(2S)-2-hydroxy-4-[2-[(1R,4S,5S,6S)-4,5,6-trimethyl-2,3-dioxabicyclo[2.2.2]oct-7-en-5-yl]ethyl]-2H-furan-5-one

Details

• Internal ID: 18e1ac8a-6e43-4645-8eb2-8cba6018f2d4
• Taxonomy: Organoheterocyclic compounds > Dioxanes > 1,2-dioxanes
• IUPAC Name: (2S)-2-hydroxy-4-[2-[(1R,4S,5S,6S)-4,5,6-trimethyl-2,3-dioxabicyclo[2.2.2]oct-7-en-5-yl]ethyl]-2H-furan-5-one
• SMILES (Canonical): CC1C2C=CC(C1(C)CCC3=CC(OC3=O)O)(OO2)C
• SMILES (Isomeric): C[C@@H]1[C@H]2C=C[C@@]([C@@]1(C)CCC3=C[C@H](OC3=O)O)(OO2)C
• InChI: InChI=1S/C15H20O5/c1-9-11-5-7-15(3,20-19-11)14(9,2)6-4-10-8-12(16)18-13(10)17/h5,7-9,11-12,16H,4,6H2,1-3H3/t9-,11-,12+,14+,15+/m1/s1
• InChI Key: JUWDFVVQRRCPAB-FWTMIXAASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.87
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9497	94.97%
Caco-2	+	0.7928	79.28%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6017	60.17%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.8524	85.24%
OATP1B3 inhibitior	+	0.9093	90.93%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8718	87.18%
P-glycoprotein inhibitior	-	0.8786	87.86%
P-glycoprotein substrate	-	0.7364	73.64%
CYP3A4 substrate	+	0.6152	61.52%
CYP2C9 substrate	-	0.8118	81.18%
CYP2D6 substrate	-	0.8723	87.23%
CYP3A4 inhibition	-	0.7119	71.19%
CYP2C9 inhibition	-	0.7566	75.66%
CYP2C19 inhibition	-	0.8164	81.64%
CYP2D6 inhibition	-	0.9179	91.79%
CYP1A2 inhibition	-	0.5650	56.50%
CYP2C8 inhibition	-	0.8448	84.48%
CYP inhibitory promiscuity	-	0.7490	74.90%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4562	45.62%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.9753	97.53%
Skin irritation	+	0.5188	51.88%
Skin corrosion	-	0.8529	85.29%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6846	68.46%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.6075	60.75%
skin sensitisation	-	0.7469	74.69%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.6653	66.53%
Acute Oral Toxicity (c)	III	0.4023	40.23%
Estrogen receptor binding	+	0.6823	68.23%
Androgen receptor binding	+	0.5317	53.17%
Thyroid receptor binding	-	0.5359	53.59%
Glucocorticoid receptor binding	+	0.5550	55.50%
Aromatase binding	+	0.6917	69.17%
PPAR gamma	+	0.5929	59.29%
Honey bee toxicity	-	0.6540	65.40%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9644	96.44%

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	95.07%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.18%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.55%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.49%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.39%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	86.12%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.24%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.78%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.66%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162851339
• LOTUS: LTS0098089
• wikiData: Q105135453