2-Benzylidenesuccinic acid

Details

• Internal ID: 5daf24ea-2759-4f3c-97c8-b3fe4987011c
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acids
• IUPAC Name: 2-benzylidenebutanedioic acid
• InChI: InChI=1S/C11H10O4/c12-10(13)7-9(11(14)15)6-8-4-2-1-3-5-8/h1-6H,7H2,(H,12,13)(H,14,15)
• InChI Key: KYILORDWJFEQBS-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₀O₄
• Molecular Weight: 206.19 g/mol
• Exact Mass: 206.05790880 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.63
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• Butanedioic acid, (phenylmethylene)-
• 5653-88-3
• 2-benzylidenebutanedioic acid
• 2-(PHENYLMETHYLENE)BUTANEDIOIC ACID
• (2Z)-2-benzylidenebutanedioic acid
• NSC10134
• Phenylitakonsaure
• Benzylidenesuccinic Acid
• NCIStruc1_000078
• NCIStruc2_000036
• SCHEMBL166780
• DTXSID30963573
• KYILORDWJFEQBS-UHFFFAOYSA-N
• AKOS028108608
• 2-Carboxymethyl-3-phenylpropenoic acid
• NCI60_000041

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9528	95.28%
Caco-2	+	0.5827	58.27%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8408	84.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9517	95.17%
OATP1B3 inhibitior	+	0.9396	93.96%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8860	88.60%
P-glycoprotein inhibitior	-	0.9835	98.35%
P-glycoprotein substrate	-	0.9687	96.87%
CYP3A4 substrate	-	0.7728	77.28%
CYP2C9 substrate	-	0.6056	60.56%
CYP2D6 substrate	-	0.8672	86.72%
CYP3A4 inhibition	-	0.9482	94.82%
CYP2C9 inhibition	-	0.9557	95.57%
CYP2C19 inhibition	-	0.9729	97.29%
CYP2D6 inhibition	-	0.9311	93.11%
CYP1A2 inhibition	-	0.9494	94.94%
CYP2C8 inhibition	-	0.9031	90.31%
CYP inhibitory promiscuity	-	0.9609	96.09%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6524	65.24%
Carcinogenicity (trinary)	Non-required	0.7195	71.95%
Eye corrosion	-	0.8518	85.18%
Eye irritation	+	0.9534	95.34%
Skin irritation	+	0.6007	60.07%
Skin corrosion	-	0.8196	81.96%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8826	88.26%
Micronuclear	-	0.6641	66.41%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	+	0.7849	78.49%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.6983	69.83%
Acute Oral Toxicity (c)	III	0.7533	75.33%
Estrogen receptor binding	-	0.7853	78.53%
Androgen receptor binding	+	0.5460	54.60%
Thyroid receptor binding	-	0.8198	81.98%
Glucocorticoid receptor binding	+	0.6513	65.13%
Aromatase binding	+	0.5247	52.47%
PPAR gamma	+	0.7622	76.22%
Honey bee toxicity	-	0.9814	98.14%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9593	95.93%

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	94.33%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	94.00%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.88%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.64%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.05%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.77%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.97%	96.00%

Plants that contains it

• Artemisia argyi

Cross-Links

• PubChem: 222998
• LOTUS: LTS0183134
• wikiData: Q82945457