3,3-Dibromoacrylic acid

Details

• Internal ID: f8aba9e9-2d55-4725-ace6-fddd5162a185
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Acrylic acids and derivatives
• IUPAC Name: 3,3-dibromoprop-2-enoic acid
• SMILES (Canonical): C(=C(Br)Br)C(=O)O
• SMILES (Isomeric): C(=C(Br)Br)C(=O)O
• InChI: InChI=1S/C3H2Br2O2/c4-2(5)1-3(6)7/h1H,(H,6,7)
• InChI Key: VWWPGQPTCCQNIO-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃H₂Br₂O₂
• Molecular Weight: 229.85 g/mol
• Exact Mass: 229.84011 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.70
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 1578-21-8
• 3,3-Dibromoprop-2-enoic acid
• 3,3-dibromopropenoic acid
• 2-Propenoic acid, 3,3-dibromo-
• 3,3-dibromo-2-propenoic acid
• MLS001076242
• 3,3-Dibromoprop-2-enoicacid
• CHEMBL1521683
• SCHEMBL11689457
• VWWPGQPTCCQNIO-UHFFFAOYSA-
• DTXSID30532001
• HMS2267P11
• BAA57821
• LMFA01090078
• AKOS028113836
• SMR000639128
• HY-133653
• CS-0128479
• EN300-115394
• Z1416198234
• InChI=1/C3H2Br2O2/c4-2(5)1-3(6)7/h1H,(H,6,7)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9940	99.40%
Caco-2	+	0.8673	86.73%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5478	54.78%
OATP2B1 inhibitior	-	0.8621	86.21%
OATP1B1 inhibitior	+	0.9589	95.89%
OATP1B3 inhibitior	+	0.9462	94.62%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9318	93.18%
P-glycoprotein inhibitior	-	0.9845	98.45%
P-glycoprotein substrate	-	0.9959	99.59%
CYP3A4 substrate	-	0.7724	77.24%
CYP2C9 substrate	+	0.6023	60.23%
CYP2D6 substrate	-	0.8882	88.82%
CYP3A4 inhibition	-	0.8517	85.17%
CYP2C9 inhibition	-	0.8302	83.02%
CYP2C19 inhibition	-	0.8987	89.87%
CYP2D6 inhibition	-	0.9373	93.73%
CYP1A2 inhibition	-	0.7748	77.48%
CYP2C8 inhibition	-	0.9869	98.69%
CYP inhibitory promiscuity	-	0.9685	96.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.7068	70.68%
Carcinogenicity (trinary)	Non-required	0.4824	48.24%
Eye corrosion	+	0.9884	98.84%
Eye irritation	+	0.9931	99.31%
Skin irritation	+	0.8326	83.26%
Skin corrosion	+	0.9086	90.86%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7912	79.12%
Micronuclear	-	0.6826	68.26%
Hepatotoxicity	+	0.8750	87.50%
skin sensitisation	+	0.6481	64.81%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	-	0.7851	78.51%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	+	0.5761	57.61%
Acute Oral Toxicity (c)	III	0.7003	70.03%
Estrogen receptor binding	-	0.9484	94.84%
Androgen receptor binding	-	0.8625	86.25%
Thyroid receptor binding	-	0.8003	80.03%
Glucocorticoid receptor binding	-	0.8996	89.96%
Aromatase binding	-	0.9341	93.41%
PPAR gamma	-	0.8152	81.52%
Honey bee toxicity	-	0.9046	90.46%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.8600	86.00%
Fish aquatic toxicity	+	0.8752	87.52%

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

• Ainsliaea dissecta
• Platycarphella carlinoides
• Pulicaria dysenterica
• Uncaria homomalla

Cross-Links

• PubChem: 13250147
• NPASS: NPC280312
• ChEMBL: CHEMBL1521683