Ciliatoside A

Details

• Internal ID: 9587239d-8d63-490c-8076-da4d8c715531
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: 9-(1,3-benzodioxol-5-yl)-4-[(2S,3R,4R)-4-hydroxy-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-4-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxolan-2-yl]oxy-6,7-dimethoxy-3H-benzo[f][2]benzofuran-1-one
• SMILES (Canonical): COC1=C(C=C2C(=C1)C(=C3C(=C2OC4C(C(CO4)(COC5C(C(C(CO5)O)O)O)O)OC6C(C(C(CO6)O)O)O)COC3=O)C7=CC8=C(C=C7)OCO8)OC
• SMILES (Isomeric): COC1=C(C=C2C(=C1)C(=C3C(=C2O[C@H]4[C@@H]([C@](CO4)(CO[C@H]5[C@@H]([C@H]([C@@H](CO5)O)O)O)O)O[C@H]6[C@@H]([C@H]([C@H](CO6)O)O)O)COC3=O)C7=CC8=C(C=C7)OCO8)OC
• InChI: InChI=1S/C36H40O19/c1-45-21-6-15-16(7-22(21)46-2)30(17-8-47-32(43)25(17)24(15)14-3-4-20-23(5-14)53-13-52-20)54-35-31(55-34-29(42)27(40)19(38)10-49-34)36(44,12-51-35)11-50-33-28(41)26(39)18(37)9-48-33/h3-7,18-19,26-29,31,33-35,37-42,44H,8-13H2,1-2H3/t18-,19+,26+,27+,28-,29-,31+,33+,34+,35+,36-/m1/s1
• InChI Key: WTNBRCRYRLAZFO-DSUIHCPPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₀O₁₉
• Molecular Weight: 776.70 g/mol
• Exact Mass: 776.21637904 g/mol
• Topological Polar Surface Area (TPSA): 260.00 Ų
• XlogP: -1.40

Synonyms

• CHEMBL497767
• SCHEMBL24578840
• 9-(1,3-Benzodioxol-5-yl)-4-[(2S,3R,4R)-4-hydroxy-3-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-4-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxolan-2-yl]oxy-6,7-dimethoxy-3H-benzo[f][2]benzofuran-1-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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.50%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.77%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.26%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.80%	85.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	96.90%	92.62%
CHEMBL2581	P07339	Cathepsin D	96.51%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.97%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.70%	86.33%
CHEMBL2535	P11166	Glucose transporter	94.96%	98.75%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	94.84%	94.80%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.57%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.37%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.91%	94.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	91.50%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.16%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.69%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.40%	96.00%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	86.19%	95.53%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.39%	97.28%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.26%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.87%	95.89%
CHEMBL4302	P08183	P-glycoprotein 1	84.64%	92.98%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.44%	89.62%
CHEMBL2803	P43403	Tyrosine-protein kinase ZAP-70	81.72%	82.50%
CHEMBL4208	P20618	Proteasome component C5	81.39%	90.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.53%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.11%	99.23%

Plants that contains it

• Monechma ciliatum

Cross-Links

• PubChem: 10462924
• NPASS: NPC114120
• ChEMBL: CHEMBL497767