(1S,4aS,7S,7aS)-1-[(2S,3R,4S,5S,6R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7-hydroxy-7-methyl-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylic acid

Details

• Internal ID: 83cdc1b4-f4e4-4336-aca2-8959002eb375
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: (1S,4aS,7S,7aS)-1-[(2S,3R,4S,5S,6R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7-hydroxy-7-methyl-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylic acid
• SMILES (Canonical): CC1(CCC2C1C(OC=C2C(=O)O)OC3C(C(C(C(O3)CO)O)O)OC(=O)C=CC4=CC(=C(C=C4)O)O)O
• SMILES (Isomeric): C[C@@]1(CC[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)O)O)O
• InChI: InChI=1S/C25H30O13/c1-25(34)7-6-12-13(22(32)33)10-35-23(18(12)25)38-24-21(20(31)19(30)16(9-26)36-24)37-17(29)5-3-11-2-4-14(27)15(28)8-11/h2-5,8,10,12,16,18-21,23-24,26-28,30-31,34H,6-7,9H2,1H3,(H,32,33)/b5-3+/t12-,16-,18-,19-,20+,21-,23+,24+,25+/m1/s1
• InChI Key: OAVWXHKJUVCZLJ-OWDFILOBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₀O₁₃
• Molecular Weight: 538.50 g/mol
• Exact Mass: 538.16864101 g/mol
• Topological Polar Surface Area (TPSA): 213.00 Ų
• XlogP: 0.00

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	99.61%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.08%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.35%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	96.04%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.71%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.89%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.35%	97.09%
CHEMBL4208	P20618	Proteasome component C5	91.68%	90.00%
CHEMBL3194	P02766	Transthyretin	91.40%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.89%	96.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.83%	94.62%
CHEMBL5255	O00206	Toll-like receptor 4	87.34%	92.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.57%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.54%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.61%	95.89%
CHEMBL2581	P07339	Cathepsin D	83.54%	98.95%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.42%	94.23%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.65%	94.08%
CHEMBL226	P30542	Adenosine A1 receptor	82.59%	95.93%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.70%	100.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.47%	86.92%

Plants that contains it

• Avicennia germinans
• Avicennia marina

Cross-Links

• PubChem: 101919824
• LOTUS: LTS0114903
• wikiData: Q104392523