Dehydroalanine

Details

• Internal ID: 093f499d-2021-4c12-b0b6-f72b4fe3d0ff
• 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-aminoprop-2-enoic acid
• InChI: InChI=1S/C3H5NO2/c1-2(4)3(5)6/h1,4H2,(H,5,6)
• InChI Key: UQBOJOOOTLPNST-UHFFFAOYSA-N
• Popularity: 1,016 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃H₅NO₂
• Molecular Weight: 87.08 g/mol
• Exact Mass: 87.032028402 g/mol
• Topological Polar Surface Area (TPSA): 63.30 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.46
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 1948-56-7
• 2-aminoacrylic acid
• 2-aminoprop-2-enoic acid
• 2,3-DIDEHYDROALANINE
• 2-Aminoacrylate
• alpha,beta-Dehydroalanine
• alpha-Aminoacrylate
• 2-Propenoic acid,2-amino-
• 2-aminoprop-2-enoate
• 2-AMINO-ACRYLIC ACID
• 2-Propenoic acid, 2-amino-
• 98RA387EKY
• UNII-98RA387EKY
• a-b-di-dehydroalanine
• 2-ammonioprop-2-enoate
• ALANINE, DEHYDRO-
• alpha-beta-di-dehydroalanine
• ACRYLIC ACID, 2-AMINO-
• CHEBI:17123
• CHEBI:76565
• .ALPHA.-AMINOACRYLIC ACID
• DTXSID90173131
• (alpha)-(beta)-di-dehydroalanine
• 2-AMINO-2-PROPENOIC ACID
• UQBOJOOOTLPNST-UHFFFAOYSA-N
• anhydroserine 2-aminopropenoic acid
• AKOS006342070
• DB02688
• .ALPHA.,.BETA.-DIDEHYDROALANINE
• PD007760
• C02218
• Q1183089

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9912	99.12%
Caco-2	-	0.5919	59.19%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Lysosomes	0.5934	59.34%
OATP2B1 inhibitior	-	0.8699	86.99%
OATP1B1 inhibitior	+	0.9834	98.34%
OATP1B3 inhibitior	+	0.9497	94.97%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9609	96.09%
P-glycoprotein inhibitior	-	0.9868	98.68%
P-glycoprotein substrate	-	0.9942	99.42%
CYP3A4 substrate	-	0.8293	82.93%
CYP2C9 substrate	-	0.6007	60.07%
CYP2D6 substrate	-	0.8312	83.12%
CYP3A4 inhibition	-	0.8251	82.51%
CYP2C9 inhibition	-	0.8817	88.17%
CYP2C19 inhibition	-	0.9157	91.57%
CYP2D6 inhibition	-	0.9378	93.78%
CYP1A2 inhibition	-	0.8905	89.05%
CYP2C8 inhibition	-	0.9936	99.36%
CYP inhibitory promiscuity	-	0.9674	96.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5474	54.74%
Carcinogenicity (trinary)	Non-required	0.6164	61.64%
Eye corrosion	-	0.9280	92.80%
Eye irritation	+	0.9623	96.23%
Skin irritation	-	0.6642	66.42%
Skin corrosion	-	0.9036	90.36%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8737	87.37%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.9125	91.25%
skin sensitisation	-	0.8578	85.78%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.7556	75.56%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.5463	54.63%
Acute Oral Toxicity (c)	III	0.6564	65.64%
Estrogen receptor binding	-	0.9281	92.81%
Androgen receptor binding	-	0.9318	93.18%
Thyroid receptor binding	-	0.8609	86.09%
Glucocorticoid receptor binding	-	0.9282	92.82%
Aromatase binding	-	0.9139	91.39%
PPAR gamma	-	0.8209	82.09%
Honey bee toxicity	-	0.9360	93.60%
Biodegradation	+	0.8000	80.00%
Crustacea aquatic toxicity	-	0.9500	95.00%
Fish aquatic toxicity	-	0.5117	51.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
No predicted targets yet!

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 123991
• LOTUS: LTS0193313
• wikiData: Q1183089