Oxalacetic acid

Details

• Internal ID: ed8f3eab-a082-4f4c-96c3-68ef5b0e2328
• Taxonomy: Organic acids and derivatives > Keto acids and derivatives > Short-chain keto acids and derivatives
• IUPAC Name: 2-oxobutanedioic acid
• SMILES (Canonical): C(C(=O)C(=O)O)C(=O)O
• SMILES (Isomeric): C(C(=O)C(=O)O)C(=O)O
• InChI: InChI=1S/C4H4O5/c5-2(4(8)9)1-3(6)7/h1H2,(H,6,7)(H,8,9)
• InChI Key: KHPXUQMNIQBQEV-UHFFFAOYSA-N
• Popularity: 3,536 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄H₄O₅
• Molecular Weight: 132.07 g/mol
• Exact Mass: 132.00587322 g/mol
• Topological Polar Surface Area (TPSA): 91.70 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.89
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• oxaloacetic acid
• 328-42-7
• 2-Oxobutanedioic acid
• 2-Oxosuccinic acid
• oxaloacetate
• Ketosuccinic acid
• Oxosuccinic acid
• 2-Ketosuccinic acid
• Butanedioic acid, oxo-
• Oxobutanedioic acid
• Oxalacetic acetic
• 2-oxo-butanedioic acid
• Bioepg
• Butanedioic acid, 2-oxo-
• Oxaloethanoic acid
• OAA
• NSC 77688
• keto-oxaloacetate
• alpha-Ketosuccinic acid
• EINECS 206-329-8
• NSC-77688
• Anhydrous enol-oxaloacetate
• UNII-2F399MM81J
• DTXSID8021646
• CHEBI:30744
• 2F399MM81J
• 2-oxobutanedioate
• C4H2O5
• C4-H2-O5
• MFCD00002592
• Ketosuccinate
• Oxaloethanoate
• a-Ketosuccinate
• 2-Ketosuccinate
• 2-Oxosuccinate
• 4cts
• alpha-Ketosuccinate
• a-Ketosuccinic acid
• Oxalacetic acid (8CI)
• D0V0AI
• SCHEMBL8464
• OXALACETIC ACID [MI]
• 3-carboxy-3-oxopropanoic acid
• DTXCID901646
• GTPL5236
• OXOSUCCINIC ACID [INCI]
• Butanedioic acid, oxo- (9CI)
• CHEMBL1794791
• BDBM23230
• OXALACETIC ACID [WHO-DD]
• BCP16299
• NSC77688
• Oxaloacetic acid, >=97% (HPLC)
• Tox21_201215
• LMFA01170120
• s6112
• STL168038
• AKOS000121850
• CS-W011098
• HY-W010382
• NCGC00248960-01
• NCGC00258767-01
• AS-17361
• CAS-328-42-7
• LS-182539
• FT-0631962
• O0072
• EN300-28603
• C00036
• H12016
• O-5000
• A875503
• OXALACETIC ACID TRANS-(Z)-ENOL FORM [MI]
• Q408658
• J-650320
• J-650383
• Z271128590
• F15D7D2F-5E37-4B87-A8D2-824D5097A4DE
• Oxaloacetic acid, Hybri-Max(TM), powder, suitable for hybridoma
• 7619-04-7
• Oxaloacetic acid, powder, BioReagent, suitable for cell culture, suitable for insect cell culture, >=97% (HPLC)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7619	76.19%
Caco-2	-	0.8272	82.72%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7928	79.28%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.9639	96.39%
OATP1B3 inhibitior	+	0.9514	95.14%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9805	98.05%
P-glycoprotein inhibitior	-	0.9817	98.17%
P-glycoprotein substrate	-	0.9893	98.93%
CYP3A4 substrate	-	0.8156	81.56%
CYP2C9 substrate	+	0.6075	60.75%
CYP2D6 substrate	-	0.8547	85.47%
CYP3A4 inhibition	-	0.9669	96.69%
CYP2C9 inhibition	-	0.9803	98.03%
CYP2C19 inhibition	-	0.9777	97.77%
CYP2D6 inhibition	-	0.9662	96.62%
CYP1A2 inhibition	-	0.9664	96.64%
CYP2C8 inhibition	-	0.9917	99.17%
CYP inhibitory promiscuity	-	0.9930	99.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6546	65.46%
Carcinogenicity (trinary)	Non-required	0.7354	73.54%
Eye corrosion	+	0.9827	98.27%
Eye irritation	+	0.9876	98.76%
Skin irritation	+	0.5756	57.56%
Skin corrosion	-	0.5662	56.62%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8169	81.69%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.8995	89.95%
Respiratory toxicity	-	0.8444	84.44%
Reproductive toxicity	-	0.8000	80.00%
Mitochondrial toxicity	-	0.9000	90.00%
Nephrotoxicity	+	0.5430	54.30%
Acute Oral Toxicity (c)	III	0.8102	81.02%
Estrogen receptor binding	-	0.9279	92.79%
Androgen receptor binding	-	0.9086	90.86%
Thyroid receptor binding	-	0.8364	83.64%
Glucocorticoid receptor binding	-	0.8661	86.61%
Aromatase binding	-	0.8909	89.09%
PPAR gamma	-	0.7498	74.98%
Honey bee toxicity	-	0.9752	97.52%
Biodegradation	+	0.9250	92.50%
Crustacea aquatic toxicity	-	0.9600	96.00%
Fish aquatic toxicity	-	0.7920	79.20%

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	81.87%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.82%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	80.41%	90.20%

Plants that contains it

• Euonymus alatus
• Medicago sativa

Cross-Links

• PubChem: 970
• NPASS: NPC1037
• LOTUS: LTS0217563
• wikiData: Q408658