Pyranonigrin B

Details

• Internal ID: 4c1a18ac-70f5-4f0f-9ec3-56eee4e82548
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 1,2,6-trihydroxy-3-methoxy-5-[(E)-prop-1-enyl]pyrano[3,2-b]pyrrol-7-one
• InChI: InChI=1S/C11H11NO6/c1-3-4-5-7(13)8(14)6-9(18-5)10(17-2)11(15)12(6)16/h3-4,13,15-16H,1-2H3/b4-3+
• InChI Key: VIQIWSBCQXGDOC-ONEGZZNKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₁NO₆
• Molecular Weight: 253.21 g/mol
• Exact Mass: 253.05863707 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.28
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• CHEMBL463362

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8789	87.89%
Caco-2	-	0.6837	68.37%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4402	44.02%
OATP2B1 inhibitior	-	0.8619	86.19%
OATP1B1 inhibitior	+	0.8786	87.86%
OATP1B3 inhibitior	+	0.9455	94.55%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9366	93.66%
P-glycoprotein inhibitior	-	0.8361	83.61%
P-glycoprotein substrate	-	0.8909	89.09%
CYP3A4 substrate	-	0.5244	52.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.9203	92.03%
CYP2C9 inhibition	-	0.7804	78.04%
CYP2C19 inhibition	-	0.6696	66.96%
CYP2D6 inhibition	-	0.8920	89.20%
CYP1A2 inhibition	-	0.5897	58.97%
CYP2C8 inhibition	-	0.7982	79.82%
CYP inhibitory promiscuity	-	0.7538	75.38%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7940	79.40%
Carcinogenicity (trinary)	Non-required	0.4966	49.66%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.5825	58.25%
Skin irritation	-	0.8014	80.14%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7099	70.99%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.6211	62.11%
skin sensitisation	-	0.8465	84.65%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6303	63.03%
Nephrotoxicity	-	0.7221	72.21%
Acute Oral Toxicity (c)	III	0.6274	62.74%
Estrogen receptor binding	+	0.7414	74.14%
Androgen receptor binding	-	0.7049	70.49%
Thyroid receptor binding	-	0.5866	58.66%
Glucocorticoid receptor binding	+	0.8619	86.19%
Aromatase binding	+	0.5529	55.29%
PPAR gamma	+	0.6763	67.63%
Honey bee toxicity	-	0.8511	85.11%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.6817	68.17%

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	93.69%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.01%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.21%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.54%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.19%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.31%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.57%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.71%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.56%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.76%	89.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	81.65%	98.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.18%	89.34%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11288230
• LOTUS: LTS0098318
• wikiData: Q105286956