Pestalasin A

Details

• Internal ID: 689238de-0752-4cd6-8ba2-35d60f7f25e5
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 3-(2-hydroxypropyl)-6,8-dimethoxychromen-2-one
• SMILES (Canonical): CC(CC1=CC2=CC(=CC(=C2OC1=O)OC)OC)O
• SMILES (Isomeric): CC(CC1=CC2=CC(=CC(=C2OC1=O)OC)OC)O
• InChI: InChI=1S/C14H16O5/c1-8(15)4-10-5-9-6-11(17-2)7-12(18-3)13(9)19-14(10)16/h5-8,15H,4H2,1-3H3
• InChI Key: PLDKULNDBSIKSW-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₅
• Molecular Weight: 264.27 g/mol
• Exact Mass: 264.09977361 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• CHEMBL595723
• 3-(2-hydroxypropyl)-6,8-dimethoxy-2h-1-benzopyran-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9633	96.33%
Caco-2	+	0.6455	64.55%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5777	57.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9213	92.13%
OATP1B3 inhibitior	+	0.8864	88.64%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5540	55.40%
P-glycoprotein inhibitior	-	0.8393	83.93%
P-glycoprotein substrate	-	0.8940	89.40%
CYP3A4 substrate	-	0.5735	57.35%
CYP2C9 substrate	-	0.6506	65.06%
CYP2D6 substrate	-	0.7719	77.19%
CYP3A4 inhibition	-	0.9170	91.70%
CYP2C9 inhibition	-	0.9764	97.64%
CYP2C19 inhibition	-	0.9253	92.53%
CYP2D6 inhibition	-	0.8545	85.45%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.8692	86.92%
CYP inhibitory promiscuity	-	0.8668	86.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6023	60.23%
Eye corrosion	-	0.9824	98.24%
Eye irritation	-	0.6102	61.02%
Skin irritation	-	0.7843	78.43%
Skin corrosion	-	0.9773	97.73%
Ames mutagenesis	-	0.6754	67.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5813	58.13%
Micronuclear	+	0.6859	68.59%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8964	89.64%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.5835	58.35%
Acute Oral Toxicity (c)	III	0.4409	44.09%
Estrogen receptor binding	+	0.7195	71.95%
Androgen receptor binding	+	0.5941	59.41%
Thyroid receptor binding	+	0.5499	54.99%
Glucocorticoid receptor binding	-	0.5359	53.59%
Aromatase binding	+	0.5190	51.90%
PPAR gamma	+	0.5527	55.27%
Honey bee toxicity	-	0.8977	89.77%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.8836	88.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.48%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.75%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.57%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.11%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.28%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.25%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.83%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.95%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.12%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	86.80%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.92%	86.33%
CHEMBL4208	P20618	Proteasome component C5	85.09%	90.00%
CHEMBL1255126	O15151	Protein Mdm4	83.11%	90.20%
CHEMBL2535	P11166	Glucose transporter	82.82%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.38%	95.50%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	81.53%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 46227355
• LOTUS: LTS0224233
• wikiData: Q77514233