Pleuroton A

Details

• Internal ID: 6e99b6cc-21fe-48ff-98aa-1c715b7146e9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: 1-[(2S,3aR,6S,7R,7aS)-6,7-dihydroxy-6-methyl-3-methylidene-4,5,7,7a-tetrahydro-3aH-1-benzofuran-2-yl]-3-methylbut-2-en-1-one
• SMILES (Canonical): CC(=CC(=O)C1C(=C)C2CCC(C(C2O1)O)(C)O)C
• SMILES (Isomeric): CC(=CC(=O)[C@@H]1C(=C)[C@H]2CC[C@]([C@@H]([C@H]2O1)O)(C)O)C
• InChI: InChI=1S/C15H22O4/c1-8(2)7-11(16)12-9(3)10-5-6-15(4,18)14(17)13(10)19-12/h7,10,12-14,17-18H,3,5-6H2,1-2,4H3/t10-,12+,13+,14-,15+/m1/s1
• InChI Key: RIXLJEHCUPAPRJ-NZNQWUEYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.37
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9848	98.48%
Caco-2	-	0.6677	66.77%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6437	64.37%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.8872	88.72%
OATP1B3 inhibitior	+	0.9281	92.81%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8321	83.21%
BSEP inhibitior	-	0.9735	97.35%
P-glycoprotein inhibitior	-	0.9388	93.88%
P-glycoprotein substrate	-	0.8712	87.12%
CYP3A4 substrate	+	0.6051	60.51%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8711	87.11%
CYP3A4 inhibition	-	0.7752	77.52%
CYP2C9 inhibition	-	0.7929	79.29%
CYP2C19 inhibition	-	0.7339	73.39%
CYP2D6 inhibition	-	0.8996	89.96%
CYP1A2 inhibition	-	0.6702	67.02%
CYP2C8 inhibition	-	0.7795	77.95%
CYP inhibitory promiscuity	-	0.8701	87.01%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5481	54.81%
Eye corrosion	-	0.9839	98.39%
Eye irritation	-	0.9654	96.54%
Skin irritation	+	0.5144	51.44%
Skin corrosion	-	0.8494	84.94%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6301	63.01%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.6720	67.20%
skin sensitisation	-	0.6712	67.12%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6462	64.62%
Acute Oral Toxicity (c)	III	0.4284	42.84%
Estrogen receptor binding	+	0.6570	65.70%
Androgen receptor binding	+	0.6280	62.80%
Thyroid receptor binding	+	0.6501	65.01%
Glucocorticoid receptor binding	+	0.6816	68.16%
Aromatase binding	-	0.6692	66.92%
PPAR gamma	-	0.5253	52.53%
Honey bee toxicity	-	0.8738	87.38%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9353	93.53%

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%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.44%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.72%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.14%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.67%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.32%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.30%	89.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.29%	89.05%
CHEMBL340	P08684	Cytochrome P450 3A4	83.96%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.54%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.04%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.42%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139585821
• LOTUS: LTS0274572
• wikiData: Q77492533