[(2R,3R,4S,5R,6S)-5-acetyloxy-2-(acetyloxymethyl)-4-[(2S,3R,4S,5S,6R)-3,5-diacetyloxy-6-(acetyloxymethyl)-4-hydroxyoxan-2-yl]oxy-6-[(2S,3S,4R,5S)-4-hydroxy-2,5-bis(hydroxymethyl)-3-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxolan-2-yl]oxyoxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 30f322e4-f353-4bf4-9303-98a9c15de124
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2R,3R,4S,5R,6S)-5-acetyloxy-2-(acetyloxymethyl)-4-[(2S,3R,4S,5S,6R)-3,5-diacetyloxy-6-(acetyloxymethyl)-4-hydroxyoxan-2-yl]oxy-6-[(2S,3S,4R,5S)-4-hydroxy-2,5-bis(hydroxymethyl)-3-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxolan-2-yl]oxyoxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C)OC3(C(C(C(O3)CO)O)OC(=O)C=CC4=CC=C(C=C4)O)CO)COC(=O)C)OC(=O)C=CC5=CC=C(C=C5)O)OC(=O)C)O)OC(=O)C
• SMILES (Isomeric): CC(=O)OC[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)O[C@]3([C@H]([C@@H]([C@@H](O3)CO)O)OC(=O)/C=C/C4=CC=C(C=C4)O)CO)COC(=O)C)OC(=O)/C=C/C5=CC=C(C=C5)O)OC(=O)C)O)OC(=O)C
• InChI: InChI=1S/C46H54O25/c1-22(49)60-19-32-38(62-24(3)51)37(59)40(63-25(4)52)44(65-32)69-41-39(67-34(56)16-10-27-6-12-29(54)13-7-27)33(20-61-23(2)50)66-45(42(41)64-26(5)53)71-46(21-48)43(36(58)31(18-47)70-46)68-35(57)17-11-28-8-14-30(55)15-9-28/h6-17,31-33,36-45,47-48,54-55,58-59H,18-21H2,1-5H3/b16-10+,17-11+/t31-,32+,33+,36+,37-,38+,39+,40+,41-,42+,43-,44-,45-,46-/m0/s1
• InChI Key: DDRONONPYZNVIC-GFYIQSQYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₅₄O₂₅
• Molecular Weight: 1006.90 g/mol
• Exact Mass: 1006.29541720 g/mol
• Topological Polar Surface Area (TPSA): 352.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.78
• H-Bond Acceptor: 25
• H-Bond Donor: 6
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5379	53.79%
Caco-2	-	0.8713	87.13%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.7742	77.42%
OATP2B1 inhibitior	-	0.8625	86.25%
OATP1B1 inhibitior	+	0.8294	82.94%
OATP1B3 inhibitior	+	0.9035	90.35%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8885	88.85%
P-glycoprotein inhibitior	+	0.7453	74.53%
P-glycoprotein substrate	-	0.5984	59.84%
CYP3A4 substrate	+	0.6855	68.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.7829	78.29%
CYP2C9 inhibition	-	0.8721	87.21%
CYP2C19 inhibition	-	0.8851	88.51%
CYP2D6 inhibition	-	0.9344	93.44%
CYP1A2 inhibition	-	0.9014	90.14%
CYP2C8 inhibition	+	0.7521	75.21%
CYP inhibitory promiscuity	-	0.6265	62.65%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9528	95.28%
Carcinogenicity (trinary)	Non-required	0.6507	65.07%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9043	90.43%
Skin irritation	-	0.8311	83.11%
Skin corrosion	-	0.9572	95.72%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7555	75.55%
Micronuclear	-	0.6226	62.26%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8613	86.13%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.6324	63.24%
Acute Oral Toxicity (c)	III	0.5565	55.65%
Estrogen receptor binding	+	0.8220	82.20%
Androgen receptor binding	+	0.6924	69.24%
Thyroid receptor binding	+	0.5932	59.32%
Glucocorticoid receptor binding	+	0.6897	68.97%
Aromatase binding	+	0.5707	57.07%
PPAR gamma	+	0.7882	78.82%
Honey bee toxicity	-	0.6586	65.86%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9735	97.35%

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	98.34%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.27%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.28%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	93.43%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.18%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	92.80%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.82%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.73%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.02%	96.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.60%	94.80%
CHEMBL2581	P07339	Cathepsin D	87.23%	98.95%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	85.96%	85.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.50%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	85.42%	92.50%
CHEMBL2996	Q05655	Protein kinase C delta	84.93%	97.79%
CHEMBL1951	P21397	Monoamine oxidase A	84.09%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.03%	95.56%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.93%	89.67%
CHEMBL340	P08684	Cytochrome P450 3A4	82.42%	91.19%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.56%	93.10%
CHEMBL3194	P02766	Transthyretin	81.51%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.74%	95.89%

Plants that contains it

• Iris fulva

Cross-Links

• PubChem: 163195028
• LOTUS: LTS0252323
• wikiData: Q104976736