CID 73197

Details

• Internal ID: 05271175-d25f-47f3-a4d6-dddd95240259
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 4-[2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,3-diol
• SMILES (Canonical): C1=CC(=C(C=C1O)O)C=CC2=CC(=CC(=C2)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1O)O)C=CC2=CC(=CC(=C2)O)O
• InChI: InChI=1S/C14H12O4/c15-11-4-3-10(14(18)8-11)2-1-9-5-12(16)7-13(17)6-9/h1-8,15-18H
• InChI Key: PDHAOJSHSJQANO-UHFFFAOYSA-N
• Popularity: 87 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₄
• Molecular Weight: 244.24 g/mol
• Exact Mass: 244.07355886 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.68
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• NP-003143
• FT-0651695

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9762	97.62%
Caco-2	+	0.7736	77.36%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6978	69.78%
OATP2B1 inhibitior	-	0.5678	56.78%
OATP1B1 inhibitior	+	0.9223	92.23%
OATP1B3 inhibitior	+	0.9544	95.44%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9338	93.38%
BSEP inhibitior	-	0.7294	72.94%
P-glycoprotein inhibitior	-	0.9482	94.82%
P-glycoprotein substrate	-	0.9720	97.20%
CYP3A4 substrate	-	0.6651	66.51%
CYP2C9 substrate	-	0.5955	59.55%
CYP2D6 substrate	-	0.6927	69.27%
CYP3A4 inhibition	+	0.7134	71.34%
CYP2C9 inhibition	+	0.9190	91.90%
CYP2C19 inhibition	+	0.8449	84.49%
CYP2D6 inhibition	-	0.9195	91.95%
CYP1A2 inhibition	+	0.9515	95.15%
CYP2C8 inhibition	+	0.6014	60.14%
CYP inhibitory promiscuity	+	0.9090	90.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7172	71.72%
Carcinogenicity (trinary)	Non-required	0.6573	65.73%
Eye corrosion	-	0.9663	96.63%
Eye irritation	+	0.9923	99.23%
Skin irritation	+	0.6322	63.22%
Skin corrosion	-	0.7359	73.59%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7933	79.33%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.5195	51.95%
skin sensitisation	+	0.8957	89.57%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.4703	47.03%
Acute Oral Toxicity (c)	III	0.7754	77.54%
Estrogen receptor binding	+	0.9085	90.85%
Androgen receptor binding	+	0.7694	76.94%
Thyroid receptor binding	+	0.7700	77.00%
Glucocorticoid receptor binding	+	0.8625	86.25%
Aromatase binding	+	0.8977	89.77%
PPAR gamma	+	0.9344	93.44%
Honey bee toxicity	-	0.8445	84.45%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9874	98.74%

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	98.12%	91.11%
CHEMBL3194	P02766	Transthyretin	97.75%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.30%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	88.77%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.68%	86.33%
CHEMBL1929	P47989	Xanthine dehydrogenase	85.76%	96.12%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.64%	96.00%
CHEMBL242	Q92731	Estrogen receptor beta	84.20%	98.35%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.12%	91.71%
CHEMBL3401	O75469	Pregnane X receptor	83.40%	94.73%
CHEMBL4208	P20618	Proteasome component C5	83.24%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.56%	89.00%
CHEMBL2581	P07339	Cathepsin D	82.44%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.41%	99.15%

Plants that contains it

• Artocarpus gomezianus
• Artocarpus heterophyllus
• Artocarpus lacucha
• Bagassa guianensis
• Fatsia japonica
• Garcinia quaesita
• Gnetum hainanense
• Gnetum montanum
• Leptactina senegambica
• Maclura pomifera
• Melaleuca leucadendra
• Milicia excelsa
• Morus alba
• Morus macroura
• Schoenocaulon officinale
• Sorocea muriculata
• Spirotropis longifolia
• Veratrum grandiflorum

Cross-Links

• PubChem: 73197
• NPASS: NPC95535
• LOTUS: LTS0215769
• wikiData: Q105206501