(4Z)-2-hydroxy-4-(1-hydroxy-2-methylbutylidene)-2,6-bis(3-methylbut-2-enyl)cyclohexane-1,3,5-trione

Details

• Internal ID: 6a9cd3fb-8b66-4ec4-acf7-fa033457ecc7
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > 1,3-dicarbonyl compounds > Beta-diketones
• IUPAC Name: (4Z)-2-hydroxy-4-(1-hydroxy-2-methylbutylidene)-2,6-bis(3-methylbut-2-enyl)cyclohexane-1,3,5-trione
• InChI: InChI=1S/C21H30O5/c1-7-14(6)17(22)16-18(23)15(9-8-12(2)3)19(24)21(26,20(16)25)11-10-13(4)5/h8,10,14-15,22,26H,7,9,11H2,1-6H3/b17-16-
• InChI Key: TXIMOSYXHVUECK-MSUUIHNZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₅
• Molecular Weight: 362.50 g/mol
• Exact Mass: 362.20932405 g/mol
• Topological Polar Surface Area (TPSA): 91.70 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 3.63
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9911	99.11%
Caco-2	+	0.5723	57.23%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7960	79.60%
OATP2B1 inhibitior	-	0.7173	71.73%
OATP1B1 inhibitior	+	0.8613	86.13%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5222	52.22%
P-glycoprotein inhibitior	-	0.7799	77.99%
P-glycoprotein substrate	-	0.7053	70.53%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8789	87.89%
CYP3A4 inhibition	-	0.7391	73.91%
CYP2C9 inhibition	-	0.8643	86.43%
CYP2C19 inhibition	-	0.6837	68.37%
CYP2D6 inhibition	-	0.8805	88.05%
CYP1A2 inhibition	-	0.9427	94.27%
CYP2C8 inhibition	-	0.8780	87.80%
CYP inhibitory promiscuity	-	0.9033	90.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6460	64.60%
Eye corrosion	-	0.9808	98.08%
Eye irritation	-	0.7733	77.33%
Skin irritation	-	0.6046	60.46%
Skin corrosion	-	0.9182	91.82%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7338	73.38%
Micronuclear	-	0.7241	72.41%
Hepatotoxicity	+	0.5980	59.80%
skin sensitisation	+	0.5196	51.96%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.6113	61.13%
Acute Oral Toxicity (c)	II	0.3823	38.23%
Estrogen receptor binding	+	0.5569	55.69%
Androgen receptor binding	+	0.6377	63.77%
Thyroid receptor binding	-	0.5913	59.13%
Glucocorticoid receptor binding	+	0.6063	60.63%
Aromatase binding	-	0.5259	52.59%
PPAR gamma	+	0.7051	70.51%
Honey bee toxicity	-	0.8572	85.72%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9821	98.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.18%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.39%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.32%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.11%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	91.99%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.99%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.37%	85.14%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.49%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.38%	95.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.99%	96.90%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.06%	93.56%

Plants that contains it

• Humulus lupulus

Cross-Links

• PubChem: 45114757
• NPASS: NPC5449