Euscapholide

Details

• Internal ID: fa442021-32b6-4a9a-b321-7aa4da3727f5
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (2R)-2-[(2S)-2-hydroxypropyl]-2,3-dihydropyran-6-one
• SMILES (Canonical): CC(CC1CC=CC(=O)O1)O
• SMILES (Isomeric): C[C@@H](C[C@H]1CC=CC(=O)O1)O
• InChI: InChI=1S/C8H12O3/c1-6(9)5-7-3-2-4-8(10)11-7/h2,4,6-7,9H,3,5H2,1H3/t6-,7+/m0/s1
• InChI Key: AOPJIQXDBLPZDD-NKWVEPMBSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₂O₃
• Molecular Weight: 156.18 g/mol
• Exact Mass: 156.078644241 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.63
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• AKOS040735309

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9610	96.10%
Caco-2	+	0.7357	73.57%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6404	64.04%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.9495	94.95%
OATP1B3 inhibitior	+	0.9689	96.89%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9524	95.24%
P-glycoprotein inhibitior	-	0.9895	98.95%
P-glycoprotein substrate	-	0.8819	88.19%
CYP3A4 substrate	-	0.6342	63.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8902	89.02%
CYP3A4 inhibition	-	0.8957	89.57%
CYP2C9 inhibition	-	0.9426	94.26%
CYP2C19 inhibition	-	0.8378	83.78%
CYP2D6 inhibition	-	0.9585	95.85%
CYP1A2 inhibition	-	0.9141	91.41%
CYP2C8 inhibition	-	0.9918	99.18%
CYP inhibitory promiscuity	-	0.9546	95.46%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8275	82.75%
Carcinogenicity (trinary)	Non-required	0.5769	57.69%
Eye corrosion	-	0.7930	79.30%
Eye irritation	+	0.8419	84.19%
Skin irritation	+	0.6831	68.31%
Skin corrosion	-	0.5625	56.25%
Ames mutagenesis	-	0.7670	76.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7922	79.22%
Micronuclear	-	0.6056	60.56%
Hepatotoxicity	+	0.5802	58.02%
skin sensitisation	-	0.6329	63.29%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.6137	61.37%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.5730	57.30%
Acute Oral Toxicity (c)	III	0.6306	63.06%
Estrogen receptor binding	-	0.9490	94.90%
Androgen receptor binding	-	0.8586	85.86%
Thyroid receptor binding	-	0.7862	78.62%
Glucocorticoid receptor binding	-	0.5344	53.44%
Aromatase binding	-	0.9067	90.67%
PPAR gamma	-	0.8691	86.91%
Honey bee toxicity	-	0.9667	96.67%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	-	0.6525	65.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.64%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.38%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.18%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.71%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.68%	95.56%
CHEMBL4208	P20618	Proteasome component C5	85.29%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	82.40%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.99%	90.71%

Plants that contains it

• Staphylea japonica

Cross-Links

• PubChem: 100956117
• NPASS: NPC63271
• LOTUS: LTS0100508
• wikiData: Q104915862