methyl (3R,4R,5R)-3-hydroxy-4,5-bis[[(E)-3-methylpent-2-enoyl]oxy]cyclohexene-1-carboxylate

Details

• Internal ID: 405d9d7f-5ed2-4c5b-8817-f9bc2b4dae70
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: methyl (3R,4R,5R)-3-hydroxy-4,5-bis[[(E)-3-methylpent-2-enoyl]oxy]cyclohexene-1-carboxylate
• InChI: InChI=1S/C20H28O7/c1-6-12(3)8-17(22)26-16-11-14(20(24)25-5)10-15(21)19(16)27-18(23)9-13(4)7-2/h8-10,15-16,19,21H,6-7,11H2,1-5H3/b12-8+,13-9+/t15-,16-,19-/m1/s1
• InChI Key: JBACGGCHMOGCEM-VVIKSDSVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₇
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.18350323 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.39
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9560	95.60%
Caco-2	+	0.5461	54.61%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7922	79.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8956	89.56%
OATP1B3 inhibitior	+	0.9451	94.51%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6793	67.93%
P-glycoprotein inhibitior	-	0.4381	43.81%
P-glycoprotein substrate	-	0.5949	59.49%
CYP3A4 substrate	+	0.5862	58.62%
CYP2C9 substrate	+	0.6079	60.79%
CYP2D6 substrate	-	0.8926	89.26%
CYP3A4 inhibition	-	0.8350	83.50%
CYP2C9 inhibition	-	0.8925	89.25%
CYP2C19 inhibition	-	0.7327	73.27%
CYP2D6 inhibition	-	0.8498	84.98%
CYP1A2 inhibition	-	0.9310	93.10%
CYP2C8 inhibition	-	0.6571	65.71%
CYP inhibitory promiscuity	-	0.8678	86.78%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7345	73.45%
Carcinogenicity (trinary)	Non-required	0.6144	61.44%
Eye corrosion	-	0.9724	97.24%
Eye irritation	-	0.8411	84.11%
Skin irritation	-	0.7598	75.98%
Skin corrosion	-	0.9769	97.69%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4894	48.94%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.5266	52.66%
skin sensitisation	-	0.6643	66.43%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.6082	60.82%
Acute Oral Toxicity (c)	III	0.5134	51.34%
Estrogen receptor binding	+	0.6871	68.71%
Androgen receptor binding	-	0.5660	56.60%
Thyroid receptor binding	+	0.5889	58.89%
Glucocorticoid receptor binding	+	0.6320	63.20%
Aromatase binding	-	0.7667	76.67%
PPAR gamma	-	0.5784	57.84%
Honey bee toxicity	-	0.7263	72.63%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9305	93.05%

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	97.96%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.90%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.72%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	90.85%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.19%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.12%	89.34%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.98%	94.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.89%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.48%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.07%	96.00%
CHEMBL4040	P28482	MAP kinase ERK2	80.50%	83.82%

Plants that contains it

• Senecio squalidus

Cross-Links

• PubChem: 14034010
• LOTUS: LTS0165338
• wikiData: Q105124179