| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| October 4th, 2005 | 18 | No |
Popular Name: Lapachol Lapachol
2-Hydroxy-3-(3-methyl-2-butenyl)-1,4-naphthoquinone; Lapachol; Natural Yellow-?16; bmse000989
2-Hydroxy-3-(3-methyl-but-2-enyl)-[1,4]naphthoquinone
Lapachol [84-79-7]; (2-Hydroxy-3-(3-methylbut-2-enyl)-1,4-naphthoquinone)
| 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) | 3.16 | 7.53 | -47.41 | 0 | 3 | -1 | 57 | 241.266 | 2 | ↓ |
| Lo Low (pH 4.5-6) | 3.16 | 6.72 | -6.51 | 1 | 3 | 0 | 54 | 242.274 | 2 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| biological_source | Widespread occurrence in the plant world, particularly in heartwood, bark and roots, e.g. the Bignoniaceae and various Tabebuia, Tecomella and Tectona spp. | ZereneX Building Blocks |
| MP | 141-143 °C(lit.) | Indofine |
| biological_use | Antibacterial | IBScreen Bioactives |
| biological_use | Anticancer activity | IBScreen Bioactives IBScreen Bioactives |
| biological_use | Anticoagulant | IBScreen Bioactives |
| biological_use | Antifungal agent | IBScreen Bioactives |
| Therapy | antineoplastic, antifungal | SMDC MicroSource |
| PUBCHEM_PATENT_ID | EP0262345A2; EP0292365A2; EP0571651A1; EP0659397A1; EP0659397B1; EP0888326A2; EP1027045A1; US3950171; US4459227; US4898870; US5241022; US5354817; US5455033; US5725603; US5763625; US5780515; US5789431; US5824700; US5859066; US5969163; WO1988007372A1; WO198 | IBM Patent Data |
| mechanism | Inhibitor of DNA replication and RNA synthesis | IBScreen Bioactives |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| Z80125-2-O | DU-145 (Prostate Carcinoma) (cluster #2 Of 9), Other | Other | 65 | 0.56 | Functional ≤ 10μM |
| Z80390-3-O | PC-3 (Prostate Carcinoma Cells) (cluster #3 Of 10), Other | Other | 1970 | 0.44 | Functional ≤ 10μM |
| Z80682-1-O | A549 (Lung Carcinoma Cells) (cluster #1 Of 11), Other | Other | 4780 | 0.41 | Functional ≤ 10μM |
| Z100081-1-O | PBMC (Peripheral Blood Mononuclear Cells) (cluster #1 Of 2), Other | Other | 2100 | 0.44 | ADME/T ≤ 10μM |
| Z80156-4-O | HL-60 (Promyeloblast Leukemia Cells) (cluster #4 Of 4), Other | Other | 3180 | 0.43 | ADME/T ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| Z80682 | Z80682 | A549 (Lung Carcinoma Cells) | 4780 | 0.41 | Functional ≤ 10μM |
| Z80125 | Z80125 | DU-145 (Prostate Carcinoma) | 64.59 | 0.56 | Functional ≤ 10μM |
| Z80390 | Z80390 | PC-3 (Prostate Carcinoma Cells) | 1970 | 0.44 | Functional ≤ 10μM |
| Z80156 | Z80156 | HL-60 (Promyeloblast Leukemia Cells) | 3180 | 0.43 | ADME/T ≤ 10μM |
| Z100081 | Z100081 | PBMC (Peripheral Blood Mononuclear Cells) | 2100 | 0.44 | ADME/T ≤ 10μM |
