Angiopterlactone A

Details

• Internal ID: ec683997-e21e-4c56-8923-557b6c6fe3ad
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (2S,3S)-3-[(2R,3R)-2-[(1S)-1-hydroxyethyl]-5-oxooxolan-3-yl]oxy-2-methyl-2,3-dihydropyran-6-one
• InChI: InChI=1S/C12H16O6/c1-6(13)12-9(5-11(15)18-12)17-8-3-4-10(14)16-7(8)2/h3-4,6-9,12-13H,5H2,1-2H3/t6-,7-,8-,9+,12+/m0/s1
• InChI Key: BRMROXXXIVEVKO-DADSOTLSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₆
• Molecular Weight: 256.25 g/mol
• Exact Mass: 256.09468823 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.06
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• CHEMBL564792

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7546	75.46%
Caco-2	+	0.5747	57.47%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8438	84.38%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.8991	89.91%
OATP1B3 inhibitior	+	0.9082	90.82%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8770	87.70%
P-glycoprotein inhibitior	-	0.8950	89.50%
P-glycoprotein substrate	-	0.7721	77.21%
CYP3A4 substrate	-	0.5086	50.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8903	89.03%
CYP3A4 inhibition	-	0.8501	85.01%
CYP2C9 inhibition	-	0.9303	93.03%
CYP2C19 inhibition	-	0.8071	80.71%
CYP2D6 inhibition	-	0.9264	92.64%
CYP1A2 inhibition	-	0.9075	90.75%
CYP2C8 inhibition	-	0.9387	93.87%
CYP inhibitory promiscuity	-	0.8421	84.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9228	92.28%
Carcinogenicity (trinary)	Non-required	0.4796	47.96%
Eye corrosion	-	0.9418	94.18%
Eye irritation	-	0.9610	96.10%
Skin irritation	-	0.6940	69.40%
Skin corrosion	-	0.8567	85.67%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6144	61.44%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.6138	61.38%
skin sensitisation	-	0.8674	86.74%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6235	62.35%
Acute Oral Toxicity (c)	III	0.4554	45.54%
Estrogen receptor binding	-	0.6672	66.72%
Androgen receptor binding	-	0.7466	74.66%
Thyroid receptor binding	-	0.8531	85.31%
Glucocorticoid receptor binding	-	0.6263	62.63%
Aromatase binding	-	0.7101	71.01%
PPAR gamma	-	0.7541	75.41%
Honey bee toxicity	-	0.8810	88.10%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	-	0.3918	39.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.08%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.11%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.76%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.16%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.05%	96.09%
CHEMBL4072	P07858	Cathepsin B	85.10%	93.67%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.87%	97.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.99%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.54%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.71%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.44%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44140025
• LOTUS: LTS0196082
• wikiData: Q104944910