[(2S,3S,4R,5R)-2-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-2,5-bis(hydroxymethyl)oxolan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: d6006624-1b64-4fba-aafb-a433ea8e4d4b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2S,3S,4R,5R)-2-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-2,5-bis(hydroxymethyl)oxolan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OC2C(C(OC2(CO)OC3C(C(C(C(O3)CO)O)OC4C(C(C(C(O4)CO)O)O)O)O)CO)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)O[C@H]2[C@@H]([C@H](O[C@@]2(CO)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)CO)O)O
• InChI: InChI=1S/C28H40O19/c1-41-13-6-11(2-4-12(13)33)3-5-17(34)44-25-20(37)16(9-31)46-28(25,10-32)47-27-23(40)24(19(36)15(8-30)43-27)45-26-22(39)21(38)18(35)14(7-29)42-26/h2-6,14-16,18-27,29-33,35-40H,7-10H2,1H3/b5-3+/t14-,15-,16-,18-,19-,20-,21+,22-,23-,24+,25+,26+,27-,28+/m1/s1
• InChI Key: FDMMHYIANIGTTP-WALYETBZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₀O₁₉
• Molecular Weight: 680.60 g/mol
• Exact Mass: 680.21637904 g/mol
• Topological Polar Surface Area (TPSA): 304.00 Ų
• XlogP: -3.80
• Atomic LogP (AlogP): -5.59
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7383	73.83%
Caco-2	-	0.9009	90.09%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7601	76.01%
OATP2B1 inhibitior	-	0.8625	86.25%
OATP1B1 inhibitior	+	0.8803	88.03%
OATP1B3 inhibitior	+	0.9678	96.78%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6110	61.10%
P-glycoprotein inhibitior	-	0.5084	50.84%
P-glycoprotein substrate	-	0.6347	63.47%
CYP3A4 substrate	+	0.6499	64.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8593	85.93%
CYP3A4 inhibition	-	0.8192	81.92%
CYP2C9 inhibition	-	0.8331	83.31%
CYP2C19 inhibition	-	0.7423	74.23%
CYP2D6 inhibition	-	0.8953	89.53%
CYP1A2 inhibition	-	0.8898	88.98%
CYP2C8 inhibition	+	0.7381	73.81%
CYP inhibitory promiscuity	-	0.5905	59.05%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6227	62.27%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9244	92.44%
Skin irritation	-	0.8374	83.74%
Skin corrosion	-	0.9557	95.57%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3852	38.52%
Micronuclear	-	0.6226	62.26%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.8039	80.39%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.9072	90.72%
Acute Oral Toxicity (c)	III	0.7020	70.20%
Estrogen receptor binding	+	0.8079	80.79%
Androgen receptor binding	+	0.5736	57.36%
Thyroid receptor binding	-	0.5161	51.61%
Glucocorticoid receptor binding	-	0.4843	48.43%
Aromatase binding	+	0.6286	62.86%
PPAR gamma	+	0.6945	69.45%
Honey bee toxicity	-	0.7142	71.42%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.7963	79.63%

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	99.75%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.50%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.45%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.90%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.90%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.25%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.02%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.80%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	89.13%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.60%	85.14%
CHEMBL3194	P02766	Transthyretin	88.55%	90.71%
CHEMBL4208	P20618	Proteasome component C5	85.48%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.64%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.47%	91.03%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.12%	92.94%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.19%	94.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.89%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.53%	92.62%

Plants that contains it

• Ainsliaea uniflora
• Cichorium endivia
• Cichorium intybus
• Ixeris repens
• Launaea arborescens
• Polygala arillata
• Scorzonera hispanica

Cross-Links

• PubChem: 21606609
• LOTUS: LTS0004860
• wikiData: Q105347622