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

Details

• Internal ID: e00bea6d-3ab2-4717-934b-9121e101837a
• 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-3-[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-[(Z)-3-[4-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]prop-2-enoyl]oxyoxan-2-yl]oxy-4-hydroxy-5-(hydroxymethyl)-2-[[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]oxolan-3-yl] benzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC=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)COC(=O)C)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@H]([C@H]([C@H](O1)OC2=CC=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)COC(=O)C)O)O)O
• InChI: InChI=1S/C59H72O32/c1-26-40(67)44(71)47(74)55(81-26)82-33-17-11-30(12-18-33)14-20-39(66)86-50-37(24-79-28(3)63)85-58(52(88-56-48(75)45(72)41(68)34(21-60)83-56)51(50)87-57-49(76)46(73)42(69)36(84-57)23-78-27(2)62)91-59(25-80-38(65)19-13-29-9-15-32(64)16-10-29)53(43(70)35(22-61)90-59)89-54(77)31-7-5-4-6-8-31/h4-20,26,34-37,40-53,55-58,60-61,64,67-76H,21-25H2,1-3H3/b19-13-,20-14-/t26-,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: SLNAJQSBKVXERO-MKLNICHSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₇₂O₃₂
• Molecular Weight: 1293.20 g/mol
• Exact Mass: 1292.4006701 g/mol
• Topological Polar Surface Area (TPSA): 478.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -4.30
• H-Bond Acceptor: 32
• H-Bond Donor: 13
• Rotatable Bonds: 23

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7152	71.52%
Caco-2	-	0.8632	86.32%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.7883	78.83%
OATP2B1 inhibitior	-	0.8669	86.69%
OATP1B1 inhibitior	+	0.8254	82.54%
OATP1B3 inhibitior	+	0.9248	92.48%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8862	88.62%
P-glycoprotein inhibitior	+	0.7435	74.35%
P-glycoprotein substrate	+	0.6221	62.21%
CYP3A4 substrate	+	0.7214	72.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8792	87.92%
CYP3A4 inhibition	-	0.8472	84.72%
CYP2C9 inhibition	-	0.8943	89.43%
CYP2C19 inhibition	-	0.9008	90.08%
CYP2D6 inhibition	-	0.9359	93.59%
CYP1A2 inhibition	-	0.8990	89.90%
CYP2C8 inhibition	+	0.8603	86.03%
CYP inhibitory promiscuity	-	0.7794	77.94%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6698	66.98%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.8995	89.95%
Skin irritation	-	0.8293	82.93%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8234	82.34%
Micronuclear	-	0.6026	60.26%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8626	86.26%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7044	70.44%
Acute Oral Toxicity (c)	III	0.6006	60.06%
Estrogen receptor binding	+	0.7966	79.66%
Androgen receptor binding	+	0.7249	72.49%
Thyroid receptor binding	+	0.6319	63.19%
Glucocorticoid receptor binding	+	0.7229	72.29%
Aromatase binding	+	0.5339	53.39%
PPAR gamma	+	0.8009	80.09%
Honey bee toxicity	-	0.6249	62.49%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9768	97.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	99.17%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	99.08%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.78%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.97%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.87%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.75%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	92.94%	90.17%
CHEMBL226	P30542	Adenosine A1 receptor	92.43%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.00%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.76%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	90.25%	94.73%
CHEMBL4208	P20618	Proteasome component C5	89.84%	90.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	89.40%	89.44%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.90%	83.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.78%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.48%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.64%	94.62%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.52%	97.36%
CHEMBL340	P08684	Cytochrome P450 3A4	84.15%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.12%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.09%	91.07%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.57%	89.67%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.82%	94.80%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.03%	95.83%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.36%	95.89%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.93%	91.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.52%	95.50%

Plants that contains it

• Polygala myrtifolia

Cross-Links

• PubChem: 101168771
• LOTUS: LTS0167442
• wikiData: Q105255451