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

Details

• Internal ID: fa81a206-a857-44b6-9ce7-67adb1ba0c58
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2S,3S,4R,5R)-2-[(2R,3R,4S,5R,6R)-6-(acetyloxymethyl)-4-[(2S,3R,4S,5S,6R)-6-(acetyloxymethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-5-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxymethyl]-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] benzoate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)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)COC(=O)C=CC6=CC(=C(C=C6)O)O)COC(=O)C)OC(=O)C=CC7=CC(=C(C=C7)O)OC)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]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)COC(=O)/C=C/C6=CC(=C(C=C6)O)O)COC(=O)C)OC(=O)/C=C/C7=CC(=C(C=C7)O)OC)O)O)O
• InChI: InChI=1S/C54H64O30/c1-24(57)73-21-35-40(65)43(68)45(70)52(77-35)80-47-46(79-38(63)16-12-27-10-14-30(60)32(18-27)72-3)36(22-74-25(2)58)78-53(48(47)81-51-44(69)42(67)39(64)33(19-55)76-51)84-54(23-75-37(62)15-11-26-9-13-29(59)31(61)17-26)49(41(66)34(20-56)83-54)82-50(71)28-7-5-4-6-8-28/h4-18,33-36,39-49,51-53,55-56,59-61,64-70H,19-23H2,1-3H3/b15-11+,16-12+/t33-,34-,35-,36-,39-,40-,41-,42+,43+,44-,45-,46-,47+,48-,49+,51+,52+,53-,54+/m1/s1
• InChI Key: WANISNGGMCJLAD-YKFVCLMHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₆₄O₃₀
• Molecular Weight: 1193.10 g/mol
• Exact Mass: 1192.34824062 g/mol
• Topological Polar Surface Area (TPSA): 448.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -3.09
• H-Bond Acceptor: 30
• H-Bond Donor: 12
• Rotatable Bonds: 22

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	-	0.8681	86.81%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.6938	69.38%
OATP2B1 inhibitior	-	0.8658	86.58%
OATP1B1 inhibitior	+	0.8220	82.20%
OATP1B3 inhibitior	+	0.9408	94.08%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8762	87.62%
P-glycoprotein inhibitior	+	0.7459	74.59%
P-glycoprotein substrate	+	0.5738	57.38%
CYP3A4 substrate	+	0.7070	70.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8687	86.87%
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	+	0.8636	86.36%
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	-	0.9015	90.15%
Skin irritation	-	0.8379	83.79%
Skin corrosion	-	0.9525	95.25%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7242	72.42%
Micronuclear	-	0.5526	55.26%
Hepatotoxicity	-	0.8466	84.66%
skin sensitisation	-	0.8403	84.03%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8120	81.20%
Acute Oral Toxicity (c)	III	0.5989	59.89%
Estrogen receptor binding	+	0.8212	82.12%
Androgen receptor binding	+	0.7140	71.40%
Thyroid receptor binding	+	0.6049	60.49%
Glucocorticoid receptor binding	+	0.6959	69.59%
Aromatase binding	+	0.5830	58.30%
PPAR gamma	+	0.7918	79.18%
Honey bee toxicity	-	0.6559	65.59%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5345	53.45%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.60%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	99.16%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	98.89%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	98.07%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.36%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.35%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.60%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.66%	95.56%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	90.86%	83.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.84%	99.17%
CHEMBL2581	P07339	Cathepsin D	88.65%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.43%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.37%	95.50%
CHEMBL4208	P20618	Proteasome component C5	87.06%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.93%	91.19%
CHEMBL5028	O14672	ADAM10	86.70%	97.50%
CHEMBL3194	P02766	Transthyretin	86.34%	90.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.90%	97.14%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.06%	95.83%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.77%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.47%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	80.28%	90.17%
CHEMBL5255	O00206	Toll-like receptor 4	80.27%	92.50%

Plants that contains it

• Polygala wattersii

Cross-Links

• PubChem: 10772657
• LOTUS: LTS0178202
• wikiData: Q105300332