[4-(2,5-Dihydroxy-7-oxabicyclo[4.1.0]hept-3-en-1-yl)-2-hydroxy-2-methylbut-3-ynyl] acetate

Details

• Internal ID: 278b063e-6ba6-4a96-96f1-1d4f4b2ee89c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Alpha,beta-unsaturated ketones > Ynones
• IUPAC Name: [4-(2,5-dihydroxy-7-oxabicyclo[4.1.0]hept-3-en-1-yl)-2-hydroxy-2-methylbut-3-ynyl] acetate
• SMILES (Canonical): CC(=O)OCC(C)(C#CC12C(C=CC(C1O2)O)O)O
• SMILES (Isomeric): CC(=O)OCC(C)(C#CC12C(C=CC(C1O2)O)O)O
• InChI: InChI=1S/C13H16O6/c1-8(14)18-7-12(2,17)5-6-13-10(16)4-3-9(15)11(13)19-13/h3-4,9-11,15-17H,7H2,1-2H3
• InChI Key: YWMRWOLAMZENAG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₆
• Molecular Weight: 268.26 g/mol
• Exact Mass: 268.09468823 g/mol
• Topological Polar Surface Area (TPSA): 99.50 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -1.27
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9443	94.43%
Caco-2	-	0.7783	77.83%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6427	64.27%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8818	88.18%
OATP1B3 inhibitior	+	0.9321	93.21%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8062	80.62%
P-glycoprotein inhibitior	-	0.9261	92.61%
P-glycoprotein substrate	-	0.8074	80.74%
CYP3A4 substrate	+	0.6240	62.40%
CYP2C9 substrate	-	0.6523	65.23%
CYP2D6 substrate	-	0.8643	86.43%
CYP3A4 inhibition	-	0.8285	82.85%
CYP2C9 inhibition	-	0.9349	93.49%
CYP2C19 inhibition	-	0.8899	88.99%
CYP2D6 inhibition	-	0.9285	92.85%
CYP1A2 inhibition	-	0.8786	87.86%
CYP2C8 inhibition	-	0.7531	75.31%
CYP inhibitory promiscuity	-	0.9475	94.75%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6519	65.19%
Eye corrosion	-	0.9774	97.74%
Eye irritation	-	0.9840	98.40%
Skin irritation	-	0.6597	65.97%
Skin corrosion	-	0.9137	91.37%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6902	69.02%
Micronuclear	-	0.5741	57.41%
Hepatotoxicity	-	0.5175	51.75%
skin sensitisation	-	0.6320	63.20%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5654	56.54%
Acute Oral Toxicity (c)	III	0.4090	40.90%
Estrogen receptor binding	-	0.5649	56.49%
Androgen receptor binding	-	0.6012	60.12%
Thyroid receptor binding	-	0.5691	56.91%
Glucocorticoid receptor binding	+	0.7873	78.73%
Aromatase binding	-	0.5564	55.64%
PPAR gamma	-	0.5159	51.59%
Honey bee toxicity	-	0.6977	69.77%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8723	87.23%

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	96.33%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.59%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.67%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	90.68%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.56%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.12%	98.95%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.72%	97.28%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.36%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.05%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.84%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162925438
• LOTUS: LTS0275158
• wikiData: Q104202151