2-Propenoic acid, 3-phenyl-, (1S,4aR,6S,7R,7aS)-4-formyl-1-(beta-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-4a,7-dihydroxy-7-methylcyclopenta(c)pyran-6-yl ester, (2E)-

Details

• Internal ID: d778df7e-136a-4585-ae77-4bdd88515d28
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: [(1S,4aR,6S,7R,7aS)-4-formyl-4a,7-dihydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-6-yl] (E)-3-phenylprop-2-enoate
• SMILES (Canonical): CC1(C(CC2(C1C(OC=C2C=O)OC3C(C(C(C(O3)CO)O)O)O)O)OC(=O)C=CC4=CC=CC=C4)O
• SMILES (Isomeric): C[C@@]1([C@H](C[C@]2([C@@H]1[C@@H](OC=C2C=O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)OC(=O)/C=C/C4=CC=CC=C4)O
• InChI: InChI=1S/C25H30O12/c1-24(32)16(36-17(28)8-7-13-5-3-2-4-6-13)9-25(33)14(10-26)12-34-23(21(24)25)37-22-20(31)19(30)18(29)15(11-27)35-22/h2-8,10,12,15-16,18-23,27,29-33H,9,11H2,1H3/b8-7+/t15-,16+,18-,19+,20-,21-,22+,23+,24+,25+/m1/s1
• InChI Key: KXECYQPGZKXFOQ-FKIYFOAOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₀O₁₂
• Molecular Weight: 522.50 g/mol
• Exact Mass: 522.17372639 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: -0.90

Synonyms

• Pondraneoside
• 2-Propenoic acid, 3-phenyl-, (1S,4aR,6S,7R,7aS)-4-formyl-1-(beta-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-4a,7-dihydroxy-7-methylcyclopenta(c)pyran-6-yl ester, (2E)-
• DTXSID501100244
• (1S,4aR,6S,7R,7aS)-4-Formyl-1-(beta-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-4a,7-dihydroxy-7-methylcyclopenta[c]pyran-6-yl (2E)-3-phenyl-2-propenoate

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	97.87%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.22%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.12%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.90%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.32%	96.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	91.06%	94.08%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.04%	94.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.54%	95.50%
CHEMBL2581	P07339	Cathepsin D	89.08%	98.95%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	88.71%	94.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.57%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.50%	97.09%
CHEMBL5028	O14672	ADAM10	84.33%	97.50%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	83.49%	89.44%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.09%	93.00%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	81.46%	88.00%
CHEMBL3401	O75469	Pregnane X receptor	81.13%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.23%	99.17%

Plants that contains it

• Campsis grandiflora
• Podranea ricasoliana

Cross-Links

• PubChem: 6440737
• LOTUS: LTS0209242
• wikiData: Q105147295