Penitrem D
AlkaPlorer ID: AK017155
Synonym: None
IUPAC Name: (1S,2R,5S,8R,9R,11S,14R,15S,24S,26R,27S)-14,15,32,32-tetramethyl-23-methylidene-9-prop-1-en-2-yl-10,31-dioxa-17-azanonacyclo[24.4.2.02,15.05,14.06,11.016,30.018,29.021,28.024,27]dotriaconta-6,16(30),18(29),19,21(28)-pentaene-5,8-diol
Structure
SMILES: C=C1CC2=CC=C3NC4=C5C3=C2[C@H]2[C@@H]1C[C@H]2C(C)(C)O[C@H]5[C@@H]1CC[C@@]2(O)C3=C[C@@H](O)[C@@H](C(=C)C)O[C@H]3CC[C@]2(C)[C@@]41C
InChI: InChI=1S/C37H45NO4/c1-17(2)31-25(39)16-22-26(41-31)11-12-35(6)36(7)21(10-13-37(22,35)40)32-30-29-24(38-33(30)36)9-8-19-14-18(3)20-15-23(28(20)27(19)29)34(4,5)42-32/h8-9,16,20-21,23,25-26,28,31-32,38-40H,1,3,10-15H2,2,4-7H3/t20-,21+,23-,25-,26+,28+,31-,32+,35-,36-,37-/m1/s1
InChIKey: XOASTWITKYDKAJ-NDYNHIGJSA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Penicillium crustosum | Penicillium | Aspergillaceae | Eurotiales | Eurotiomycetes | Ascomycota | Fungi | Eukaryota |
Properties Information
Molecule Weight: 567.7700000000002
TPSA？: 74.71000000000001
MolLogP？: 6.693100000000008
Number of H-Donors: 3
Number of H-Acceptors: 4
RingCount: 9
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Caenorhabditis elegans | Caenorhabditis elegans | Activity | nan | None | 10.1039/c3md00198a |
| Ceratitis capitata | Ceratitis capitata | Activity | 42.8 | % | 10.1021/jf020983e |
| Ceratitis capitata | Ceratitis capitata | Activity | 52.5 | % | 10.1021/jf020983e |
| Ceratitis capitata | Ceratitis capitata | Activity | 77.1 | % | 10.1021/jf020983e |
| Ceratitis capitata | Ceratitis capitata | mortality | 41.7 | % | 10.1021/jf020983e |
| Homo sapiens | MCF7 | IC50 | 8300.0 | nM | 10.1039/c3md00198a |
| Homo sapiens | MDA-MB-231 | IC50 | 9200.0 | nM | 10.1039/c3md00198a |
| Homo sapiens | MDA-MB-231 | IC50 | 29700.0 | nM | 10.1039/c3md00198a |
| Homo sapiens | MDA-MB-231 | Inhibition | 50.0 | % | 10.1039/c3md00198a |
| Oncopeltus fasciatus | Oncopeltus fasciatus | mortality | 11.1 | % | 10.1021/jf020983e |
| Oncopeltus fasciatus | Oncopeltus fasciatus | Survival | 58.3 | % | 10.1021/jf020983e |