(1S,4aS,5S,7S,7aR)-1,4a,5,6,7,7a-Hexahydro-4a,5,7-trihydroxy-7-methylcyclopenta[c]pyran-1-yl beta-D-glucopyranoside

Details

• Internal ID: c8aa8457-6f2e-44f7-b8f3-e75f13c6d6b8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: (4aS,7S)-7-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4a,5,7-triol
• SMILES (Canonical): CC1(CC(C2(C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)O)O)O
• SMILES (Isomeric): C[C@@]1(CC([C@]2(C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)O)O)O
• InChI: InChI=1S/C15H24O10/c1-14(21)4-7(17)15(22)2-3-23-13(11(14)15)25-12-10(20)9(19)8(18)6(5-16)24-12/h2-3,6-13,16-22H,4-5H2,1H3/t6?,7?,8?,9?,10?,11?,12?,13?,14-,15+/m0/s1
• InChI Key: XUWSHXDEJOOIND-RARWZQNPSA-N
• Popularity: 50 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₁₀
• Molecular Weight: 364.34 g/mol
• Exact Mass: 364.13694696 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: -3.30

Synonyms

• (1S,4aS,5S,7S,7aR)-1,4a,5,6,7,7a-Hexahydro-4a,5,7-trihydroxy-7-methylcyclopenta[c]pyran-1-yl beta-D-glucopyranoside
• beta-D-Glucopyranoside, 1,4a,5,6,7,7a-hexahydro-4a,5,7-trihydroxy-7-methylcyclopenta[c]pyran-1-yl, [1S-(1alpha,4aalpha,5beta,7alpha,7aalpha)]-
• 6926-08-5
• 86362-16-5

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	96.32%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.95%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.26%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.49%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	90.26%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.19%	96.61%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.84%	96.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.18%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.82%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.72%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.09%	95.83%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.83%	89.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.48%	91.24%

Plants that contains it

• Ajuga decumbens
• Ajuga laxmannii
• Ajuga nipponensis
• Ajuga pyramidalis
• Ajuga reptans
• Ajuga salicifolia
• Ajuga taiwanensis
• Ajuga turkestancia
• Angelonia integerrima
• Caryopteris incana
• Caryopteris mongholica
• Clerodendrum trichotomum
• Harpagophytum procumbens
• Harpagophytum zeyheri
• Lagochilus platycalyx
• Lamium galeobdolon
• Penstemon serrulatus
• Phlomoides tuberosa
• Rogeria adenophylla
• Scrophularia canina
• Scrophularia ilwensis
• Scrophularia ningpoensis
• Scrophularia nodosa
• Scrophularia racemosa
• Scrophularia scorodonia
• Stachys grandidentata
• Stachys iberica
• Stachys palustris
• Stachys recta
• Stachys spinosa
• Stachys sylvatica
• Teucrium orientale
• Verbascum phlomoides
• Verbascum thapsus
• Verbascum undulatum

Cross-Links

• PubChem: 145706031
• LOTUS: LTS0069819
• wikiData: Q104253125