[5-Acetyloxy-2,3,4-trihydroxy-6-(2-methylbutanoyloxy)cyclohexyl] 2-methylbutanoate

Details

• Internal ID: 902038bc-7d99-4e2d-b3e8-89cf8878f747
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: [5-acetyloxy-2,3,4-trihydroxy-6-(2-methylbutanoyloxy)cyclohexyl] 2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C(C(C(C(C1OC(=O)C(C)CC)OC(=O)C)O)O)O
• SMILES (Isomeric): CCC(C)C(=O)OC1C(C(C(C(C1OC(=O)C(C)CC)OC(=O)C)O)O)O
• InChI: InChI=1S/C18H30O9/c1-6-8(3)17(23)26-15-13(22)11(20)12(21)14(25-10(5)19)16(15)27-18(24)9(4)7-2/h8-9,11-16,20-22H,6-7H2,1-5H3
• InChI Key: BWVMGVDZXXQVKI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₀O₉
• Molecular Weight: 390.40 g/mol
• Exact Mass: 390.18898253 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): -0.07
• H-Bond Acceptor: 9
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7530	75.30%
Caco-2	-	0.6965	69.65%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7876	78.76%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9077	90.77%
OATP1B3 inhibitior	+	0.9239	92.39%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8079	80.79%
P-glycoprotein inhibitior	-	0.6474	64.74%
P-glycoprotein substrate	-	0.9449	94.49%
CYP3A4 substrate	-	0.5569	55.69%
CYP2C9 substrate	-	0.6031	60.31%
CYP2D6 substrate	-	0.8549	85.49%
CYP3A4 inhibition	-	0.8810	88.10%
CYP2C9 inhibition	-	0.8826	88.26%
CYP2C19 inhibition	-	0.9337	93.37%
CYP2D6 inhibition	-	0.8822	88.22%
CYP1A2 inhibition	-	0.9404	94.04%
CYP2C8 inhibition	-	0.9729	97.29%
CYP inhibitory promiscuity	-	0.9680	96.80%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7997	79.97%
Carcinogenicity (trinary)	Non-required	0.7028	70.28%
Eye corrosion	-	0.9680	96.80%
Eye irritation	-	0.8493	84.93%
Skin irritation	-	0.7918	79.18%
Skin corrosion	-	0.9148	91.48%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5805	58.05%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7207	72.07%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.7017	70.17%
Acute Oral Toxicity (c)	III	0.7158	71.58%
Estrogen receptor binding	+	0.6842	68.42%
Androgen receptor binding	-	0.6383	63.83%
Thyroid receptor binding	+	0.5612	56.12%
Glucocorticoid receptor binding	-	0.5618	56.18%
Aromatase binding	-	0.5707	57.07%
PPAR gamma	-	0.6605	66.05%
Honey bee toxicity	-	0.8131	81.31%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8455	84.55%
Fish aquatic toxicity	+	0.9333	93.33%

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	97.92%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.18%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.65%	97.25%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.13%	96.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.41%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.00%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.85%	94.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.34%	96.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.57%	97.29%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.28%	82.50%
CHEMBL221	P23219	Cyclooxygenase-1	80.56%	90.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.48%	98.75%
CHEMBL226	P30542	Adenosine A1 receptor	80.25%	95.93%

Plants that contains it

• Hymenoxys richardsonii

Cross-Links

• PubChem: 162852803
• LOTUS: LTS0218909
• wikiData: Q104947698