxylic acid
• Rac-Oleuropeic Acid
• (+/-)-oleuropeic acid
• CHEMBL1077602
• (4S)-4-(1-Hydroxy-1-methylethyl)-1-cyclohexene-1-carboxylic acid; (-)-Oleuropeic acid
• CHEBI:169503
• AKOS032948788
• 4-(2-hydroxypropan-2-yl)cyclohex-1-ene-1-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9899	98.99%
Caco-2	+	0.6174	61.74%
Blood Brain Barrier	+	0.5355	53.55%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8822	88.22%
OATP2B1 inhibitior	-	0.8410	84.10%
OATP1B1 inhibitior	+	0.9550	95.50%
OATP1B3 inhibitior	+	0.8850	88.50%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5319	53.19%
BSEP inhibitior	-	0.8999	89.99%
P-glycoprotein inhibitior	-	0.9885	98.85%
P-glycoprotein substrate	-	0.9625	96.25%
CYP3A4 substrate	-	0.6496	64.96%
CYP2C9 substrate	-	0.5701	57.01%
CYP2D6 substrate	-	0.9202	92.02%
CYP3A4 inhibition	-	0.9390	93.90%
CYP2C9 inhibition	-	0.6822	68.22%
CYP2C19 inhibition	-	0.8739	87.39%
CYP2D6 inhibition	-	0.9164	91.64%
CYP1A2 inhibition	-	0.9063	90.63%
CYP2C8 inhibition	-	0.8977	89.77%
CYP inhibitory promiscuity	-	0.8679	86.79%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7866	78.66%
Carcinogenicity (trinary)	Non-required	0.6417	64.17%
Eye corrosion	-	0.9221	92.21%
Eye irritation	+	0.7172	71.72%
Skin irritation	-	0.5109	51.09%
Skin corrosion	-	0.9866	98.66%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7583	75.83%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.6391	63.91%
skin sensitisation	+	0.8568	85.68%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.5825	58.25%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7123	71.23%
Acute Oral Toxicity (c)	III	0.6708	67.08%
Estrogen receptor binding	-	0.9347	93.47%
Androgen receptor binding	-	0.8207	82.07%
Thyroid receptor binding	-	0.8015	80.15%
Glucocorticoid receptor binding	-	0.7937	79.37%
Aromatase binding	-	0.8714	87.14%
PPAR gamma	-	0.6943	69.43%
Honey bee toxicity	-	0.9624	96.24%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9896	98.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	90.62%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.51%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.37%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.16%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.90%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.42%	93.56%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.57%	94.23%

Plants that contains it

• Olea europaea

Cross-Links

• PubChem: 12313716
• LOTUS: LTS0005377
• wikiData: Q104935061