(4R)-4-[(E,3S)-3,4-dihydroxybut-1-enyl]-3,5,5-trimethylcyclohex-2-en-1-one

Details

• Internal ID: fabe4d1d-536a-4fde-900b-1ecb43fc6329
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4R)-4-[(E,3S)-3,4-dihydroxybut-1-enyl]-3,5,5-trimethylcyclohex-2-en-1-one
• InChI: InChI=1S/C13H20O3/c1-9-6-11(16)7-13(2,3)12(9)5-4-10(15)8-14/h4-6,10,12,14-15H,7-8H2,1-3H3/b5-4+/t10-,12-/m0/s1
• InChI Key: QNFGCJUWVHQNGF-XVHVLHHCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₀O₃
• Molecular Weight: 224.30 g/mol
• Exact Mass: 224.14124450 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.46
• 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	+	0.9871	98.71%
Caco-2	+	0.5485	54.85%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7934	79.34%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.8916	89.16%
OATP1B3 inhibitior	+	0.9511	95.11%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7702	77.02%
P-glycoprotein inhibitior	-	0.9712	97.12%
P-glycoprotein substrate	-	0.8976	89.76%
CYP3A4 substrate	+	0.5313	53.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8865	88.65%
CYP3A4 inhibition	-	0.7488	74.88%
CYP2C9 inhibition	-	0.8708	87.08%
CYP2C19 inhibition	-	0.8740	87.40%
CYP2D6 inhibition	-	0.9186	91.86%
CYP1A2 inhibition	-	0.8156	81.56%
CYP2C8 inhibition	-	0.9188	91.88%
CYP inhibitory promiscuity	-	0.9019	90.19%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7717	77.17%
Carcinogenicity (trinary)	Non-required	0.5918	59.18%
Eye corrosion	-	0.9769	97.69%
Eye irritation	-	0.9302	93.02%
Skin irritation	-	0.7534	75.34%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6813	68.13%
Micronuclear	-	0.8709	87.09%
Hepatotoxicity	-	0.5321	53.21%
skin sensitisation	+	0.7156	71.56%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6310	63.10%
Acute Oral Toxicity (c)	III	0.7110	71.10%
Estrogen receptor binding	-	0.9185	91.85%
Androgen receptor binding	-	0.7479	74.79%
Thyroid receptor binding	-	0.7057	70.57%
Glucocorticoid receptor binding	-	0.5264	52.64%
Aromatase binding	-	0.8644	86.44%
PPAR gamma	-	0.8105	81.05%
Honey bee toxicity	-	0.9156	91.56%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.7025	70.25%

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	97.71%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.34%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.62%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.81%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.66%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.86%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.55%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.84%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.17%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.50%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.11%	94.45%

Plants that contains it

• Aglaia archboldiana

Cross-Links

• PubChem: 636972
• LOTUS: LTS0102037
• wikiData: Q105224379