Aspergisocoumrin B

Details

• Internal ID: f66da994-9b6f-472d-a350-ca03067ffa0f
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: methyl (Z)-3-(8-hydroxy-6-methoxy-1-oxoisochromen-3-yl)prop-2-enoate
• InChI: InChI=1S/C14H12O6/c1-18-10-6-8-5-9(3-4-12(16)19-2)20-14(17)13(8)11(15)7-10/h3-7,15H,1-2H3/b4-3-
• InChI Key: GAMOYIMNWMTRPU-ARJAWSKDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₆
• Molecular Weight: 276.24 g/mol
• Exact Mass: 276.06338810 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.69
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• methyl (Z)-3-(8-hydroxy-6-methoxy-1-oxoisochromen-3-yl)prop-2-enoate
• RefChem:114882
• Methyl (2Z)-3-(8-hydroxy-6-methoxy-1-oxo-1H-isochromen-3-yl)prop-2-enoic acid
• CHEBI:212202

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9787	97.87%
Caco-2	+	0.8978	89.78%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6766	67.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9198	91.98%
OATP1B3 inhibitior	+	0.9700	97.00%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6417	64.17%
P-glycoprotein inhibitior	-	0.6449	64.49%
P-glycoprotein substrate	-	0.8866	88.66%
CYP3A4 substrate	+	0.5067	50.67%
CYP2C9 substrate	+	0.6056	60.56%
CYP2D6 substrate	-	0.8753	87.53%
CYP3A4 inhibition	-	0.5177	51.77%
CYP2C9 inhibition	-	0.7637	76.37%
CYP2C19 inhibition	-	0.8405	84.05%
CYP2D6 inhibition	-	0.8904	89.04%
CYP1A2 inhibition	-	0.5296	52.96%
CYP2C8 inhibition	-	0.6937	69.37%
CYP inhibitory promiscuity	-	0.7050	70.50%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Danger	0.4533	45.33%
Eye corrosion	-	0.9577	95.77%
Eye irritation	+	0.8925	89.25%
Skin irritation	-	0.7057	70.57%
Skin corrosion	-	0.9798	97.98%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4296	42.96%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.5164	51.64%
skin sensitisation	-	0.9251	92.51%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5096	50.96%
Acute Oral Toxicity (c)	II	0.5455	54.55%
Estrogen receptor binding	+	0.8695	86.95%
Androgen receptor binding	+	0.7842	78.42%
Thyroid receptor binding	+	0.5533	55.33%
Glucocorticoid receptor binding	+	0.7922	79.22%
Aromatase binding	+	0.9048	90.48%
PPAR gamma	+	0.6530	65.30%
Honey bee toxicity	-	0.9175	91.75%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9572	95.72%

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%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.85%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.55%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.58%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.09%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.34%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	87.59%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.50%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.40%	99.23%
CHEMBL4208	P20618	Proteasome component C5	85.19%	90.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.04%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.50%	89.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.04%	94.42%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683586
• LOTUS: LTS0001044
• wikiData: Q105005477