[(2R,3R,4R,5R,6R)-5-hydroxy-6-[2-(4-hydroxy-3-methoxyphenyl)ethoxy]-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-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: 759c606e-4c2d-4d77-9f9c-1228914261aa
• 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]-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-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(C2OC(=O)C=CC3=CC(=C(C=C3)O)OC)COC4C(C(C(C(O4)CO)O)O)O)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]2OC(=O)/C=C/C3=CC(=C(C=C3)O)OC)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)OCCC5=CC(=C(C=C5)O)OC)O)O)O)O
• InChI: InChI=1S/C37H50O20/c1-16-26(42)28(44)31(47)37(53-16)57-34-32(48)36(51-11-10-18-5-8-20(40)22(13-18)50-3)55-24(15-52-35-30(46)29(45)27(43)23(14-38)54-35)33(34)56-25(41)9-6-17-4-7-19(39)21(12-17)49-2/h4-9,12-13,16,23-24,26-40,42-48H,10-11,14-15H2,1-3H3/b9-6+/t16-,23+,24+,26-,27+,28+,29-,30+,31+,32+,33+,34+,35+,36+,37-/m0/s1
• InChI Key: XSSFBGUVLPAGRS-HHTZHRADSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₀O₂₀
• Molecular Weight: 814.80 g/mol
• Exact Mass: 814.28954398 g/mol
• Topological Polar Surface Area (TPSA): 302.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -2.59
• H-Bond Acceptor: 20
• H-Bond Donor: 10
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7665	76.65%
Caco-2	-	0.8933	89.33%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.7047	70.47%
OATP2B1 inhibitior	-	0.8641	86.41%
OATP1B1 inhibitior	+	0.8469	84.69%
OATP1B3 inhibitior	+	0.9534	95.34%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8509	85.09%
P-glycoprotein inhibitior	+	0.6281	62.81%
P-glycoprotein substrate	+	0.5274	52.74%
CYP3A4 substrate	+	0.6768	67.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8621	86.21%
CYP3A4 inhibition	-	0.9152	91.52%
CYP2C9 inhibition	-	0.8116	81.16%
CYP2C19 inhibition	-	0.8880	88.80%
CYP2D6 inhibition	-	0.9148	91.48%
CYP1A2 inhibition	-	0.9020	90.20%
CYP2C8 inhibition	+	0.8262	82.62%
CYP inhibitory promiscuity	-	0.7719	77.19%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6850	68.50%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9172	91.72%
Skin irritation	-	0.8486	84.86%
Skin corrosion	-	0.9590	95.90%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7393	73.93%
Micronuclear	-	0.6667	66.67%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.8772	87.72%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.9628	96.28%
Acute Oral Toxicity (c)	III	0.7694	76.94%
Estrogen receptor binding	+	0.7981	79.81%
Androgen receptor binding	-	0.7267	72.67%
Thyroid receptor binding	+	0.5440	54.40%
Glucocorticoid receptor binding	+	0.6236	62.36%
Aromatase binding	-	0.5094	50.94%
PPAR gamma	+	0.7233	72.33%
Honey bee toxicity	-	0.6918	69.18%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.7134	71.34%

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	98.32%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.55%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.26%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.66%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.73%	89.00%
CHEMBL3194	P02766	Transthyretin	92.79%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.69%	86.92%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.21%	97.36%
CHEMBL2581	P07339	Cathepsin D	90.20%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.61%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.37%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.80%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.70%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.30%	92.62%
CHEMBL4208	P20618	Proteasome component C5	80.56%	90.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.50%	80.78%

Plants that contains it

• Cistanche deserticola
• Cistanche salsa
• Rehmannia glutinosa

Cross-Links

• PubChem: 11972313
• NPASS: NPC132311
• LOTUS: LTS0084396
• wikiData: Q105341220