Penitrem A
AlkaPlorer ID: AK031370
Synonym: ''
IUPAC Name: (1S,2R,5S,6S,8R,9S,10R,12S,15R,16S,25R,27S,28R)-21-chloro-15,16,33,33-tetramethyl-24-methylidene-10-prop-1-en-2-yl-7,11,32-trioxa-18-azadecacyclo[25.4.2.02,16.05,15.06,8.06,12.017,31.019,30.022,29.025,28]tritriaconta-17(31),19,21,29-tetraene-5,9,28-triol
Structure
SMILES: C=C(C)[C@H]1O[C@H]2CC[C@@]3(C)[C@@](O)(CC[C@H]4[C@@H]5OC(C)(C)[C@H]6C[C@@H]7C(=C)CC8=C(Cl)C=C9NC(=C5C9=C8[C@@]76O)[C@@]43C)[C@]23O[C@@H]3[C@H]1O
InChI: InChI=1S/C37H44ClNO6/c1-15(2)28-27(40)31-37(45-31)23(43-28)9-10-33(6)34(7)18(8-11-35(33,37)41)29-25-24-21(39-30(25)34)14-20(38)17-12-16(3)19-13-22(32(4,5)44-29)36(19,42)26(17)24/h14,18-19,22-23,27-29,31,39-42H,1,3,8-13H2,2,4-7H3/t18-,19+,22+,23-,27-,28+,29-,31+,33+,34+,35-,36+,37-/m0/s1
InChIKey: JDUWHZOLEDOQSR-JKPSMKLGSA-N
Reference
Tremorgenic mycotoxins from Penicillium crustosum. Biosynthesis of penitrem A
PubChem CID: 6610243
LOTUS: LTS0166800
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Penicillium solitum | Penicillium | Aspergillaceae | Eurotiales | Eurotiomycetes | Ascomycota | Fungi | Eukaryota |
Properties Information
Molecule Weight: 634.2130000000004
TPSA？: 107.47
MolLogP？: 5.661700000000009
Number of H-Donors: 4
Number of H-Acceptors: 6
RingCount: 10
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | 78 kDa glucose-regulated protein | Potency | 25118.9 | nM | None |
| Homo sapiens | DNA-(apurinic or apyrimidinic site) lyase | Potency | 44668.4 | nM | None |
| Homo sapiens | Microtubule-associated protein tau | Potency | 39810.7 | nM | None |
| Homo sapiens | Regulator of G-protein signaling 4 | Potency | 843.7 | nM | None |
| Homo sapiens | Runt-related transcription factor 1/Core-binding factor subunit beta | Potency | 39810.7 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 12326.1 | nM | None |
| Homo sapiens | Tyrosyl-DNA phosphodiesterase 1 | Potency | 21919.3 | nM | None |
| None | NON-PROTEIN TARGET | IC50 | 7000.0 | nM | 10.1021/acs.jnatprod.6b00403 |
| None | NON-PROTEIN TARGET | IC50 | 8400.0 | nM | 10.1021/acs.jnatprod.6b00403 |
| None | Unchecked | Potency | 12589.3 | nM | None |
| None | Unchecked | Potency | 25118.9 | nM | None |
| None | Unchecked | Potency | 35481.3 | nM | None |