| Trade Names: | |
| Synonyms: | |
| Status: | Approved (1983) |
| Entry Type: | Small molecule |
| Molecule Category: | Parent |
| ATC: | L01CB01 |
| UNII: | 6PLQ3CP4P3 |
Structure
| InChI Key | VJJPUSNTGOMMGY-MRVIYFEKSA-N |
|---|---|
| Smile | |
| InChI |
|
Physicochemical Descriptors
| Property Name | Value |
|---|---|
| Molecular Formula | C29H32O13 |
| Molecular Weight | 588.56 |
| AlogP | 1.34 |
| Hydrogen Bond Acceptor | 13.0 |
| Hydrogen Bond Donor | 3.0 |
| Number of Rotational Bond | 5.0 |
| Polar Surface Area | 160.83 |
| Molecular species | NEUTRAL |
| Aromatic Rings | 2.0 |
| Heavy Atoms | 42.0 |
Experimental and Estimated Properties
| Property Name | Value | Unit | Method |
|---|---|---|---|
| log P (octanol-water) | 0.6 | - | EXP |
| Henry's Law Constant | 1.75E-30 | atm-m3/mole | EST |
| Atmospheric OH Rate Constant | 3.05E-10 | cm3/molecule-sec | EST |
| Melting Point | 236-251 | deg C | EXP |
| Water Solubility | 58.7 | mg/L | EST |
| Vapor Pressure | 5.35E-23 | mm Hg | EST |
Pharmacology
| Targets | EC50(nM) | IC50(nM) | Kd(nM) | Ki(nM) | Inhibition(%) | |
|---|---|---|---|---|---|---|
|
Enzyme
Hydrolase
|
- | - | - | - | ||
|
Enzyme
Isomerase
|
810-56000 | 21800-92900 | - | - | 1-100 | |
|
Transporter
Electrochemical transporter
SLC superfamily of solute carriers
SLC21/SLCO family of organic anion transporting polypeptides
|
- | 4180 | - | 13500 | 9-93 | |
|
Transporter
Electrochemical transporter
SLC superfamily of solute carriers
SLC22 family of organic cation and anion transporters
|
- | - | - | - | 8 | |
|
Transporter
Primary active transporter
ATP-binding cassette
ABCB subfamily
|
- | - | - | - | 1 |
Indications
| Mesh Heading | Maximum Phase | Mesh ID | Reference |
|---|---|---|---|
| Neoplasms | 4 | D009369 | ClinicalTrials |
| Choriocarcinoma | 3 | D002822 | ClinicalTrials |
| Endodermal Sinus Tumor | 3 | D018240 | ClinicalTrials |
| Neoplasms, Germ Cell and Embryonal | 3 | D009373 | ClinicalTrials |
| Leukemia, Myelomonocytic, Chronic | 3 | D015477 | ClinicalTrials |
| Precursor Cell Lymphoblastic Leukemia-Lymphoma | 3 | D054198 | ClinicalTrials |
| Precursor Cell Lymphoblastic Leukemia-Lymphoma | 3 | D054198 | ClinicalTrials |
| Stomach Neoplasms | 3 | D013274 | ClinicalTrials |
| Sex Cord-Gonadal Stromal Tumors | 3 | D018312 | ClinicalTrials |
| Brain Neoplasms | 3 | D001932 | ClinicalTrials |
| Leukemia-Lymphoma, Adult T-Cell | 3 | D015459 | ClinicalTrials |
| Lymphoma | 3 | D008223 | ClinicalTrials |
| Wilms Tumor | 3 | D009396 | ClinicalTrials |
| Kidney Neoplasms | 3 | D007680 | ClinicalTrials |
| Teratoma | 3 | D013724 | ClinicalTrials |
| Kidney Neoplasms | 3 | D007680 | ClinicalTrials |
| Seminoma | 3 | D018239 | ClinicalTrials |
| Ependymoma | 3 | D004806 | ClinicalTrials |
| Neoplasms, Germ Cell and Embryonal | 3 | D009373 | ClinicalTrials |
| Lymphoma, Follicular | 3 | D008224 | ClinicalTrials |
| Breast Neoplasms | 3 | D001943 | ClinicalTrials |
| Ovarian Neoplasms | 3 | D010051 | ClinicalTrials |
| Prostatic Neoplasms, Castration-Resistant | 3 | D064129 | ClinicalTrials |
| Lung Neoplasms | 3 | D008175 | ClinicalTrials |
| Hodgkin Disease | 3 | D006689 | ClinicalTrials |
| Choroid Plexus Neoplasms | 3 | D016545 | ClinicalTrials |
| Lymphohistiocytosis, Hemophagocytic | 3 | D051359 | ClinicalTrials |
