[2,4,6-Trihydroxy-3,5-bis(2-methylbut-2-enoyloxy)cyclohexyl] 2-methylbut-2-enoate

Details

• Internal ID: db6aa2e4-86a3-46b3-b208-8d904725ec29
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: [2,4,6-trihydroxy-3,5-bis(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)O)OC(=O)C(=CC)C)O
• SMILES (Isomeric): CC=C(C)C(=O)OC1C(C(C(C(C1O)OC(=O)C(=CC)C)O)OC(=O)C(=CC)C)O
• InChI: InChI=1S/C21H30O9/c1-7-10(4)19(25)28-16-13(22)17(29-20(26)11(5)8-2)15(24)18(14(16)23)30-21(27)12(6)9-3/h7-9,13-18,22-24H,1-6H3
• InChI Key: MQBSQTWFPYSPDG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₉
• Molecular Weight: 426.50 g/mol
• Exact Mass: 426.18898253 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 0.72
• 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	+	0.9009	90.09%
Caco-2	-	0.5417	54.17%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7922	79.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9376	93.76%
OATP1B3 inhibitior	+	0.9345	93.45%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8026	80.26%
P-glycoprotein inhibitior	-	0.6373	63.73%
P-glycoprotein substrate	-	0.9789	97.89%
CYP3A4 substrate	-	0.5995	59.95%
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	-	0.9894	98.94%
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	-	0.6386	63.86%
Skin irritation	-	0.6002	60.02%
Skin corrosion	-	0.9572	95.72%
Ames mutagenesis	-	0.7137	71.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5856	58.56%
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	+	0.7126	71.26%
Acute Oral Toxicity (c)	IV	0.4771	47.71%
Estrogen receptor binding	-	0.5831	58.31%
Androgen receptor binding	-	0.8159	81.59%
Thyroid receptor binding	+	0.5439	54.39%
Glucocorticoid receptor binding	-	0.7211	72.11%
Aromatase binding	-	0.8320	83.20%
PPAR gamma	-	0.5544	55.44%
Honey bee toxicity	-	0.6644	66.44%
Biodegradation	-	0.8000	80.00%
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	85.64%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	82.00%	91.19%
CHEMBL2581	P07339	Cathepsin D	80.22%	98.95%

Plants that contains it

• Vernonia angustifolia

Cross-Links

• PubChem: 163034458
• LOTUS: LTS0120967
• wikiData: Q105169875