bis[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl] (2S)-2-[(2S,3R,4S,5R,6R)-4-acetyloxy-6-(acetyloxymethyl)-3,5-dihydroxyoxan-2-yl]oxy-2-[(2R)-butan-2-yl]butanedioate

Details

• Internal ID: 2472e702-8285-4552-ac6a-3051fab728ad
• 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,3R,4S,5R,6R)-4-acetyloxy-6-(acetyloxymethyl)-3,5-dihydroxyoxan-2-yl]oxy-2-[(2R)-butan-2-yl]butanedioate
• 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)COC(=O)C)O)OC(=O)C)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)COC(=O)C)O)OC(=O)C)O
• InChI: InChI=1S/C44H60O24/c1-5-20(2)44(68-42-38(57)39(62-22(4)48)33(52)29(67-42)19-59-21(3)47,43(58)61-18-24-8-12-26(13-9-24)64-41-37(56)35(54)32(51)28(16-46)66-41)14-30(49)60-17-23-6-10-25(11-7-23)63-40-36(55)34(53)31(50)27(15-45)65-40/h6-13,20,27-29,31-42,45-46,50-57H,5,14-19H2,1-4H3/t20-,27-,28-,29-,31-,32-,33-,34+,35+,36-,37-,38-,39+,40-,41-,42+,44+/m1/s1
• InChI Key: FXNPIMIQKLGRAQ-ZWXMMVOCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₆₀O₂₄
• Molecular Weight: 972.90 g/mol
• Exact Mass: 972.34745278 g/mol
• Topological Polar Surface Area (TPSA): 363.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -3.04
• H-Bond Acceptor: 24
• H-Bond Donor: 10
• Rotatable Bonds: 20

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5483	54.83%
Caco-2	-	0.8668	86.68%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8004	80.04%
OATP2B1 inhibitior	-	0.8655	86.55%
OATP1B1 inhibitior	+	0.8378	83.78%
OATP1B3 inhibitior	+	0.8680	86.80%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9646	96.46%
P-glycoprotein inhibitior	+	0.7464	74.64%
P-glycoprotein substrate	-	0.5812	58.12%
CYP3A4 substrate	+	0.6738	67.38%
CYP2C9 substrate	-	0.8096	80.96%
CYP2D6 substrate	-	0.8803	88.03%
CYP3A4 inhibition	-	0.6484	64.84%
CYP2C9 inhibition	-	0.8500	85.00%
CYP2C19 inhibition	-	0.8433	84.33%
CYP2D6 inhibition	-	0.9466	94.66%
CYP1A2 inhibition	-	0.8447	84.47%
CYP2C8 inhibition	+	0.5728	57.28%
CYP inhibitory promiscuity	-	0.9147	91.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6549	65.49%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9028	90.28%
Skin irritation	-	0.8332	83.32%
Skin corrosion	-	0.9608	96.08%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7902	79.02%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9151	91.51%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8101	81.01%
Acute Oral Toxicity (c)	III	0.5651	56.51%
Estrogen receptor binding	+	0.7910	79.10%
Androgen receptor binding	+	0.7011	70.11%
Thyroid receptor binding	+	0.5912	59.12%
Glucocorticoid receptor binding	+	0.7463	74.63%
Aromatase binding	+	0.5266	52.66%
PPAR gamma	+	0.7864	78.64%
Honey bee toxicity	-	0.6395	63.95%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6550	65.50%
Fish aquatic toxicity	+	0.9897	98.97%

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	98.23%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.48%	97.25%
CHEMBL2581	P07339	Cathepsin D	97.03%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.31%	99.17%
CHEMBL220	P22303	Acetylcholinesterase	91.86%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.19%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.02%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.91%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.89%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.43%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.97%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.21%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	84.22%	95.93%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.74%	94.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.52%	95.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.34%	96.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.27%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.05%	89.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.91%	82.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.52%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.70%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.62%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.59%	86.92%

Plants that contains it

• Gymnadenia conopsea

Cross-Links

• PubChem: 163104071
• LOTUS: LTS0011139
• wikiData: Q105004126