methyl (3R,4S,5R)-3-acetyloxy-5-[(3S)-3-methylpentanoyl]oxy-4-[(3R)-3-methylpentanoyl]oxycyclohexene-1-carboxylate

Details

• Internal ID: 9a1b1209-df08-40d1-a3f4-d8ebdf455ca5
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: methyl (3R,4S,5R)-3-acetyloxy-5-[(3S)-3-methylpentanoyl]oxy-4-[(3R)-3-methylpentanoyl]oxycyclohexene-1-carboxylate
• InChI: InChI=1S/C22H34O8/c1-7-13(3)9-19(24)29-18-12-16(22(26)27-6)11-17(28-15(5)23)21(18)30-20(25)10-14(4)8-2/h11,13-14,17-18,21H,7-10,12H2,1-6H3/t13-,14+,17+,18+,21+/m0/s1
• InChI Key: VNWSQNMVJSQZBF-YWYKXHLWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₈
• Molecular Weight: 426.50 g/mol
• Exact Mass: 426.22536804 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.12
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9923	99.23%
Caco-2	+	0.5753	57.53%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7657	76.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8365	83.65%
OATP1B3 inhibitior	+	0.9501	95.01%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9041	90.41%
P-glycoprotein inhibitior	+	0.6532	65.32%
P-glycoprotein substrate	-	0.5000	50.00%
CYP3A4 substrate	+	0.5713	57.13%
CYP2C9 substrate	-	0.5914	59.14%
CYP2D6 substrate	-	0.9103	91.03%
CYP3A4 inhibition	-	0.8651	86.51%
CYP2C9 inhibition	-	0.9317	93.17%
CYP2C19 inhibition	-	0.6306	63.06%
CYP2D6 inhibition	-	0.9012	90.12%
CYP1A2 inhibition	-	0.8761	87.61%
CYP2C8 inhibition	-	0.8305	83.05%
CYP inhibitory promiscuity	-	0.8554	85.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7186	71.86%
Carcinogenicity (trinary)	Non-required	0.6313	63.13%
Eye corrosion	-	0.9688	96.88%
Eye irritation	-	0.8624	86.24%
Skin irritation	-	0.7882	78.82%
Skin corrosion	-	0.9860	98.60%
Ames mutagenesis	-	0.7154	71.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6026	60.26%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5837	58.37%
skin sensitisation	-	0.7347	73.47%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.9250	92.50%
Nephrotoxicity	+	0.6337	63.37%
Acute Oral Toxicity (c)	III	0.4987	49.87%
Estrogen receptor binding	+	0.6174	61.74%
Androgen receptor binding	-	0.5622	56.22%
Thyroid receptor binding	-	0.5095	50.95%
Glucocorticoid receptor binding	+	0.6667	66.67%
Aromatase binding	-	0.6290	62.90%
PPAR gamma	+	0.5213	52.13%
Honey bee toxicity	-	0.8568	85.68%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9857	98.57%

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	99.13%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.64%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.78%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.58%	97.21%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.06%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	85.28%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	83.04%	91.19%
CHEMBL5028	O14672	ADAM10	81.33%	97.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.07%	85.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.00%	94.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.88%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.69%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.53%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.17%	95.89%

Plants that contains it

• Senecio reicheanus

Cross-Links

• PubChem: 163193712
• LOTUS: LTS0136285
• wikiData: Q105289997