(1S,4aS,6S,7R,7aS)-1-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(E)-3-(4-methoxyphenyl)prop-2-enoyl]oxyoxan-2-yl]oxy-6-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid

Details

• Internal ID: ecf32974-4b54-4894-b8c7-2de8ba1ba650
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: (1S,4aS,6S,7R,7aS)-1-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(E)-3-(4-methoxyphenyl)prop-2-enoyl]oxyoxan-2-yl]oxy-6-hydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylic acid
• SMILES (Canonical): CC1C(CC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)CO)O)O)OC(=O)C=CC4=CC=C(C=C4)OC)O
• SMILES (Isomeric): C[C@H]1[C@H](C[C@H]2[C@@H]1[C@@H](OC=C2C(=O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)OC(=O)/C=C/C4=CC=C(C=C4)OC)O
• InChI: InChI=1S/C26H32O12/c1-12-17(28)9-15-16(24(32)33)11-35-25(20(12)15)38-26-23(22(31)21(30)18(10-27)36-26)37-19(29)8-5-13-3-6-14(34-2)7-4-13/h3-8,11-12,15,17-18,20-23,25-28,30-31H,9-10H2,1-2H3,(H,32,33)/b8-5+/t12-,15+,17-,18+,20+,21+,22-,23+,25-,26-/m0/s1
• InChI Key: NGGRQHCWDPKXGJ-XIZKTRHTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₁₂
• Molecular Weight: 536.50 g/mol
• Exact Mass: 536.18937645 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: 0.90

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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.11%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.86%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.82%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.38%	96.00%
CHEMBL4208	P20618	Proteasome component C5	94.90%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.18%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.08%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.29%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.44%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	90.19%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.15%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.37%	93.00%
CHEMBL3401	O75469	Pregnane X receptor	85.37%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.44%	95.50%

Plants that contains it

• Chiococca alba

Cross-Links

• PubChem: 10697619
• LOTUS: LTS0064724
• wikiData: Q105178908