Penitrem C
AlkaPlorer ID: AK068589
Synonym: None
IUPAC Name: (1S,2R,5S,8R,9R,11S,14R,15S,24S,26S,27S)-20-chloro-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),18,20,28-pentaene-5,8-diol
Structure
SMILES: C=C1CC2=C(Cl)C=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/C37H44ClNO4/c1-16(2)31-25(40)14-21-26(42-31)9-10-35(6)36(7)20(8-11-37(21,35)41)32-30-29-24(39-33(30)36)15-23(38)19-12-17(3)18-13-22(27(18)28(19)29)34(4,5)43-32/h14-15,18,20,22,25-27,31-32,39-41H,1,3,8-13H2,2,4-7H3/t18-,20+,22+,25-,26+,27+,31-,32+,35-,36-,37-/m1/s1
InChIKey: BVVRIERIEDMORG-UWOVGSIKSA-N
Reference
Tremorgenic mycotoxins from Penicillium crustosum. Biosynthesis of penitrem A
PubChem CID: 76316105
LOTUS: LTS0050152
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Penicillium crustosum | Penicillium | Aspergillaceae | Eurotiales | Eurotiomycetes | Ascomycota | Fungi | Eukaryota |
Properties Information
Molecule Weight: 602.215
TPSA？: 74.71000000000001
MolLogP？: 7.34650000000001
Number of H-Donors: 3
Number of H-Acceptors: 4
RingCount: 9
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Ceratitis capitata | Ceratitis capitata | Activity | 0.0 | % | 10.1021/jf020983e |
| Ceratitis capitata | Ceratitis capitata | Activity | 94.9 | % | 10.1021/jf020983e |
| Ceratitis capitata | Ceratitis capitata | Activity | 100.0 | % | 10.1021/jf020983e |
| Ceratitis capitata | Ceratitis capitata | mortality | 73.3 | % | 10.1021/jf020983e |
| Oncopeltus fasciatus | Oncopeltus fasciatus | mortality | 24.4 | % | 10.1021/jf020983e |
| Oncopeltus fasciatus | Oncopeltus fasciatus | Survival | 29.5 | % | 10.1021/jf020983e |
| None | NON-PROTEIN TARGET | IC50 | 4700.0 | nM | 10.1021/acs.jnatprod.6b00403 |
| None | NON-PROTEIN TARGET | IC50 | 8000.0 | nM | 10.1021/acs.jnatprod.6b00403 |