methyl (1S,4aS,6S,7R,7aS)-6-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2E)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]oxymethyl]oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate

Details

• Internal ID: 224204b2-8c4b-4479-a25b-af09883ff2d6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: methyl (1S,4aS,6S,7R,7aS)-6-hydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2E)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]oxymethyl]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)COC(=O)C(=CCCC(C)(C=C)O)C)O)O)O)O
• 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)COC(=O)/C(=C/CCC(C)(C=C)O)/C)O)O)O)O
• InChI: InChI=1S/C27H40O12/c1-6-27(4,34)9-7-8-13(2)23(32)36-12-18-20(29)21(30)22(31)26(38-18)39-25-19-14(3)17(28)10-15(19)16(11-37-25)24(33)35-5/h6,8,11,14-15,17-22,25-26,28-31,34H,1,7,9-10,12H2,2-5H3/b13-8+/t14-,15+,17-,18+,19+,20+,21-,22+,25-,26-,27?/m0/s1
• InChI Key: KXJAPGVKHIYNOZ-HCLJLRJYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₀O₁₂
• Molecular Weight: 556.60 g/mol
• Exact Mass: 556.25197671 g/mol
• Topological Polar Surface Area (TPSA): 181.00 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	98.01%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	97.63%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.60%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.04%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.76%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.98%	97.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.31%	97.21%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.33%	89.34%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.33%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.29%	99.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.33%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.24%	86.33%
CHEMBL4208	P20618	Proteasome component C5	86.06%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.82%	96.95%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.06%	96.90%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.06%	96.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.65%	95.89%
CHEMBL2581	P07339	Cathepsin D	82.55%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.75%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.54%	94.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.53%	91.07%
CHEMBL5028	O14672	ADAM10	80.70%	97.50%

Plants that contains it

• Jasminum nervosum

Cross-Links

• PubChem: 101924220
• LOTUS: LTS0260418
• wikiData: Q105147361