4-O-[[4-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxyphenyl]methyl] 1-O-[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl] (2R,3S)-3-hydroxy-2-(2-methylpropyl)-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanedioate

Details

• Internal ID: 803f95fa-8129-424b-8961-275d643550d0
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 4-O-[[4-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxyphenyl]methyl] 1-O-[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl] (2R,3S)-3-hydroxy-2-(2-methylpropyl)-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanedioate
• SMILES (Canonical): CC(C)CC(C(C(=O)OCC1=CC=C(C=C1)OC2C(C(C(C(O2)CO)OC3C(C(C(C(O3)CO)O)O)O)O)O)O)(C(=O)OCC4=CC=C(C=C4)OC5C(C(C(C(O5)CO)O)O)O)OC6C(C(C(C(O6)CO)O)O)O
• SMILES (Isomeric): CC(C)C[C@@]([C@@H](C(=O)OCC1=CC=C(C=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)O)(C(=O)OCC4=CC=C(C=C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
• InChI: InChI=1S/C46H66O28/c1-18(2)11-46(74-44-36(60)32(56)29(53)25(14-49)71-44,45(64)66-17-20-5-9-21(10-6-20)67-41-34(58)30(54)27(51)23(12-47)69-41)39(62)40(63)65-16-19-3-7-22(8-4-19)68-42-37(61)33(57)38(26(15-50)72-42)73-43-35(59)31(55)28(52)24(13-48)70-43/h3-10,18,23-39,41-44,47-62H,11-17H2,1-2H3/t23-,24-,25-,26-,27-,28-,29-,30+,31+,32+,33-,34-,35-,36-,37-,38-,39-,41-,42-,43-,44+,46-/m1/s1
• InChI Key: IUXBQJDSRKGILV-ZCCCHHFDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₆₆O₂₈
• Molecular Weight: 1067.00 g/mol
• Exact Mass: 1066.37406144 g/mol
• Topological Polar Surface Area (TPSA): 450.00 Ų
• XlogP: -4.80
• Atomic LogP (AlogP): -7.38
• H-Bond Acceptor: 28
• H-Bond Donor: 16
• Rotatable Bonds: 21

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7731	77.31%
Caco-2	-	0.8665	86.65%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.8341	83.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8876	88.76%
OATP1B3 inhibitior	+	0.9283	92.83%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9394	93.94%
P-glycoprotein inhibitior	+	0.7375	73.75%
P-glycoprotein substrate	-	0.6660	66.60%
CYP3A4 substrate	+	0.6553	65.53%
CYP2C9 substrate	-	0.8127	81.27%
CYP2D6 substrate	-	0.8749	87.49%
CYP3A4 inhibition	-	0.9218	92.18%
CYP2C9 inhibition	-	0.8439	84.39%
CYP2C19 inhibition	-	0.9086	90.86%
CYP2D6 inhibition	-	0.9475	94.75%
CYP1A2 inhibition	-	0.8935	89.35%
CYP2C8 inhibition	-	0.5582	55.82%
CYP inhibitory promiscuity	-	0.9364	93.64%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6572	65.72%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9008	90.08%
Skin irritation	-	0.8760	87.60%
Skin corrosion	-	0.9588	95.88%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8061	80.61%
Micronuclear	-	0.6626	66.26%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8834	88.34%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.9204	92.04%
Acute Oral Toxicity (c)	III	0.6725	67.25%
Estrogen receptor binding	+	0.7763	77.63%
Androgen receptor binding	+	0.7296	72.96%
Thyroid receptor binding	+	0.6265	62.65%
Glucocorticoid receptor binding	+	0.7626	76.26%
Aromatase binding	+	0.5297	52.97%
PPAR gamma	+	0.7967	79.67%
Honey bee toxicity	-	0.6507	65.07%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7250	72.50%
Fish aquatic toxicity	+	0.9494	94.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.06%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.30%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.36%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.60%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.10%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.33%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	89.59%	94.73%
CHEMBL220	P22303	Acetylcholinesterase	88.42%	94.45%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	87.35%	97.29%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.10%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.89%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.05%	95.89%
CHEMBL2179	P04062	Beta-glucocerebrosidase	85.17%	85.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.08%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.24%	96.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.07%	94.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.88%	95.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.82%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	80.55%	95.93%

Plants that contains it

• Gymnadenia conopsea

Cross-Links

• PubChem: 24879102
• LOTUS: LTS0222301
• wikiData: Q105120895