[(2S,3R,4R,5S,6R)-6-[(2S,3R,4S,5R,6R)-2-[4-(2-acetamidoethyl)phenoxy]-5-hydroxy-6-methyl-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (Z)-3-(4-methoxyphenyl)prop-2-enoate

Details

• Internal ID: 771c38f3-221a-44d3-a518-54baf5256da6
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2S,3R,4R,5S,6R)-6-[(2S,3R,4S,5R,6R)-2-[4-(2-acetamidoethyl)phenoxy]-5-hydroxy-6-methyl-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (Z)-3-(4-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC=C(C=C2)CCNC(=O)C)OC3C(C(C(C(O3)COC(=O)C=CC4=CC=C(C=C4)OC)O)O)O)OC5C(C(C(C(O5)CO)O)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=CC=C(C=C2)CCNC(=O)C)O[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)COC(=O)/C=C\C4=CC=C(C=C4)OC)O)O)O)O[C@@H]5[C@H]([C@@H]([C@H]([C@@H](O5)CO)O)O)O)O
• InChI: InChI=1S/C38H51NO18/c1-18-27(43)34(56-36-32(48)30(46)28(44)24(16-40)54-36)35(38(52-18)53-23-11-6-21(7-12-23)14-15-39-19(2)41)57-37-33(49)31(47)29(45)25(55-37)17-51-26(42)13-8-20-4-9-22(50-3)10-5-20/h4-13,18,24-25,27-38,40,43-49H,14-17H2,1-3H3,(H,39,41)/b13-8-/t18-,24+,25+,27-,28+,29+,30-,31-,32+,33+,34+,35-,36-,37-,38+/m1/s1
• InChI Key: SZOYKWQCOASJDH-YDTPEQFNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₁NO₁₈
• Molecular Weight: 809.80 g/mol
• Exact Mass: 809.31061378 g/mol
• Topological Polar Surface Area (TPSA): 282.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -2.51
• H-Bond Acceptor: 18
• H-Bond Donor: 9
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7678	76.78%
Caco-2	-	0.8741	87.41%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.4910	49.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8478	84.78%
OATP1B3 inhibitior	+	0.9333	93.33%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7762	77.62%
P-glycoprotein inhibitior	+	0.6674	66.74%
P-glycoprotein substrate	+	0.6473	64.73%
CYP3A4 substrate	+	0.6826	68.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8604	86.04%
CYP3A4 inhibition	-	0.7721	77.21%
CYP2C9 inhibition	-	0.8539	85.39%
CYP2C19 inhibition	-	0.9310	93.10%
CYP2D6 inhibition	-	0.8183	81.83%
CYP1A2 inhibition	-	0.9253	92.53%
CYP2C8 inhibition	+	0.6794	67.94%
CYP inhibitory promiscuity	-	0.9180	91.80%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6295	62.95%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9172	91.72%
Skin irritation	-	0.7779	77.79%
Skin corrosion	-	0.9415	94.15%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7733	77.33%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.8898	88.98%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.9531	95.31%
Acute Oral Toxicity (c)	III	0.7040	70.40%
Estrogen receptor binding	+	0.8011	80.11%
Androgen receptor binding	+	0.5894	58.94%
Thyroid receptor binding	+	0.5160	51.60%
Glucocorticoid receptor binding	+	0.6695	66.95%
Aromatase binding	+	0.5485	54.85%
PPAR gamma	+	0.7168	71.68%
Honey bee toxicity	-	0.7028	70.28%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.5271	52.71%

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	99.08%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.07%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.77%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.78%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.70%	99.17%
CHEMBL3437	Q16853	Amine oxidase, copper containing	92.96%	94.00%
CHEMBL2581	P07339	Cathepsin D	92.67%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.46%	95.50%
CHEMBL4208	P20618	Proteasome component C5	89.43%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	89.19%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.96%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.70%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.18%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	87.02%	90.17%
CHEMBL226	P30542	Adenosine A1 receptor	86.80%	95.93%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	85.36%	81.11%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	83.79%	87.67%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.24%	94.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.43%	95.56%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	81.28%	89.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.17%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	80.95%	91.49%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.91%	95.83%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.27%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.27%	95.89%

Plants that contains it

• Schnabelia tetradonta

Cross-Links

• PubChem: 163193722
• LOTUS: LTS0117302
• wikiData: Q105264311