Azanigerone C

Details

• Internal ID: 0ee1c822-2cab-4e56-b701-a92eb5134c42
• Taxonomy: Organoheterocyclic compounds > Azaphilones
• IUPAC Name: [3-(1,2-dihydroxypropyl)-7-methyl-6,8-dioxoisochromen-7-yl] 2,4-dimethylhexanoate
• SMILES (Canonical): CCC(C)CC(C)C(=O)OC1(C(=O)C=C2C=C(OC=C2C1=O)C(C(C)O)O)C
• SMILES (Isomeric): CCC(C)CC(C)C(=O)OC1(C(=O)C=C2C=C(OC=C2C1=O)C(C(C)O)O)C
• InChI: InChI=1S/C21H28O7/c1-6-11(2)7-12(3)20(26)28-21(5)17(23)9-14-8-16(18(24)13(4)22)27-10-15(14)19(21)25/h8-13,18,22,24H,6-7H2,1-5H3
• InChI Key: BQPLVAHGIZMMKM-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₇
• Molecular Weight: 392.40 g/mol
• Exact Mass: 392.18350323 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.98
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

• CHEBI:133854
• 3-(1,2-dihydroxypropyl)-7-methyl-6,8-dioxo-7,8-dihydro-6H-2-benzopyran-7-yl 2,4-dimethylhexanoate
• (3-(1,2-dihydroxypropyl)-7-methyl-6,8-dioxoisochromen-7-yl) 2,4-dimethylhexanoate
• [3-(1,2-dihydroxypropyl)-7-methyl-6,8-dioxoisochromen-7-yl] 2,4-dimethylhexanoate
• RefChem:115955

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9715	97.15%
Caco-2	+	0.5257	52.57%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5717	57.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7366	73.66%
OATP1B3 inhibitior	+	0.8969	89.69%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5751	57.51%
P-glycoprotein inhibitior	-	0.5396	53.96%
P-glycoprotein substrate	-	0.5637	56.37%
CYP3A4 substrate	+	0.6000	60.00%
CYP2C9 substrate	-	0.7887	78.87%
CYP2D6 substrate	-	0.8894	88.94%
CYP3A4 inhibition	-	0.7561	75.61%
CYP2C9 inhibition	-	0.8218	82.18%
CYP2C19 inhibition	-	0.8200	82.00%
CYP2D6 inhibition	-	0.9281	92.81%
CYP1A2 inhibition	-	0.7751	77.51%
CYP2C8 inhibition	-	0.5580	55.80%
CYP inhibitory promiscuity	-	0.7698	76.98%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4936	49.36%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.8745	87.45%
Skin irritation	-	0.5281	52.81%
Skin corrosion	-	0.9295	92.95%
Ames mutagenesis	+	0.5246	52.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.6393	63.93%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.5565	55.65%
skin sensitisation	-	0.7466	74.66%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4903	49.03%
Acute Oral Toxicity (c)	III	0.6406	64.06%
Estrogen receptor binding	+	0.6024	60.24%
Androgen receptor binding	+	0.7170	71.70%
Thyroid receptor binding	-	0.6180	61.80%
Glucocorticoid receptor binding	+	0.6850	68.50%
Aromatase binding	+	0.5237	52.37%
PPAR gamma	-	0.5461	54.61%
Honey bee toxicity	-	0.8807	88.07%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6350	63.50%
Fish aquatic toxicity	+	0.9864	98.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.46%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.56%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	94.42%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.80%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.42%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.19%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	84.05%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.84%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.83%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.19%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 122198271
• LOTUS: LTS0188962
• wikiData: Q77382116