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

Details

• Internal ID: 5343e1c6-ac19-4cd2-8caf-bdee6f5f0587
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4R)-4-[(E,3S)-3-hydroxybut-1-enyl]-3,5,5-trimethylcyclohex-2-en-1-one
• SMILES (Canonical): CC1=CC(=O)CC(C1C=CC(C)O)(C)C
• SMILES (Isomeric): CC1=CC(=O)CC([C@H]1/C=C/[C@H](C)O)(C)C
• InChI: InChI=1S/C13H20O2/c1-9-7-11(15)8-13(3,4)12(9)6-5-10(2)14/h5-7,10,12,14H,8H2,1-4H3/b6-5+/t10-,12-/m0/s1
• InChI Key: MDCGEAGEQVMWPE-FANORHCKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₀O₂
• Molecular Weight: 208.30 g/mol
• Exact Mass: 208.146329876 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.48
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	+	0.6517	65.17%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7643	76.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9310	93.10%
OATP1B3 inhibitior	+	0.9649	96.49%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7846	78.46%
P-glycoprotein inhibitior	-	0.9753	97.53%
P-glycoprotein substrate	-	0.9016	90.16%
CYP3A4 substrate	-	0.5054	50.54%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8828	88.28%
CYP3A4 inhibition	-	0.7530	75.30%
CYP2C9 inhibition	-	0.9003	90.03%
CYP2C19 inhibition	-	0.8074	80.74%
CYP2D6 inhibition	-	0.9270	92.70%
CYP1A2 inhibition	-	0.8339	83.39%
CYP2C8 inhibition	-	0.9683	96.83%
CYP inhibitory promiscuity	-	0.8526	85.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6757	67.57%
Carcinogenicity (trinary)	Non-required	0.5194	51.94%
Eye corrosion	-	0.8786	87.86%
Eye irritation	-	0.7609	76.09%
Skin irritation	+	0.6593	65.93%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7348	73.48%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5427	54.27%
skin sensitisation	+	0.9433	94.33%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.9125	91.25%
Nephrotoxicity	-	0.5749	57.49%
Acute Oral Toxicity (c)	III	0.8197	81.97%
Estrogen receptor binding	-	0.9131	91.31%
Androgen receptor binding	-	0.7583	75.83%
Thyroid receptor binding	-	0.7277	72.77%
Glucocorticoid receptor binding	-	0.6889	68.89%
Aromatase binding	-	0.8926	89.26%
PPAR gamma	-	0.8513	85.13%
Honey bee toxicity	-	0.9114	91.14%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.8517	85.17%

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	95.61%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.01%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.86%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.84%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.97%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.91%	96.09%
CHEMBL1871	P10275	Androgen Receptor	83.56%	96.43%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.77%	93.40%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.59%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.65%	99.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.51%	96.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.27%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.07%	94.45%

Plants that contains it

• Peperomia heyneana

Cross-Links

• PubChem: 21630891
• LOTUS: LTS0193805
• wikiData: Q105161590