(3S)-5-[(1R,2R)-2-hydroxy-2,6,6-trimethylcyclohexyl]-3-methylpentanoic acid

Details

• Internal ID: e86f371c-549d-4a47-aeea-191481f3201f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (3S)-5-[(1R,2R)-2-hydroxy-2,6,6-trimethylcyclohexyl]-3-methylpentanoic acid
• SMILES (Canonical): CC(CCC1C(CCCC1(C)O)(C)C)CC(=O)O
• SMILES (Isomeric): C[C@@H](CC[C@H]1[C@](CCCC1(C)C)(C)O)CC(=O)O
• InChI: InChI=1S/C15H28O3/c1-11(10-13(16)17)6-7-12-14(2,3)8-5-9-15(12,4)18/h11-12,18H,5-10H2,1-4H3,(H,16,17)/t11-,12+,15+/m0/s1
• InChI Key: XHIZLLMJEWQQGF-YWPYICTPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₈O₃
• Molecular Weight: 256.38 g/mol
• Exact Mass: 256.20384475 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.45
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9891	98.91%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.9165	91.65%
OATP2B1 inhibitior	-	0.8492	84.92%
OATP1B1 inhibitior	+	0.9310	93.10%
OATP1B3 inhibitior	+	0.9691	96.91%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8570	85.70%
P-glycoprotein inhibitior	-	0.8922	89.22%
P-glycoprotein substrate	-	0.8915	89.15%
CYP3A4 substrate	+	0.5088	50.88%
CYP2C9 substrate	-	0.5774	57.74%
CYP2D6 substrate	-	0.8944	89.44%
CYP3A4 inhibition	-	0.8788	87.88%
CYP2C9 inhibition	-	0.8082	80.82%
CYP2C19 inhibition	-	0.9532	95.32%
CYP2D6 inhibition	-	0.9570	95.70%
CYP1A2 inhibition	-	0.9290	92.90%
CYP2C8 inhibition	-	0.9697	96.97%
CYP inhibitory promiscuity	-	0.9697	96.97%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9115	91.15%
Carcinogenicity (trinary)	Non-required	0.7344	73.44%
Eye corrosion	-	0.9752	97.52%
Eye irritation	+	0.7413	74.13%
Skin irritation	+	0.5142	51.42%
Skin corrosion	-	0.9654	96.54%
Ames mutagenesis	-	0.7924	79.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.6875	68.75%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	+	0.5770	57.70%
skin sensitisation	+	0.6834	68.34%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6142	61.42%
Acute Oral Toxicity (c)	III	0.7622	76.22%
Estrogen receptor binding	+	0.5345	53.45%
Androgen receptor binding	-	0.7762	77.62%
Thyroid receptor binding	+	0.5936	59.36%
Glucocorticoid receptor binding	-	0.5834	58.34%
Aromatase binding	-	0.5187	51.87%
PPAR gamma	-	0.5319	53.19%
Honey bee toxicity	-	0.9495	94.95%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9682	96.82%

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	95.64%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.61%	97.25%
CHEMBL2581	P07339	Cathepsin D	90.75%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	90.00%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.89%	91.11%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	86.14%	95.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.33%	94.45%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.89%	97.50%
CHEMBL230	P35354	Cyclooxygenase-2	83.87%	89.63%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.87%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.73%	96.38%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.85%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	81.09%	91.19%

Plants that contains it

• Copaifera paupera

Cross-Links

• PubChem: 162994197
• LOTUS: LTS0062895
• wikiData: Q105328123