Gossypol
Gossypol is a polyphenolic toxic secondary metabolite derived from cotton. Insecticide.. Free gossypol in cotton meal is remarkably harmful to animals. Derived primarily from unrefined cottonseed oil, gossypol induces cell cycle arrest at the G0/G1 phase, thereby inhibiting DNA replication and inducing apoptosis. Inhibits cell-signaling enzymes, resulting in inhibition of cell growth, and may act as a male contraceptive.Gossypol permeates cells and acts as an inhibitor for several dehydrogenase enzymes. It has also long been known to possess atimalarial properties
General
Type : Natural, Insecticide, Polyphenol
Chemical_Nomenclature : 7-(8-formyl-1,6,7-trihydroxy-3-methyl-5-propan-2-ylnaphthalen-2-yl)-2,3,8-trihydroxy-6-methyl-4-propan-2-ylnaphthalene-1-carbaldehyde
Canonical SMILES : CC1=CC2=C(C(=C(C(=C2C(C)C)O)O)C=O)C(=C1C3=C(C4=C(C=C3C)C(=C(C(=C4C=O)O)O)C(C)C)O)O
InChI : InChI=1S\/C30H30O8\/c1-11(2)19-15-7-13(5)21(27(35)23(15)17(9-31)25(33)29(19)37)22-14(6)8-16-20(12(3)4)30(38)26(34)18(10-32)24(16)28(22)36\/h7-12,33-38H,1-6H3
InChIKey : QBKSWRVVCFFDOT-UHFFFAOYSA-N
Other name(s) : (-)-Gossypol || Pogosin || CHEMBL51483 || SCHEMBL3939 || ZINC3775575 || DB13044
MW : 518.6
Formula : C30H30O8
CAS_number : 303-45-7, 90141-22-3
PubChem : 3503
UniChem : QBKSWRVVCFFDOT-UHFFFAOYSA-N
Target
Structures : No structure
Families : Carb_B_Arthropoda
References (3)
| Title : Jasmonic Acid-Treated Cotton Plant Leaves Impair Larvae Growth Performance, Activities of Detoxification Enzymes, and Insect Humoral Immunity of Cotton Bollworm - Yang_2022_Neotrop.Entomol__ |
| Author(s) : Yang S , Cao Q , Peng K , Xie J |
| Ref : Neotrop Entomol , : , 2022 |
| Abstract : |
| PubMedSearch : Yang_2022_Neotrop.Entomol__ |
| PubMedID: 35680779 |
| Title : Biodegradation of Free Gossypol by Helicoverpa armigera Carboxylesterase Expressed in Pichia pastoris - Zhang_2022_Toxins.(Basel)_14_816 |
| Author(s) : Zhang L , Yang X , Huang R , Nie C , Niu J , Chen C , Zhang W |
| Ref : Toxins (Basel) , 14 :816 , 2022 |
| Abstract : |
| PubMedSearch : Zhang_2022_Toxins.(Basel)_14_816 |
| PubMedID: 36548713 |
| Title : Temporal allocation of metabolic tolerance in the body of beet armyworm in response to three gossypol-cotton cultivars - Wu_2009_Sci.China.C.Life.Sci_52_1140 |
| Author(s) : Wu G , Harris MK , Guo J , Wan F |
| Ref : Sci China C Life Sciences , 52 :1140 , 2009 |
| Abstract : |
| PubMedSearch : Wu_2009_Sci.China.C.Life.Sci_52_1140 |
| PubMedID: 20016971 |