Tenuifoliside E

Details

• Internal ID: fc61dc06-bbea-4863-9187-c06f02bf7d6a
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: [(2S,3S,4R,5R)-2-(acetyloxymethyl)-2-[(2R,3R,4S,5S,6R)-3,5-diacetyloxy-6-(acetyloxymethyl)-4-hydroxyoxan-2-yl]oxy-4-hydroxy-5-[[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxymethyl]oxolan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2(C(C(C(O2)COC(=O)C=CC3=CC(=C(C(=C3)OC)O)OC)O)OC(=O)C=CC4=CC(=C(C=C4)O)OC)COC(=O)C)OC(=O)C)O)OC(=O)C
• SMILES (Isomeric): CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@]2([C@H]([C@@H]([C@H](O2)COC(=O)/C=C/C3=CC(=C(C(=C3)OC)O)OC)O)OC(=O)/C=C/C4=CC(=C(C=C4)O)OC)COC(=O)C)OC(=O)C)O)OC(=O)C
• InChI: InChI=1S/C41H48O22/c1-20(42)55-18-31-37(58-22(3)44)36(51)38(59-23(4)45)40(60-31)63-41(19-57-21(2)43)39(61-33(48)13-9-24-8-11-26(46)27(14-24)52-5)35(50)30(62-41)17-56-32(47)12-10-25-15-28(53-6)34(49)29(16-25)54-7/h8-16,30-31,35-40,46,49-51H,17-19H2,1-7H3/b12-10+,13-9+/t30-,31-,35-,36+,37-,38-,39+,40-,41+/m1/s1
• InChI Key: ZJJASXKWRABDMH-KEEUXCKKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₄₈O₂₂
• Molecular Weight: 892.80 g/mol
• Exact Mass: 892.26372315 g/mol
• Topological Polar Surface Area (TPSA): 294.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.85
• H-Bond Acceptor: 22
• H-Bond Donor: 4
• Rotatable Bonds: 18

Synonyms

• 34Y8UFX0SB
• 162901-87-3
• UNII-34Y8UFX0SB
• alpha-D-Glucopyranoside, 1-O-acetyl-6-O-((2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)-1-oxo-2-propenyl)-3-O-((2E)-3-(4-hydroxy-3-methoxyphenyl)-1-oxo-2-propenyl)-beta-D-fructofuranosyl, 2,4,6-triacetate
• alpha-D-Glucopyranoside, 1-O-acetyl-6-O-(3-(4-hydroxy-3,5-dimethoxyphenyl)-1-oxo-2-propenyl)-3-O-(3-(4-hydroxy-3-methoxyphenyl)-1-oxo-2-propenyl)-beta-D-fructofuranosyl, 2,4,6-triacetate, (E,E)-
• Q27256400
• .ALPHA.-D-GLUCOPYRANOSIDE, 1-O-ACETYL-6-O-((2E)-3-(4-HYDROXY-3,5-DIMETHOXYPHENYL)-1-OXO-2-PROPENYL)-3-O-((2E)-3-(4-HYDROXY-3-METHOXYPHENYL)-1-OXO-2-PROPENYL)-.BETA.-D-FRUCTOFURANOSYL, 2,4,6-TRIACETATE
• .ALPHA.-D-GLUCOPYRANOSIDE, 1-O-ACETYL-6-O-(3-(4-HYDROXY-3,5-DIMETHOXYPHENYL)-1-OXO-2-PROPENYL)-3-O-(3-(4-HYDROXY-3-METHOXYPHENYL)-1-OXO-2-PROPENYL)-.BETA.-D-FRUCTOFURANOSYL, 2,4,6-TRIACETATE, (E,E)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7432	74.32%
Caco-2	-	0.8638	86.38%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8081	80.81%
OATP2B1 inhibitior	-	0.5785	57.85%
OATP1B1 inhibitior	+	0.8326	83.26%
OATP1B3 inhibitior	+	0.8876	88.76%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9396	93.96%
P-glycoprotein inhibitior	+	0.7776	77.76%
P-glycoprotein substrate	-	0.5302	53.02%
CYP3A4 substrate	+	0.6803	68.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8697	86.97%
CYP3A4 inhibition	-	0.8368	83.68%
CYP2C9 inhibition	-	0.7349	73.49%
CYP2C19 inhibition	-	0.7377	73.77%
CYP2D6 inhibition	-	0.9229	92.29%
CYP1A2 inhibition	-	0.8214	82.14%
CYP2C8 inhibition	+	0.8064	80.64%
CYP inhibitory promiscuity	-	0.6384	63.84%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9528	95.28%
Carcinogenicity (trinary)	Non-required	0.6239	62.39%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9068	90.68%
Skin irritation	-	0.8556	85.56%
Skin corrosion	-	0.9591	95.91%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7000	70.00%
Micronuclear	-	0.5452	54.52%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.8235	82.35%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8612	86.12%
Acute Oral Toxicity (c)	III	0.4921	49.21%
Estrogen receptor binding	+	0.8484	84.84%
Androgen receptor binding	+	0.7067	70.67%
Thyroid receptor binding	+	0.6381	63.81%
Glucocorticoid receptor binding	+	0.7545	75.45%
Aromatase binding	+	0.6018	60.18%
PPAR gamma	+	0.7825	78.25%
Honey bee toxicity	-	0.7015	70.15%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5455	54.55%
Fish aquatic toxicity	+	0.9825	98.25%

Targets

Proven Targets:

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	99.73%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.65%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.16%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.23%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.04%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	94.05%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.14%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	93.09%	91.49%
CHEMBL3194	P02766	Transthyretin	92.25%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.22%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.89%	94.45%
CHEMBL4208	P20618	Proteasome component C5	88.21%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.89%	91.19%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.18%	97.36%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.87%	97.21%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.80%	92.62%
CHEMBL2581	P07339	Cathepsin D	83.60%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.55%	89.62%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	82.36%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	82.04%	92.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.68%	95.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.97%	96.90%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.68%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.34%	94.00%

Plants that contains it

• Polygala tenuifolia

Cross-Links

• PubChem: 86278272
• LOTUS: LTS0002616
• wikiData: Q27256400