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

Details

• Internal ID: 2d80af26-5707-4e2c-8b9e-d8b95595b243
• 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)-3-[(2S,3S)-3-methyloxiran-2-yl]prop-2-enoate
• SMILES (Canonical): CC1C(O1)C=CC(=O)OC2=C(C(=O)C(=C(C2=O)C3=CC=C(C=C3)O)O)C4=CC=C(C=C4)O
• SMILES (Isomeric): C[C@H]1[C@@H](O1)/C=C\C(=O)OC2=C(C(=O)C(=C(C2=O)C3=CC=C(C=C3)O)O)C4=CC=C(C=C4)O
• InChI: InChI=1S/C24H18O8/c1-12-17(31-12)10-11-18(27)32-24-20(14-4-8-16(26)9-5-14)22(29)21(28)19(23(24)30)13-2-6-15(25)7-3-13/h2-12,17,25-26,28H,1H3/b11-10-/t12-,17-/m0/s1
• InChI Key: HTMKGJVGPMKCNS-UMAATMKPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₁₈O₈
• Molecular Weight: 434.40 g/mol
• Exact Mass: 434.10016753 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.82
• H-Bond Acceptor: 8
• 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	+	0.9727	97.27%
Caco-2	-	0.8206	82.06%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8025	80.25%
OATP2B1 inhibitior	-	0.5698	56.98%
OATP1B1 inhibitior	+	0.8851	88.51%
OATP1B3 inhibitior	+	0.9181	91.81%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8695	86.95%
P-glycoprotein inhibitior	-	0.4499	44.99%
P-glycoprotein substrate	-	0.8921	89.21%
CYP3A4 substrate	+	0.5617	56.17%
CYP2C9 substrate	-	0.8033	80.33%
CYP2D6 substrate	-	0.8831	88.31%
CYP3A4 inhibition	-	0.9445	94.45%
CYP2C9 inhibition	+	0.5520	55.20%
CYP2C19 inhibition	+	0.5838	58.38%
CYP2D6 inhibition	-	0.9365	93.65%
CYP1A2 inhibition	-	0.7616	76.16%
CYP2C8 inhibition	+	0.5108	51.08%
CYP inhibitory promiscuity	+	0.6574	65.74%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7925	79.25%
Carcinogenicity (trinary)	Danger	0.5852	58.52%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.5951	59.51%
Skin irritation	-	0.7339	73.39%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6869	68.69%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5605	56.05%
skin sensitisation	-	0.7655	76.55%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5690	56.90%
Acute Oral Toxicity (c)	III	0.5737	57.37%
Estrogen receptor binding	+	0.7387	73.87%
Androgen receptor binding	+	0.8710	87.10%
Thyroid receptor binding	-	0.5768	57.68%
Glucocorticoid receptor binding	+	0.6735	67.35%
Aromatase binding	-	0.6971	69.71%
PPAR gamma	+	0.6371	63.71%
Honey bee toxicity	-	0.7592	75.92%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9944	99.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.45%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.41%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.23%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.14%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.54%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	87.64%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.22%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.96%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163190160
• LOTUS: LTS0199560
• wikiData: Q105033508