(1S,4aS,5S,7aS)-1-[(2S,3R,4S,5S,6R)-6-[[(1S,4aS,5S,7aS)-5-hydroxy-7-(methylsulfanylcarbonyloxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carbonyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid

Details

• Internal ID: 19ac6aae-2bf1-4d39-9845-ac15d75b7208
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
• IUPAC Name: (1S,4aS,5S,7aS)-1-[(2S,3R,4S,5S,6R)-6-[[(1S,4aS,5S,7aS)-5-hydroxy-7-(methylsulfanylcarbonyloxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carbonyl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid
• SMILES (Canonical): CSC(=O)OCC1=CC(C2C1C(OC=C2C(=O)OCC3C(C(C(C(O3)OC4C5C(C(C=C5CO)O)C(=CO4)C(=O)O)O)O)O)OC6C(C(C(C(O6)CO)O)O)O)O
• SMILES (Isomeric): CSC(=O)OCC1=C[C@@H]([C@H]2[C@@H]1[C@@H](OC=C2C(=O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)O[C@H]4[C@H]5[C@H]([C@H](C=C5CO)O)C(=CO4)C(=O)O)O)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O
• InChI: InChI=1S/C34H44O22S/c1-57-34(48)52-6-11-3-15(38)21-13(8-51-31(19(11)21)56-32-26(43)24(41)22(39)16(5-36)53-32)29(47)49-9-17-23(40)25(42)27(44)33(54-17)55-30-18-10(4-35)2-14(37)20(18)12(7-50-30)28(45)46/h2-3,7-8,14-27,30-33,35-44H,4-6,9H2,1H3,(H,45,46)/t14-,15-,16+,17+,18+,19+,20-,21-,22+,23+,24-,25-,26+,27+,30-,31-,32-,33-/m0/s1
• InChI Key: VATYFHYJIYHADX-JGCYJKOTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₄O₂₂S
• Molecular Weight: 836.80 g/mol
• Exact Mass: 836.20449420 g/mol
• Topological Polar Surface Area (TPSA): 373.00 Ų
• XlogP: -5.80

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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.41%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.82%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.22%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	88.70%	94.73%
CHEMBL1811	P34995	Prostanoid EP1 receptor	85.84%	95.71%
CHEMBL2581	P07339	Cathepsin D	83.30%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.48%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.01%	97.36%
CHEMBL5255	O00206	Toll-like receptor 4	81.73%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.87%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.17%	95.56%

Plants that contains it

• Saprosma scortechinii

Cross-Links

• PubChem: 21672040
• LOTUS: LTS0080474
• wikiData: Q105282981