[4-hydroxy-2,5-bis(4-hydroxyphenyl)-3,6-dioxocyclohexa-1,4-dien-1-yl] (Z,4R,5S)-4,5-dihydroxyhex-2-enoate

Details

• Internal ID: db9576f3-a0e3-43ae-9ff3-596307111335
• 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] (Z,4R,5S)-4,5-dihydroxyhex-2-enoate
• InChI: InChI=1S/C24H20O9/c1-12(25)17(28)10-11-18(29)33-24-20(14-4-8-16(27)9-5-14)22(31)21(30)19(23(24)32)13-2-6-15(26)7-3-13/h2-12,17,25-28,30H,1H3/b11-10-/t12-,17+/m0/s1
• InChI Key: TXAZFHNEWZMHQF-QZXNXJAKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₀O₉
• Molecular Weight: 452.40 g/mol
• Exact Mass: 452.11073221 g/mol
• Topological Polar Surface Area (TPSA): 162.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.77
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9768	97.68%
Caco-2	-	0.8394	83.94%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8798	87.98%
OATP2B1 inhibitior	+	0.5669	56.69%
OATP1B1 inhibitior	+	0.9034	90.34%
OATP1B3 inhibitior	+	0.9286	92.86%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8921	89.21%
P-glycoprotein inhibitior	-	0.5958	59.58%
P-glycoprotein substrate	-	0.8981	89.81%
CYP3A4 substrate	+	0.5301	53.01%
CYP2C9 substrate	-	0.8030	80.30%
CYP2D6 substrate	-	0.8764	87.64%
CYP3A4 inhibition	-	0.9567	95.67%
CYP2C9 inhibition	+	0.6609	66.09%
CYP2C19 inhibition	-	0.7391	73.91%
CYP2D6 inhibition	-	0.9320	93.20%
CYP1A2 inhibition	-	0.5692	56.92%
CYP2C8 inhibition	-	0.5646	56.46%
CYP inhibitory promiscuity	-	0.6008	60.08%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.6931	69.31%
Carcinogenicity (trinary)	Non-required	0.4424	44.24%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.6671	66.71%
Skin irritation	-	0.7694	76.94%
Skin corrosion	-	0.9286	92.86%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4384	43.84%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.5512	55.12%
skin sensitisation	-	0.6948	69.48%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.6432	64.32%
Acute Oral Toxicity (c)	III	0.5343	53.43%
Estrogen receptor binding	+	0.6644	66.44%
Androgen receptor binding	+	0.8796	87.96%
Thyroid receptor binding	-	0.5671	56.71%
Glucocorticoid receptor binding	+	0.6555	65.55%
Aromatase binding	-	0.7177	71.77%
PPAR gamma	+	0.6007	60.07%
Honey bee toxicity	-	0.7401	74.01%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
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	98.22%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.54%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.25%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.14%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.81%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.24%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.25%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.05%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	81.34%	94.73%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.42%	100.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.33%	93.10%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.09%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163039131
• LOTUS: LTS0119167
• wikiData: Q105266351