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

Details

• Internal ID: 11b186fc-8cdb-4f98-8845-5628e5e74475
• 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)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-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
• 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
• InChI: InChI=1S/C25H30O12/c1-25(33)9-8-14-15(22(31)32)11-34-23(18(14)25)37-24-21(20(30)19(29)16(10-26)35-24)36-17(28)7-4-12-2-5-13(27)6-3-12/h2-7,11,14,16,18-21,23-24,26-27,29-30,33H,8-10H2,1H3,(H,31,32)/b7-4+/t14-,16-,18-,19-,20+,21-,23+,24+,25+/m1/s1
• InChI Key: LWORTIDRRYUBBP-WYQBJTCVSA-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: 0.30

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	97.59%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.40%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.11%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.85%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.24%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.12%	89.00%
CHEMBL206	P03372	Estrogen receptor alpha	90.77%	97.64%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.91%	96.00%
CHEMBL4208	P20618	Proteasome component C5	88.90%	90.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	88.16%	94.23%
CHEMBL242	Q92731	Estrogen receptor beta	87.41%	98.35%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.34%	94.62%
CHEMBL5255	O00206	Toll-like receptor 4	86.55%	92.50%
CHEMBL3194	P02766	Transthyretin	86.01%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.97%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.01%	93.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.77%	94.08%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.66%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.61%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.54%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.04%	95.89%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	84.03%	96.09%
CHEMBL2581	P07339	Cathepsin D	83.77%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	83.54%	95.93%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	82.09%	94.97%
CHEMBL2996	Q05655	Protein kinase C delta	81.05%	97.79%

Plants that contains it

• Avicennia marina

Cross-Links

• PubChem: 163185261
• LOTUS: LTS0264141
• wikiData: Q105158457