[(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: b3dd00ec-e847-46d8-a773-c6e4e44899e7
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-4-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC=C(C=C3)O)COC4C(C(C(C(O4)CO)O)O)O)OCCC5=CC(=C(C=C5)O)O)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]2OC(=O)/C=C/C3=CC=C(C=C3)O)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)OCCC5=CC(=C(C=C5)O)O)O)O)O)O
• InChI: InChI=1S/C35H46O19/c1-15-24(41)26(43)29(46)35(50-15)54-32-30(47)34(48-11-10-17-4-8-19(38)20(39)12-17)52-22(14-49-33-28(45)27(44)25(42)21(13-36)51-33)31(32)53-23(40)9-5-16-2-6-18(37)7-3-16/h2-9,12,15,21-22,24-39,41-47H,10-11,13-14H2,1H3/b9-5+/t15-,21+,22+,24+,25+,26+,27-,28+,29+,30+,31+,32+,33+,34+,35-/m0/s1
• InChI Key: PMQVHVYIDZRZIK-QISHNXPHSA-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): 304.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -2.90
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7512	75.12%
Caco-2	-	0.9072	90.72%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.9286	92.86%
Subcellular localzation	Mitochondria	0.7836	78.36%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.8590	85.90%
OATP1B3 inhibitior	+	0.9632	96.32%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8047	80.47%
P-glycoprotein inhibitior	-	0.4918	49.18%
P-glycoprotein substrate	-	0.5215	52.15%
CYP3A4 substrate	+	0.6734	67.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8696	86.96%
CYP3A4 inhibition	-	0.9295	92.95%
CYP2C9 inhibition	-	0.7548	75.48%
CYP2C19 inhibition	-	0.8660	86.60%
CYP2D6 inhibition	-	0.9109	91.09%
CYP1A2 inhibition	-	0.8666	86.66%
CYP2C8 inhibition	+	0.7703	77.03%
CYP inhibitory promiscuity	-	0.7002	70.02%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6737	67.37%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9208	92.08%
Skin irritation	-	0.8386	83.86%
Skin corrosion	-	0.9560	95.60%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7089	70.89%
Micronuclear	-	0.6567	65.67%
Hepatotoxicity	-	0.9500	95.00%
skin sensitisation	-	0.8442	84.42%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.9155	91.55%
Acute Oral Toxicity (c)	III	0.7702	77.02%
Estrogen receptor binding	+	0.7842	78.42%
Androgen receptor binding	-	0.7365	73.65%
Thyroid receptor binding	+	0.5230	52.30%
Glucocorticoid receptor binding	-	0.4734	47.34%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6917	69.17%
Honey bee toxicity	-	0.6469	64.69%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.7970	79.70%

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	99.66%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.56%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.41%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.17%	99.17%
CHEMBL3194	P02766	Transthyretin	94.52%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.12%	89.00%
CHEMBL2581	P07339	Cathepsin D	93.12%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.81%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.45%	86.92%
CHEMBL1951	P21397	Monoamine oxidase A	92.25%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.23%	96.00%
CHEMBL226	P30542	Adenosine A1 receptor	88.16%	95.93%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.16%	97.36%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.73%	95.89%
CHEMBL4208	P20618	Proteasome component C5	84.74%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.09%	96.95%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	83.74%	80.78%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.47%	91.71%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.43%	85.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.21%	97.09%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	82.20%	96.37%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.37%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.32%	94.80%

Plants that contains it

• Rehmannia glutinosa

Cross-Links

• PubChem: 11972387
• NPASS: NPC292918