(2S,3E,5R)-5-bromo-3-[(3R)-3-hydroxy-3-methylpent-4-enylidene]-2,4,4-trimethylcyclohexan-1-one

Details

• Internal ID: f0096588-8cd7-4663-bef4-a179f8909f03
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (2S,3E,5R)-5-bromo-3-[(3R)-3-hydroxy-3-methylpent-4-enylidene]-2,4,4-trimethylcyclohexan-1-one
• SMILES (Canonical): CC1C(=O)CC(C(C1=CCC(C)(C=C)O)(C)C)Br
• SMILES (Isomeric): C[C@@H]\1C(=O)C[C@H](C(/C1=C/C[C@](C)(C=C)O)(C)C)Br
• InChI: InChI=1S/C15H23BrO2/c1-6-15(5,18)8-7-11-10(2)12(17)9-13(16)14(11,3)4/h6-7,10,13,18H,1,8-9H2,2-5H3/b11-7+/t10-,13+,15-/m0/s1
• InChI Key: WYSLNCUJDAJWAT-SBKAPGBASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₃BrO₂
• Molecular Weight: 315.25 g/mol
• Exact Mass: 314.08814 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.64
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6195	61.95%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.8898	88.98%
OATP1B3 inhibitior	+	0.9363	93.63%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6648	66.48%
P-glycoprotein inhibitior	-	0.8942	89.42%
P-glycoprotein substrate	-	0.8627	86.27%
CYP3A4 substrate	+	0.5717	57.17%
CYP2C9 substrate	-	0.8185	81.85%
CYP2D6 substrate	-	0.8334	83.34%
CYP3A4 inhibition	-	0.5574	55.74%
CYP2C9 inhibition	-	0.7235	72.35%
CYP2C19 inhibition	-	0.7818	78.18%
CYP2D6 inhibition	-	0.8954	89.54%
CYP1A2 inhibition	-	0.8769	87.69%
CYP2C8 inhibition	-	0.9012	90.12%
CYP inhibitory promiscuity	-	0.7991	79.91%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.6139	61.39%
Carcinogenicity (trinary)	Non-required	0.5769	57.69%
Eye corrosion	-	0.9560	95.60%
Eye irritation	-	0.8565	85.65%
Skin irritation	+	0.5649	56.49%
Skin corrosion	-	0.8890	88.90%
Ames mutagenesis	-	0.6128	61.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.7405	74.05%
Micronuclear	-	0.8282	82.82%
Hepatotoxicity	+	0.6164	61.64%
skin sensitisation	+	0.8261	82.61%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.5275	52.75%
Acute Oral Toxicity (c)	III	0.8341	83.41%
Estrogen receptor binding	-	0.5722	57.22%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5748	57.48%
Glucocorticoid receptor binding	-	0.5155	51.55%
Aromatase binding	-	0.5455	54.55%
PPAR gamma	+	0.5375	53.75%
Honey bee toxicity	-	0.8731	87.31%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9857	98.57%

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	96.43%	97.25%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	93.06%	90.93%
CHEMBL2581	P07339	Cathepsin D	91.72%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.99%	91.11%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	89.70%	97.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.68%	95.56%
CHEMBL1902	P62942	FK506-binding protein 1A	86.92%	97.05%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.50%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.86%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.15%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.06%	91.07%
CHEMBL2996	Q05655	Protein kinase C delta	80.43%	97.79%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.13%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162875493
• LOTUS: LTS0018151
• wikiData: Q105322514