Methyl 6-hydroxy-7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate

Details

• Internal ID: eca08457-3ac7-404a-816f-c050c8c51164
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: methyl 6-hydroxy-7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)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)CO)O)O)O)O
• SMILES (Isomeric): CC1C(CC2C1C(OC=C2C(=O)OC)OC3C(C(C(C(O3)CO)O)O)O)O
• InChI: InChI=1S/C17H26O10/c1-6-9(19)3-7-8(15(23)24-2)5-25-16(11(6)7)27-17-14(22)13(21)12(20)10(4-18)26-17/h5-7,9-14,16-22H,3-4H2,1-2H3
• InChI Key: AMBQHHVBBHTQBF-UHFFFAOYSA-N
• Popularity: 142 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₁₀
• Molecular Weight: 390.40 g/mol
• Exact Mass: 390.15259702 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: -1.40

Synonyms

• methyl 6-hydroxy-7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
• MFCD00075645
• BCP14142
• AKOS015902773
• Loganoside;7-Hydroxy-6-desoxyverbenalin
• SY057950

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	97.84%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.16%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.35%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.91%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	90.59%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.85%	86.92%
CHEMBL4208	P20618	Proteasome component C5	88.35%	90.00%
CHEMBL4040	P28482	MAP kinase ERK2	87.94%	83.82%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.38%	95.83%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.78%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.76%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.20%	89.00%
CHEMBL2581	P07339	Cathepsin D	83.23%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.87%	96.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.94%	97.25%

Plants that contains it

• Aragoa cundinamarcensis
• Calycophyllum spruceanum
• Cephalanthus occidentalis
• Cephalaria procera
• Cerbera manghas
• Cornus officinalis
• Dipsacus inermis
• Eucnide bartonioides
• Fouquieria columnaris
• Gentiana depressa
• Gentiana verna
• Hydrangea macrophylla
• Lippia origanoides
• Lonicera caerulea
• Lonicera japonica
• Lonicera periclymenum
• Mackaya bella
• Melampyrum arvense
• Neonauclea sessilifolia
• Ophiorrhiza kuroiwai
• Parentucellia viscosa
• Pedicularis artselaeri
• Pedicularis condensata
• Pedicularis densispica
• Pedicularis lasiophrys
• Pedicularis palustris
• Pedicularis torta
• Penstemon acuminatus
• Penstemon serrulatus
• Phlomis aurea
• Phlomoides rotata
• Picconia excelsa
• Strychnos axillaris
• Strychnos lucida
• Strychnos spinosa

Cross-Links

• PubChem: 601562
• LOTUS: LTS0032881
• wikiData: Q103816238