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

Details

• Internal ID: 9fdcfaf0-0237-4a2d-ba8c-6433d833f0bb
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2R,3R,4R,5R,6R)-5-hydroxy-6-[2-(4-hydroxy-3-methoxyphenyl)ethoxy]-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2OC3C(C(C(CO3)O)O)O)COC(=O)C=CC4=CC(=C(C=C4)O)OC)OCCC5=CC(=C(C=C5)O)OC)O)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@H]([C@H](CO3)O)O)O)COC(=O)/C=C/C4=CC(=C(C=C4)O)OC)OCCC5=CC(=C(C=C5)O)OC)O)O)O)O
• InChI: InChI=1S/C36H48O19/c1-16-26(41)28(43)30(45)36(52-16)55-33-31(46)35(49-11-10-18-5-8-20(38)23(13-18)48-3)53-24(32(33)54-34-29(44)27(42)21(39)14-51-34)15-50-25(40)9-6-17-4-7-19(37)22(12-17)47-2/h4-9,12-13,16,21,24,26-39,41-46H,10-11,14-15H2,1-3H3/b9-6+/t16-,21-,24+,26-,27-,28+,29+,30+,31+,32+,33+,34-,35+,36-/m0/s1
• InChI Key: QKSDWGRVKWJPQJ-DQTDZZOCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₈O₁₉
• Molecular Weight: 784.80 g/mol
• Exact Mass: 784.27897930 g/mol
• Topological Polar Surface Area (TPSA): 282.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.95
• H-Bond Acceptor: 19
• H-Bond Donor: 9
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6972	69.72%
Caco-2	-	0.8912	89.12%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.6868	68.68%
OATP2B1 inhibitior	-	0.8652	86.52%
OATP1B1 inhibitior	+	0.8652	86.52%
OATP1B3 inhibitior	+	0.9343	93.43%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9206	92.06%
P-glycoprotein inhibitior	+	0.6038	60.38%
P-glycoprotein substrate	+	0.5976	59.76%
CYP3A4 substrate	+	0.6964	69.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8608	86.08%
CYP3A4 inhibition	-	0.9127	91.27%
CYP2C9 inhibition	-	0.8773	87.73%
CYP2C19 inhibition	-	0.9149	91.49%
CYP2D6 inhibition	-	0.8975	89.75%
CYP1A2 inhibition	-	0.8981	89.81%
CYP2C8 inhibition	+	0.8096	80.96%
CYP inhibitory promiscuity	-	0.8649	86.49%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6571	65.71%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9171	91.71%
Skin irritation	-	0.8381	83.81%
Skin corrosion	-	0.9539	95.39%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6746	67.46%
Micronuclear	-	0.6467	64.67%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.8697	86.97%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.9891	98.91%
Acute Oral Toxicity (c)	III	0.7822	78.22%
Estrogen receptor binding	+	0.8088	80.88%
Androgen receptor binding	-	0.5812	58.12%
Thyroid receptor binding	+	0.5457	54.57%
Glucocorticoid receptor binding	+	0.6417	64.17%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7174	71.74%
Honey bee toxicity	-	0.7076	70.76%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.7571	75.71%

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	99.71%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.56%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	98.54%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.18%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.42%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.14%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.93%	99.17%
CHEMBL2581	P07339	Cathepsin D	90.66%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.65%	90.71%
CHEMBL3194	P02766	Transthyretin	89.11%	90.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.90%	97.36%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.24%	92.94%
CHEMBL2179	P04062	Beta-glucocerebrosidase	86.07%	85.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.73%	97.09%
CHEMBL4208	P20618	Proteasome component C5	85.68%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.65%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.09%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.48%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	84.11%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.00%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.00%	86.92%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.49%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	82.16%	95.93%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.71%	95.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.41%	96.61%

Plants that contains it

• Pedicularis longiflora

Cross-Links

• PubChem: 101632067
• LOTUS: LTS0225534
• wikiData: Q105223286