[(2S,3S,4R,5R,6S)-6-[4-[2-[3-(4-methoxyphenyl)prop-2-enoylamino]ethyl]phenoxy]-2-methyl-4,5-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-3-yl] acetate

Details

• Internal ID: 663348d0-600d-42bc-ac85-88f3973d6080
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2S,3S,4R,5R,6S)-6-[4-[2-[3-(4-methoxyphenyl)prop-2-enoylamino]ethyl]phenoxy]-2-methyl-4,5-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-3-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC=C(C=C2)CCNC(=O)C=CC3=CC=C(C=C3)OC)OC4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)CO)O)O)O)OC(=O)C
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=CC=C(C=C2)CCNC(=O)C=CC3=CC=C(C=C3)OC)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)OC(=O)C
• InChI: InChI=1S/C38H51NO18/c1-18-33(52-19(2)42)34(56-36-31(48)29(46)27(44)24(16-40)54-36)35(57-37-32(49)30(47)28(45)25(17-41)55-37)38(51-18)53-23-11-6-21(7-12-23)14-15-39-26(43)13-8-20-4-9-22(50-3)10-5-20/h4-13,18,24-25,27-38,40-41,44-49H,14-17H2,1-3H3,(H,39,43)/t18-,24+,25+,27+,28+,29-,30-,31+,32+,33-,34+,35+,36-,37-,38-/m0/s1
• InChI Key: GFQSYSIECYVTSY-DOSKGEHFSA-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: -0.70
• 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	-	0.7974	79.74%
Caco-2	-	0.8614	86.14%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.4729	47.29%
OATP2B1 inhibitior	-	0.7205	72.05%
OATP1B1 inhibitior	+	0.8535	85.35%
OATP1B3 inhibitior	+	0.9424	94.24%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9352	93.52%
P-glycoprotein inhibitior	+	0.7215	72.15%
P-glycoprotein substrate	+	0.6423	64.23%
CYP3A4 substrate	+	0.6821	68.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8638	86.38%
CYP3A4 inhibition	-	0.8273	82.73%
CYP2C9 inhibition	-	0.8739	87.39%
CYP2C19 inhibition	-	0.9392	93.92%
CYP2D6 inhibition	-	0.8016	80.16%
CYP1A2 inhibition	-	0.9341	93.41%
CYP2C8 inhibition	+	0.6475	64.75%
CYP inhibitory promiscuity	-	0.9178	91.78%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6150	61.50%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9164	91.64%
Skin irritation	-	0.7934	79.34%
Skin corrosion	-	0.9454	94.54%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8726	87.26%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8952	89.52%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.9017	90.17%
Acute Oral Toxicity (c)	III	0.7204	72.04%
Estrogen receptor binding	+	0.7654	76.54%
Androgen receptor binding	+	0.6452	64.52%
Thyroid receptor binding	+	0.5473	54.73%
Glucocorticoid receptor binding	+	0.6743	67.43%
Aromatase binding	+	0.5344	53.44%
PPAR gamma	+	0.7323	73.23%
Honey bee toxicity	-	0.6684	66.84%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	-	0.6967	69.67%

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	98.98%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.18%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.28%	96.00%
CHEMBL2581	P07339	Cathepsin D	96.51%	98.95%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	95.71%	81.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.64%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.59%	99.17%
CHEMBL4208	P20618	Proteasome component C5	89.89%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	89.80%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.37%	95.50%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	89.11%	87.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.05%	89.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	88.62%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.19%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.60%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.34%	86.92%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.30%	97.36%
CHEMBL226	P30542	Adenosine A1 receptor	82.23%	95.93%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.98%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.59%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.91%	94.80%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	80.84%	89.33%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.73%	89.67%

Plants that contains it

• Hypericum ascyron
• Teucrium viscidum

Cross-Links

• PubChem: 162991180
• LOTUS: LTS0181412
• wikiData: Q105151553