(4S,5S)-3,3,5-trimethyl-4-[(E)-3-oxobut-1-enyl]cyclohexan-1-one

Details

• Internal ID: 5989e6d7-4833-4b51-a8d6-e379d709a9ff
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4S,5S)-3,3,5-trimethyl-4-[(E)-3-oxobut-1-enyl]cyclohexan-1-one
• SMILES (Canonical): CC1CC(=O)CC(C1C=CC(=O)C)(C)C
• SMILES (Isomeric): C[C@H]1CC(=O)CC([C@@H]1/C=C/C(=O)C)(C)C
• InChI: InChI=1S/C13H20O2/c1-9-7-11(15)8-13(3,4)12(9)6-5-10(2)14/h5-6,9,12H,7-8H2,1-4H3/b6-5+/t9-,12+/m0/s1
• InChI Key: LFINYQLDKKVZCA-FSRQASEOSA-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): 34.10 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.7911	79.11%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7966	79.66%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.9340	93.40%
OATP1B3 inhibitior	+	0.9578	95.78%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8199	81.99%
P-glycoprotein inhibitior	-	0.9652	96.52%
P-glycoprotein substrate	-	0.9138	91.38%
CYP3A4 substrate	+	0.5370	53.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8845	88.45%
CYP3A4 inhibition	-	0.8767	87.67%
CYP2C9 inhibition	-	0.8573	85.73%
CYP2C19 inhibition	-	0.8447	84.47%
CYP2D6 inhibition	-	0.9250	92.50%
CYP1A2 inhibition	-	0.8887	88.87%
CYP2C8 inhibition	-	0.9177	91.77%
CYP inhibitory promiscuity	-	0.9344	93.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6673	66.73%
Carcinogenicity (trinary)	Non-required	0.5481	54.81%
Eye corrosion	-	0.6278	62.78%
Eye irritation	-	0.6632	66.32%
Skin irritation	+	0.5147	51.47%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6063	60.63%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5228	52.28%
skin sensitisation	+	0.9475	94.75%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.9500	95.00%
Nephrotoxicity	+	0.6922	69.22%
Acute Oral Toxicity (c)	III	0.5126	51.26%
Estrogen receptor binding	-	0.8628	86.28%
Androgen receptor binding	-	0.8832	88.32%
Thyroid receptor binding	-	0.7789	77.89%
Glucocorticoid receptor binding	-	0.8514	85.14%
Aromatase binding	-	0.9054	90.54%
PPAR gamma	-	0.9060	90.60%
Honey bee toxicity	-	0.8186	81.86%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9150	91.50%

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	94.08%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.22%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.11%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.72%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.85%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.79%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.11%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.04%	89.34%
CHEMBL340	P08684	Cytochrome P450 3A4	83.21%	91.19%
CHEMBL1902	P62942	FK506-binding protein 1A	80.42%	97.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.18%	100.00%

Plants that contains it

• Boronia megastigma

Cross-Links

• PubChem: 135390877
• LOTUS: LTS0213083
• wikiData: Q105151027