2-(1,6-Dihydroxy-4-oxocyclohex-2-en-1-yl)acetic acid

Details

• Internal ID: fd7965e6-e3e2-4e95-bc54-bfb5c46b02b6
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 2-(1,6-dihydroxy-4-oxocyclohex-2-en-1-yl)acetic acid
• SMILES (Canonical): C1C(C(C=CC1=O)(CC(=O)O)O)O
• SMILES (Isomeric): C1C(C(C=CC1=O)(CC(=O)O)O)O
• InChI: InChI=1S/C8H10O5/c9-5-1-2-8(13,4-7(11)12)6(10)3-5/h1-2,6,10,13H,3-4H2,(H,11,12)
• InChI Key: FPITUXIDBIAZPP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₀O₅
• Molecular Weight: 186.16 g/mol
• Exact Mass: 186.05282342 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -0.92
• H-Bond Acceptor: 4
• 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	+	0.6891	68.91%
Caco-2	-	0.7365	73.65%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7913	79.13%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.9500	95.00%
OATP1B3 inhibitior	+	0.9577	95.77%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8338	83.38%
BSEP inhibitior	-	0.9640	96.40%
P-glycoprotein inhibitior	-	0.9853	98.53%
P-glycoprotein substrate	-	0.9374	93.74%
CYP3A4 substrate	-	0.6202	62.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8706	87.06%
CYP3A4 inhibition	-	0.8561	85.61%
CYP2C9 inhibition	-	0.9697	96.97%
CYP2C19 inhibition	-	0.9587	95.87%
CYP2D6 inhibition	-	0.9571	95.71%
CYP1A2 inhibition	-	0.9791	97.91%
CYP2C8 inhibition	-	0.9869	98.69%
CYP inhibitory promiscuity	-	0.9938	99.38%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8932	89.32%
Carcinogenicity (trinary)	Non-required	0.6779	67.79%
Eye corrosion	-	0.9687	96.87%
Eye irritation	+	0.7276	72.76%
Skin irritation	-	0.5161	51.61%
Skin corrosion	-	0.9013	90.13%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8326	83.26%
Micronuclear	+	0.6259	62.59%
Hepatotoxicity	+	0.6303	63.03%
skin sensitisation	-	0.5899	58.99%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7837	78.37%
Acute Oral Toxicity (c)	III	0.6968	69.68%
Estrogen receptor binding	-	0.9070	90.70%
Androgen receptor binding	-	0.7809	78.09%
Thyroid receptor binding	-	0.7746	77.46%
Glucocorticoid receptor binding	-	0.8069	80.69%
Aromatase binding	-	0.8373	83.73%
PPAR gamma	-	0.5108	51.08%
Honey bee toxicity	-	0.9734	97.34%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.8489	84.89%

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	95.05%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	92.72%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.79%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.33%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.55%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	82.08%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.71%	97.09%
CHEMBL4208	P20618	Proteasome component C5	80.13%	90.00%

Plants that contains it

• Senecio scandens

Cross-Links

• PubChem: 91237081
• LOTUS: LTS0165806
• wikiData: Q104999223