3-[(3S)-3-hydroxybutyl]-2,4,4-trimethylcyclohex-2-en-1-one

Details

• Internal ID: 6a15a3a4-67ac-4f60-80ec-fa77ab7a9f8d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 3-[(3S)-3-hydroxybutyl]-2,4,4-trimethylcyclohex-2-en-1-one
• SMILES (Canonical): CC1=C(C(CCC1=O)(C)C)CCC(C)O
• SMILES (Isomeric): CC1=C(C(CCC1=O)(C)C)CC[C@H](C)O
• InChI: InChI=1S/C13H22O2/c1-9(14)5-6-11-10(2)12(15)7-8-13(11,3)4/h9,14H,5-8H2,1-4H3/t9-/m0/s1
• InChI Key: KNHUHSLRIKTCIY-VIFPVBQESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₂O₂
• Molecular Weight: 210.31 g/mol
• Exact Mass: 210.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8356	83.56%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7955	79.55%
OATP2B1 inhibitior	-	0.8474	84.74%
OATP1B1 inhibitior	+	0.9100	91.00%
OATP1B3 inhibitior	+	0.9578	95.78%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6720	67.20%
P-glycoprotein inhibitior	-	0.9376	93.76%
P-glycoprotein substrate	-	0.9022	90.22%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	0.7735	77.35%
CYP2D6 substrate	-	0.8594	85.94%
CYP3A4 inhibition	-	0.7994	79.94%
CYP2C9 inhibition	-	0.9116	91.16%
CYP2C19 inhibition	-	0.9252	92.52%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	-	0.9064	90.64%
CYP2C8 inhibition	-	0.9849	98.49%
CYP inhibitory promiscuity	-	0.9055	90.55%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.8728	87.28%
Carcinogenicity (trinary)	Non-required	0.6241	62.41%
Eye corrosion	-	0.9752	97.52%
Eye irritation	+	0.7572	75.72%
Skin irritation	+	0.6250	62.50%
Skin corrosion	-	0.9844	98.44%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7916	79.16%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	+	0.5241	52.41%
skin sensitisation	+	0.8608	86.08%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.7244	72.44%
Acute Oral Toxicity (c)	III	0.8136	81.36%
Estrogen receptor binding	-	0.9510	95.10%
Androgen receptor binding	-	0.6342	63.42%
Thyroid receptor binding	-	0.5856	58.56%
Glucocorticoid receptor binding	-	0.7958	79.58%
Aromatase binding	-	0.9167	91.67%
PPAR gamma	-	0.6769	67.69%
Honey bee toxicity	-	0.9434	94.34%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	+	0.9675	96.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.36%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.99%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.79%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.38%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	89.28%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.72%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	87.25%	83.82%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.74%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.32%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.29%	94.45%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.84%	94.00%
CHEMBL1907	P15144	Aminopeptidase N	80.90%	93.31%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.55%	96.47%

Plants that contains it

• Chamaecyparis formosensis
• Tectona grandis

Cross-Links

• PubChem: 14086374
• LOTUS: LTS0145599
• wikiData: Q105143425