Ketomycin

Details

• Internal ID: ac7a1ddb-b3be-4883-84d9-9c60f07a8f5d
• Taxonomy: Organic acids and derivatives > Keto acids and derivatives > Alpha-keto acids and derivatives
• IUPAC Name: 2-[(1R)-cyclohex-3-en-1-yl]-2-oxoacetic acid
• SMILES (Canonical): C1CC(CC=C1)C(=O)C(=O)O
• SMILES (Isomeric): C1C[C@H](CC=C1)C(=O)C(=O)O
• InChI: InChI=1S/C8H10O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-2,6H,3-5H2,(H,10,11)/t6-/m0/s1
• InChI Key: XJVDGWZMESEVTD-LURJTMIESA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₀O₃
• Molecular Weight: 154.16 g/mol
• Exact Mass: 154.062994177 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.00
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 23364-22-9
• Antibiotic R-3
• Antibiotic T 86A
• Cyclohexenyl-1-glyoxalic acid
• (R)-alpha-Oxo-3-cyclohexene-1-acetic acid
• BRN 2964900
• 3-Cyclohexene-1-acetic acid, alpha-oxo-, (R)-
• 3-Cyclohexene-1-glyoxylic acid, (R)-
• (R)-2-(Cyclohex-3-en-1-yl)-2-oxoacetic acid
• 3-Cyclohexene-1-acetic acid, alpha-oxo-, (R)- (9CI)
• starbld0000865
• (R)-3-Cyclohexenylglyoxylsaure
• DTXSID00946035
• AKOS040746953
• (Cyclohex-3-en-1-yl)(oxo)acetic acid
• LS-57523

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9575	95.75%
Caco-2	-	0.7469	74.69%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7583	75.83%
OATP2B1 inhibitior	-	0.8439	84.39%
OATP1B1 inhibitior	+	0.9600	96.00%
OATP1B3 inhibitior	+	0.9552	95.52%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9365	93.65%
P-glycoprotein inhibitior	-	0.9929	99.29%
P-glycoprotein substrate	-	0.9758	97.58%
CYP3A4 substrate	-	0.6673	66.73%
CYP2C9 substrate	+	0.5875	58.75%
CYP2D6 substrate	-	0.8628	86.28%
CYP3A4 inhibition	-	0.9569	95.69%
CYP2C9 inhibition	-	0.9150	91.50%
CYP2C19 inhibition	-	0.9396	93.96%
CYP2D6 inhibition	-	0.9605	96.05%
CYP1A2 inhibition	-	0.8942	89.42%
CYP2C8 inhibition	-	0.9270	92.70%
CYP inhibitory promiscuity	-	0.9752	97.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7628	76.28%
Carcinogenicity (trinary)	Non-required	0.6910	69.10%
Eye corrosion	+	0.8748	87.48%
Eye irritation	+	0.9905	99.05%
Skin irritation	+	0.7234	72.34%
Skin corrosion	-	0.9409	94.09%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7699	76.99%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.7190	71.90%
skin sensitisation	+	0.6467	64.67%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	-	0.7556	75.56%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.5634	56.34%
Acute Oral Toxicity (c)	III	0.6883	68.83%
Estrogen receptor binding	-	0.9427	94.27%
Androgen receptor binding	-	0.7398	73.98%
Thyroid receptor binding	-	0.8835	88.35%
Glucocorticoid receptor binding	-	0.8457	84.57%
Aromatase binding	-	0.8563	85.63%
PPAR gamma	-	0.7876	78.76%
Honey bee toxicity	-	0.9562	95.62%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9239	92.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	87.47%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.78%	96.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.86%	93.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.31%	97.09%

Plants that contains it

• Allium ampeloprasum
• Artemisia gmelinii
• Drimia altissima
• Helenium amarum
• Scutellaria viscidula
• Senecio retrorsus
• Taxus wallichiana

Cross-Links

• PubChem: 19489
• NPASS: NPC105451
• LOTUS: LTS0262465
• wikiData: Q76001864