Compound Summary
Compound Information
paxilline
Compound Name: | paxilline |
Compound CID: | 105008 |
Synonyms: | paxilline 57186-25-1 NSC 658707 UNII-3T9U9Z96L7 BRN 5317894 More... |
Iupac Name: | (1S,2R,5S,7R,11S,14S)-11-hydroxy-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.02,11.05,10.016,24.017,22]tetracosa-9,16(24),17,19,21-pentaen-8-one |
InChI: | InChI=1S/C27H33NO4/c1-24(2,30)23-20(29)14-18-21(32-23)10-11-25(3)26(4)15(9-12-27(18,25)31)13-17-16-7-5-6-8-19(16)28-22(17)26/h5-8,14-15,21,23,28,30-31H,9-13H2,1-4H3/t15-,21-,23-,25+,26+,27+/m0/s1 |
InChIKey: | ACNHBCIZLNNLRS-UBGQALKQSA-N |
Canonical Smiles: | CC12CCC3C(=CC(=O)C(O3)C(C)(C)O)C1(CCC4C2(C5=C(C4)C6=CC=CC=C6N5)C)O |
Isomeric Smiles: | C[C@]12CC[C@H]3C(=CC(=O)[C@H](O3)C(C)(C)O)[C@@]1(CC[C@@H]4[C@@]2(C5=C(C4)C6=CC=CC=C6N5)C)O |
Molecular Weight: | 435.6 |
Molecular Formula: | C27H33NO4 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
paxilline
Molecular Weight: | 435.6 |
Molecular Formula: | C27H33NO4 |
Hydrogen Bond Donor Count: | 3 |
Hydrogen Bond Acceptor Count: | 4 |
Rotatable Bond Count: | 1 |
Heavy Atom Count: | 32 |
Complexity: | 868 |
Synonyms
paxilline
| paxilline | paxilline |
|---|---|
paxilline |
57186-25-1 |
NSC 658707 |
UNII-3T9U9Z96L7 |
BRN 5317894 |
MLS000028812 |
C27H33NO4 |
CHEBI:34907 |
3T9U9Z96L7 |
MFCD00083464 |
(1s,2r,5s,7r,11s,14s)-11-hydroxy-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo12.10.0.02,11.05,10.016,24.017,22tetracosa-9,16(24),17,19,21-pentaen-8-one |
SMR000058863 |
1233509-81-3 |
2H-Pyrano2,3:5,6benz1,2:6,7indeno1,2-bindol-3(4bH)-one, 5,6,6a,7,12,12b,12c,13,14,14a-decahydro-4b-hydroxy-2-(1-hydroxy-1-methylethyl)-12b,12c-dimethyl-, (2R,4bS,6aS,12bS,12cR,14aS)-rel-" |
2H-Pyrano(2,3:5,6)benz(1,2:6,7)indeno(1,2-b)indol-3(4bH)-one, 5,6,6a,7,12,12b,12c,13,14,14a-decahydro-4b-hydroxy-2-(1-hydroxy-1-methylethyl)-12b,12c-dimethyl-, (2R,4bS,6aS,12bS,12cR,14aS)- |
Spectrum5_001975 |
CBiol_001842 |
BSPBio_001427 |
KBioGR_000147 |
KBioSS_000147 |
SCHEMBL361232 |
CHEMBL410063 |
cid_105008 |
BDBM50854 |
KBio2_000147 |
KBio2_002715 |
KBio2_005283 |
KBio3_000293 |
KBio3_000294 |
Bio1_000128 |
Bio1_000617 |
Bio1_001106 |
Bio2_000147 |
Bio2_000627 |
HMS1361H09 |
HMS1791H09 |
HMS1989H09 |
HMS2232J18 |
HMS3268F05 |
HMS3402H09 |
HY-N6778 |
ZINC3996035 |
KC-155 |
AKOS024456907 |
Paxilline, powder, >=98% (HPLC) |
MCULE-5541524519 |
IDI1_033897 |
NCGC00025342-05 |
NCGC00025342-07 |
2H-1-Benzopyrano(5,6:6,7)indeno(1,2-b)indol-3(4bh)-one, 5,6,6a,7,12,12b,12c,13,14,14a-decahydro-4b-hydroxy-2-(1-hydroxy-1-methylethyl)-12b,12c-dimethyl-, (2-alpha,4b-beta,6a-alpha,12b-beta,12c-alpha,14a-beta)- |
CS-0026740 |
SR-01000597527 |
SR-01000597527-1 |
BRD-K38251852-001-02-5 |
BRD-K38251852-001-06-6 |
Q10860377 |
EDD20523-48C0-4594-B22A-1FE297F60611 |
Paxilline solution, 100 mug/mL in acetonitrile, analytical standard |
(2R,4bS,6aS,12bS,12cR,14aS)-5,6,6a, 7,12,12b,12c,13,14,14a-Decahydro-4b-hydroxy-2-(1-h ydroxy-1-methylethyl)-12b,12c-dimethyl-2H-pyrano2 ,3:5,6benz1,2:6,7indeno1,2-bindol-3(4bH)-one" |
(2R,4bS,6aS,12bS,12cR,14aS)-5,6,6a,7,12,12b,12c,13,14,14a-Decahydro-4b-hydroxy-2-(1-hydroxy-1-methylethyl)-12b,12c-dimethyl-2H-pyrano2,3:5,6benz1,2:6,7indeno1,2-bindol-3(4bH)-one" |
NCGC00025342-07_C27H33NO4_(2R,4bS,6aS,12bS,12cR,14aS)-4b-Hydroxy-2-(2-hydroxy-2-propanyl)-12b,12c-dimethyl-5,6,6a,7,12,12b,12c,13,14,14a-decahydro-2H-chromeno5,6:6,7indeno1,2-bindol-3(4bH)-one" |
Experimental Data
paxilline
| Species | Dosage | Unit | CG Lifespan(AVG/MED days) | TG Lifespan(AVG/MED days) | Lifespan Change(AVG/MED%) | CG Lifespan(MAX days) | TG Lifespan(MAX days) | Lifespan Change(MAX%) | Significant | Strain | Gender | PubMed | Active Label |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Caenorhabditis elegans | 10 | nM | 18.4 | 23.3 | 0.27 | S | N2 | 30613772 | Active |
Experimental Data Visualization
paxilline
Statistics Data
paxilline
| Species | Lifespan Change(AVG/MED%) | Lifespan Change(MAX%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Caenorhabditis elegans | 0.27 | 1 | 1 |
Statistics Data Visualization
paxilline
