2-Hydroxy-4-(4-hydroxy-2,2,6-trimethylcyclohexyl)butanoic acid

Details

• Internal ID: 77345171-b892-4949-97cc-23b78b8441d3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-hydroxy-4-(4-hydroxy-2,2,6-trimethylcyclohexyl)butanoic acid
• SMILES (Canonical): CC1CC(CC(C1CCC(C(=O)O)O)(C)C)O
• SMILES (Isomeric): CC1CC(CC(C1CCC(C(=O)O)O)(C)C)O
• InChI: InChI=1S/C13H24O4/c1-8-6-9(14)7-13(2,3)10(8)4-5-11(15)12(16)17/h8-11,14-15H,4-7H2,1-3H3,(H,16,17)
• InChI Key: HJEKFWBWYCIINK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₄O₄
• Molecular Weight: 244.33 g/mol
• Exact Mass: 244.16745924 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.65
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9431	94.31%
Caco-2	-	0.6251	62.51%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.9081	90.81%
OATP2B1 inhibitior	-	0.8458	84.58%
OATP1B1 inhibitior	+	0.9290	92.90%
OATP1B3 inhibitior	+	0.9382	93.82%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9358	93.58%
P-glycoprotein inhibitior	-	0.9579	95.79%
P-glycoprotein substrate	-	0.7744	77.44%
CYP3A4 substrate	+	0.5492	54.92%
CYP2C9 substrate	-	0.6166	61.66%
CYP2D6 substrate	-	0.8661	86.61%
CYP3A4 inhibition	-	0.8584	85.84%
CYP2C9 inhibition	-	0.8805	88.05%
CYP2C19 inhibition	-	0.9276	92.76%
CYP2D6 inhibition	-	0.9577	95.77%
CYP1A2 inhibition	-	0.8981	89.81%
CYP2C8 inhibition	-	0.9404	94.04%
CYP inhibitory promiscuity	-	0.9882	98.82%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7771	77.71%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.5534	55.34%
Skin irritation	+	0.5124	51.24%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8320	83.20%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.6032	60.32%
skin sensitisation	+	0.5076	50.76%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8234	82.34%
Acute Oral Toxicity (c)	III	0.6856	68.56%
Estrogen receptor binding	-	0.5202	52.02%
Androgen receptor binding	-	0.5799	57.99%
Thyroid receptor binding	-	0.5266	52.66%
Glucocorticoid receptor binding	+	0.7271	72.71%
Aromatase binding	-	0.5936	59.36%
PPAR gamma	-	0.4867	48.67%
Honey bee toxicity	-	0.8497	84.97%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9691	96.91%

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	98.36%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.18%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	94.64%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.55%	96.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.08%	91.11%
CHEMBL2179	P04062	Beta-glucocerebrosidase	88.46%	85.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.67%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	84.86%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.74%	85.14%
CHEMBL2581	P07339	Cathepsin D	82.85%	98.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.57%	96.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.20%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.29%	93.56%
CHEMBL4040	P28482	MAP kinase ERK2	81.00%	83.82%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.15%	96.38%

Plants that contains it

• Sedum sarmentosum

Cross-Links

• PubChem: 163093953
• LOTUS: LTS0119380
• wikiData: Q105029183