FS4 toxin

Details

• Internal ID: 35777233-effd-44aa-9ee9-dd4e7fd153c9
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: 4-(4-hydroxy-1,4-dimethylcyclohex-2-en-1-yl)-3-(hydroxymethyl)-4-methylcyclopent-2-en-1-one
• SMILES (Canonical): CC1(CCC(C=C1)(C)O)C2(CC(=O)C=C2CO)C
• SMILES (Isomeric): CC1(CCC(C=C1)(C)O)C2(CC(=O)C=C2CO)C
• InChI: InChI=1S/C15H22O3/c1-13(4-6-14(2,18)7-5-13)15(3)9-12(17)8-11(15)10-16/h4,6,8,16,18H,5,7,9-10H2,1-3H3
• InChI Key: MKMOUQVTTUPKSO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.99
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• Toxin FS4
• CHEBI:138771
• 4-(4-hydroxy-1,4-dimethyl-2-cyclohexen-1-yl)-3-(hydroxymethyl)-4-methyl-2-cyclopenten-1-one
• 4-(4-hydroxy-1,4-dimethylcyclohex-2-en-1-yl)-3-(hydroxymethyl)-4-methylcyclopent-2-en-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.8663	86.63%
Blood Brain Barrier	+	0.6385	63.85%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8489	84.89%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.9024	90.24%
OATP1B3 inhibitior	+	0.9619	96.19%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5472	54.72%
BSEP inhibitior	+	0.6024	60.24%
P-glycoprotein inhibitior	-	0.9647	96.47%
P-glycoprotein substrate	-	0.8974	89.74%
CYP3A4 substrate	+	0.5169	51.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8931	89.31%
CYP3A4 inhibition	-	0.7728	77.28%
CYP2C9 inhibition	-	0.8322	83.22%
CYP2C19 inhibition	-	0.9189	91.89%
CYP2D6 inhibition	-	0.9018	90.18%
CYP1A2 inhibition	-	0.8727	87.27%
CYP2C8 inhibition	-	0.9542	95.42%
CYP inhibitory promiscuity	-	0.8299	82.99%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9328	93.28%
Carcinogenicity (trinary)	Non-required	0.6062	60.62%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.5617	56.17%
Skin irritation	-	0.6415	64.15%
Skin corrosion	-	0.9793	97.93%
Ames mutagenesis	-	0.6024	60.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.7182	71.82%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7303	73.03%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5721	57.21%
Acute Oral Toxicity (c)	III	0.7051	70.51%
Estrogen receptor binding	-	0.6343	63.43%
Androgen receptor binding	+	0.5245	52.45%
Thyroid receptor binding	-	0.5218	52.18%
Glucocorticoid receptor binding	+	0.6338	63.38%
Aromatase binding	-	0.6112	61.12%
PPAR gamma	-	0.7382	73.82%
Honey bee toxicity	-	0.8857	88.57%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9605	96.05%

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	94.63%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.20%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.10%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.07%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.36%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.32%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.62%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.59%	93.99%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.38%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.98%	82.69%
CHEMBL4208	P20618	Proteasome component C5	83.71%	90.00%
CHEMBL1937	Q92769	Histone deacetylase 2	81.19%	94.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14408096
• LOTUS: LTS0217312
• wikiData: Q104171772