4-(3-Hydroxybutyl)-5-(hydroxymethyl)-3,3-dimethylcyclohexan-1-one

Details

• Internal ID: a4413ab0-0849-4596-a220-eae9165a1545
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 4-(3-hydroxybutyl)-5-(hydroxymethyl)-3,3-dimethylcyclohexan-1-one
• SMILES (Canonical): CC(CCC1C(CC(=O)CC1(C)C)CO)O
• SMILES (Isomeric): CC(CCC1C(CC(=O)CC1(C)C)CO)O
• InChI: InChI=1S/C13H24O3/c1-9(15)4-5-12-10(8-14)6-11(16)7-13(12,2)3/h9-10,12,14-15H,4-8H2,1-3H3
• InChI Key: WKJFOHDRXKWXDA-UHFFFAOYSA-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: 1.20
• 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	+	0.9922	99.22%
Caco-2	+	0.6457	64.57%
Blood Brain Barrier	+	0.6385	63.85%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8929	89.29%
OATP2B1 inhibitior	-	0.8489	84.89%
OATP1B1 inhibitior	+	0.9332	93.32%
OATP1B3 inhibitior	+	0.9420	94.20%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5333	53.33%
BSEP inhibitior	-	0.8163	81.63%
P-glycoprotein inhibitior	-	0.9495	94.95%
P-glycoprotein substrate	-	0.8123	81.23%
CYP3A4 substrate	-	0.5351	53.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7962	79.62%
CYP3A4 inhibition	-	0.6959	69.59%
CYP2C9 inhibition	-	0.7241	72.41%
CYP2C19 inhibition	-	0.9472	94.72%
CYP2D6 inhibition	-	0.9279	92.79%
CYP1A2 inhibition	-	0.7794	77.94%
CYP2C8 inhibition	-	0.9843	98.43%
CYP inhibitory promiscuity	-	0.9523	95.23%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.7053	70.53%
Eye corrosion	-	0.9742	97.42%
Eye irritation	-	0.6175	61.75%
Skin irritation	-	0.7485	74.85%
Skin corrosion	-	0.9842	98.42%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6665	66.65%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.5548	55.48%
skin sensitisation	+	0.5236	52.36%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.6354	63.54%
Acute Oral Toxicity (c)	III	0.8134	81.34%
Estrogen receptor binding	-	0.8926	89.26%
Androgen receptor binding	-	0.7355	73.55%
Thyroid receptor binding	-	0.6353	63.53%
Glucocorticoid receptor binding	-	0.5799	57.99%
Aromatase binding	-	0.7281	72.81%
PPAR gamma	-	0.9038	90.38%
Honey bee toxicity	-	0.9275	92.75%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	+	0.8809	88.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.78%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.03%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.73%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.36%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.40%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	88.47%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.25%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.80%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.66%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.04%	96.47%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.05%	96.61%
CHEMBL299	P17252	Protein kinase C alpha	80.09%	98.03%

Plants that contains it

• Picrasma quassioides

Cross-Links

• PubChem: 14587389
• LOTUS: LTS0242735
• wikiData: Q105307380