(E)-3-[(1S,3S,4R)-3-bromo-4-hydroxy-4-methylcyclohexyl]but-2-enal

Details

• Internal ID: 5da4d751-4bd0-4ce8-ad06-4b905c3569b4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: (E)-3-[(1S,3S,4R)-3-bromo-4-hydroxy-4-methylcyclohexyl]but-2-enal
• SMILES (Canonical): CC(=CC=O)C1CCC(C(C1)Br)(C)O
• SMILES (Isomeric): C/C(=C\C=O)/[C@H]1CC[C@@]([C@H](C1)Br)(C)O
• InChI: InChI=1S/C11H17BrO2/c1-8(4-6-13)9-3-5-11(2,14)10(12)7-9/h4,6,9-10,14H,3,5,7H2,1-2H3/b8-4+/t9-,10-,11+/m0/s1
• InChI Key: NMCFXEPPDQBROS-SLEYYXBJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₇BrO₂
• Molecular Weight: 261.15 g/mol
• Exact Mass: 260.04119 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.45
• 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	+	1.0000	100.00%
Caco-2	+	0.6917	69.17%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7745	77.45%
OATP2B1 inhibitior	-	0.8500	85.00%
OATP1B1 inhibitior	+	0.9237	92.37%
OATP1B3 inhibitior	+	0.9630	96.30%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.9116	91.16%
P-glycoprotein inhibitior	-	0.9768	97.68%
P-glycoprotein substrate	-	0.8845	88.45%
CYP3A4 substrate	+	0.5567	55.67%
CYP2C9 substrate	-	0.8111	81.11%
CYP2D6 substrate	-	0.8766	87.66%
CYP3A4 inhibition	-	0.7985	79.85%
CYP2C9 inhibition	-	0.7836	78.36%
CYP2C19 inhibition	-	0.9166	91.66%
CYP2D6 inhibition	-	0.9148	91.48%
CYP1A2 inhibition	-	0.9140	91.40%
CYP2C8 inhibition	-	0.9265	92.65%
CYP inhibitory promiscuity	-	0.9388	93.88%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8117	81.17%
Carcinogenicity (trinary)	Non-required	0.5111	51.11%
Eye corrosion	-	0.9630	96.30%
Eye irritation	-	0.8854	88.54%
Skin irritation	-	0.5147	51.47%
Skin corrosion	-	0.9688	96.88%
Ames mutagenesis	-	0.6237	62.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4874	48.74%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.6418	64.18%
skin sensitisation	+	0.6727	67.27%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.6182	61.82%
Acute Oral Toxicity (c)	III	0.7083	70.83%
Estrogen receptor binding	-	0.8169	81.69%
Androgen receptor binding	-	0.8487	84.87%
Thyroid receptor binding	-	0.6019	60.19%
Glucocorticoid receptor binding	-	0.5419	54.19%
Aromatase binding	-	0.8413	84.13%
PPAR gamma	-	0.6914	69.14%
Honey bee toxicity	-	0.8305	83.05%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9866	98.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.86%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.38%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.42%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.94%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.91%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.16%	100.00%
CHEMBL284	P27487	Dipeptidyl peptidase IV	84.73%	95.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.13%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	81.58%	91.19%
CHEMBL1871	P10275	Androgen Receptor	81.21%	96.43%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.54%	91.24%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.51%	95.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.38%	92.94%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21587196
• LOTUS: LTS0146380
• wikiData: Q105181696