[(2R,3S,4S,5S)-2-[(2R,3S,4S,5S,6R)-6-(acetyloxymethyl)-4-[(2R,3R,4S,5R,6S)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-5-[(Z)-3-[3-methoxy-4-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]prop-2-enoyl]oxy-3-[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-2-[[(Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxymethyl]-5-(hydroxymethyl)oxolan-3-yl] benzoate

Details

• Internal ID: 476eda07-f1e1-49b7-9ba3-fca6cbcdee73
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2R,3S,4S,5S)-2-[(2R,3S,4S,5S,6R)-6-(acetyloxymethyl)-4-[(2R,3R,4S,5R,6S)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-5-[(Z)-3-[3-methoxy-4-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]prop-2-enoyl]oxy-3-[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-2-[[(Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxymethyl]-5-(hydroxymethyl)oxolan-3-yl] benzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(C=C(C=C2)C=CC(=O)OC3C(OC(C(C3OC4C(C(C(C(O4)COC(=O)C)O)O)O)OC5C(C(C(C(O5)CO)O)O)O)OC6(C(C(C(O6)CO)O)OC(=O)C7=CC=CC=C7)COC(=O)C=CC8=CC(=C(C=C8)O)OC)COC(=O)C)OC)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@H]([C@H]([C@H](O1)OC2=C(C=C(C=C2)/C=C\C(=O)O[C@H]3[C@H](O[C@@H]([C@H]([C@H]3O[C@@H]4[C@@H]([C@H]([C@H]([C@@H](O4)COC(=O)C)O)O)O)O[C@@H]5[C@H]([C@H]([C@H]([C@@H](O5)CO)O)O)O)O[C@@]6([C@H]([C@H]([C@@H](O6)CO)O)OC(=O)C7=CC=CC=C7)COC(=O)/C=C\C8=CC(=C(C=C8)O)OC)COC(=O)C)OC)O)O)O
• InChI: InChI=1S/C61H76O34/c1-26-42(69)46(73)49(76)57(85-26)86-33-16-12-30(20-35(33)81-5)14-18-41(68)90-52-39(24-83-28(3)65)89-60(54(92-58-50(77)47(74)43(70)36(21-62)87-58)53(52)91-59-51(78)48(75)44(71)38(88-59)23-82-27(2)64)95-61(25-84-40(67)17-13-29-11-15-32(66)34(19-29)80-4)55(45(72)37(22-63)94-61)93-56(79)31-9-7-6-8-10-31/h6-20,26,36-39,42-55,57-60,62-63,66,69-78H,21-25H2,1-5H3/b17-13-,18-14-/t26-,36+,37+,38+,39-,42-,43+,44+,45+,46-,47+,48+,49-,50+,51-,52+,53+,54+,55+,57-,58-,59-,60-,61-/m1/s1
• InChI Key: UBMCFQGLJDVGSN-ULHVMOHMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₁H₇₆O₃₄
• Molecular Weight: 1353.20 g/mol
• Exact Mass: 1352.4217995 g/mol
• Topological Polar Surface Area (TPSA): 496.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -4.28
• H-Bond Acceptor: 34
• H-Bond Donor: 13
• Rotatable Bonds: 25

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6703	67.03%
Caco-2	-	0.8606	86.06%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6938	69.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8156	81.56%
OATP1B3 inhibitior	+	0.9408	94.08%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9250	92.50%
P-glycoprotein inhibitior	+	0.7455	74.55%
P-glycoprotein substrate	+	0.6812	68.12%
CYP3A4 substrate	+	0.7190	71.90%
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	+	0.8706	87.06%
CYP inhibitory promiscuity	-	0.7918	79.18%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6873	68.73%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8982	89.82%
Skin irritation	-	0.8379	83.79%
Skin corrosion	-	0.9525	95.25%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8056	80.56%
Micronuclear	-	0.5526	55.26%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8403	84.03%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8946	89.46%
Acute Oral Toxicity (c)	III	0.5989	59.89%
Estrogen receptor binding	+	0.7762	77.62%
Androgen receptor binding	+	0.7245	72.45%
Thyroid receptor binding	+	0.6550	65.50%
Glucocorticoid receptor binding	+	0.7515	75.15%
Aromatase binding	+	0.6099	60.99%
PPAR gamma	+	0.8147	81.47%
Honey bee toxicity	-	0.6319	63.19%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5045	50.45%
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
CHEMBL1951	P21397	Monoamine oxidase A	99.89%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	99.54%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.18%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	98.22%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.16%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.42%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.91%	85.14%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	93.32%	83.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.19%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.91%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.32%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.66%	94.73%
CHEMBL4208	P20618	Proteasome component C5	88.20%	90.00%
CHEMBL3194	P02766	Transthyretin	88.13%	90.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.63%	97.36%
CHEMBL5028	O14672	ADAM10	86.70%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	86.19%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.53%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	83.48%	90.17%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.63%	97.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.63%	97.14%
CHEMBL2535	P11166	Glucose transporter	81.53%	98.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.10%	91.07%

Plants that contains it

• Polygala myrtifolia

Cross-Links

• PubChem: 101168772
• LOTUS: LTS0250618
• wikiData: Q105269481