Penialidin B

Details

• Internal ID: 09a3ebd2-2294-4466-b7ca-b59ca671c1d3
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: (1R)-7,8-dihydroxy-1-methoxy-1-methyl-5-oxo-3,4-dihydropyrano[3,4-b]chromene-6-carboxylic acid
• InChI: InChI=1S/C15H14O8/c1-15(21-2)13-6(3-4-22-15)11(17)9-8(23-13)5-7(16)12(18)10(9)14(19)20/h5,16,18H,3-4H2,1-2H3,(H,19,20)/t15-/m1/s1
• InChI Key: BBMNPWJIXCHDBW-OAHLLOKOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₈
• Molecular Weight: 322.27 g/mol
• Exact Mass: 322.06886740 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.29
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5156	51.56%
Caco-2	+	0.5095	50.95%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6996	69.96%
OATP2B1 inhibitior	-	0.7163	71.63%
OATP1B1 inhibitior	+	0.9143	91.43%
OATP1B3 inhibitior	+	0.9403	94.03%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7745	77.45%
P-glycoprotein inhibitior	-	0.8199	81.99%
P-glycoprotein substrate	-	0.7820	78.20%
CYP3A4 substrate	+	0.5662	56.62%
CYP2C9 substrate	+	0.6151	61.51%
CYP2D6 substrate	-	0.8932	89.32%
CYP3A4 inhibition	-	0.8177	81.77%
CYP2C9 inhibition	-	0.9085	90.85%
CYP2C19 inhibition	-	0.8956	89.56%
CYP2D6 inhibition	-	0.9335	93.35%
CYP1A2 inhibition	-	0.7436	74.36%
CYP2C8 inhibition	+	0.6172	61.72%
CYP inhibitory promiscuity	-	0.9421	94.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7257	72.57%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.7209	72.09%
Skin irritation	-	0.7862	78.62%
Skin corrosion	-	0.9259	92.59%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7685	76.85%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5534	55.34%
skin sensitisation	-	0.8756	87.56%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6353	63.53%
Acute Oral Toxicity (c)	III	0.6869	68.69%
Estrogen receptor binding	+	0.8472	84.72%
Androgen receptor binding	+	0.6700	67.00%
Thyroid receptor binding	-	0.6078	60.78%
Glucocorticoid receptor binding	+	0.9022	90.22%
Aromatase binding	+	0.5254	52.54%
PPAR gamma	+	0.8334	83.34%
Honey bee toxicity	-	0.9066	90.66%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8718	87.18%

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	99.76%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.13%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	95.28%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.20%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.19%	86.33%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	92.30%	94.42%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.24%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.78%	89.00%
CHEMBL2581	P07339	Cathepsin D	88.96%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.29%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.17%	94.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.03%	93.40%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	80.83%	95.64%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.44%	85.30%
CHEMBL340	P08684	Cytochrome P450 3A4	80.23%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139587010
• LOTUS: LTS0087947
• wikiData: Q77519391