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CHEBI:28934 - vitamin D2
| Formula | C28H44O |
| Net Charge | 0 |
| Average Mass | 396.659 |
| Monoisotopic Mass | 396.33922 |
| SMILES | [H][C@@]12CC[C@]([H])([C@H](C)/C=C/[C@H](C)C(C)C)[C@@]1(C)CCC/C2=C\C=C1\C[C@@H](O)CCC1=C |
| InChI | InChI=1S/C28H44O/c1-19(2)20(3)9-10-22(5)26-15-16-27-23(8-7-17-28(26,27)6)12-13-24-18-25(29)14-11-21(24)4/h9-10,12-13,19-20,22,25-27,29H,4,7-8,11,14-18H2,1-3,5-6H3/b10-9+,23-12+,24-13-/t20-,22+,25-,26+,27-,28+/m0/s1 |
| InChIKey | MECHNRXZTMCUDQ-RKHKHRCZSA-N |
| Wikipedia |
|---|
| Species of Metabolite | Component | Source | Comments |
|---|---|---|---|
| Homo sapiens (ncbitaxon:9606) | |||
| - | DOI (10.1038/nbt.2488) | ||
| blood plasma (BTO:0000118) | PubMed (227368) | ||
| saliva (UBERON:0001836) | Article (Dame, ZT. et al. (2014) The Human Saliva Metabolome (manuscript in preparation)) |
| Roles Classification |
|---|
| Biological Roles: | immunosuppressive agent An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response. anti-HIV agent An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus. antiviral agent A substance that destroys or inhibits replication of viruses. antitubercular agent A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis. anti-obesity agent Any substance which is used to reduce or control weight. insulin-sensitizing drug An agent which overcomes insulin resistance by activation of the peroxisome proliferator activated receptor gamma (PPAR-gamma). plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. analgesic An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms. fat-soluble vitamin (role) Any vitamin that dissolves in fats and are stored in body tissues. Unlike the water-soluble vitamins, they are stored in the body for long periods of time and generally pose a greater risk for toxicity when consumed in excess. |
| Applications: | antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. immunosuppressive agent An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response. rodenticide A substance used to destroy rodent pests. antipsychotic agent Antipsychotic drugs are agents that control agitated psychotic behaviour, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect. antitubercular agent A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis. nutraceutical A product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance. anti-asthmatic agent Any compound that has anti-asthmatic effects. anti-anaemic agent A compound which increases either the number of red cells or the amount of haemoglobin in the blood. insulin-sensitizing drug An agent which overcomes insulin resistance by activation of the peroxisome proliferator activated receptor gamma (PPAR-gamma). bone density conservation agent An agent that inhibits bone resorption and/or favor bone mineralization and bone regeneration. Used to heal bone fractures and to treat bone diseases such as osteopenia and osteoporosis. anti-inflammatory agent Any compound that has anti-inflammatory effects. hypoglycemic agent A drug which lowers the blood glucose level. cardiovascular drug A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume. analgesic An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| vitamin D2 (CHEBI:28934) has role analgesic (CHEBI:35480) |
| vitamin D2 (CHEBI:28934) has role anti-anaemic agent (CHEBI:75835) |
| vitamin D2 (CHEBI:28934) has role anti-asthmatic agent (CHEBI:65023) |
| vitamin D2 (CHEBI:28934) has role anti-HIV agent (CHEBI:64946) |
| vitamin D2 (CHEBI:28934) has role anti-inflammatory agent (CHEBI:67079) |
| vitamin D2 (CHEBI:28934) has role anti-obesity agent (CHEBI:74518) |
| vitamin D2 (CHEBI:28934) has role antineoplastic agent (CHEBI:35610) |
| vitamin D2 (CHEBI:28934) has role antipsychotic agent (CHEBI:35476) |
| vitamin D2 (CHEBI:28934) has role antitubercular agent (CHEBI:33231) |
| vitamin D2 (CHEBI:28934) has role antiviral agent (CHEBI:22587) |
| vitamin D2 (CHEBI:28934) has role bone density conservation agent (CHEBI:50646) |
| vitamin D2 (CHEBI:28934) has role cardiovascular drug (CHEBI:35554) |
| vitamin D2 (CHEBI:28934) has role hypoglycemic agent (CHEBI:35526) |
| vitamin D2 (CHEBI:28934) has role immunosuppressive agent (CHEBI:35705) |
| vitamin D2 (CHEBI:28934) has role insulin-sensitizing drug (CHEBI:50864) |
| vitamin D2 (CHEBI:28934) has role nutraceutical (CHEBI:50733) |
| vitamin D2 (CHEBI:28934) has role plant metabolite (CHEBI:76924) |
| vitamin D2 (CHEBI:28934) has role rodenticide (CHEBI:33288) |
| vitamin D2 (CHEBI:28934) is a hydroxy seco-steroid (CHEBI:36853) |
| vitamin D2 (CHEBI:28934) is a seco-ergostane (CHEBI:36819) |
| vitamin D2 (CHEBI:28934) is a vitamin D (CHEBI:27300) |
| Incoming Relation(s) |
| 1α,25-dihydroxyvitamin D2 (CHEBI:86320) has functional parent vitamin D2 (CHEBI:28934) |
| 25-hydroxyvitamin D2 (CHEBI:86319) has functional parent vitamin D2 (CHEBI:28934) |
| paricalcitol (CHEBI:7931) has functional parent vitamin D2 (CHEBI:28934) |
| IUPAC Name |
|---|
| (3S,5Z,7E,22E)-9,10-secoergosta-5,7,10(19),22-tetraen-3-ol |
| INNs | Source |
|---|---|
| ergocalciferol | WHO MedNet |
| ergocalciferol | WHO MedNet |
| ergocalciférol | WHO MedNet |
| ergocalciferolum | WHO MedNet |
| Synonyms | Source |
|---|---|
| (3β,5Z,7E,22E)-9,10-secoergosta-5,7,10(19),22-tetraen-3-ol | NIST Chemistry WebBook |
| (5Z,7E,22E)-(3S)-9,10-seco-5,7,10(19),22-ergostatetraen-3-ol | LIPID MAPS |
| (5Z,7E,22E)-(3S)-9,10-secoergosta-5,7,10(19),22-tetraen-3-ol | JCBN |
| activated ergosterol | ChemIDplus |
| calciferol | ChemIDplus |
| ercalciol | JCBN |
| Brand Names | Source |
|---|---|
| Buco-D | ChemIDplus |
| Decaps | ChemIDplus |
| Dee-Ron | ChemIDplus |
| Deltalin | ChemIDplus |
| Diactol | ChemIDplus |
| Doral | ChemIDplus |
| UniProt Name | Source |
|---|---|
| vitamin D2 | UniProt |
| Manual Xrefs | Databases |
|---|---|
| 107 | PPDB |
| 2838 | DrugCentral |
| 4444351 | ChemSpider |
| C05441 | KEGG COMPOUND |
| D00187 | KEGG DRUG |
| D2V | PDBeChem |
| DB00153 | DrugBank |
| Ergocalciferol | Wikipedia |
| FDB012811 | FooDB |
| HMDB0000900 | HMDB |
| LMST03010001 | LIPID MAPS |
| US1680818 | Patent |
| US1871136 | Patent |
| US1902785 | Patent |
| US2030792 | Patent |
| VITAMIN_D2 | MetaCyc |
| Citations |
|---|