Aqabamycin B

Details

• Internal ID: 8400a486-fa55-4a15-ba42-794e9a208fe3
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 3-(4-hydroxy-3-nitrophenyl)-4-(4-hydroxyphenyl)pyrrole-2,5-dione
• InChI: InChI=1S/C16H10N2O6/c19-10-4-1-8(2-5-10)13-14(16(22)17-15(13)21)9-3-6-12(20)11(7-9)18(23)24/h1-7,19-20H,(H,17,21,22)
• InChI Key: MOHXGJLRRHMINB-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₀N₂O₆
• Molecular Weight: 326.26 g/mol
• Exact Mass: 326.05388604 g/mol
• Topological Polar Surface Area (TPSA): 132.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.57
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• 3-(4-hydroxy-3-nitrophenyl)-4-(4-hydroxyphenyl)pyrrole-2,5-dione
• RefChem:113583
• 1253641-94-9
• CHEMBL4286866
• CHEBI:206517
• DAC64194

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9735	97.35%
Caco-2	-	0.5937	59.37%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6767	67.67%
OATP2B1 inhibitior	-	0.5746	57.46%
OATP1B1 inhibitior	+	0.8969	89.69%
OATP1B3 inhibitior	+	0.9344	93.44%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9859	98.59%
BSEP inhibitior	-	0.7274	72.74%
P-glycoprotein inhibitior	-	0.9502	95.02%
P-glycoprotein substrate	-	0.9282	92.82%
CYP3A4 substrate	-	0.5240	52.40%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8904	89.04%
CYP3A4 inhibition	-	0.6938	69.38%
CYP2C9 inhibition	+	0.5123	51.23%
CYP2C19 inhibition	-	0.6574	65.74%
CYP2D6 inhibition	-	0.9138	91.38%
CYP1A2 inhibition	-	0.5336	53.36%
CYP2C8 inhibition	+	0.4815	48.15%
CYP inhibitory promiscuity	+	0.7493	74.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.5350	53.50%
Carcinogenicity (trinary)	Non-required	0.4873	48.73%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.8174	81.74%
Skin irritation	-	0.7554	75.54%
Skin corrosion	-	0.9298	92.98%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9099	90.99%
Micronuclear	+	1.0000	100.00%
Hepatotoxicity	+	0.9250	92.50%
skin sensitisation	-	0.8561	85.61%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5588	55.88%
Nephrotoxicity	+	0.8220	82.20%
Acute Oral Toxicity (c)	III	0.6497	64.97%
Estrogen receptor binding	+	0.6618	66.18%
Androgen receptor binding	+	0.8691	86.91%
Thyroid receptor binding	+	0.5137	51.37%
Glucocorticoid receptor binding	+	0.8663	86.63%
Aromatase binding	+	0.6255	62.55%
PPAR gamma	+	0.7481	74.81%
Honey bee toxicity	-	0.9372	93.72%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9867	98.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL262	P49841	Glycogen synthase kinase-3 beta	98.34%	95.72%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	95.61%	92.88%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.81%	94.45%
CHEMBL242	Q92731	Estrogen receptor beta	94.70%	98.35%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.00%	95.64%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	93.44%	88.84%
CHEMBL3038469	P24941	CDK2/Cyclin A	93.41%	91.38%
CHEMBL2581	P07339	Cathepsin D	92.82%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.27%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.78%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.04%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.72%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.67%	99.15%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	82.92%	83.10%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.68%	89.00%
CHEMBL2104	Q99571	P2X purinoceptor 4	80.68%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 46846126
• LOTUS: LTS0142350
• wikiData: Q77515195