Akanthomycin

Details

• Internal ID: 9d4c0c29-ebba-48ac-887f-80abcef60494
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Hydropyridines > Pyridinones
• IUPAC Name: 1,4-dihydroxy-3-[(1R,2S,3S,5R,7S)-3-hydroxy-2,3,5,7-tetramethylcycloheptyl]pyridin-2-one
• InChI: InChI=1S/C16H25NO4/c1-9-7-10(2)13(11(3)16(4,20)8-9)14-12(18)5-6-17(21)15(14)19/h5-6,9-11,13,18,20-21H,7-8H2,1-4H3/t9-,10+,11+,13-,16+/m1/s1
• InChI Key: JVLHJPCKGYNVAQ-WFEKMPBRSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₅NO₄
• Molecular Weight: 295.37 g/mol
• Exact Mass: 295.17835828 g/mol
• Topological Polar Surface Area (TPSA): 81.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.33
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8886	88.86%
Caco-2	+	0.6075	60.75%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6379	63.79%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.9214	92.14%
OATP1B3 inhibitior	+	0.9405	94.05%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9538	95.38%
P-glycoprotein inhibitior	-	0.9148	91.48%
P-glycoprotein substrate	-	0.6971	69.71%
CYP3A4 substrate	+	0.5597	55.97%
CYP2C9 substrate	+	0.6133	61.33%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	-	0.8262	82.62%
CYP2C9 inhibition	-	0.7290	72.90%
CYP2C19 inhibition	-	0.7110	71.10%
CYP2D6 inhibition	-	0.8841	88.41%
CYP1A2 inhibition	-	0.6838	68.38%
CYP2C8 inhibition	-	0.9029	90.29%
CYP inhibitory promiscuity	-	0.8783	87.83%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7811	78.11%
Carcinogenicity (trinary)	Non-required	0.5266	52.66%
Eye corrosion	-	0.9817	98.17%
Eye irritation	-	0.9629	96.29%
Skin irritation	-	0.7824	78.24%
Skin corrosion	-	0.9314	93.14%
Ames mutagenesis	+	0.5246	52.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.6972	69.72%
Micronuclear	-	0.5041	50.41%
Hepatotoxicity	+	0.5744	57.44%
skin sensitisation	-	0.8160	81.60%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6138	61.38%
Acute Oral Toxicity (c)	III	0.5700	57.00%
Estrogen receptor binding	+	0.5574	55.74%
Androgen receptor binding	+	0.6400	64.00%
Thyroid receptor binding	+	0.6935	69.35%
Glucocorticoid receptor binding	+	0.6969	69.69%
Aromatase binding	+	0.6225	62.25%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9160	91.60%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	-	0.3731	37.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.54%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.27%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	90.86%	91.49%
CHEMBL2581	P07339	Cathepsin D	90.84%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	90.32%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.69%	97.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.44%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.71%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.91%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.84%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.74%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.16%	100.00%
CHEMBL4208	P20618	Proteasome component C5	82.77%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.37%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.39%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54724003
• LOTUS: LTS0035919
• wikiData: Q77374964