[(1S,5R,6R)-5,6-dihydroxy-3-(hydroxymethyl)-4-oxocyclohex-2-en-1-yl] acetate

Details

• Internal ID: e4f4b481-2577-4b16-a350-8df19b06e78c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: [(1S,5R,6R)-5,6-dihydroxy-3-(hydroxymethyl)-4-oxocyclohex-2-en-1-yl] acetate
• SMILES (Canonical): CC(=O)OC1C=C(C(=O)C(C1O)O)CO
• SMILES (Isomeric): CC(=O)O[C@H]1C=C(C(=O)[C@@H]([C@H]1O)O)CO
• InChI: InChI=1S/C9H12O6/c1-4(11)15-6-2-5(3-10)7(12)9(14)8(6)13/h2,6,8-10,13-14H,3H2,1H3/t6-,8-,9-/m0/s1
• InChI Key: FUXKHYGUHNXEEV-XVYDVKMFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₂O₆
• Molecular Weight: 216.19 g/mol
• Exact Mass: 216.06338810 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -1.86
• 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	+	0.8120	81.20%
Caco-2	-	0.9464	94.64%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8864	88.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9070	90.70%
OATP1B3 inhibitior	+	0.9612	96.12%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9622	96.22%
P-glycoprotein inhibitior	-	0.9688	96.88%
P-glycoprotein substrate	-	0.9230	92.30%
CYP3A4 substrate	-	0.5416	54.16%
CYP2C9 substrate	-	0.6052	60.52%
CYP2D6 substrate	-	0.8954	89.54%
CYP3A4 inhibition	-	0.9427	94.27%
CYP2C9 inhibition	-	0.6830	68.30%
CYP2C19 inhibition	-	0.8833	88.33%
CYP2D6 inhibition	-	0.8396	83.96%
CYP1A2 inhibition	-	0.7981	79.81%
CYP2C8 inhibition	-	0.9669	96.69%
CYP inhibitory promiscuity	-	0.8912	89.12%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7776	77.76%
Carcinogenicity (trinary)	Non-required	0.7494	74.94%
Eye corrosion	-	0.9786	97.86%
Eye irritation	-	0.7209	72.09%
Skin irritation	-	0.6898	68.98%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8790	87.90%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.5621	56.21%
skin sensitisation	-	0.7316	73.16%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5308	53.08%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.6454	64.54%
Acute Oral Toxicity (c)	III	0.5355	53.55%
Estrogen receptor binding	-	0.7417	74.17%
Androgen receptor binding	-	0.8158	81.58%
Thyroid receptor binding	-	0.6945	69.45%
Glucocorticoid receptor binding	-	0.5838	58.38%
Aromatase binding	-	0.7970	79.70%
PPAR gamma	-	0.8914	89.14%
Honey bee toxicity	-	0.9039	90.39%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7750	77.50%
Fish aquatic toxicity	+	0.8928	89.28%

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	95.42%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.72%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.45%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	81.29%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.65%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.14%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 134154781
• LOTUS: LTS0017548
• wikiData: Q105002141