Asterreusin A

Details

• Internal ID: b808f713-1579-430b-84d8-f9402c3b9564
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (4R,6R)-4-hydroxy-6-[2-[(1R,2R,3S,6R)-3-methoxy-2,6-dimethyl-1,2,3,5,6,7,8,8a-octahydronaphthalen-1-yl]ethyl]oxan-2-one
• InChI: InChI=1S/C20H32O4/c1-12-4-6-18-14(8-12)9-19(23-3)13(2)17(18)7-5-16-10-15(21)11-20(22)24-16/h9,12-13,15-19,21H,4-8,10-11H2,1-3H3/t12-,13-,15-,16-,17+,18?,19-/m1/s1
• InChI Key: KDQCNOMWAKRNFL-KAKBQZBMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₄
• Molecular Weight: 336.50 g/mol
• Exact Mass: 336.23005950 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.48
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9730	97.30%
Caco-2	+	0.5442	54.42%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5966	59.66%
OATP2B1 inhibitior	-	0.8633	86.33%
OATP1B1 inhibitior	+	0.7974	79.74%
OATP1B3 inhibitior	+	0.9508	95.08%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5990	59.90%
P-glycoprotein inhibitior	-	0.5841	58.41%
P-glycoprotein substrate	-	0.5947	59.47%
CYP3A4 substrate	+	0.5912	59.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8397	83.97%
CYP3A4 inhibition	-	0.5356	53.56%
CYP2C9 inhibition	-	0.9299	92.99%
CYP2C19 inhibition	-	0.8911	89.11%
CYP2D6 inhibition	-	0.9316	93.16%
CYP1A2 inhibition	-	0.7542	75.42%
CYP2C8 inhibition	+	0.5628	56.28%
CYP inhibitory promiscuity	-	0.8780	87.80%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7358	73.58%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.8953	89.53%
Skin irritation	-	0.5533	55.33%
Skin corrosion	-	0.9562	95.62%
Ames mutagenesis	-	0.5379	53.79%
Human Ether-a-go-go-Related Gene inhibition	-	0.4392	43.92%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.7910	79.10%
skin sensitisation	-	0.8366	83.66%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5494	54.94%
Acute Oral Toxicity (c)	III	0.5096	50.96%
Estrogen receptor binding	+	0.6814	68.14%
Androgen receptor binding	+	0.6105	61.05%
Thyroid receptor binding	-	0.5127	51.27%
Glucocorticoid receptor binding	+	0.5854	58.54%
Aromatase binding	-	0.5683	56.83%
PPAR gamma	-	0.5800	58.00%
Honey bee toxicity	-	0.8409	84.09%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9581	95.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	94.86%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.62%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.88%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.71%	97.25%
CHEMBL2581	P07339	Cathepsin D	89.60%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.98%	85.14%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	85.25%	86.00%
CHEMBL2996	Q05655	Protein kinase C delta	84.58%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.53%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.02%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.81%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.70%	94.80%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590893
• LOTUS: LTS0074798
• wikiData: Q105139320