Pestaloficiol S

Details

• Internal ID: 5e6f3d54-a024-48a5-ba15-7bda468b8a5a
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: 2,2-dimethyl-4-(3-methylbut-3-en-1-ynyl)-3H-1-benzofuran-7-ol
• SMILES (Canonical): CC(=C)C#CC1=C2CC(OC2=C(C=C1)O)(C)C
• SMILES (Isomeric): CC(=C)C#CC1=C2CC(OC2=C(C=C1)O)(C)C
• InChI: InChI=1S/C15H16O2/c1-10(2)5-6-11-7-8-13(16)14-12(11)9-15(3,4)17-14/h7-8,16H,1,9H2,2-4H3
• InChI Key: OXUABLGHDLQARM-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₂
• Molecular Weight: 228.29 g/mol
• Exact Mass: 228.115029749 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.03
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• RefChem:171956
• 2,2-dimethyl-4-(3-methylbut-3-en-1-ynyl)-3H-1-benzofuran-7-ol
• CHEBI:223624
• 2,2-dimethyl-4-(3-methylbut-3-en-1-ynyl)-3H-1-benzouran-7-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9923	99.23%
Caco-2	+	0.6183	61.83%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5702	57.02%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.9460	94.60%
OATP1B3 inhibitior	+	0.9496	94.96%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8876	88.76%
P-glycoprotein inhibitior	-	0.9139	91.39%
P-glycoprotein substrate	-	0.8391	83.91%
CYP3A4 substrate	+	0.5188	51.88%
CYP2C9 substrate	-	0.5928	59.28%
CYP2D6 substrate	-	0.6640	66.40%
CYP3A4 inhibition	+	0.5093	50.93%
CYP2C9 inhibition	-	0.6385	63.85%
CYP2C19 inhibition	+	0.6122	61.22%
CYP2D6 inhibition	-	0.8082	80.82%
CYP1A2 inhibition	+	0.6840	68.40%
CYP2C8 inhibition	-	0.6336	63.36%
CYP inhibitory promiscuity	+	0.7985	79.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7926	79.26%
Carcinogenicity (trinary)	Non-required	0.4430	44.30%
Eye corrosion	-	0.9649	96.49%
Eye irritation	+	0.5747	57.47%
Skin irritation	-	0.6307	63.07%
Skin corrosion	-	0.8204	82.04%
Ames mutagenesis	-	0.6798	67.98%
Human Ether-a-go-go-Related Gene inhibition	-	0.5490	54.90%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	+	0.5966	59.66%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.8326	83.26%
Acute Oral Toxicity (c)	III	0.6874	68.74%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.5438	54.38%
Thyroid receptor binding	+	0.6646	66.46%
Glucocorticoid receptor binding	-	0.6342	63.42%
Aromatase binding	+	0.6073	60.73%
PPAR gamma	+	0.5967	59.67%
Honey bee toxicity	-	0.8358	83.58%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9613	96.13%

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	98.57%	91.11%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	94.79%	85.30%
CHEMBL2996	Q05655	Protein kinase C delta	94.63%	97.79%
CHEMBL221	P23219	Cyclooxygenase-1	93.92%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.68%	96.09%
CHEMBL3492	P49721	Proteasome Macropain subunit	86.90%	90.24%
CHEMBL1951	P21397	Monoamine oxidase A	86.36%	91.49%
CHEMBL4208	P20618	Proteasome component C5	83.21%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.45%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.15%	86.33%
CHEMBL2581	P07339	Cathepsin D	81.34%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.88%	89.00%

Plants that contains it

• Bromelia pinguin
• Vellozia piresiana

Cross-Links

• PubChem: 139586508
• LOTUS: LTS0028343
• wikiData: Q103816507