Peniisocoumarin G

Details

• Internal ID: baad32ca-5893-4079-b420-f8469ded08d5
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: 5,6,8-trihydroxy-3-[(2S)-2-hydroxypropyl]isochromen-1-one
• SMILES (Canonical): CC(CC1=CC2=C(C(=CC(=C2O)O)O)C(=O)O1)O
• SMILES (Isomeric): C[C@@H](CC1=CC2=C(C(=CC(=C2O)O)O)C(=O)O1)O
• InChI: InChI=1S/C12H12O6/c1-5(13)2-6-3-7-10(12(17)18-6)8(14)4-9(15)11(7)16/h3-5,13-16H,2H2,1H3/t5-/m0/s1
• InChI Key: ZARADUGOWQTXRW-YFKPBYRVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂O₆
• Molecular Weight: 252.22 g/mol
• Exact Mass: 252.06338810 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.83
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• Peniisocoumarin G
• BDBM50321311

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8299	82.99%
Caco-2	+	0.5272	52.72%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4916	49.16%
OATP2B1 inhibitior	-	0.6981	69.81%
OATP1B1 inhibitior	+	0.8493	84.93%
OATP1B3 inhibitior	+	0.9223	92.23%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9484	94.84%
P-glycoprotein inhibitior	-	0.9406	94.06%
P-glycoprotein substrate	-	0.8288	82.88%
CYP3A4 substrate	-	0.6039	60.39%
CYP2C9 substrate	+	0.6501	65.01%
CYP2D6 substrate	-	0.8520	85.20%
CYP3A4 inhibition	-	0.7996	79.96%
CYP2C9 inhibition	-	0.9778	97.78%
CYP2C19 inhibition	-	0.9754	97.54%
CYP2D6 inhibition	-	0.9157	91.57%
CYP1A2 inhibition	-	0.7025	70.25%
CYP2C8 inhibition	-	0.8976	89.76%
CYP inhibitory promiscuity	-	0.9126	91.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6488	64.88%
Eye corrosion	-	0.9900	99.00%
Eye irritation	+	0.7876	78.76%
Skin irritation	-	0.6342	63.42%
Skin corrosion	-	0.9125	91.25%
Ames mutagenesis	-	0.6764	67.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.8599	85.99%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.5802	58.02%
skin sensitisation	-	0.7585	75.85%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.9076	90.76%
Acute Oral Toxicity (c)	III	0.4387	43.87%
Estrogen receptor binding	+	0.5555	55.55%
Androgen receptor binding	+	0.7269	72.69%
Thyroid receptor binding	-	0.5395	53.95%
Glucocorticoid receptor binding	+	0.8222	82.22%
Aromatase binding	+	0.5392	53.92%
PPAR gamma	+	0.6261	62.61%
Honey bee toxicity	-	0.9437	94.37%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9139	91.39%

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	99.03%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.78%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.77%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.72%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.14%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.58%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.72%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.64%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.30%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.57%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.86%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	84.67%	91.49%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590017
• LOTUS: LTS0204827
• wikiData: Q105370073