2-(4-Hydroxybenzoyl)-3-[(4-hydroxyphenyl)methylidene]butanedioic acid

Details

• Internal ID: 81e6cfe8-f6ed-400c-a94c-1be785994b4e
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: 2-(4-hydroxybenzoyl)-3-[(4-hydroxyphenyl)methylidene]butanedioic acid
• SMILES (Canonical): C1=CC(=CC=C1C=C(C(C(=O)C2=CC=C(C=C2)O)C(=O)O)C(=O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C=C(C(C(=O)C2=CC=C(C=C2)O)C(=O)O)C(=O)O)O
• InChI: InChI=1S/C18H14O7/c19-12-5-1-10(2-6-12)9-14(17(22)23)15(18(24)25)16(21)11-3-7-13(20)8-4-11/h1-9,15,19-20H,(H,22,23)(H,24,25)
• InChI Key: TUOXWFIJOOGTSU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₇
• Molecular Weight: 342.30 g/mol
• Exact Mass: 342.07395278 g/mol
• Topological Polar Surface Area (TPSA): 132.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.15
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9862	98.62%
Caco-2	-	0.8132	81.32%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8720	87.20%
OATP2B1 inhibitior	-	0.7004	70.04%
OATP1B1 inhibitior	+	0.8885	88.85%
OATP1B3 inhibitior	+	0.8406	84.06%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5417	54.17%
P-glycoprotein inhibitior	-	0.9070	90.70%
P-glycoprotein substrate	-	0.9373	93.73%
CYP3A4 substrate	-	0.6618	66.18%
CYP2C9 substrate	-	0.5904	59.04%
CYP2D6 substrate	-	0.8722	87.22%
CYP3A4 inhibition	-	0.7643	76.43%
CYP2C9 inhibition	-	0.6468	64.68%
CYP2C19 inhibition	-	0.7354	73.54%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	-	0.7454	74.54%
CYP2C8 inhibition	+	0.5764	57.64%
CYP inhibitory promiscuity	-	0.6360	63.60%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.5908	59.08%
Carcinogenicity (trinary)	Non-required	0.4948	49.48%
Eye corrosion	-	0.9902	99.02%
Eye irritation	+	0.6613	66.13%
Skin irritation	-	0.5866	58.66%
Skin corrosion	-	0.9775	97.75%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7567	75.67%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.5555	55.55%
skin sensitisation	+	0.5278	52.78%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.7341	73.41%
Acute Oral Toxicity (c)	IV	0.5552	55.52%
Estrogen receptor binding	+	0.6055	60.55%
Androgen receptor binding	+	0.7522	75.22%
Thyroid receptor binding	-	0.6640	66.40%
Glucocorticoid receptor binding	+	0.6904	69.04%
Aromatase binding	-	0.5141	51.41%
PPAR gamma	+	0.7760	77.60%
Honey bee toxicity	-	0.9337	93.37%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.9955	99.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3194	P02766	Transthyretin	90.66%	90.71%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	88.96%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.87%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.62%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.83%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	86.65%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.92%	91.11%
CHEMBL1907588	P02708	Acetylcholine receptor; alpha1/beta1/delta/gamma	81.76%	98.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.40%	94.62%

Plants that contains it

• Chaerophyllum hirsutum

Cross-Links

• PubChem: 72781428
• LOTUS: LTS0037423
• wikiData: Q105264919