(4R,6R)-4-hydroxy-4-[(E)-3-hydroxy-3-methylbut-1-enyl]-3-methoxy-6-prop-2-enylcyclohex-2-en-1-one

Details

• Internal ID: 4368e07d-c79b-4471-9487-47679d231552
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (4R,6R)-4-hydroxy-4-[(E)-3-hydroxy-3-methylbut-1-enyl]-3-methoxy-6-prop-2-enylcyclohex-2-en-1-one
• InChI: InChI=1S/C15H22O4/c1-5-6-11-10-15(18,8-7-14(2,3)17)13(19-4)9-12(11)16/h5,7-9,11,17-18H,1,6,10H2,2-4H3/b8-7+/t11-,15+/m1/s1
• InChI Key: YLILXMIOQPWCOR-ANZZWMKQSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.74
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9562	95.62%
Caco-2	+	0.6962	69.62%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7832	78.32%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.8933	89.33%
OATP1B3 inhibitior	+	0.9442	94.42%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7787	77.87%
P-glycoprotein inhibitior	-	0.9295	92.95%
P-glycoprotein substrate	-	0.8226	82.26%
CYP3A4 substrate	+	0.6169	61.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8716	87.16%
CYP3A4 inhibition	-	0.7102	71.02%
CYP2C9 inhibition	-	0.8713	87.13%
CYP2C19 inhibition	-	0.6346	63.46%
CYP2D6 inhibition	-	0.9005	90.05%
CYP1A2 inhibition	-	0.9032	90.32%
CYP2C8 inhibition	-	0.8176	81.76%
CYP inhibitory promiscuity	-	0.8538	85.38%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7771	77.71%
Carcinogenicity (trinary)	Non-required	0.6526	65.26%
Eye corrosion	-	0.9620	96.20%
Eye irritation	-	0.8638	86.38%
Skin irritation	-	0.6536	65.36%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5098	50.98%
Micronuclear	-	0.7141	71.41%
Hepatotoxicity	-	0.5099	50.99%
skin sensitisation	+	0.5608	56.08%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.6420	64.20%
Acute Oral Toxicity (c)	III	0.6213	62.13%
Estrogen receptor binding	+	0.6474	64.74%
Androgen receptor binding	-	0.6075	60.75%
Thyroid receptor binding	+	0.6256	62.56%
Glucocorticoid receptor binding	+	0.6728	67.28%
Aromatase binding	-	0.6680	66.80%
PPAR gamma	-	0.5447	54.47%
Honey bee toxicity	-	0.7885	78.85%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.7715	77.15%

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	98.62%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.25%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.95%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.10%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.49%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.33%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.58%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	85.44%	94.75%
CHEMBL1902	P62942	FK506-binding protein 1A	84.23%	97.05%
CHEMBL226	P30542	Adenosine A1 receptor	81.24%	95.93%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.22%	82.69%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.71%	89.34%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.22%	93.00%

Plants that contains it

• Illicium tashiroi

Cross-Links

• PubChem: 101672250
• LOTUS: LTS0117323
• wikiData: Q105350149