Oxosorbicillinol (tautomer)

Details

• Internal ID: e8a30a8c-1846-4cd9-9dd0-9447e7d7eaf6
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Benzoquinones > M-benzoquinones
• IUPAC Name: (2R,6Z)-2,5-dihydroxy-6-[(2E,4E)-1-hydroxyhexa-2,4-dienylidene]-2,4-dimethylcyclohex-4-ene-1,3-dione
• InChI: InChI=1S/C14H16O5/c1-4-5-6-7-9(15)10-11(16)8(2)12(17)14(3,19)13(10)18/h4-7,15-16,19H,1-3H3/b5-4+,7-6+,10-9-/t14-/m1/s1
• InChI Key: JSSFRHLBNRCOAQ-QKAXFWGASA-N
• Popularity: 2 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): 94.80 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.67
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• (2R,6Z)-2,5-dihydroxy-6-[(2E,4E)-1-hydroxyhexa-2,4-dienylidene]-2,4-dimethylcyclohex-4-ene-1,3-dione
• (2R,6Z)-2,5-dihydroxy-6-((2E,4E)-1-hydroxyhexa-2,4-dienylidene)-2,4-dimethylcyclohex-4-ene-1,3-dione
• RefChem:169007
• CHEMBL451537
• CHEMBL456080
• SCHEMBL30747059
• CHEBI:205800

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9373	93.73%
Caco-2	+	0.6262	62.62%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7739	77.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8620	86.20%
OATP1B3 inhibitior	+	0.9574	95.74%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7971	79.71%
P-glycoprotein inhibitior	-	0.9087	90.87%
P-glycoprotein substrate	-	0.9379	93.79%
CYP3A4 substrate	-	0.5122	51.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8857	88.57%
CYP3A4 inhibition	-	0.8641	86.41%
CYP2C9 inhibition	-	0.8034	80.34%
CYP2C19 inhibition	-	0.8646	86.46%
CYP2D6 inhibition	-	0.9103	91.03%
CYP1A2 inhibition	-	0.8775	87.75%
CYP2C8 inhibition	-	0.8368	83.68%
CYP inhibitory promiscuity	-	0.8585	85.85%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7604	76.04%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9409	94.09%
Eye irritation	-	0.7967	79.67%
Skin irritation	+	0.5331	53.31%
Skin corrosion	-	0.8801	88.01%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4307	43.07%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.6355	63.55%
skin sensitisation	+	0.5947	59.47%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.6112	61.12%
Acute Oral Toxicity (c)	III	0.5370	53.70%
Estrogen receptor binding	+	0.6723	67.23%
Androgen receptor binding	+	0.5234	52.34%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7604	76.04%
Aromatase binding	+	0.6543	65.43%
PPAR gamma	+	0.6242	62.42%
Honey bee toxicity	-	0.9427	94.27%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8738	87.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.14%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.83%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	93.26%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	88.69%	90.17%
CHEMBL1937	Q92769	Histone deacetylase 2	87.84%	94.75%
CHEMBL2581	P07339	Cathepsin D	84.80%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.97%	99.23%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	83.90%	95.64%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.65%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.87%	86.33%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.74%	91.71%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.53%	85.30%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11219264
• LOTUS: LTS0264754
• wikiData: Q77478949