Arborside B

Details

• Internal ID: 861d6584-5f47-4197-939d-0bdb84001d78
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: methyl (1S,4aS,6S,7R,7aS)-6-benzoyloxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
• SMILES (Canonical): CC1C(CC2C1C(OC=C2C(=O)OC)OC3C(C(C(C(O3)CO)O)O)O)OC(=O)C4=CC=CC=C4
• SMILES (Isomeric): C[C@H]1[C@H](C[C@H]2[C@@H]1[C@@H](OC=C2C(=O)OC)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)OC(=O)C4=CC=CC=C4
• InChI: InChI=1S/C24H30O11/c1-11-15(33-21(29)12-6-4-3-5-7-12)8-13-14(22(30)31-2)10-32-23(17(11)13)35-24-20(28)19(27)18(26)16(9-25)34-24/h3-7,10-11,13,15-20,23-28H,8-9H2,1-2H3/t11-,13+,15-,16+,17+,18+,19-,20+,23-,24-/m0/s1
• InChI Key: SRHCEINKSBRPGZ-YDAJUWBCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₀O₁₁
• Molecular Weight: 494.50 g/mol
• Exact Mass: 494.17881177 g/mol
• Topological Polar Surface Area (TPSA): 161.00 Ų
• XlogP: 0.80

Synonyms

• 128450-79-3
• DTXSID20155905
• Cyclopenta(c)pyran-4-carboxylic acid, 6-(benzoyloxy)-1-(beta-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-7-methyl-, methyl ester,(1S,4aS,6S,7R,7aS)-

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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.28%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.60%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	94.70%	90.17%
CHEMBL2581	P07339	Cathepsin D	93.30%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.92%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.85%	97.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	88.87%	95.83%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.30%	99.17%
CHEMBL5028	O14672	ADAM10	87.12%	97.50%
CHEMBL4208	P20618	Proteasome component C5	86.92%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.83%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	84.55%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.09%	86.92%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.63%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.02%	95.56%

Plants that contains it

• Nyctanthes arbor-tristis

Cross-Links

• PubChem: 182903
• LOTUS: LTS0162793
• wikiData: Q83023897