| Carcinoma, Non-Small-Cell Lung | 3 | D002289 | ClinicalTrials |
| Precursor Cell Lymphoblastic Leukemia-Lymphoma | 3 | D054198 | ClinicalTrials |
| Ependymoma | 3 | D004806 | ClinicalTrials |
| Osteosarcoma | 3 | D012516 | ClinicalTrials |
| Sarcoma | 3 | D012509 | ClinicalTrials |
| Carcinoma, Squamous Cell | 3 | D002294 | ClinicalTrials |
| Multiple Myeloma | 3 | D009101 | ClinicalTrials |
| Medulloblastoma | 3 | D008527 | ClinicalTrials |
| Lymphoma, Mantle-Cell | 3 | D020522 | ClinicalTrials |
| Thymus Neoplasms | 3 | D013953 | ClinicalTrials |
| Rhabdomyosarcoma | 3 | D012208 | ClinicalTrials |
| Leukemia, Megakaryoblastic, Acute | 3 | D007947 | ClinicalTrials |
| Leukemia, Myeloid, Acute | 3 | D015470 | ClinicalTrials |
| Leukemia, Basophilic, Acute | 3 | D015471 | ClinicalTrials |
| Leukemia | 3 | D007938 | ClinicalTrials |
| Anemia, Refractory | 3 | D000753 | ClinicalTrials |
| Brain Neoplasms | 3 | D001932 | ClinicalTrials |
| Lymphoma, Follicular | 3 | D008224 | ClinicalTrials |
| Testicular Neoplasms | 3 | D013736 | ClinicalTrials |
| Sarcoma, Ewing | 3 | D012512 | ClinicalTrials |
| Testicular Neoplasms | 3 | D013736 | ClinicalTrials |
| Neuroectodermal Tumors, Primitive | 3 | D018242 | ClinicalTrials |
| Small Cell Lung Carcinoma | 3 | D055752 | ClinicalTrials |
| Colorectal Neoplasms | 3 | D015179 | ClinicalTrials |
| Lymphoma, Non-Hodgkin | 3 | D008228 | ClinicalTrials |
| Granuloma, Lethal Midline | 3 | D006103 | ClinicalTrials |
| Hodgkin Disease | 3 | D006689 | ClinicalTrials |
| Sarcoma, Myeloid | 3 | D023981 | ClinicalTrials |
| Myelodysplastic Syndromes | 3 | D009190 | ClinicalTrials |
| Leukemia, Biphenotypic, Acute | 3 | D015456 | ClinicalTrials |
| Lymphoma, T-Cell, Peripheral | 3 | D016411 | ClinicalTrials |
| Sarcoma | 3 | D012509 | ClinicalTrials |
| Leukemia, Monocytic, Acute | 3 | D007948 | ClinicalTrials |
| Gestational Trophoblastic Disease | 3 | D031901 | ClinicalTrials |
| Wilms Tumor | 3 | D009396 | ClinicalTrials |
| Retinoblastoma | 3 | D012175 | ClinicalTrials |
| Adenocarcinoma of Lung | 3 | D000077192 | ClinicalTrials |
| Leukemia, Myeloid, Acute | 3 | D015470 | ClinicalTrials |
| Myeloproliferative Disorders | 3 | D009196 | ClinicalTrials |
| Leukemia, Myelomonocytic, Acute | 3 | D015479 | ClinicalTrials |
| Neuroblastoma | 3 | D009447 | ClinicalTrials |
| Burkitt Lymphoma | 3 | D002051 | ClinicalTrials |
| Adrenal Cortex Neoplasms | 3 | D000306 | ClinicalTrials |
| Leukemia, Erythroblastic, Acute | 3 | D004915 | ClinicalTrials |
| Ganglioneuroblastoma | 3 | D018305 | ClinicalTrials |
| Myeloproliferative Disorders | 3 | D009196 | ClinicalTrials |
| Leukemia, Myeloid, Acute | 3 | D015470 | ClinicalTrials |
| Anemia, Refractory, with Excess of Blasts | 3 | D000754 | ClinicalTrials |
| Carcinoma | 3 | D002277 | ClinicalTrials |
| HIV Infections | 3 | D015658 | ClinicalTrials |
| Mediastinal Neoplasms | 3 | D008479 | ClinicalTrials |
| Lymphoma, Large B-Cell, Diffuse | 3 | D016403 | ClinicalTrials |
| Ependymoma | 3 | D004806 | ClinicalTrials |
| Central Nervous System Neoplasms | 3 | D016543 | ClinicalTrials |
| Carcinoma, Embryonal | 3 | D018236 | ClinicalTrials |
| Hepatoblastoma | 3 | D018197 | ClinicalTrials |
| Endodermal Sinus Tumor | 3 | D018240 | ClinicalTrials |
| Astrocytoma | 2 | D001254 | ClinicalTrials |
