Julibroside J29
AlkaPlorer ID: AK003325
Synonym: None
IUPAC Name: [(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6S)-5-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] (3S,4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-6-[[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4,5-dihydroxyoxan-2-yl]oxy-5-hydroxy-3-[(2E,6R)-2-(hydroxymethyl)-6-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyocta-2,7-dienoyl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
Structure
SMILES: C=C[C@@](C)(CC/C=C(\CO)C(=O)O[C@H]1C[C@]2(C(=O)O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[C@@H]3O[C@@H](C)[C@H](O[C@@H]4O[C@@H](CO)[C@H](O)[C@H]4O)[C@@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@H]3O)[C@H](O)C[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O[C@@H]6O[C@H](CO[C@@H]7O[C@H](C)[C@H](O)[C@H](O)[C@H]7O[C@@H]7OC[C@@H](O)[C@H](O)[C@H]7O)[C@@H](O)[C@H](O)[C@H]6N=C(C)O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2CC1(C)C)O[C@@H]1O[C@H](C)[C@@H](O)[C@H](O)[C@H]1O
InChI: InChI=1S/C88H141NO43/c1-14-84(10,132-78-66(112)59(105)51(97)33(2)118-78)21-15-16-37(27-90)72(114)125-49-26-88(81(115)131-80-71(62(108)55(101)42(29-92)123-80)130-77-67(113)69(128-76-65(111)60(106)54(100)41(28-91)121-76)68(35(4)120-77)127-75-64(110)56(102)43(30-93)122-75)39(24-82(49,6)7)38-17-18-46-85(11)22-20-48(83(8,9)45(85)19-23-86(46,12)87(38,13)25-47(88)96)126-73-50(89-36(5)94)58(104)57(103)44(124-73)32-117-79-70(61(107)52(98)34(3)119-79)129-74-63(109)53(99)40(95)31-116-74/h14,16-17,33-35,39-71,73-80,90-93,95-113H,1,15,18-32H2,2-13H3,(H,89,94)/b37-16+/t33-,34-,35+,39+,40-,41-,42-,43+,44-,45+,46-,47-,48+,49+,50-,51-,52+,53+,54-,55-,56+,57-,58-,59+,60+,61+,62+,63-,64-,65-,66-,67-,68+,69+,70-,71-,73+,74+,75+,76+,77+,78+,79-,80+,84+,85+,86-,87-,88-/m1/s1
InChIKey: CPYYSAAISPCOSH-QRROOZJYSA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Albizia julibrissin | Albizia | Fabaceae | Fabales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| Acacia victoriae | Acacia | Fabaceae | Fabales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 1901.0600000000009
TPSA？: 688.9300000000004
MolLogP？: -6.26500000000006
Number of H-Donors: 24
Number of H-Acceptors: 43
RingCount: 13
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | A2780 | IC50 | 610.0 | nM | 10.1021/np0703794 |
| Homo sapiens | A549 | IC50 | 1800.0 | nM | 10.1021/np0703794 |
| Homo sapiens | Bel-7402 | IC50 | 1650.0 | nM | 10.1021/np0703794 |
| Homo sapiens | Bel-7402 | Inhibition | 50.37 | % | 10.1016/j.bmcl.2006.02.009 |
| Homo sapiens | Bel-7402 | Inhibition | 67.14 | % | 10.1016/j.bmcl.2006.02.009 |
| Homo sapiens | BGC-823 | IC50 | 1900.0 | nM | 10.1021/np0703794 |
| Homo sapiens | BGC-823 | Inhibition | 52.9 | % | 10.1016/j.bmcl.2006.02.009 |
| Homo sapiens | HCT-8 | IC50 | 1500.0 | nM | 10.1021/np0703794 |
| Homo sapiens | HeLa | Inhibition | 87.75 | % | 10.1016/j.bmcl.2006.02.009 |
| Homo sapiens | HeLa | Inhibition | 94.9 | % | 10.1016/j.bmcl.2006.02.009 |
| Homo sapiens | HL-60 | Inhibition | 25.35 | % | 10.1016/j.bmcl.2006.02.009 |
| Homo sapiens | Jurkat | IC50 | 5.8 | ug.mL-1 | 10.1021/np020400v |
| Homo sapiens | MDA-MB-435 | Inhibition | 84.47 | % | 10.1016/j.bmcl.2006.02.009 |
| Homo sapiens | PC-3 | Inhibition | 81.4 | % | 10.1016/j.bmcl.2006.02.009 |
| Homo sapiens | PC-3 | Inhibition | 85.37 | % | 10.1016/j.bmcl.2006.02.009 |
| None | ADMET | Activity | nan | None | 10.1021/np0703794 |