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

Details

• Internal ID: e5cc5c8c-ec36-405c-92a3-dff10f5dd142
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2R,3R,4S,5R,6R)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[2-(3,4-dihydroxyphenyl)ethoxy]-2-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2OC3C(C(CO3)(CO)O)O)OCCC4=CC(=C(C=C4)O)O)CO)OC(=O)C=CC5=CC(=C(C=C5)O)OC)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]([C@H](O[C@H]([C@@H]2O[C@H]3[C@@H]([C@](CO3)(CO)O)O)OCCC4=CC(=C(C=C4)O)O)CO)OC(=O)/C=C/C5=CC(=C(C=C5)O)OC)O)O)O
• InChI: InChI=1S/C35H46O19/c1-16-25(42)26(43)27(44)32(50-16)53-29-28(52-24(41)8-5-17-4-7-20(39)22(12-17)47-2)23(13-36)51-33(48-10-9-18-3-6-19(38)21(40)11-18)30(29)54-34-31(45)35(46,14-37)15-49-34/h3-8,11-12,16,23,25-34,36-40,42-46H,9-10,13-15H2,1-2H3/b8-5+/t16-,23+,25-,26+,27+,28+,29-,30+,31-,32-,33+,34-,35+/m0/s1
• InChI Key: YHBSLEUAWWGEBT-LNWDCYBDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₆O₁₉
• Molecular Weight: 770.70 g/mol
• Exact Mass: 770.26332923 g/mol
• Topological Polar Surface Area (TPSA): 293.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -2.25
• H-Bond Acceptor: 19
• H-Bond Donor: 10
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5441	54.41%
Caco-2	-	0.8920	89.20%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7520	75.20%
OATP2B1 inhibitior	-	0.8645	86.45%
OATP1B1 inhibitior	+	0.8743	87.43%
OATP1B3 inhibitior	+	0.9571	95.71%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9362	93.62%
P-glycoprotein inhibitior	+	0.6389	63.89%
P-glycoprotein substrate	+	0.6167	61.67%
CYP3A4 substrate	+	0.7102	71.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8648	86.48%
CYP3A4 inhibition	-	0.8602	86.02%
CYP2C9 inhibition	-	0.8289	82.89%
CYP2C19 inhibition	-	0.8554	85.54%
CYP2D6 inhibition	-	0.8892	88.92%
CYP1A2 inhibition	-	0.8693	86.93%
CYP2C8 inhibition	+	0.8107	81.07%
CYP inhibitory promiscuity	-	0.7631	76.31%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5945	59.45%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9205	92.05%
Skin irritation	-	0.8060	80.60%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7253	72.53%
Micronuclear	-	0.6167	61.67%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8233	82.33%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9363	93.63%
Acute Oral Toxicity (c)	III	0.6642	66.42%
Estrogen receptor binding	+	0.8288	82.88%
Androgen receptor binding	-	0.5653	56.53%
Thyroid receptor binding	+	0.5514	55.14%
Glucocorticoid receptor binding	+	0.6694	66.94%
Aromatase binding	+	0.5533	55.33%
PPAR gamma	+	0.7458	74.58%
Honey bee toxicity	-	0.6534	65.34%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.6995	69.95%

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	99.84%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.36%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.71%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.64%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.58%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.11%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.57%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.54%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.48%	86.92%
CHEMBL226	P30542	Adenosine A1 receptor	91.24%	95.93%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.47%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.96%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.32%	97.09%
CHEMBL4208	P20618	Proteasome component C5	87.33%	90.00%
CHEMBL3194	P02766	Transthyretin	87.02%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.97%	95.89%
CHEMBL2581	P07339	Cathepsin D	85.03%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	84.05%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	83.75%	91.19%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.60%	91.03%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.56%	92.62%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	83.52%	80.78%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.63%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.23%	94.33%

Plants that contains it

• Dolichandrone serrulata

Cross-Links

• PubChem: 102251683
• LOTUS: LTS0098477
• wikiData: Q105348342