[(1S,2S,4S,5S,6R)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl] 4-hydroxybenzoate

Details

• Internal ID: da862ec3-a4b2-47b7-926d-27e0351d8cd8
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(1S,2S,4S,5S,6R)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl] 4-hydroxybenzoate
• SMILES (Canonical): C1=COC(C2C1C(C3C2(O3)CO)OC(=O)C4=CC=C(C=C4)O)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): C1=COC([C@H]2[C@@H]1[C@@H]([C@H]3[C@@]2(O3)CO)OC(=O)C4=CC=C(C=C4)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
• InChI: InChI=1S/C22H26O12/c23-7-12-14(26)15(27)16(28)21(31-12)33-20-13-11(5-6-30-20)17(18-22(13,8-24)34-18)32-19(29)9-1-3-10(25)4-2-9/h1-6,11-18,20-21,23-28H,7-8H2/t11-,12-,13-,14-,15+,16-,17+,18+,20?,21+,22-/m1/s1
• InChI Key: UXSACQOOWZMGSE-HWUWICDZSA-N
• Popularity: 11 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₁₂
• Molecular Weight: 482.40 g/mol
• Exact Mass: 482.14242626 g/mol
• Topological Polar Surface Area (TPSA): 188.00 Ų
• XlogP: -1.30

Synonyms

• C22H26O12
• C22-H26-O12
• 6736-85-2
• C09775
• CHEBI:3465
• .beta.-D-Glucopyranoside, 1a,1b,2,5a,6,6a-hexahydro-6-[(4-hydroxybenzoyl)oxy]-1a-(hydroxymethyl)oxireno[4,5]cyclopenta[1,2-c]pyran-2-yl, [1aS-(1a.alpha.,1b.beta.,2.beta.,5a.beta.,6.beta.,6a.alpha.)]-
• Q27106093

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	12 nM	Kd	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.26%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	91.54%	91.49%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	91.36%	94.97%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.28%	86.33%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	88.30%	94.23%
CHEMBL2581	P07339	Cathepsin D	88.22%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.98%	94.00%
CHEMBL4208	P20618	Proteasome component C5	87.96%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.61%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.43%	99.17%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	86.22%	89.67%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.05%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.59%	89.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.17%	83.57%
CHEMBL3232685	O00257	E3 SUMO-protein ligase CBX4	84.00%	93.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.86%	95.83%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.17%	95.56%
CHEMBL3194	P02766	Transthyretin	82.92%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.38%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	80.33%	92.50%

Plants that contains it

• Adonis sutchuenensis
• Buddleja officinalis
• Catalpa bignonioides
• Catalpa ovata
• Neopicrorhiza scrophulariiflora
• Paulownia tomentosa
• Rehmannia glutinosa
• Veronica persica

Cross-Links

• PubChem: 53297355
• NPASS: NPC11848