Pestaloisocoumarin B

Details

• Internal ID: eda89d03-83a6-4e3d-bb1d-e7aa496ee62d
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: [(3R,4R)-4,8-dihydroxy-3,4-dimethyl-1-oxo-3H-isochromen-7-yl]methyl acetate
• InChI: InChI=1S/C14H16O6/c1-7-14(3,18)10-5-4-9(6-19-8(2)15)12(16)11(10)13(17)20-7/h4-5,7,16,18H,6H2,1-3H3/t7-,14+/m1/s1
• InChI Key: XCCVCEAKPGHBFU-UOWDBTKRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₆
• Molecular Weight: 280.27 g/mol
• Exact Mass: 280.09468823 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.22
• H-Bond Acceptor: 6
• 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	+	0.9552	95.52%
Caco-2	-	0.5403	54.03%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7490	74.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8302	83.02%
OATP1B3 inhibitior	-	0.2240	22.40%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8488	84.88%
P-glycoprotein inhibitior	-	0.9169	91.69%
P-glycoprotein substrate	-	0.8359	83.59%
CYP3A4 substrate	+	0.5961	59.61%
CYP2C9 substrate	+	0.7958	79.58%
CYP2D6 substrate	-	0.8854	88.54%
CYP3A4 inhibition	-	0.9448	94.48%
CYP2C9 inhibition	-	0.7744	77.44%
CYP2C19 inhibition	-	0.8074	80.74%
CYP2D6 inhibition	-	0.9648	96.48%
CYP1A2 inhibition	+	0.6633	66.33%
CYP2C8 inhibition	-	0.7340	73.40%
CYP inhibitory promiscuity	-	0.8116	81.16%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6987	69.87%
Eye corrosion	-	0.9871	98.71%
Eye irritation	+	0.5729	57.29%
Skin irritation	-	0.7723	77.23%
Skin corrosion	-	0.9528	95.28%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7781	77.81%
Micronuclear	-	0.5167	51.67%
Hepatotoxicity	+	0.6261	62.61%
skin sensitisation	-	0.8747	87.47%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5517	55.17%
Acute Oral Toxicity (c)	III	0.6754	67.54%
Estrogen receptor binding	+	0.5603	56.03%
Androgen receptor binding	+	0.5945	59.45%
Thyroid receptor binding	-	0.6051	60.51%
Glucocorticoid receptor binding	-	0.5430	54.30%
Aromatase binding	+	0.5815	58.15%
PPAR gamma	+	0.5521	55.21%
Honey bee toxicity	-	0.8629	86.29%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9671	96.71%

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	99.43%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.67%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	91.85%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.69%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.23%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.66%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.76%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.18%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.82%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.50%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.34%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.35%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.21%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590453
• LOTUS: LTS0121930
• wikiData: Q105324890