Lactuside C

Details

• Internal ID: e179929e-85c3-4111-bb09-1e35f63e5a4e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (3S,3aS,5R,9aS,9bS)-3,6,9-trimethyl-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-2,7-dione
• SMILES (Canonical): CC1C2CC(C(=C3C(C2OC1=O)C(=CC3=O)C)C)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]2C[C@H](C(=C3[C@@H]([C@H]2OC1=O)C(=CC3=O)C)C)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• InChI: InChI=1S/C21H28O9/c1-7-4-11(23)15-9(3)12(5-10-8(2)20(27)30-19(10)14(7)15)28-21-18(26)17(25)16(24)13(6-22)29-21/h4,8,10,12-14,16-19,21-22,24-26H,5-6H2,1-3H3/t8-,10-,12+,13+,14-,16+,17-,18+,19-,21+/m0/s1
• InChI Key: ZUNQUEPUGDYLCG-NHDJOBCSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₉
• Molecular Weight: 424.40 g/mol
• Exact Mass: 424.17333247 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: -1.10

Synonyms

• Lactuside C
• (3S)-5beta-(beta-D-Glucopyranosyloxy)-3,3abeta,4,5,9abeta,9balpha-hexahydro-3beta,6,9-trimethylazuleno[4,5-b]furan-2,7-
• (3S,3aS,5R,9aS,9bS)-3,6,9-trimethyl-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-2,7-dione

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
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.49%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.47%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.00%	96.61%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.42%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.95%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.70%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.09%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.48%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.15%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.20%	94.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.87%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.05%	86.33%

Plants that contains it

• Lactuca sativa
• Lactuca triangulata

Cross-Links

• PubChem: 13893667
• LOTUS: LTS0164580
• wikiData: Q105383874