[(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-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: cf4d9f94-a2b7-4224-94fa-2975b66b9b21
• 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-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)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)OC)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/C36H48O20/c1-15-25(42)27(44)30(47)36(52-15)56-33-31(48)35(50-10-9-17-3-6-18(38)20(40)11-17)54-23(14-51-34-29(46)28(45)26(43)22(13-37)53-34)32(33)55-24(41)8-5-16-4-7-19(39)21(12-16)49-2/h3-8,11-12,15,22-23,25-40,42-48H,9-10,13-14H2,1-2H3/b8-5+/t15-,22+,23+,25+,26+,27+,28-,29+,30+,31+,32+,33+,34+,35+,36-/m0/s1
• InChI Key: UAPZTGRENZINFN-MWGUSTPRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₈O₂₀
• Molecular Weight: 800.80 g/mol
• Exact Mass: 800.27389392 g/mol
• Topological Polar Surface Area (TPSA): 313.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -2.89
• H-Bond Acceptor: 20
• H-Bond Donor: 11
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7661	76.61%
Caco-2	-	0.9006	90.06%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.7177	71.77%
OATP2B1 inhibitior	-	0.8640	86.40%
OATP1B1 inhibitior	+	0.8544	85.44%
OATP1B3 inhibitior	+	0.9655	96.55%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8549	85.49%
P-glycoprotein inhibitior	+	0.5767	57.67%
P-glycoprotein substrate	+	0.5336	53.36%
CYP3A4 substrate	+	0.6775	67.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8611	86.11%
CYP3A4 inhibition	-	0.9071	90.71%
CYP2C9 inhibition	-	0.8083	80.83%
CYP2C19 inhibition	-	0.8701	87.01%
CYP2D6 inhibition	-	0.9047	90.47%
CYP1A2 inhibition	-	0.8897	88.97%
CYP2C8 inhibition	+	0.7993	79.93%
CYP inhibitory promiscuity	-	0.7483	74.83%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7131	71.31%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9203	92.03%
Skin irritation	-	0.8429	84.29%
Skin corrosion	-	0.9558	95.58%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7114	71.14%
Micronuclear	-	0.6467	64.67%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.8643	86.43%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.9639	96.39%
Acute Oral Toxicity (c)	III	0.7867	78.67%
Estrogen receptor binding	+	0.8137	81.37%
Androgen receptor binding	-	0.8028	80.28%
Thyroid receptor binding	+	0.5216	52.16%
Glucocorticoid receptor binding	+	0.6239	62.39%
Aromatase binding	-	0.5052	50.52%
PPAR gamma	+	0.7272	72.72%
Honey bee toxicity	-	0.6583	65.83%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.7104	71.04%

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	99.79%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.30%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.67%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.35%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.24%	99.17%
CHEMBL3194	P02766	Transthyretin	94.65%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.47%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.02%	86.92%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.21%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	89.55%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	87.92%	91.49%
CHEMBL2581	P07339	Cathepsin D	87.16%	98.95%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	86.52%	80.78%
CHEMBL4208	P20618	Proteasome component C5	84.76%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.23%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.78%	96.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.62%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.43%	94.45%

Plants that contains it

• Rehmannia glutinosa

Cross-Links

• PubChem: 11972384
• NPASS: NPC185255