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

Details

• Internal ID: a84458fe-edf7-492f-8464-338e5a6e35ea
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2S,3S,4R,5R)-2-[(2R,3R,4S,5R,6R)-4-[(2R,3R,4S,5R,6R)-4-acetyloxy-3,5-dihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-5-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-6-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxymethyl]-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-2,5-bis(hydroxymethyl)oxolan-3-yl] benzoate
• SMILES (Canonical): CC(=O)OC1C(C(OC(C1O)OC2C(C(OC(C2OC3C(C(C(C(O3)CO)O)O)O)OC4(C(C(C(O4)CO)O)OC(=O)C5=CC=CC=C5)CO)COC(=O)C=CC6=CC(=C(C=C6)O)OC)OC(=O)C=CC7=CC(=C(C=C7)O)OC)COC8C(C(C(C(O8)CO)O)O)O)O
• SMILES (Isomeric): CC(=O)O[C@H]1[C@@H]([C@H](O[C@@H]([C@@H]1O)O[C@H]2[C@@H]([C@H](O[C@@H]([C@@H]2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O[C@]4([C@H]([C@@H]([C@H](O4)CO)O)OC(=O)C5=CC=CC=C5)CO)COC(=O)/C=C/C6=CC(=C(C=C6)O)OC)OC(=O)/C=C/C7=CC(=C(C=C7)O)OC)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O
• InChI: InChI=1S/C59H74O34/c1-25(64)83-50-42(71)36(22-82-55-46(75)44(73)40(69)33(19-60)84-55)86-57(48(50)77)89-51-49(88-39(68)16-12-27-10-14-30(66)32(18-27)80-3)37(23-81-38(67)15-11-26-9-13-29(65)31(17-26)79-2)87-58(52(51)90-56-47(76)45(74)41(70)34(20-61)85-56)93-59(24-63)53(43(72)35(21-62)92-59)91-54(78)28-7-5-4-6-8-28/h4-18,33-37,40-53,55-58,60-63,65-66,69-77H,19-24H2,1-3H3/b15-11+,16-12+/t33-,34-,35-,36-,37-,40-,41-,42-,43-,44+,45+,46-,47-,48-,49-,50+,51+,52-,53+,55-,56+,57-,58-,59+/m1/s1
• InChI Key: XJUQUQXYMHFCLS-XWKGHZHVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₇₄O₃₄
• Molecular Weight: 1327.20 g/mol
• Exact Mass: 1326.4061494 g/mol
• Topological Polar Surface Area (TPSA): 510.00 Ų
• XlogP: -3.00
• Atomic LogP (AlogP): -5.53
• H-Bond Acceptor: 34
• H-Bond Donor: 15
• Rotatable Bonds: 25

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7827	78.27%
Caco-2	-	0.8647	86.47%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.7023	70.23%
OATP2B1 inhibitior	-	0.8676	86.76%
OATP1B1 inhibitior	+	0.8221	82.21%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8935	89.35%
P-glycoprotein inhibitior	+	0.7445	74.45%
P-glycoprotein substrate	+	0.6351	63.51%
CYP3A4 substrate	+	0.7182	71.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8706	87.06%
CYP3A4 inhibition	-	0.7802	78.02%
CYP2C9 inhibition	-	0.8269	82.69%
CYP2C19 inhibition	-	0.8158	81.58%
CYP2D6 inhibition	-	0.9296	92.96%
CYP1A2 inhibition	-	0.8796	87.96%
CYP2C8 inhibition	+	0.8534	85.34%
CYP inhibitory promiscuity	-	0.7421	74.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6433	64.33%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8996	89.96%
Skin irritation	-	0.8527	85.27%
Skin corrosion	-	0.9546	95.46%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7285	72.85%
Micronuclear	-	0.5426	54.26%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.8251	82.51%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7035	70.35%
Acute Oral Toxicity (c)	III	0.6316	63.16%
Estrogen receptor binding	+	0.7917	79.17%
Androgen receptor binding	+	0.7069	70.69%
Thyroid receptor binding	+	0.6358	63.58%
Glucocorticoid receptor binding	+	0.6907	69.07%
Aromatase binding	+	0.5324	53.24%
PPAR gamma	+	0.7973	79.73%
Honey bee toxicity	-	0.6482	64.82%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9374	93.74%

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	99.55%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	99.28%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	98.55%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	98.10%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.97%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.21%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.83%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.42%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.41%	89.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	90.10%	83.00%
CHEMBL221	P23219	Cyclooxygenase-1	88.57%	90.17%
CHEMBL2581	P07339	Cathepsin D	87.93%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	87.89%	94.73%
CHEMBL5028	O14672	ADAM10	86.93%	97.50%
CHEMBL3194	P02766	Transthyretin	86.93%	90.71%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	83.34%	98.21%
CHEMBL5255	O00206	Toll-like receptor 4	83.17%	92.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.90%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.81%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.51%	97.14%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.16%	95.83%
CHEMBL4208	P20618	Proteasome component C5	82.08%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.93%	92.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.46%	94.08%

Plants that contains it

• Polygala fallax

Cross-Links

• PubChem: 6325175
• NPASS: NPC16579
• LOTUS: LTS0020735
• wikiData: Q105329225