(5aR,8aS,9R)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one

Details

• Internal ID: e50cbade-aa0a-47a2-9233-d417fccd75c2
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: (5aR,8aS,9R)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one
• SMILES (Canonical): COC1=CC(=CC(=C1OC)OC)C2C3C(CC4=C(C5=C(C=C24)OCO5)OC6C(C(C(C(O6)CO)O)O)O)COC3=O
• SMILES (Isomeric): COC1=CC(=CC(=C1OC)OC)[C@H]2[C@H]3[C@@H](CC4=C(C5=C(C=C24)OCO5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)COC3=O
• InChI: InChI=1S/C28H32O13/c1-34-15-5-11(6-16(35-2)25(15)36-3)19-13-7-17-26(39-10-38-17)24(14(13)4-12-9-37-27(33)20(12)19)41-28-23(32)22(31)21(30)18(8-29)40-28/h5-7,12,18-23,28-32H,4,8-10H2,1-3H3/t12-,18+,19+,20+,21+,22-,23+,28-/m0/s1
• InChI Key: PAIASCMUTMHGHU-IPYRZZSKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₃
• Molecular Weight: 576.50 g/mol
• Exact Mass: 576.18429107 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: 1.10

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
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.72%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.18%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.56%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.42%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.49%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.97%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.44%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.03%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.54%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.59%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.56%	96.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.33%	96.77%
CHEMBL4040	P28482	MAP kinase ERK2	88.07%	83.82%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.67%	94.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.52%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.21%	95.89%
CHEMBL2535	P11166	Glucose transporter	83.34%	98.75%
CHEMBL4208	P20618	Proteasome component C5	83.29%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.10%	97.25%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.77%	82.67%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.75%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	82.31%	94.73%
CHEMBL220	P22303	Acetylcholinesterase	81.68%	94.45%

Plants that contains it

• Bursera simaruba

Cross-Links

• PubChem: 132553617
• LOTUS: LTS0009807
• wikiData: Q105204534