Penialidin A

Details

• Internal ID: 8fdecb0a-bb71-4e46-9083-450e04443930
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: (3R)-3,7,8-trihydroxy-3-methyl-10-oxo-1,4-dihydropyrano[4,3-b]chromene-6-carboxylic acid
• SMILES (Canonical): CC1(CC2=C(CO1)C(=O)C3=CC(=C(C(=C3O2)C(=O)O)O)O)O
• SMILES (Isomeric): C[C@@]1(CC2=C(CO1)C(=O)C3=CC(=C(C(=C3O2)C(=O)O)O)O)O
• InChI: InChI=1S/C14H12O8/c1-14(20)3-8-6(4-21-14)10(16)5-2-7(15)11(17)9(13(18)19)12(5)22-8/h2,15,17,20H,3-4H2,1H3,(H,18,19)/t14-/m1/s1
• InChI Key: WHDZYZDPVJODPJ-CQSZACIVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₈
• Molecular Weight: 308.24 g/mol
• Exact Mass: 308.05321734 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.68
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7893	78.93%
Caco-2	-	0.5437	54.37%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6098	60.98%
OATP2B1 inhibitior	-	0.7043	70.43%
OATP1B1 inhibitior	+	0.9137	91.37%
OATP1B3 inhibitior	+	0.9391	93.91%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9268	92.68%
P-glycoprotein inhibitior	-	0.9198	91.98%
P-glycoprotein substrate	-	0.7390	73.90%
CYP3A4 substrate	+	0.5173	51.73%
CYP2C9 substrate	+	0.6151	61.51%
CYP2D6 substrate	-	0.8893	88.93%
CYP3A4 inhibition	-	0.8712	87.12%
CYP2C9 inhibition	-	0.9567	95.67%
CYP2C19 inhibition	-	0.9224	92.24%
CYP2D6 inhibition	-	0.9386	93.86%
CYP1A2 inhibition	-	0.7914	79.14%
CYP2C8 inhibition	-	0.7475	74.75%
CYP inhibitory promiscuity	-	0.9903	99.03%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6741	67.41%
Eye corrosion	-	0.9905	99.05%
Eye irritation	+	0.7406	74.06%
Skin irritation	-	0.7451	74.51%
Skin corrosion	-	0.9229	92.29%
Ames mutagenesis	+	0.6030	60.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.7533	75.33%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8584	85.84%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.4786	47.86%
Acute Oral Toxicity (c)	III	0.6104	61.04%
Estrogen receptor binding	+	0.7401	74.01%
Androgen receptor binding	+	0.7719	77.19%
Thyroid receptor binding	-	0.7036	70.36%
Glucocorticoid receptor binding	+	0.8757	87.57%
Aromatase binding	-	0.5414	54.14%
PPAR gamma	+	0.6837	68.37%
Honey bee toxicity	-	0.9243	92.43%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9805	98.05%

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	99.80%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.01%	94.45%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	92.94%	94.42%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.36%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.34%	95.56%
CHEMBL1811	P34995	Prostanoid EP1 receptor	90.23%	95.71%
CHEMBL2581	P07339	Cathepsin D	88.86%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.26%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.06%	92.94%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	85.35%	87.67%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.49%	99.15%
CHEMBL340	P08684	Cytochrome P450 3A4	81.02%	91.19%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.64%	93.04%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139584805
• LOTUS: LTS0064931
• wikiData: Q77376120