bis[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl] (2S)-2-[(2S)-butan-2-yl]-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanedioate

Details

• Internal ID: 46a7c185-3b5b-495d-a90b-676da7cc3800
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: bis[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl] (2S)-2-[(2S)-butan-2-yl]-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanedioate
• SMILES (Canonical): CCC(C)C(CC(=O)OCC1=CC=C(C=C1)OC2C(C(C(C(O2)CO)O)O)O)(C(=O)OCC3=CC=C(C=C3)OC4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): CC[C@H](C)[C@@](CC(=O)OCC1=CC=C(C=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)(C(=O)OCC3=CC=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
• InChI: InChI=1S/C40H56O22/c1-3-18(2)40(62-38-35(53)32(50)29(47)25(15-43)61-38,39(54)56-17-20-6-10-22(11-7-20)58-37-34(52)31(49)28(46)24(14-42)60-37)12-26(44)55-16-19-4-8-21(9-5-19)57-36-33(51)30(48)27(45)23(13-41)59-36/h4-11,18,23-25,27-38,41-43,45-53H,3,12-17H2,1-2H3/t18-,23+,24+,25+,27+,28+,29+,30-,31-,32-,33+,34+,35+,36+,37+,38-,40-/m0/s1
• InChI Key: JPPTWHZTSAJAKN-JOGZERNKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₆O₂₂
• Molecular Weight: 888.90 g/mol
• Exact Mass: 888.32632341 g/mol
• Topological Polar Surface Area (TPSA): 351.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -4.18
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5714	57.14%
Caco-2	-	0.8715	87.15%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8184	81.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8709	87.09%
OATP1B3 inhibitior	+	0.8948	89.48%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9302	93.02%
P-glycoprotein inhibitior	+	0.7288	72.88%
P-glycoprotein substrate	-	0.7634	76.34%
CYP3A4 substrate	+	0.6183	61.83%
CYP2C9 substrate	-	0.8096	80.96%
CYP2D6 substrate	-	0.8803	88.03%
CYP3A4 inhibition	-	0.6742	67.42%
CYP2C9 inhibition	-	0.8503	85.03%
CYP2C19 inhibition	-	0.8316	83.16%
CYP2D6 inhibition	-	0.9393	93.93%
CYP1A2 inhibition	-	0.8558	85.58%
CYP2C8 inhibition	-	0.5753	57.53%
CYP inhibitory promiscuity	-	0.9110	91.10%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6677	66.77%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9062	90.62%
Skin irritation	-	0.8332	83.32%
Skin corrosion	-	0.9587	95.87%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7970	79.70%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.9070	90.70%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8482	84.82%
Acute Oral Toxicity (c)	III	0.5781	57.81%
Estrogen receptor binding	+	0.7548	75.48%
Androgen receptor binding	+	0.6962	69.62%
Thyroid receptor binding	+	0.5564	55.64%
Glucocorticoid receptor binding	+	0.6806	68.06%
Aromatase binding	-	0.5094	50.94%
PPAR gamma	+	0.7252	72.52%
Honey bee toxicity	-	0.6906	69.06%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6550	65.50%
Fish aquatic toxicity	+	0.9900	99.00%

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	97.72%	96.09%
CHEMBL220	P22303	Acetylcholinesterase	96.02%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.02%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.55%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.08%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.66%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.46%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.35%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	87.49%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	86.03%	90.17%
CHEMBL3437	Q16853	Amine oxidase, copper containing	86.01%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.75%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.78%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.00%	96.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.98%	95.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.90%	95.56%

Plants that contains it

• Gymnadenia conopsea

Cross-Links

• PubChem: 154496431
• LOTUS: LTS0161568
• wikiData: Q105133063