1-hydroxy-4-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethylcyclohexyl]butan-2-one

Details

• Internal ID: 5b2b3834-0ca9-453e-a054-f0dda75074d1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 1-hydroxy-4-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethylcyclohexyl]butan-2-one
• SMILES (Canonical): CC1CC(CC(C1CCC(=O)CO)(C)C)O
• SMILES (Isomeric): C[C@@H]1C[C@@H](CC([C@H]1CCC(=O)CO)(C)C)O
• InChI: InChI=1S/C13H24O3/c1-9-6-11(16)7-13(2,3)12(9)5-4-10(15)8-14/h9,11-12,14,16H,4-8H2,1-3H3/t9-,11+,12+/m1/s1
• InChI Key: KOJRWPWXFNKOHI-USWWRNFRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₄O₃
• Molecular Weight: 228.33 g/mol
• Exact Mass: 228.17254462 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.76
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9887	98.87%
Caco-2	+	0.6876	68.76%
Blood Brain Barrier	+	0.6385	63.85%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.9027	90.27%
OATP2B1 inhibitior	-	0.8522	85.22%
OATP1B1 inhibitior	+	0.9254	92.54%
OATP1B3 inhibitior	+	0.9410	94.10%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5833	58.33%
BSEP inhibitior	-	0.6943	69.43%
P-glycoprotein inhibitior	-	0.9321	93.21%
P-glycoprotein substrate	-	0.7819	78.19%
CYP3A4 substrate	+	0.5570	55.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7962	79.62%
CYP3A4 inhibition	-	0.7304	73.04%
CYP2C9 inhibition	-	0.6976	69.76%
CYP2C19 inhibition	-	0.9401	94.01%
CYP2D6 inhibition	-	0.9347	93.47%
CYP1A2 inhibition	-	0.7510	75.10%
CYP2C8 inhibition	-	0.9021	90.21%
CYP inhibitory promiscuity	-	0.9611	96.11%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.7204	72.04%
Eye corrosion	-	0.9776	97.76%
Eye irritation	-	0.6285	62.85%
Skin irritation	-	0.7094	70.94%
Skin corrosion	-	0.9810	98.10%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7692	76.92%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.5824	58.24%
skin sensitisation	+	0.4884	48.84%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6328	63.28%
Acute Oral Toxicity (c)	III	0.7656	76.56%
Estrogen receptor binding	-	0.5827	58.27%
Androgen receptor binding	-	0.6790	67.90%
Thyroid receptor binding	-	0.5792	57.92%
Glucocorticoid receptor binding	+	0.6532	65.32%
Aromatase binding	-	0.7025	70.25%
PPAR gamma	-	0.8230	82.30%
Honey bee toxicity	-	0.7595	75.95%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8392	83.92%

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	98.06%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	96.69%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.38%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.09%	97.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.41%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.10%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	83.60%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.59%	82.69%
CHEMBL299	P17252	Protein kinase C alpha	80.12%	98.03%

Plants that contains it

• Sedum sarmentosum

Cross-Links

• PubChem: 16216884
• LOTUS: LTS0019117
• wikiData: Q105143845