Fasciculol D
AlkaPlorer ID: AK139219
Synonym: ''
IUPAC Name: [(2R,3R,5R,10S,12S,13R,14S,17R)-17-[(2R,5R)-5,6-dihydroxy-6-methylheptan-2-yl]-3,12-dihydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-yl] 3-hydroxy-5-[(2-methoxy-2-oxoethyl)amino]-3-methyl-5-oxopentanoate
Structure
SMILES: COC(=O)CN=C(O)CC(C)(O)CC(=O)O[C@@H]1C[C@]2(C)C3=C(CC[C@H]2C(C)(C)[C@H]1O)[C@]1(C)CC[C@H]([C@H](C)CC[C@@H](O)C(C)(C)O)[C@@]1(C)[C@@H](O)C3
InChI: InChI=1S/C39H65NO10/c1-22(11-14-28(41)35(4,5)47)23-15-16-38(8)24-12-13-27-34(2,3)33(46)26(18-37(27,7)25(24)17-29(42)39(23,38)9)50-31(44)20-36(6,48)19-30(43)40-21-32(45)49-10/h22-23,26-29,33,41-42,46-48H,11-21H2,1-10H3,(H,40,43)/t22-,23-,26-,27+,28-,29+,33+,36?,37-,38+,39+/m1/s1
InChIKey: UFHYUEPVXXEOIS-NPIAJXLBSA-N
Reference
Fasciculic acids A,B and C as calmodulin antagonists from the mushroom Naematoloma fasciculare.
PubChem CID: 14506477
LOTUS: LTS0272506
NPASS: NPC471120
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Hypholoma fasciculare | Hypholoma | Strophariaceae | Agaricales | Agaricomycetes | Basidiomycota | Fungi | Eukaryota |
Properties Information
Molecule Weight: 707.9460000000003
TPSA？: 186.34
MolLogP？: 4.797900000000005
Number of H-Donors: 6
Number of H-Acceptors: 10
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | A549 | IC50 | 30000.0 | nM | 10.1021/np300801x |
| Homo sapiens | HCT-15 | IC50 | 30000.0 | nM | 10.1021/np300801x |
| Homo sapiens | SK-MEL-2 | IC50 | 9160.0 | nM | 10.1021/np300801x |
| Homo sapiens | SK-OV-3 | IC50 | 30000.0 | nM | 10.1021/np300801x |
| Mus musculus | BV-2 | Activity | nan | None | 10.1021/np300801x |