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

Details

• Internal ID: 78094b32-fd0d-4c02-ab92-a2e3635bfe0d
• 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] (2R)-2-[(2S,3R,4S,5R,6R)-4-acetyloxy-6-(acetyloxymethyl)-3,5-dihydroxyoxan-2-yl]oxy-2-(2-methylpropyl)butanedioate
• SMILES (Canonical): CC(C)CC(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)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/c1-20(2)13-44(68-42-38(57)39(62-22(4)48)33(52)29(67-42)19-59-21(3)47,43(58)61-18-24-7-11-26(12-8-24)64-41-37(56)35(54)32(51)28(16-46)66-41)14-30(49)60-17-23-5-9-25(10-6-23)63-40-36(55)34(53)31(50)27(15-45)65-40/h5-12,20,27-29,31-42,45-46,50-57H,13-19H2,1-4H3/t27-,28-,29-,31-,32-,33-,34+,35+,36-,37-,38-,39+,40-,41-,42+,44-/m1/s1
• InChI Key: NPHDSQQCLBMKFW-SRWUKJQZSA-N
• Popularity: 1 reference 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	-	0.6038	60.38%
Caco-2	-	0.8663	86.63%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8399	83.99%
OATP2B1 inhibitior	-	0.8649	86.49%
OATP1B1 inhibitior	+	0.8649	86.49%
OATP1B3 inhibitior	+	0.8636	86.36%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9646	96.46%
P-glycoprotein inhibitior	+	0.7473	74.73%
P-glycoprotein substrate	-	0.6017	60.17%
CYP3A4 substrate	+	0.6723	67.23%
CYP2C9 substrate	-	0.8096	80.96%
CYP2D6 substrate	-	0.8803	88.03%
CYP3A4 inhibition	-	0.7902	79.02%
CYP2C9 inhibition	-	0.8193	81.93%
CYP2C19 inhibition	-	0.8758	87.58%
CYP2D6 inhibition	-	0.9451	94.51%
CYP1A2 inhibition	-	0.8517	85.17%
CYP2C8 inhibition	+	0.5630	56.30%
CYP inhibitory promiscuity	-	0.9480	94.80%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6521	65.21%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9025	90.25%
Skin irritation	-	0.8482	84.82%
Skin corrosion	-	0.9629	96.29%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7757	77.57%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8993	89.93%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7129	71.29%
Acute Oral Toxicity (c)	III	0.6112	61.12%
Estrogen receptor binding	+	0.7846	78.46%
Androgen receptor binding	+	0.6931	69.31%
Thyroid receptor binding	+	0.5931	59.31%
Glucocorticoid receptor binding	+	0.7337	73.37%
Aromatase binding	-	0.4842	48.42%
PPAR gamma	+	0.7806	78.06%
Honey bee toxicity	-	0.6724	67.24%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7250	72.50%
Fish aquatic toxicity	+	0.9893	98.93%

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	98.61%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.05%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.94%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.88%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.10%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	92.75%	95.93%
CHEMBL4040	P28482	MAP kinase ERK2	91.61%	83.82%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.36%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	88.66%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.54%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.72%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.96%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.46%	94.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.64%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.40%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.32%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.29%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.37%	86.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.08%	95.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.35%	89.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.20%	94.62%

Plants that contains it

• Gymnadenia conopsea

Cross-Links

• PubChem: 11593237
• NPASS: NPC236362
• LOTUS: LTS0155140
• wikiData: Q105183015