Epoxysorbicillinol

Details

• Internal ID: f2bdf671-65d8-4353-bcf7-78621a9228c3
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (1S,5S,6R)-1-[(2E,4E)-hexa-2,4-dienoyl]-4,5-dihydroxy-3,5-dimethyl-7-oxabicyclo[4.1.0]hept-3-en-2-one
• InChI: InChI=1S/C14H16O5/c1-4-5-6-7-9(15)14-11(17)8(2)10(16)13(3,18)12(14)19-14/h4-7,12,16,18H,1-3H3/b5-4+,7-6+/t12-,13-,14+/m1/s1
• InChI Key: ZQKLVOTXLJWFAG-RWILMJHPSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₅
• Molecular Weight: 264.27 g/mol
• Exact Mass: 264.09977361 g/mol
• Topological Polar Surface Area (TPSA): 87.10 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.99
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• SCHEMBL20199936
• (1R,2S,6R)-6-[(2E,4E)-hexa-2,4-dienoyl]-2,5-dihydroxy-2,4-dimethyl-7-oxabicyclo[4.1.0]hept-4-en-3-one
• (1S,5S,6R)-1-[(2E,4E)-hexa-2,4-dienoyl]-4,5-dihydroxy-3,5-dimethyl-7-oxabicyclo[4.1.0]hept-3-en-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9267	92.67%
Caco-2	-	0.6156	61.56%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6388	63.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8765	87.65%
OATP1B3 inhibitior	+	0.9662	96.62%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8895	88.95%
P-glycoprotein inhibitior	-	0.9278	92.78%
P-glycoprotein substrate	-	0.8762	87.62%
CYP3A4 substrate	+	0.5642	56.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8806	88.06%
CYP3A4 inhibition	-	0.8877	88.77%
CYP2C9 inhibition	-	0.9157	91.57%
CYP2C19 inhibition	-	0.7931	79.31%
CYP2D6 inhibition	-	0.9378	93.78%
CYP1A2 inhibition	-	0.8979	89.79%
CYP2C8 inhibition	-	0.8120	81.20%
CYP inhibitory promiscuity	-	0.9283	92.83%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8743	87.43%
Carcinogenicity (trinary)	Non-required	0.5216	52.16%
Eye corrosion	-	0.9680	96.80%
Eye irritation	-	0.8414	84.14%
Skin irritation	-	0.5272	52.72%
Skin corrosion	-	0.8739	87.39%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8335	83.35%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.6196	61.96%
skin sensitisation	-	0.6270	62.70%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5311	53.11%
Acute Oral Toxicity (c)	III	0.4373	43.73%
Estrogen receptor binding	+	0.5661	56.61%
Androgen receptor binding	-	0.5544	55.44%
Thyroid receptor binding	-	0.5838	58.38%
Glucocorticoid receptor binding	-	0.4942	49.42%
Aromatase binding	+	0.5931	59.31%
PPAR gamma	+	0.7329	73.29%
Honey bee toxicity	-	0.9061	90.61%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8553	85.53%

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	94.39%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.92%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.57%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.82%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	82.94%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	82.84%	94.73%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.57%	85.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10491836
• LOTUS: LTS0039918
• wikiData: Q77278730