| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| September 26th, 2005 | 38 | No |
Popular Name: Gossypol Gossypol
Find On: PubMed — Wikipedia — Google
CAS Numbers: 12542-36-8 , 303-45-7 , 5453-04-3 , 866541-93-7 , 90141-22-3 , [12542-36-8] , [303-45-7]
1,1',6,6',7,7'-Hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl-[2,2'-binaphthalene]-8,8'-dicarbaldehyde
| Type pH range | xlogP | Des A‑Pol Apolar desolvation (kcal/mol) | Des Pol Polar desolvation (kcal/mol) | H Don H-bond donors | H Acc H-bond acceptors | Chg Net charge | tPSA (Ų) | MWT Molecular weight (g/mol) | RB Rotatable bonds | DL |
|---|---|---|---|---|---|---|---|---|---|---|
| Ref Reference (pH 7) | 6.57 | 5.14 | -19.48 | 6 | 8 | 0 | 156 | 518.562 | 5 | ↓ |
| Hi High (pH 8-9.5) | 6.57 | 6.21 | -32.82 | 5 | 8 | 0 | 158 | 517.554 | 5 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| Target | 5-alpha Reductase | Selleck Chemicals |
| Therapy | antispermatogenic, antineoplastic, antiHIV | SMDC MicroSource |
| Target | Bcl-2 | Selleck Chemicals |
| Target | Dehydrogenase | Selleck Chemicals |
| Target | Matrix metalloproteinase-9(P14780)&Tumor necrosis factor(P01375)&Bcl2 antagonist of cell death(Q92934)&Apoptosis regulator Bcl-2(P10415)&Apoptosis regulator BAX(Q07812)&Caspase-9(P55211)&Caspase-3(P42574)&Interferon gamma(P01579)&Interleukin-4(P05112)&Cel | Herbal Ingredients Targets |
| Target | Probable E3 ubiquitin-protein ligase HERC5(Q9UII4)&G1/S-specific cyclin-D1(P24385)&Cyclin-dependent kinase inhibitor 1(P38936)&Induced myeloid leukemia cell differentiation protein Mcl-1(Q07820)&Caspase-3(P42574)&Apoptosis regulator BAX(Q07812)&NAD(P)H de | Herbal Ingredients Targets |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| ALDR-4-E | Aldose Reductase (cluster #4 Of 5), Eukaryotic | Eukaryotes | 500 | 0.23 | Binding ≤ 10μM |
| B2CL1-1-E | Apoptosis Regulator Bcl-X (cluster #1 Of 2), Eukaryotic | Eukaryotes | 540 | 0.23 | Binding ≤ 10μM |
| BAD-1-E | Bcl2-antagonist Of Cell Death (BAD) (cluster #1 Of 1), Eukaryotic | Eukaryotes | 1710 | 0.21 | Binding ≤ 10μM |
| BCL2-1-E | Apoptosis Regulator Bcl-2 (cluster #1 Of 2), Eukaryotic | Eukaryotes | 500 | 0.23 | Binding ≤ 10μM |
| MCL1-1-E | Induced Myeloid Leukemia Cell Differentiation Protein Mcl-1 (cluster #1 Of 1), Eukaryotic | Eukaryotes | 6543 | 0.19 | Binding ≤ 10μM |
| MDHC-1-E | Malate Dehydrogenase Cytoplasmic (cluster #1 Of 2), Eukaryotic | Eukaryotes | 5800 | 0.19 | Binding ≤ 10μM |
| MDHM-2-E | Malate Dehydrogenase, Mitochondrial (cluster #2 Of 2), Eukaryotic | Eukaryotes | 2800 | 0.20 | Binding ≤ 10μM |
| Q0PJ46-1-E | Lactate Dehydrogenase (cluster #1 Of 1), Eukaryotic | Eukaryotes | 2640 | 0.21 | Binding ≤ 10μM |
| Q6VVP7-1-E | Malate Dehydrogenase (cluster #1 Of 1), Eukaryotic | Eukaryotes | 2030 | 0.21 | Binding ≤ 10μM |
| Z100733-1-O | CT26 (Colon Carcinoma Cells) (cluster #1 Of 1), Other | Other | 2210 | 0.21 | Functional ≤ 10μM |
