2-(4-Methoxycyclohexa-1,3-dien-1-yl)-2-oxoacetic acid

Details

• Internal ID: 9c682fc6-802a-4add-881e-4682adf46894
• Taxonomy: Organic acids and derivatives > Keto acids and derivatives > Alpha-keto acids and derivatives
• IUPAC Name: 2-(4-methoxycyclohexa-1,3-dien-1-yl)-2-oxoacetic acid
• SMILES (Canonical): COC1=CC=C(CC1)C(=O)C(=O)O
• SMILES (Isomeric): COC1=CC=C(CC1)C(=O)C(=O)O
• InChI: InChI=1S/C9H10O4/c1-13-7-4-2-6(3-5-7)8(10)9(11)12/h2,4H,3,5H2,1H3,(H,11,12)
• InChI Key: ZXNSCYAHFCSTCR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₀O₄
• Molecular Weight: 182.17 g/mol
• Exact Mass: 182.05790880 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.89
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9523	95.23%
Caco-2	+	0.6945	69.45%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8807	88.07%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.9461	94.61%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9394	93.94%
P-glycoprotein inhibitior	-	0.9901	99.01%
P-glycoprotein substrate	-	0.9620	96.20%
CYP3A4 substrate	-	0.6500	65.00%
CYP2C9 substrate	-	0.7332	73.32%
CYP2D6 substrate	-	0.8905	89.05%
CYP3A4 inhibition	-	0.9677	96.77%
CYP2C9 inhibition	-	0.9175	91.75%
CYP2C19 inhibition	-	0.8701	87.01%
CYP2D6 inhibition	-	0.8718	87.18%
CYP1A2 inhibition	-	0.8046	80.46%
CYP2C8 inhibition	-	0.9534	95.34%
CYP inhibitory promiscuity	-	0.9592	95.92%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7749	77.49%
Carcinogenicity (trinary)	Non-required	0.6812	68.12%
Eye corrosion	-	0.9217	92.17%
Eye irritation	+	0.9648	96.48%
Skin irritation	-	0.5392	53.92%
Skin corrosion	-	0.9416	94.16%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7201	72.01%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6159	61.59%
skin sensitisation	-	0.8030	80.30%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	-	0.6792	67.92%
Acute Oral Toxicity (c)	III	0.5421	54.21%
Estrogen receptor binding	-	0.8521	85.21%
Androgen receptor binding	-	0.7108	71.08%
Thyroid receptor binding	-	0.8027	80.27%
Glucocorticoid receptor binding	-	0.7412	74.12%
Aromatase binding	-	0.7883	78.83%
PPAR gamma	-	0.6456	64.56%
Honey bee toxicity	-	0.9674	96.74%
Biodegradation	+	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8155	81.55%
Fish aquatic toxicity	+	0.7088	70.88%

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	94.83%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.47%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.49%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.05%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	81.96%	83.82%

Plants that contains it

• Aristolochia manshuriensis
• Astragalus mongholicus
• Cinnamomum aromaticum
• Cynomorium coccineum subsp. songaricum
• Ephedra sinica
• Eucalyptus viminalis
• Isatis tinctoria
• Patrinia villosa
• Phellodendron amurense
• Piper kadsura
• Prunus mume
• Trivalvaria costata

Cross-Links

• PubChem: 29927927
• NPASS: NPC258019