(E)-1,4-bis(4-hydroxyphenyl)-2,3-dimethylbut-2-ene-1,4-dione

Details

• Internal ID: f60a67db-db7e-4ad1-b340-0b2362132730
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (E)-1,4-bis(4-hydroxyphenyl)-2,3-dimethylbut-2-ene-1,4-dione
• SMILES (Canonical): CC(=C(C)C(=O)C1=CC=C(C=C1)O)C(=O)C2=CC=C(C=C2)O
• SMILES (Isomeric): C/C(=C(/C)\C(=O)C1=CC=C(C=C1)O)/C(=O)C2=CC=C(C=C2)O
• InChI: InChI=1S/C18H16O4/c1-11(17(21)13-3-7-15(19)8-4-13)12(2)18(22)14-5-9-16(20)10-6-14/h3-10,19-20H,1-2H3/b12-11+
• InChI Key: MEZXYSSUYJRMBP-VAWYXSNFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₄
• Molecular Weight: 296.30 g/mol
• Exact Mass: 296.10485899 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.50
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	+	0.5881	58.81%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.9130	91.30%
OATP2B1 inhibitior	-	0.5655	56.55%
OATP1B1 inhibitior	+	0.8867	88.67%
OATP1B3 inhibitior	+	0.8474	84.74%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6732	67.32%
P-glycoprotein inhibitior	-	0.8372	83.72%
P-glycoprotein substrate	-	0.9301	93.01%
CYP3A4 substrate	-	0.6886	68.86%
CYP2C9 substrate	-	0.5853	58.53%
CYP2D6 substrate	-	0.8298	82.98%
CYP3A4 inhibition	+	0.6533	65.33%
CYP2C9 inhibition	+	0.8189	81.89%
CYP2C19 inhibition	+	0.8192	81.92%
CYP2D6 inhibition	-	0.6454	64.54%
CYP1A2 inhibition	+	0.7570	75.70%
CYP2C8 inhibition	-	0.5884	58.84%
CYP inhibitory promiscuity	+	0.6338	63.38%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.5680	56.80%
Carcinogenicity (trinary)	Non-required	0.5349	53.49%
Eye corrosion	-	0.9933	99.33%
Eye irritation	+	0.5423	54.23%
Skin irritation	-	0.7631	76.31%
Skin corrosion	-	0.9628	96.28%
Ames mutagenesis	-	0.9300	93.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6191	61.91%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.8459	84.59%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.8111	81.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.7116	71.16%
Acute Oral Toxicity (c)	III	0.6481	64.81%
Estrogen receptor binding	+	0.8730	87.30%
Androgen receptor binding	+	0.8956	89.56%
Thyroid receptor binding	-	0.6217	62.17%
Glucocorticoid receptor binding	+	0.8641	86.41%
Aromatase binding	+	0.8243	82.43%
PPAR gamma	+	0.5298	52.98%
Honey bee toxicity	-	0.9834	98.34%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.9946	99.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4208	P20618	Proteasome component C5	86.56%	90.00%
CHEMBL2581	P07339	Cathepsin D	84.83%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.49%	91.11%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.75%	93.10%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.53%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.12%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.37%	95.56%

Plants that contains it

• Larrea tridentata

Cross-Links

• PubChem: 11197216
• LOTUS: LTS0205144
• wikiData: Q105162508