Ibotenic acid

Details

• Internal ID: e92fea34-bcd9-4065-aa3d-209630c726a5
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acids
• IUPAC Name: 2-amino-2-(3-oxo-1,2-oxazol-5-yl)acetic acid
• SMILES (Canonical): C1=C(ONC1=O)C(C(=O)O)N
• SMILES (Isomeric): C1=C(ONC1=O)C(C(=O)O)N
• InChI: InChI=1S/C5H6N2O4/c6-4(5(9)10)2-1-3(8)7-11-2/h1,4H,6H2,(H,7,8)(H,9,10)
• InChI Key: IRJCBFDCFXCWGO-UHFFFAOYSA-N
• Popularity: 3,192 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅H₆N₂O₄
• Molecular Weight: 158.11 g/mol
• Exact Mass: 158.03275668 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: -3.90
• Atomic LogP (AlogP): -0.95
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• 2552-55-8
• DL-Ibotenic acid
• (RS)-Ibotenic acid
• 44AS82FRSI
• alpha-Amino-2,3-dihydro-3-oxo-5-isoxazoleacetic acid
• 2-amino-2-(3-oxo-1,2-oxazol-5-yl)acetic acid
• DTXSID40893771
• 5-Isoxazoleacetic acid, alpha-amino-2,3-dihydro-3-oxo-
• NSC-204850
• 2-amino-2-(3-oxoisoxazol-5-yl)acetic acid
• 4-Isoxazoline-5-acetic acid, alpha-amino-3-oxo-
• Acid, Ibotenic
• 2-Azaniumyl-2-(3-oxo-1,2-oxazol-5-yl)acetate
• (+-)-Ibotenic acid
• RefChem:789640
• DTXCID701323806
• 637-415-7
• Ibotenate
• (+/-)-Ibotenic acid
• 2-amino-2-(3-oxo-2,3-dihydroisoxazol-5-yl)acetic acid
• MFCD00069294
• alpha-Amino-3-hydroxy-5-isoxazoleacetic acid
• NSC204850
• CHEMBL284895
• (RS)-Ibotenic acid;DL-Ibotenic acid
• 2-amino-2-(3-hydroxyisoxazol-5-yl)acetic acid
• 5-Isoxazoleacetic acid,a-amino-2,3-dihydro-3-oxo-
• 5-Isoxazoleaceticacid,-alpha--amino-2,3-dihydro-3-oxo-,(-alpha-R)-(9CI)
• SR-01000075462
• UNII-44AS82FRSI
• NSC 204850
• IRJCBFDCFXCWGO-UHFFFAOYSA-N
• DL-Ibotenic acid;
• (y)-Ibotenic acid
• (?)-Ibotenic acid
• IBOTENIC ACID [MI]
• Lopac0_000651
• MLS002153141
• SCHEMBL153359
• 4-Isoxazoline-5-acetic acid, .alpha.-amino-3-oxo-
• Ibotenic acid, ~95%, solid
• CHEBI:5854
• GTPL1371
• orb1679003
• orb3012980
• SCHEMBL4582627
• IBOTENIC ACID [WHO-DD]
• 5-Isoxazoleaceticacid,-alpha--amino-2,3-dihydro-3-oxo-,(-alpha-S)-(9CI)
• BDBM82355
• 5-Isoxazoleacetic acid, .alpha.-amino-2,3-dihydro-3-oxo-
• MSK7269
• HMS2230A08
• HMS3262C03
• HMS3266E19
• HMS3369N13
• HMS3414F03
• HMS3678F03
• IBOTENIC ACID, (+/-)-
• HY-N2311
• NSC_1233
• Tox21_500651
• HB0330
• PDSP1_001426
• PDSP2_001410
• AKOS006228673
• AKOS027320609
• CCG-204738
• EBC-616673
• FI41653
• LP00651
• SDCCGSBI-0050631.P002
• ( inverted question mark)-Ibotenic acid
• NCGC00015555-03
• NCGC00015555-04
• NCGC00015555-05
• NCGC00015555-06
• NCGC00024524-02
• NCGC00024524-03
• NCGC00024524-04
• NCGC00261336-01
• 5-Isoxazoleacetic acid,3-dihydro-3-oxo-
• a-Amino-3-hydroxy-5-isoxazoleacetic acid
• CS-13243
• DA-54220
• SMR001230640
• SY252217
• CAS_2552-55-8
• a-Amino-(3-hydroxy-5-isoxazolyl)acetic acid
• CS-0020472
• EU-0100651
• NS00075437
• ST50824671
• Amino(3-hydroxy-1,2-oxazol-5-yl)acetic acid
• I 2765
• L000672
• Q411094
• SR-01000075462-1
• SR-01000075462-3
• 5-Isoxazoleacetic acid, ?-amino-2,3-dihydro-3-oxo-
• BRD-A04628621-001-02-6
• 2-Amino-2-(3-oxo-2,3-dihydro-5-isoxazolyl)acetic Acid
• 2-amino-2-(3-oxo-2,3-dihydroisoxazol-5-yl)aceticacid
• Amino-(3-hydroxy-isoxazol-5-yl)-acetic acid(Ibotenic acid)
• 2-amino-2-(3-oxo-2,3-dihydro-1,2-oxazol-5-yl)acetic acid
• acetic acid, 2-amino-2-(2,3-dihydro-3-oxo-5-isoxazolyl)-
• ( inverted question mark)-alpha-Amino-3-hydroxy-5-isoxazoleacetic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6241	62.41%
Caco-2	-	0.8904	89.04%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.4842	48.42%
OATP2B1 inhibitior	-	0.8648	86.48%
OATP1B1 inhibitior	+	0.9537	95.37%
OATP1B3 inhibitior	+	0.9426	94.26%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9600	96.00%
P-glycoprotein inhibitior	-	0.9740	97.40%
P-glycoprotein substrate	-	0.9813	98.13%
CYP3A4 substrate	-	0.7814	78.14%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.8583	85.83%
CYP3A4 inhibition	-	0.8402	84.02%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9139	91.39%
CYP2C8 inhibition	-	0.9645	96.45%
CYP inhibitory promiscuity	-	0.9752	97.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7743	77.43%
Carcinogenicity (trinary)	Non-required	0.5618	56.18%
Eye corrosion	-	0.9869	98.69%
Eye irritation	+	0.5754	57.54%
Skin irritation	-	0.7759	77.59%
Skin corrosion	-	0.9424	94.24%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8972	89.72%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.7658	76.58%
skin sensitisation	-	0.8650	86.50%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5825	58.25%
Nephrotoxicity	-	0.7673	76.73%
Acute Oral Toxicity (c)	II	0.7276	72.76%
Estrogen receptor binding	-	0.8705	87.05%
Androgen receptor binding	-	0.6794	67.94%
Thyroid receptor binding	-	0.7772	77.72%
Glucocorticoid receptor binding	-	0.6843	68.43%
Aromatase binding	-	0.7754	77.54%
PPAR gamma	-	0.7354	73.54%
Honey bee toxicity	-	0.9650	96.50%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	-	0.8453	84.53%

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	95.64%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.76%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.19%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.36%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.75%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.03%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.75%	90.71%
CHEMBL4581	P52732	Kinesin-like protein 1	80.47%	93.18%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 1233
• LOTUS: LTS0155858
• wikiData: Q411094