4-[3,5,6-Trihydroxy-5-(3-methylbut-2-enyl)cyclohexen-1-yl]but-3-yn-2-one

Details

• Internal ID: 8093a9cd-9888-40fc-948c-d62237758cb7
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclitols and derivatives
• IUPAC Name: 4-[3,5,6-trihydroxy-5-(3-methylbut-2-enyl)cyclohexen-1-yl]but-3-yn-2-one
• InChI: InChI=1S/C15H20O4/c1-10(2)6-7-15(19)9-13(17)8-12(14(15)18)5-4-11(3)16/h6,8,13-14,17-19H,7,9H2,1-3H3
• InChI Key: PIBCDVMQUBXKPE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.72
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9337	93.37%
Caco-2	-	0.5927	59.27%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7619	76.19%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.9149	91.49%
OATP1B3 inhibitior	+	0.9569	95.69%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7738	77.38%
P-glycoprotein inhibitior	-	0.9403	94.03%
P-glycoprotein substrate	-	0.7920	79.20%
CYP3A4 substrate	+	0.5207	52.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8249	82.49%
CYP3A4 inhibition	-	0.7861	78.61%
CYP2C9 inhibition	-	0.7692	76.92%
CYP2C19 inhibition	-	0.6382	63.82%
CYP2D6 inhibition	-	0.8938	89.38%
CYP1A2 inhibition	-	0.8808	88.08%
CYP2C8 inhibition	-	0.8754	87.54%
CYP inhibitory promiscuity	-	0.8163	81.63%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6622	66.22%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.7251	72.51%
Skin irritation	-	0.5980	59.80%
Skin corrosion	-	0.8668	86.68%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5916	59.16%
Micronuclear	-	0.7241	72.41%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	+	0.5232	52.32%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5109	51.09%
Acute Oral Toxicity (c)	III	0.5259	52.59%
Estrogen receptor binding	+	0.5480	54.80%
Androgen receptor binding	-	0.7099	70.99%
Thyroid receptor binding	-	0.5686	56.86%
Glucocorticoid receptor binding	+	0.6008	60.08%
Aromatase binding	-	0.5720	57.20%
PPAR gamma	-	0.5252	52.52%
Honey bee toxicity	-	0.8703	87.03%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8957	89.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	96.55%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.50%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.95%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.18%	96.61%
CHEMBL4208	P20618	Proteasome component C5	87.52%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.38%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.59%	100.00%
CHEMBL2581	P07339	Cathepsin D	80.87%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.49%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.42%	97.25%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.35%	91.24%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162968406
• LOTUS: LTS0100948
• wikiData: Q104194798