Peniisocoumarin I

Details

• Internal ID: 54021a8a-cd06-4196-b3de-d663646a2782
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: 3-[(2R)-2,3-dihydroxypropyl]-5,8-dihydroxy-6-methoxyisochromen-1-one
• SMILES (Canonical): COC1=C(C2=C(C(=C1)O)C(=O)OC(=C2)CC(CO)O)O
• SMILES (Isomeric): COC1=C(C2=C(C(=C1)O)C(=O)OC(=C2)C[C@H](CO)O)O
• InChI: InChI=1S/C13H14O7/c1-19-10-4-9(16)11-8(12(10)17)3-7(20-13(11)18)2-6(15)5-14/h3-4,6,14-17H,2,5H2,1H3/t6-/m1/s1
• InChI Key: QAALPZMRHLRTRD-ZCFIWIBFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₇
• Molecular Weight: 282.25 g/mol
• Exact Mass: 282.07395278 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.11
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• CHEMBL4175876

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8979	89.79%
Caco-2	-	0.7048	70.48%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6287	62.87%
OATP2B1 inhibitior	-	0.7052	70.52%
OATP1B1 inhibitior	+	0.8400	84.00%
OATP1B3 inhibitior	+	0.9302	93.02%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8617	86.17%
P-glycoprotein inhibitior	-	0.8735	87.35%
P-glycoprotein substrate	-	0.7045	70.45%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.5436	54.36%
CYP2D6 substrate	-	0.8330	83.30%
CYP3A4 inhibition	-	0.9218	92.18%
CYP2C9 inhibition	-	0.9590	95.90%
CYP2C19 inhibition	-	0.8805	88.05%
CYP2D6 inhibition	-	0.9299	92.99%
CYP1A2 inhibition	-	0.5948	59.48%
CYP2C8 inhibition	-	0.6914	69.14%
CYP inhibitory promiscuity	-	0.8963	89.63%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6914	69.14%
Eye corrosion	-	0.9863	98.63%
Eye irritation	+	0.5460	54.60%
Skin irritation	-	0.7942	79.42%
Skin corrosion	-	0.9650	96.50%
Ames mutagenesis	-	0.6064	60.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.8230	82.30%
Micronuclear	+	0.6333	63.33%
Hepatotoxicity	-	0.5573	55.73%
skin sensitisation	-	0.8890	88.90%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.9272	92.72%
Acute Oral Toxicity (c)	III	0.7268	72.68%
Estrogen receptor binding	+	0.7275	72.75%
Androgen receptor binding	+	0.6034	60.34%
Thyroid receptor binding	-	0.6196	61.96%
Glucocorticoid receptor binding	+	0.7409	74.09%
Aromatase binding	+	0.7601	76.01%
PPAR gamma	+	0.6830	68.30%
Honey bee toxicity	-	0.8315	83.15%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.6457	64.57%

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	99.09%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.86%	85.14%
CHEMBL2581	P07339	Cathepsin D	92.27%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.91%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.53%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.85%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.11%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.62%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.53%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	86.38%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.17%	99.15%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.58%	89.34%
CHEMBL2535	P11166	Glucose transporter	84.23%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.70%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.15%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.28%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590018
• LOTUS: LTS0021424
• wikiData: Q105217295