methyl (1S,4aS,5S,6S,7R,7aS)-5,6-diacetyloxy-7-hydroxy-7-methyl-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-4-carboxylate

Details

• Internal ID: ecdcb49e-8017-421a-bc54-1f43cfc3a2e2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: methyl (1S,4aS,5S,6S,7R,7aS)-5,6-diacetyloxy-7-hydroxy-7-methyl-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-4-carboxylate
• SMILES (Canonical): CC(=O)OC1C2C(C(OC=C2C(=O)OC)OC3C(C(C(C(O3)CO)O)O)O)C(C1OC(=O)C)(C)O
• SMILES (Isomeric): CC(=O)O[C@H]1[C@H]2[C@H]([C@@H](OC=C2C(=O)OC)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)[C@@]([C@H]1OC(=O)C)(C)O
• InChI: InChI=1S/C21H30O14/c1-7(23)32-16-11-9(18(28)30-4)6-31-19(12(11)21(3,29)17(16)33-8(2)24)35-20-15(27)14(26)13(25)10(5-22)34-20/h6,10-17,19-20,22,25-27,29H,5H2,1-4H3/t10-,11-,12-,13-,14+,15-,16+,17+,19+,20+,21-/m1/s1
• InChI Key: HEGRCZUAZWXOCJ-YKUFDUOISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₁₄
• Molecular Weight: 506.50 g/mol
• Exact Mass: 506.16355563 g/mol
• Topological Polar Surface Area (TPSA): 208.00 Ų
• XlogP: -2.40

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	97.43%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.40%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	94.44%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	89.54%	94.73%
CHEMBL2581	P07339	Cathepsin D	88.22%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.04%	86.33%
CHEMBL4208	P20618	Proteasome component C5	88.04%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.43%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	85.40%	97.79%
CHEMBL5255	O00206	Toll-like receptor 4	84.17%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.19%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.83%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.59%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.43%	96.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.06%	81.11%

Plants that contains it

• Duranta erecta

Cross-Links

• PubChem: 163017038
• LOTUS: LTS0125060
• wikiData: Q105026823