[4-hydroxy-2,5-bis(4-hydroxyphenyl)-3,6-dioxocyclohexa-1,4-dien-1-yl] (2Z,4E)-hexa-2,4-dienoate

Details

• Internal ID: 56f42bb8-095c-4668-82e8-8ac53af7e54b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Benzoquinones > P-benzoquinones
• IUPAC Name: [4-hydroxy-2,5-bis(4-hydroxyphenyl)-3,6-dioxocyclohexa-1,4-dien-1-yl] (2Z,4E)-hexa-2,4-dienoate
• SMILES (Canonical): CC=CC=CC(=O)OC1=C(C(=O)C(=C(C1=O)C2=CC=C(C=C2)O)O)C3=CC=C(C=C3)O
• SMILES (Isomeric): C/C=C/C=C\C(=O)OC1=C(C(=O)C(=C(C1=O)C2=CC=C(C=C2)O)O)C3=CC=C(C=C3)O
• InChI: InChI=1S/C24H18O7/c1-2-3-4-5-18(27)31-24-20(15-8-12-17(26)13-9-15)22(29)21(28)19(23(24)30)14-6-10-16(25)11-7-14/h2-13,25-26,28H,1H3/b3-2+,5-4-
• InChI Key: NDLHNPWBQHGKFY-IAROGAJJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₁₈O₇
• Molecular Weight: 418.40 g/mol
• Exact Mass: 418.10525291 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.61
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9866	98.66%
Caco-2	-	0.7793	77.93%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8854	88.54%
OATP2B1 inhibitior	-	0.7011	70.11%
OATP1B1 inhibitior	+	0.8836	88.36%
OATP1B3 inhibitior	+	0.8996	89.96%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8743	87.43%
P-glycoprotein inhibitior	-	0.5940	59.40%
P-glycoprotein substrate	-	0.9209	92.09%
CYP3A4 substrate	+	0.5226	52.26%
CYP2C9 substrate	-	0.6056	60.56%
CYP2D6 substrate	-	0.8868	88.68%
CYP3A4 inhibition	-	0.9602	96.02%
CYP2C9 inhibition	+	0.7201	72.01%
CYP2C19 inhibition	-	0.6134	61.34%
CYP2D6 inhibition	-	0.9178	91.78%
CYP1A2 inhibition	-	0.5963	59.63%
CYP2C8 inhibition	+	0.5571	55.71%
CYP inhibitory promiscuity	+	0.5463	54.63%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.6958	69.58%
Carcinogenicity (trinary)	Danger	0.4488	44.88%
Eye corrosion	-	0.9936	99.36%
Eye irritation	+	0.8688	86.88%
Skin irritation	-	0.7690	76.90%
Skin corrosion	-	0.9456	94.56%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5870	58.70%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.6355	63.55%
skin sensitisation	-	0.7194	71.94%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.6921	69.21%
Acute Oral Toxicity (c)	III	0.5438	54.38%
Estrogen receptor binding	+	0.7899	78.99%
Androgen receptor binding	+	0.9339	93.39%
Thyroid receptor binding	-	0.5333	53.33%
Glucocorticoid receptor binding	+	0.7240	72.40%
Aromatase binding	-	0.6145	61.45%
PPAR gamma	+	0.6732	67.32%
Honey bee toxicity	-	0.8048	80.48%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.65%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.14%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.72%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.48%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	87.91%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.80%	89.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.55%	91.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.47%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.32%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	81.96%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.56%	99.23%

Plants that contains it

• Vigna angularis

Cross-Links

• PubChem: 14426693
• NPASS: NPC14628
• LOTUS: LTS0238163
• wikiData: Q105177610