Pestacin

Details

• Internal ID: e5af03ad-ba47-4917-ad4c-d77a446cde11
• Taxonomy: Organoheterocyclic compounds > Isocoumarans
• IUPAC Name: 2-(7-hydroxy-5-methyl-1,3-dihydro-2-benzofuran-1-yl)benzene-1,3-diol
• SMILES (Canonical): CC1=CC2=C(C(OC2)C3=C(C=CC=C3O)O)C(=C1)O
• SMILES (Isomeric): CC1=CC2=C(C(OC2)C3=C(C=CC=C3O)O)C(=C1)O
• InChI: InChI=1S/C15H14O4/c1-8-5-9-7-19-15(13(9)12(18)6-8)14-10(16)3-2-4-11(14)17/h2-6,15-18H,7H2,1H3
• InChI Key: KXVCRSXYCVASDF-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₄
• Molecular Weight: 258.27 g/mol
• Exact Mass: 258.08920892 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• SCHEMBL14566967

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9709	97.09%
Caco-2	+	0.7328	73.28%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7279	72.79%
OATP2B1 inhibitior	-	0.7183	71.83%
OATP1B1 inhibitior	+	0.9497	94.97%
OATP1B3 inhibitior	+	0.9062	90.62%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6265	62.65%
P-glycoprotein inhibitior	-	0.8815	88.15%
P-glycoprotein substrate	-	0.8810	88.10%
CYP3A4 substrate	-	0.5434	54.34%
CYP2C9 substrate	-	0.7778	77.78%
CYP2D6 substrate	+	0.3696	36.96%
CYP3A4 inhibition	-	0.6138	61.38%
CYP2C9 inhibition	+	0.8745	87.45%
CYP2C19 inhibition	+	0.7195	71.95%
CYP2D6 inhibition	-	0.8575	85.75%
CYP1A2 inhibition	+	0.9037	90.37%
CYP2C8 inhibition	-	0.7822	78.22%
CYP inhibitory promiscuity	+	0.9489	94.89%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4538	45.38%
Eye corrosion	-	0.9919	99.19%
Eye irritation	+	0.5871	58.71%
Skin irritation	-	0.6797	67.97%
Skin corrosion	-	0.9045	90.45%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5494	54.94%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8532	85.32%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8726	87.26%
Acute Oral Toxicity (c)	III	0.4948	49.48%
Estrogen receptor binding	+	0.7361	73.61%
Androgen receptor binding	+	0.6443	64.43%
Thyroid receptor binding	+	0.6581	65.81%
Glucocorticoid receptor binding	+	0.7607	76.07%
Aromatase binding	-	0.5061	50.61%
PPAR gamma	+	0.7973	79.73%
Honey bee toxicity	-	0.9627	96.27%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9610	96.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.03%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.07%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.71%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.04%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.46%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.09%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.02%	86.33%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	83.91%	96.42%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.91%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.46%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.87%	97.09%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.52%	93.65%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 9965029
• LOTUS: LTS0238627
• wikiData: Q104170689