Peniisocoumarin B

Details

• Internal ID: d5f01fd1-0052-478e-b5f6-47566c5cc4ff
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: dimethyl (1R,2S,3S,4R)-3,4-bis(8-hydroxy-6-methoxy-1-oxoisochromen-3-yl)cyclobutane-1,2-dicarboxylate
• InChI: InChI=1S/C28H24O12/c1-35-13-5-11-7-17(39-27(33)19(11)15(29)9-13)21-22(24(26(32)38-4)23(21)25(31)37-3)18-8-12-6-14(36-2)10-16(30)20(12)28(34)40-18/h5-10,21-24,29-30H,1-4H3/t21-,22+,23-,24+
• InChI Key: CVKPNDGDFOIINI-WAPCQROESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₄O₁₂
• Molecular Weight: 552.50 g/mol
• Exact Mass: 552.12677620 g/mol
• Topological Polar Surface Area (TPSA): 164.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.79
• H-Bond Acceptor: 12
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• CHEMBL4169397

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9341	93.41%
Caco-2	-	0.7337	73.37%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8210	82.10%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.9129	91.29%
OATP1B3 inhibitior	+	0.8566	85.66%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.8761	87.61%
P-glycoprotein inhibitior	+	0.8630	86.30%
P-glycoprotein substrate	-	0.7083	70.83%
CYP3A4 substrate	+	0.5336	53.36%
CYP2C9 substrate	+	0.6412	64.12%
CYP2D6 substrate	-	0.8659	86.59%
CYP3A4 inhibition	-	0.7749	77.49%
CYP2C9 inhibition	-	0.8075	80.75%
CYP2C19 inhibition	-	0.9204	92.04%
CYP2D6 inhibition	-	0.9136	91.36%
CYP1A2 inhibition	-	0.8710	87.10%
CYP2C8 inhibition	-	0.8363	83.63%
CYP inhibitory promiscuity	-	0.7419	74.19%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Danger	0.5194	51.94%
Eye corrosion	-	0.9847	98.47%
Eye irritation	-	0.8813	88.13%
Skin irritation	-	0.7729	77.29%
Skin corrosion	-	0.9659	96.59%
Ames mutagenesis	+	0.5263	52.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.8534	85.34%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	-	0.5705	57.05%
skin sensitisation	-	0.9604	96.04%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.6734	67.34%
Acute Oral Toxicity (c)	III	0.5654	56.54%
Estrogen receptor binding	+	0.8844	88.44%
Androgen receptor binding	+	0.7969	79.69%
Thyroid receptor binding	+	0.6315	63.15%
Glucocorticoid receptor binding	+	0.8113	81.13%
Aromatase binding	+	0.5194	51.94%
PPAR gamma	+	0.7063	70.63%
Honey bee toxicity	-	0.8143	81.43%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9467	94.67%

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	98.87%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.07%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.02%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.57%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.99%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.15%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.95%	99.23%
CHEMBL4208	P20618	Proteasome component C5	85.15%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.83%	94.45%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.81%	94.42%
CHEMBL3401	O75469	Pregnane X receptor	82.56%	94.73%
CHEMBL2535	P11166	Glucose transporter	82.44%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	81.92%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.81%	91.07%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590012
• LOTUS: LTS0221079
• wikiData: Q104970823