[(1S,2R,3S,4S,5R,6R)-2,3,4,5-tetrahydroxy-6-(3-methylbutanoyloxy)cyclohexyl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 86b0c9b8-600a-4923-827f-2743f267f2b0
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols > Cyclohexanols
• IUPAC Name: [(1S,2R,3S,4S,5R,6R)-2,3,4,5-tetrahydroxy-6-(3-methylbutanoyloxy)cyclohexyl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C16H26O8/c1-5-8(4)16(22)24-15-13(21)11(19)10(18)12(20)14(15)23-9(17)6-7(2)3/h5,7,10-15,18-21H,6H2,1-4H3/b8-5-/t10-,11-,12+,13+,14+,15-/m0/s1
• InChI Key: XOEAXQFWXCUHKH-SDVVVSBISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₈
• Molecular Weight: 346.37 g/mol
• Exact Mass: 346.16276778 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.72
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8658	86.58%
Caco-2	-	0.7592	75.92%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8191	81.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8767	87.67%
OATP1B3 inhibitior	+	0.9239	92.39%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8428	84.28%
P-glycoprotein inhibitior	-	0.7905	79.05%
P-glycoprotein substrate	-	0.8706	87.06%
CYP3A4 substrate	-	0.5346	53.46%
CYP2C9 substrate	-	0.5928	59.28%
CYP2D6 substrate	-	0.8965	89.65%
CYP3A4 inhibition	-	0.8328	83.28%
CYP2C9 inhibition	-	0.7169	71.69%
CYP2C19 inhibition	-	0.8106	81.06%
CYP2D6 inhibition	-	0.8677	86.77%
CYP1A2 inhibition	-	0.9136	91.36%
CYP2C8 inhibition	-	0.9756	97.56%
CYP inhibitory promiscuity	-	0.9268	92.68%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7820	78.20%
Carcinogenicity (trinary)	Non-required	0.6448	64.48%
Eye corrosion	-	0.9793	97.93%
Eye irritation	-	0.9250	92.50%
Skin irritation	-	0.7735	77.35%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6387	63.87%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.5409	54.09%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.4683	46.83%
Acute Oral Toxicity (c)	IV	0.5509	55.09%
Estrogen receptor binding	-	0.6518	65.18%
Androgen receptor binding	-	0.7586	75.86%
Thyroid receptor binding	+	0.5565	55.65%
Glucocorticoid receptor binding	-	0.5850	58.50%
Aromatase binding	-	0.6123	61.23%
PPAR gamma	-	0.7419	74.19%
Honey bee toxicity	-	0.7119	71.19%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.8255	82.55%
Fish aquatic toxicity	+	0.9619	96.19%

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	96.99%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	91.70%	97.21%
CHEMBL2581	P07339	Cathepsin D	90.74%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.20%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	85.83%	90.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.02%	96.47%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.70%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.23%	96.95%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.09%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.85%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.19%	96.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.07%	94.33%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.59%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	80.27%	95.93%

Plants that contains it

• Hymenoxys texana

Cross-Links

• PubChem: 162946439
• LOTUS: LTS0222614
• wikiData: Q105337713