[(1S,4aR,5S,6R,7S,7aS)-6-chloro-7-hydroxy-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-5-yl] 3,4-dihydroxybenzoate

Details

• Internal ID: 7ab89fb6-eeb5-40c8-973e-e3ce356a96f5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: [(1S,4aR,5S,6R,7S,7aS)-6-chloro-7-hydroxy-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-5-yl] 3,4-dihydroxybenzoate
• SMILES (Canonical): C1=COC(C2C1C(C(C2(CO)O)Cl)OC(=O)C3=CC(=C(C=C3)O)O)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): C1=CO[C@H]([C@H]2[C@@H]1[C@@H]([C@H]([C@]2(CO)O)Cl)OC(=O)C3=CC(=C(C=C3)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• InChI: InChI=1S/C22H27ClO13/c23-18-17(35-19(31)8-1-2-10(26)11(27)5-8)9-3-4-33-20(13(9)22(18,32)7-25)36-21-16(30)15(29)14(28)12(6-24)34-21/h1-5,9,12-18,20-21,24-30,32H,6-7H2/t9-,12-,13-,14-,15+,16-,17+,18-,20+,21+,22-/m1/s1
• InChI Key: MTRQBGBLTPNJPL-LZKNHGLISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₇ClO₁₃
• Molecular Weight: 534.90 g/mol
• Exact Mass: 534.1140186 g/mol
• Topological Polar Surface Area (TPSA): 216.00 Ų
• XlogP: -1.40

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

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

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	99.33%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.77%	91.49%
CHEMBL4208	P20618	Proteasome component C5	93.03%	90.00%
CHEMBL3194	P02766	Transthyretin	92.91%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.42%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.76%	96.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.87%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.90%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.43%	96.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.97%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.97%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.18%	97.21%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.14%	96.90%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.33%	92.94%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.80%	96.61%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.92%	94.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.78%	92.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.46%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.43%	95.89%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.16%	89.67%
CHEMBL2581	P07339	Cathepsin D	81.08%	98.95%

Plants that contains it

• Veronica longifolia

Cross-Links

• PubChem: 46938654
• LOTUS: LTS0125028
• wikiData: Q105171839