butyl (1S,3R,4R,5R)-3-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,4,5-trihydroxy-cyclohexanecarboxylate

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	85123084-f510-4c15-acca-14a3f53e794b
Taxonomy	Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclitols and derivatives > Quinic acids and derivatives
IUPAC Name	butyl (1S,3R,4R,5R)-3-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,4,5-trihydroxycyclohexane-1-carboxylate
SMILES (Canonical)	CCCCOC(=O)C1(CC(C(C(C1)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O)O
SMILES (Isomeric)	CCCCOC(=O)[C@@]1(C[C@H]([C@H]([C@@H](C1)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O)O
InChI	InChI=1S/C20H26O9/c1-2-3-8-28-19(26)20(27)10-15(23)18(25)16(11-20)29-17(24)7-5-12-4-6-13(21)14(22)9-12/h4-7,9,15-16,18,21-23,25,27H,2-3,8,10-11H2,1H3/t15-,16-,18-,20+/m1/s1
InChI Key	VNLREARKISTOAD-CIWUYKSXSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₀H₂₆O₉
Molecular Weight	410.40 g/mol
Exact Mass	410.15768240 g/mol
Topological Polar Surface Area (TPSA)	154.00 Å²
XlogP	1.20
Atomic LogP (AlogP)	0.61
H-Bond Acceptor	9
H-Bond Donor	5
Rotatable Bonds	7

Synonyms

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butyl (1S,3R,4R,5R)-3-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,4,5-trihydroxy-cyclohexanecarboxylate

Cyclohexanecarboxylic acid, 3-[[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-1,4,5-trihydroxy-, butyl ester, (1S,3R,4R,5R)-

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9496	94.96%
Caco-2	-	0.9036	90.36%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8969	89.69%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.9315	93.15%
OATP1B3 inhibitior	+	0.9208	92.08%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.8338	83.38%
BSEP inhibitior	-	0.5349	53.49%
P-glycoprotein inhibitior	-	0.7317	73.17%
P-glycoprotein substrate	-	0.6284	62.84%
CYP3A4 substrate	+	0.6389	63.89%
CYP2C9 substrate	-	0.8048	80.48%
CYP2D6 substrate	-	0.8602	86.02%
CYP3A4 inhibition	-	0.7451	74.51%
CYP2C9 inhibition	-	0.7258	72.58%
CYP2C19 inhibition	-	0.8246	82.46%
CYP2D6 inhibition	-	0.9002	90.02%
CYP1A2 inhibition	+	0.5172	51.72%
CYP2C8 inhibition	+	0.6342	63.42%
CYP inhibitory promiscuity	-	0.9187	91.87%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6992	69.92%
Eye corrosion	-	0.9939	99.39%
Eye irritation	-	0.9444	94.44%
Skin irritation	-	0.6813	68.13%
Skin corrosion	-	0.9271	92.71%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7406	74.06%
Micronuclear	-	0.8326	83.26%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.7260	72.60%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9247	92.47%
Acute Oral Toxicity (c)	III	0.7421	74.21%
Estrogen receptor binding	+	0.8370	83.70%
Androgen receptor binding	+	0.7444	74.44%
Thyroid receptor binding	-	0.5335	53.35%
Glucocorticoid receptor binding	+	0.7074	70.74%
Aromatase binding	+	0.5664	56.64%
PPAR gamma	+	0.6219	62.19%
Honey bee toxicity	-	0.9014	90.14%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9958	99.58%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.75%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.15%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	96.16%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.06%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	94.82%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.61%	96.00%
CHEMBL2581	P07339	Cathepsin D	93.26%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.95%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.38%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.33%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.21%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.09%	94.45%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	87.31%	80.78%
CHEMBL4208	P20618	Proteasome component C5	86.22%	90.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.70%	91.71%
CHEMBL3194	P02766	Transthyretin	82.70%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.47%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.63%	96.95%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	80.30%	100.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.26%	91.03%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Hypericum sikokumontanum