| Z50425-3-O | Plasmodium Falciparum (cluster #3 Of 22), Other | Other | 7000 | 0.19 | Functional ≤ 10μM |
| Z80390-1-O | PC-3 (Prostate Carcinoma Cells) (cluster #1 Of 10), Other | Other | 9140 | 0.19 | Functional ≤ 10μM |
| Z80608-1-O | ZR-75-1 (Breast Carcinoma Cells) (cluster #1 Of 4), Other | Other | 8400 | 0.19 | Functional ≤ 10μM |
| Z80682-1-O | A549 (Lung Carcinoma Cells) (cluster #1 Of 11), Other | Other | 1320 | 0.22 | Functional ≤ 10μM |
| Z80928-6-O | HCT-116 (Colon Carcinoma Cells) (cluster #6 Of 9), Other | Other | 3330 | 0.20 | Functional ≤ 10μM |
| Z81252-3-O | MDA-MB-231 (Breast Adenocarcinoma Cells) (cluster #3 Of 11), Other | Other | 3700 | 0.20 | Functional ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| ALDR_HUMAN | P15121 | Aldose Reductase, Human | 500 | 0.23 | Binding ≤ 1μM |
| BCL2_HUMAN | P10415 | Apoptosis Regulator Bcl-2, Human | 170 | 0.25 | Binding ≤ 1μM |
| B2CL1_HUMAN | Q07817 | Apoptosis Regulator Bcl-X, Human | 480 | 0.23 | Binding ≤ 1μM |
| MCL1_HUMAN | Q07820 | Induced Myeloid Leukemia Cell Differentiation Protein Mcl-1, Human | 180 | 0.25 | Binding ≤ 1μM |
| ALDR_HUMAN | P15121 | Aldose Reductase, Human | 500 | 0.23 | Binding ≤ 10μM |
| BCL2_HUMAN | P10415 | Apoptosis Regulator Bcl-2, Human | 170 | 0.25 | Binding ≤ 10μM |
| B2CL1_HUMAN | Q07817 | Apoptosis Regulator Bcl-X, Human | 480 | 0.23 | Binding ≤ 10μM |
| BAD_HUMAN | Q92934 | Bcl2-antagonist Of Cell Death (BAD), Human | 1710 | 0.21 | Binding ≤ 10μM |
| MCL1_HUMAN | Q07820 | Induced Myeloid Leukemia Cell Differentiation Protein Mcl-1, Human | 180 | 0.25 | Binding ≤ 10μM |
| Q0PJ46_PLAFA | Q0PJ46 | Lactate Dehydrogenase, Plafa | 2640 | 0.21 | Binding ≤ 10μM |
| Q6VVP7_PLAFA | Q6VVP7 | Malate Dehydrogenase, Plafa | 2030 | 0.21 | Binding ≤ 10μM |
| MDHC_PIG | P11708 | Malate Dehydrogenase Cytoplasmic, Pig | 5800 | 0.19 | Binding ≤ 10μM |
| MDHM_PIG | P00346 | Malate Dehydrogenase Mitochondrial, Pig | 2800 | 0.20 | Binding ≤ 10μM |
| Z80682 | Z80682 | A549 (Lung Carcinoma Cells) | 1320 | 0.22 | Functional ≤ 10μM |
| Z100733 | Z100733 | CT26 (Colon Carcinoma Cells) | 2210 | 0.21 | Functional ≤ 10μM |
| Z80928 | Z80928 | HCT-116 (Colon Carcinoma Cells) | 3330 | 0.20 | Functional ≤ 10μM |
| Z81252 | Z81252 | MDA-MB-231 (Breast Adenocarcinoma Cells) | 1900 | 0.21 | Functional ≤ 10μM |
| Z80390 | Z80390 | PC-3 (Prostate Carcinoma Cells) | 2500 | 0.21 | Functional ≤ 10μM |
| Z50425 | Z50425 | Plasmodium Falciparum | 4500 | 0.20 | Functional ≤ 10μM |
| Z80608 | Z80608 | ZR-75-1 (Breast Carcinoma Cells) | 8400 | 0.19 | Functional ≤ 10μM |
| Description | Species |
|---|---|
| Activation of BAD and translocation to mitochondria | |
| AKT phosphorylates targets in the cytosol | |
| BH3-only proteins associate with and inactivate anti-apoptotic BCL-2 members | |
| Constitutive PI3K/AKT Signaling in Cancer | |
| NRAGE signals death through JNK | |
| Pregnenolone biosynthesis | |
| The NLRP1 inflammasome |
