[2,6-Dihydroxy-3,4,5-tris(2-methylbut-2-enoyloxy)cyclohexyl] 2-methylbut-2-enoate

Details

• Internal ID: d57a4fd2-5a77-4a19-9fc0-dfa400363df3
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: [2,6-dihydroxy-3,4,5-tris(2-methylbut-2-enoyloxy)cyclohexyl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C(C(C(C1O)OC(=O)C(=CC)C)OC(=O)C(=CC)C)OC(=O)C(=CC)C)O
• SMILES (Isomeric): CC=C(C)C(=O)OC1C(C(C(C(C1O)OC(=O)C(=CC)C)OC(=O)C(=CC)C)OC(=O)C(=CC)C)O
• InChI: InChI=1S/C26H36O10/c1-9-13(5)23(29)33-19-17(27)20(34-24(30)14(6)10-2)22(36-26(32)16(8)12-4)21(18(19)28)35-25(31)15(7)11-3/h9-12,17-22,27-28H,1-8H3
• InChI Key: IHVCQYSRTQBXRR-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₆O₁₀
• Molecular Weight: 508.60 g/mol
• Exact Mass: 508.23084734 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.23
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9009	90.09%
Caco-2	-	0.6950	69.50%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7922	79.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9295	92.95%
OATP1B3 inhibitior	+	0.9345	93.45%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6096	60.96%
P-glycoprotein inhibitior	+	0.7645	76.45%
P-glycoprotein substrate	-	0.9773	97.73%
CYP3A4 substrate	-	0.5765	57.65%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8817	88.17%
CYP3A4 inhibition	-	0.9049	90.49%
CYP2C9 inhibition	-	0.8134	81.34%
CYP2C19 inhibition	-	0.8308	83.08%
CYP2D6 inhibition	-	0.8893	88.93%
CYP1A2 inhibition	-	0.9375	93.75%
CYP2C8 inhibition	-	0.9842	98.42%
CYP inhibitory promiscuity	-	0.8686	86.86%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7447	74.47%
Carcinogenicity (trinary)	Non-required	0.5580	55.80%
Eye corrosion	-	0.9583	95.83%
Eye irritation	-	0.7728	77.28%
Skin irritation	-	0.6002	60.02%
Skin corrosion	-	0.9572	95.72%
Ames mutagenesis	-	0.6937	69.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6886	68.86%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.6179	61.79%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.6885	68.85%
Acute Oral Toxicity (c)	IV	0.4771	47.71%
Estrogen receptor binding	+	0.6483	64.83%
Androgen receptor binding	-	0.6488	64.88%
Thyroid receptor binding	+	0.5642	56.42%
Glucocorticoid receptor binding	-	0.5124	51.24%
Aromatase binding	-	0.6977	69.77%
PPAR gamma	-	0.5169	51.69%
Honey bee toxicity	-	0.6688	66.88%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7855	78.55%
Fish aquatic toxicity	+	0.9405	94.05%

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	93.53%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.31%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	82.00%	91.19%
CHEMBL2581	P07339	Cathepsin D	80.20%	98.95%

Plants that contains it

• Inula cappa

Cross-Links

• PubChem: 91119608
• LOTUS: LTS0128414
• wikiData: Q105113254