[3,4-Bis(2,3-dimethylbut-2-enoyloxy)-2,5,6-trihydroxycyclohexyl] 2,3-dimethylbut-2-enoate

Details

• Internal ID: 995f46b1-f15d-4d5e-aeef-5c15868ba918
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: [3,4-bis(2,3-dimethylbut-2-enoyloxy)-2,5,6-trihydroxycyclohexyl] 2,3-dimethylbut-2-enoate
• SMILES (Canonical): CC(=C(C)C(=O)OC1C(C(C(C(C1O)OC(=O)C(=C(C)C)C)OC(=O)C(=C(C)C)C)O)O)C
• SMILES (Isomeric): CC(=C(C)C(=O)OC1C(C(C(C(C1O)OC(=O)C(=C(C)C)C)OC(=O)C(=C(C)C)C)O)O)C
• InChI: InChI=1S/C24H36O9/c1-10(2)13(7)22(28)31-19-16(25)17(26)20(32-23(29)14(8)11(3)4)21(18(19)27)33-24(30)15(9)12(5)6/h16-21,25-27H,1-9H3
• InChI Key: OZPXOBZBSQIJRM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₆O₉
• Molecular Weight: 468.50 g/mol
• Exact Mass: 468.23593272 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 1.89
• H-Bond Acceptor: 9
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8759	87.59%
Caco-2	-	0.7403	74.03%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8339	83.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9456	94.56%
OATP1B3 inhibitior	+	0.9293	92.93%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7507	75.07%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.9523	95.23%
CYP3A4 substrate	-	0.5515	55.15%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.8796	87.96%
CYP3A4 inhibition	-	0.9111	91.11%
CYP2C9 inhibition	-	0.6193	61.93%
CYP2C19 inhibition	-	0.8548	85.48%
CYP2D6 inhibition	-	0.9023	90.23%
CYP1A2 inhibition	-	0.9303	93.03%
CYP2C8 inhibition	-	0.9808	98.08%
CYP inhibitory promiscuity	-	0.8982	89.82%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7720	77.20%
Carcinogenicity (trinary)	Non-required	0.6041	60.41%
Eye corrosion	-	0.9754	97.54%
Eye irritation	-	0.6882	68.82%
Skin irritation	-	0.6800	68.00%
Skin corrosion	-	0.9475	94.75%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5141	51.41%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.6093	60.93%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.6895	68.95%
Acute Oral Toxicity (c)	IV	0.5380	53.80%
Estrogen receptor binding	+	0.7357	73.57%
Androgen receptor binding	-	0.6511	65.11%
Thyroid receptor binding	+	0.6044	60.44%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6354	63.54%
PPAR gamma	-	0.5605	56.05%
Honey bee toxicity	-	0.8216	82.16%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.8755	87.55%
Fish aquatic toxicity	+	0.9654	96.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.03%	96.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.59%	94.33%
CHEMBL2581	P07339	Cathepsin D	82.37%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.57%	91.11%

Plants that contains it

• Vernonia angustifolia

Cross-Links

• PubChem: 14104292
• LOTUS: LTS0252374
• wikiData: Q105204004