sinolignan A

Details

• Internal ID: 5ec544f7-f7a0-4d0f-9eb6-bfa49b966752
• Taxonomy: Lignans, neolignans and related compounds > Lignan lactones > Podophyllotoxins
• IUPAC Name: [(2R,3S,4S,5R,6R)-6-[[(5R,5aR,8aR,9R)-8-oxo-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-5-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2C3COC(=O)C3C(C4=CC5=C(C=C24)OCO5)C6=CC(=C(C(=C6)OC)OC)OC)O)O)O
• SMILES (Isomeric): CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]3COC(=O)[C@@H]3[C@@H](C4=CC5=C(C=C24)OCO5)C6=CC(=C(C(=C6)OC)OC)OC)O)O)O
• InChI: InChI=1S/C30H34O14/c1-12(31)39-10-21-24(32)25(33)26(34)30(43-21)44-27-15-8-18-17(41-11-42-18)7-14(15)22(23-16(27)9-40-29(23)35)13-5-19(36-2)28(38-4)20(6-13)37-3/h5-8,16,21-27,30,32-34H,9-11H2,1-4H3/t16-,21+,22+,23-,24+,25-,26+,27-,30-/m0/s1
• InChI Key: DPKLCDRVJXJAEF-TZGCRGLASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₄O₁₄
• Molecular Weight: 618.60 g/mol
• Exact Mass: 618.19485575 g/mol
• Topological Polar Surface Area (TPSA): 178.00 Ų
• XlogP: 0.40

Synonyms

• CHEMBL1778158
• (5R)-5beta-(3,4,5-Trimethoxyphenyl)-9beta-(6-O-acetyl-beta-D-glucopyranosyloxy)-5,5aalpha,6,8,8abeta,9-hexahydrofuro[3',4':6,7]naphtho[2,3-d]-1,3-dioxole-6-one

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	99.78%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	98.90%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.69%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.68%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.29%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.70%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.50%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.94%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.30%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.98%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.73%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.54%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.36%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.20%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.17%	89.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.02%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.38%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	83.46%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.03%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.74%	100.00%
CHEMBL2535	P11166	Glucose transporter	82.50%	98.75%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.84%	94.80%
CHEMBL5255	O00206	Toll-like receptor 4	81.44%	92.50%

Plants that contains it

• Dimorphotheca sinuata
• Heptapleurum capitatum
• Podophyllum hexandrum
• Roldana mexicana

Cross-Links

• PubChem: 54581698
• NPASS: NPC100465
• ChEMBL: CHEMBL1778158
• LOTUS: LTS0226606
• wikiData: Q104986552