Glionitrin B

Details

• Internal ID: 8d6e7fa4-093a-4731-8311-bb8cad433dc3
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indolecarboxylic acids and derivatives
• IUPAC Name: (3S,10aS)-3-(hydroxymethyl)-2-methyl-3,10a-bis(methylsulfanyl)-7-nitro-10H-pyrazino[1,2-a]indole-1,4-dione
• InChI: InChI=1S/C15H17N3O5S2/c1-16-12(20)14(24-2)7-9-4-5-10(18(22)23)6-11(9)17(14)13(21)15(16,8-19)25-3/h4-6,19H,7-8H2,1-3H3/t14-,15-/m0/s1
• InChI Key: QPNKLYVDVCPJLD-GJZGRUSLSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₇N₃O₅S₂
• Molecular Weight: 383.40 g/mol
• Exact Mass: 383.06096300 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.07
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• CHEBI:69064
• CHEMBL1835378
• Q27137405

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5557	55.57%
Caco-2	+	0.5272	52.72%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.4754	47.54%
OATP2B1 inhibitior	-	0.7158	71.58%
OATP1B1 inhibitior	+	0.8348	83.48%
OATP1B3 inhibitior	+	0.9360	93.60%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5850	58.50%
P-glycoprotein inhibitior	-	0.8584	85.84%
P-glycoprotein substrate	-	0.7670	76.70%
CYP3A4 substrate	+	0.6479	64.79%
CYP2C9 substrate	-	0.5973	59.73%
CYP2D6 substrate	-	0.8360	83.60%
CYP3A4 inhibition	-	0.7981	79.81%
CYP2C9 inhibition	-	0.5528	55.28%
CYP2C19 inhibition	-	0.5563	55.63%
CYP2D6 inhibition	-	0.8945	89.45%
CYP1A2 inhibition	-	0.7694	76.94%
CYP2C8 inhibition	-	0.8532	85.32%
CYP inhibitory promiscuity	-	0.7584	75.84%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.6100	61.00%
Carcinogenicity (trinary)	Non-required	0.5170	51.70%
Eye corrosion	-	0.9813	98.13%
Eye irritation	-	0.9558	95.58%
Skin irritation	-	0.7669	76.69%
Skin corrosion	-	0.9276	92.76%
Ames mutagenesis	+	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6350	63.50%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.6872	68.72%
skin sensitisation	-	0.8369	83.69%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7295	72.95%
Acute Oral Toxicity (c)	III	0.5562	55.62%
Estrogen receptor binding	-	0.5460	54.60%
Androgen receptor binding	+	0.6758	67.58%
Thyroid receptor binding	+	0.6230	62.30%
Glucocorticoid receptor binding	+	0.6872	68.72%
Aromatase binding	+	0.6444	64.44%
PPAR gamma	+	0.6113	61.13%
Honey bee toxicity	-	0.9205	92.05%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9307	93.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.20%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.14%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.87%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.06%	95.56%
CHEMBL4208	P20618	Proteasome component C5	88.84%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.61%	94.45%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.28%	93.40%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.20%	91.11%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.11%	90.24%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 56599473
• LOTUS: LTS0151035
• wikiData: Q27137405