(4S,6R)-6-hydroxy-4-[(3R)-3-hydroxybutyl]-3,5,5-trimethylcyclohex-2-en-1-one

Details

• Internal ID: 20fc48af-6a1f-4243-a46e-d33b69c7135b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4S,6R)-6-hydroxy-4-[(3R)-3-hydroxybutyl]-3,5,5-trimethylcyclohex-2-en-1-one
• InChI: InChI=1S/C13H22O3/c1-8-7-11(15)12(16)13(3,4)10(8)6-5-9(2)14/h7,9-10,12,14,16H,5-6H2,1-4H3/t9-,10+,12+/m1/s1
• InChI Key: ZWAAAEHDCOEGQK-SCVCMEIPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₂O₃
• Molecular Weight: 226.31 g/mol
• Exact Mass: 226.15689456 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.68
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	+	0.5444	54.44%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7797	77.97%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.8928	89.28%
OATP1B3 inhibitior	+	0.9718	97.18%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8375	83.75%
P-glycoprotein inhibitior	-	0.9664	96.64%
P-glycoprotein substrate	-	0.7746	77.46%
CYP3A4 substrate	+	0.5102	51.02%
CYP2C9 substrate	-	0.7781	77.81%
CYP2D6 substrate	-	0.8725	87.25%
CYP3A4 inhibition	-	0.8045	80.45%
CYP2C9 inhibition	-	0.8004	80.04%
CYP2C19 inhibition	-	0.8378	83.78%
CYP2D6 inhibition	-	0.8891	88.91%
CYP1A2 inhibition	-	0.8939	89.39%
CYP2C8 inhibition	-	0.9722	97.22%
CYP inhibitory promiscuity	-	0.7992	79.92%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8728	87.28%
Carcinogenicity (trinary)	Non-required	0.6194	61.94%
Eye corrosion	-	0.9837	98.37%
Eye irritation	-	0.8955	89.55%
Skin irritation	+	0.5962	59.62%
Skin corrosion	-	0.9028	90.28%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6487	64.87%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5159	51.59%
skin sensitisation	+	0.7473	74.73%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6877	68.77%
Acute Oral Toxicity (c)	III	0.7630	76.30%
Estrogen receptor binding	-	0.5197	51.97%
Androgen receptor binding	-	0.7912	79.12%
Thyroid receptor binding	-	0.5061	50.61%
Glucocorticoid receptor binding	-	0.5620	56.20%
Aromatase binding	-	0.8737	87.37%
PPAR gamma	-	0.7613	76.13%
Honey bee toxicity	-	0.8680	86.80%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.8884	88.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.06%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.24%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.60%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.28%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.38%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	88.11%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.37%	97.25%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.57%	96.47%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.29%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.01%	94.45%

Plants that contains it

• Cestrum parqui

Cross-Links

• PubChem: 11218401
• LOTUS: LTS0230117
• wikiData: Q105384781