[(2S,3S,4R,5R)-2-[(2R,3R,4R,5R,6R)-6-(acetyloxymethyl)-4-[(2S,3R,4R,5S,6R)-6-(acetyloxymethyl)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-5-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxyoxan-2-yl]oxy-4-hydroxy-2-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxymethyl]-5-(hydroxymethyl)oxolan-3-yl] benzoate

Details

• Internal ID: 5cac021f-cf9f-4cfb-8477-82f4a94806bd
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2S,3S,4R,5R)-2-[(2R,3R,4R,5R,6R)-6-(acetyloxymethyl)-4-[(2S,3R,4R,5S,6R)-6-(acetyloxymethyl)-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-5-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxyoxan-2-yl]oxy-4-hydroxy-2-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxymethyl]-5-(hydroxymethyl)oxolan-3-yl] benzoate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)OC)COC(=O)C)OC4(C(C(C(O4)CO)O)OC(=O)C5=CC=CC=C5)COC(=O)C=CC6=CC(=C(C=C6)O)OC)O)O)O)OC7C(C(C(C(O7)CO)O)O)O
• 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=C/C3=CC(=C(C=C3)O)OC)COC(=O)C)O[C@]4([C@H]([C@@H]([C@H](O4)CO)O)OC(=O)C5=CC=CC=C5)COC(=O)/C=C/C6=CC(=C(C=C6)O)OC)O)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
• InChI: InChI=1S/C55H66O30/c1-25(58)74-22-36-47(81-52-44(68)42(66)40(64)34(20-56)77-52)43(67)45(69)53(78-36)82-49-46(70)54(79-37(23-75-26(2)59)48(49)80-39(63)17-13-28-11-15-31(61)33(19-28)73-4)85-55(24-76-38(62)16-12-27-10-14-30(60)32(18-27)72-3)50(41(65)35(21-57)84-55)83-51(71)29-8-6-5-7-9-29/h5-19,34-37,40-50,52-54,56-57,60-61,64-70H,20-24H2,1-4H3/b16-12+,17-13+/t34-,35-,36-,37-,40-,41-,42+,43-,44-,45-,46-,47-,48-,49-,50+,52+,53+,54-,55+/m1/s1
• InChI Key: PXMBERHODRABQI-KBNCVXDBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₆₆O₃₀
• Molecular Weight: 1207.10 g/mol
• Exact Mass: 1206.36389068 g/mol
• Topological Polar Surface Area (TPSA): 437.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -2.78
• H-Bond Acceptor: 30
• H-Bond Donor: 11
• Rotatable Bonds: 23

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6703	67.03%
Caco-2	-	0.8634	86.34%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.6938	69.38%
OATP2B1 inhibitior	-	0.7334	73.34%
OATP1B1 inhibitior	+	0.8219	82.19%
OATP1B3 inhibitior	+	0.9408	94.08%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9067	90.67%
P-glycoprotein inhibitior	+	0.7472	74.72%
P-glycoprotein substrate	+	0.5681	56.81%
CYP3A4 substrate	+	0.7071	70.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8706	87.06%
CYP3A4 inhibition	-	0.8392	83.92%
CYP2C9 inhibition	-	0.8598	85.98%
CYP2C19 inhibition	-	0.8564	85.64%
CYP2D6 inhibition	-	0.9283	92.83%
CYP1A2 inhibition	-	0.8731	87.31%
CYP2C8 inhibition	+	0.8558	85.58%
CYP inhibitory promiscuity	-	0.7918	79.18%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6873	68.73%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8994	89.94%
Skin irritation	-	0.8379	83.79%
Skin corrosion	-	0.9525	95.25%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7200	72.00%
Micronuclear	-	0.5526	55.26%
Hepatotoxicity	-	0.8341	83.41%
skin sensitisation	-	0.8403	84.03%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9203	92.03%
Acute Oral Toxicity (c)	III	0.5989	59.89%
Estrogen receptor binding	+	0.7836	78.36%
Androgen receptor binding	+	0.7299	72.99%
Thyroid receptor binding	+	0.6454	64.54%
Glucocorticoid receptor binding	+	0.7273	72.73%
Aromatase binding	+	0.5867	58.67%
PPAR gamma	+	0.7907	79.07%
Honey bee toxicity	-	0.6335	63.35%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9651	96.51%

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	99.56%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	99.13%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	98.13%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	98.01%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.19%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.90%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.23%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.18%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.48%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	89.66%	94.73%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.79%	83.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.24%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	87.02%	90.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.95%	95.83%
CHEMBL340	P08684	Cytochrome P450 3A4	85.80%	91.19%
CHEMBL5028	O14672	ADAM10	84.97%	97.50%
CHEMBL4208	P20618	Proteasome component C5	84.97%	90.00%
CHEMBL3194	P02766	Transthyretin	83.41%	90.71%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.84%	94.08%
CHEMBL2581	P07339	Cathepsin D	82.60%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.60%	97.14%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.52%	94.62%

Plants that contains it

• Foeniculum vulgare
• Polygala senega

Cross-Links

• PubChem: 10374132
• NPASS: NPC1735
• LOTUS: LTS0273987
• wikiData: Q105216250