| Leukemia, Lymphocytic, Chronic, B-Cell | 2 | D015451 | ClinicalTrials |
| Carcinoma, Hepatocellular | 2 | D006528 | ClinicalTrials |
| Rhabdomyosarcoma, Alveolar | 2 | D018232 | ClinicalTrials |
| Rhabdomyosarcoma, Embryonal | 2 | D018233 | ClinicalTrials |
| Oligodendroglioma | 2 | D009837 | ClinicalTrials |
| Oligodendroglioma | 2 | D009837 | ClinicalTrials |
| Astrocytoma | 2 | D001254 | ClinicalTrials |
| Pancreatic Neoplasms | 2 | D010190 | ClinicalTrials |
| Lymphoma, Large-Cell, Anaplastic | 2 | D017728 | ClinicalTrials |
| Multiple Sclerosis, Relapsing-Remitting | 2 | D020529 | ClinicalTrials |
| Leukemia, Lymphoid | 2 | D007945 | ClinicalTrials |
| Glioma | 2 | D005910 | ClinicalTrials |
| Thymoma | 2 | D013945 | ClinicalTrials |
| Lymphoma, AIDS-Related | 2 | D016483 | ClinicalTrials |
| Gliosarcoma | 2 | D018316 | ClinicalTrials |
| Carcinoma, Merkel Cell | 2 | D015266 | ClinicalTrials |
| Hematologic Diseases | 2 | D006402 | ClinicalTrials |
| Acquired Immunodeficiency Syndrome | 2 | D000163 | ClinicalTrials |
| Stiff-Person Syndrome | 2 | D016750 | ClinicalTrials |
| Optic Nerve Glioma | 2 | D020339 | ClinicalTrials |
| Waldenstrom Macroglobulinemia | 2 | D008258 | ClinicalTrials |
| Oligodendroglioma | 2 | D009837 | ClinicalTrials |
| Neuromyelitis Optica | 2 | D009471 | ClinicalTrials |
| Myasthenia Gravis | 2 | D009157 | ClinicalTrials |
| Carcinoma, Islet Cell | 2 | D018273 | ClinicalTrials |
| Polyradiculoneuropathy, Chronic Inflammatory Demyelinating | 2 | D020277 | ClinicalTrials |
| Opsoclonus-Myoclonus Syndrome | 2 | D053578 | ClinicalTrials |
| Neutropenia | 2 | D009503 | ClinicalTrials |
| Carcinoma, Neuroendocrine | 2 | D018278 | ClinicalTrials |
| Castleman Disease | 2 | D005871 | ClinicalTrials |
| Lymphoma, T-Cell | 2 | D016399 | ClinicalTrials |
| Oropharyngeal Neoplasms | 2 | D009959 | ClinicalTrials |
| Carcinoid Tumor | 2 | D002276 | ClinicalTrials |
| Precursor T-Cell Lymphoblastic Leukemia-Lymphoma | 2 | D054218 | ClinicalTrials |
| Severe Acute Respiratory Syndrome | 2 | D045169 | ClinicalTrials |
| Glioblastoma | 2 | D005909 | ClinicalTrials |
| Leukemia, Plasma Cell | 1 | D007952 | ClinicalTrials |
| Myelodysplastic-Myeloproliferative Diseases | 1 | D054437 | ClinicalTrials |
| Sarcoma, Kaposi | 1 | D012514 | ClinicalTrials |
| Leukemia, Myelogenous, Chronic, BCR-ABL Positive | 1 | D015464 | ClinicalTrials |
| Hematologic Neoplasms | 1 | D019337 | ClinicalTrials |
| Graft vs Host Disease | 1 | D006086 | ClinicalTrials |
| Lymphoma, B-Cell | 1 | D016393 | ClinicalTrials |
| Fallopian Tube Neoplasms | 1 | D005185 | ClinicalTrials |
| Peritoneal Neoplasms | 1 | D010534 | ClinicalTrials |
| Neoplasms, Neuroepithelial | 0 | D018302 | ClinicalTrials |
Related Entries
Side Effects from Label
Side Effects (PT)
Adverse Reactions
System Organ Classification (SOC)
Cross References
| Resources | Reference |
|---|---|
| CAS NUMBER | 33419-42-0 |
| ChEBI | 4911 |
| ChEMBL | CHEMBL44657 |
| DrugBank | DB00773 |
| DrugCentral | 1112 |
| FDA SRS | 6PLQ3CP4P3 |
| Human Metabolome Database | HMDB0014911 |
| Guide to Pharmacology | 6815 |
| KEGG | C01576 |
| PDB | EVP |
| PharmGKB | PA449552 |
| PubChem | 36462 |
| SureChEMBL | SCHEMBL4259 |
| ZINC | ZINC000003938684 |
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