4-hydroxy-3-[(1R,6R)-3-methyl-6-propan-2-ylcyclohex-2-en-1-yl]-6-[(E)-2-phenylethenyl]pyran-2-one

Details

• Internal ID: a0b46914-f7d0-4749-9712-a37f5ad2cbaf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 4-hydroxy-3-[(1R,6R)-3-methyl-6-propan-2-ylcyclohex-2-en-1-yl]-6-[(E)-2-phenylethenyl]pyran-2-one
• InChI: InChI=1S/C23H26O3/c1-15(2)19-12-9-16(3)13-20(19)22-21(24)14-18(26-23(22)25)11-10-17-7-5-4-6-8-17/h4-8,10-11,13-15,19-20,24H,9,12H2,1-3H3/b11-10+/t19-,20+/m1/s1
• InChI Key: QNJUNTVTYKUFSX-WNGAPAKLSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₃
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.18819469 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.61
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.6741	67.41%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8317	83.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9014	90.14%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8031	80.31%
P-glycoprotein inhibitior	+	0.6433	64.33%
P-glycoprotein substrate	-	0.7564	75.64%
CYP3A4 substrate	+	0.5368	53.68%
CYP2C9 substrate	+	0.6755	67.55%
CYP2D6 substrate	-	0.8674	86.74%
CYP3A4 inhibition	-	0.8360	83.60%
CYP2C9 inhibition	+	0.5540	55.40%
CYP2C19 inhibition	+	0.7106	71.06%
CYP2D6 inhibition	-	0.8857	88.57%
CYP1A2 inhibition	+	0.6282	62.82%
CYP2C8 inhibition	+	0.4655	46.55%
CYP inhibitory promiscuity	+	0.5993	59.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8539	85.39%
Carcinogenicity (trinary)	Non-required	0.6291	62.91%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.8939	89.39%
Skin irritation	-	0.6510	65.10%
Skin corrosion	-	0.9363	93.63%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7053	70.53%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6659	66.59%
skin sensitisation	-	0.7152	71.52%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8996	89.96%
Acute Oral Toxicity (c)	III	0.6423	64.23%
Estrogen receptor binding	+	0.8042	80.42%
Androgen receptor binding	+	0.8187	81.87%
Thyroid receptor binding	+	0.5516	55.16%
Glucocorticoid receptor binding	+	0.7263	72.63%
Aromatase binding	+	0.7094	70.94%
PPAR gamma	+	0.8859	88.59%
Honey bee toxicity	-	0.8975	89.75%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9968	99.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.10%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.42%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.84%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.93%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.13%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.72%	99.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.68%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.30%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	86.05%	91.49%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.45%	93.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.28%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.88%	99.15%
CHEMBL2039	P27338	Monoamine oxidase B	82.13%	92.51%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.94%	94.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.82%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 56964117
• LOTUS: LTS0211626
• wikiData: Q105224510