Maxacalcitol

HCID 6398761

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Grundinformationen

CAS: 103909-75-7
Standard-SMILES: C=C1/C(=C\C=C2/CCC[C@]3(C)[C@@H]([C@H](C)OCCC(C)(C)O)CC[C@@H]23)C[C@@H](O)C[C@@H]1O
InChIKey: DTXXSJZBSTYZKE-ZDQKKZTESA-N
Summenformel: C26H42O4
Durchschnittliche Molmasse: 418,6 g/mol
Monoisotopische Masse: 418,30830982

Überblick

Maxacalcitol is an organic molecular entity.

Namen und Bezeichner

Bevorzugter Name: Maxacalcitol
IUPAC: trans-(1R,3S,5Z)-5-[(2E)-2-[(1S,3aS,7aS)-1-[(1S)-1-(3-hydroxy-3-methylbutoxy)ethyl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol
Englischer Name: Maxacalcitol
Summenformel: C26H42O4
Molmasse: 418.61

Namen und Synonyme

Maxacalcitol22-Oxacalcitriol103909-75-7PreziosOxarolmaxacalcitriol22-oxa-calcitriolSch 209579Sch-20957922-Oxa-1,25-dihydroxyvitamin D3DTXSID4048648N2UJM5NBF6

Weitere Namen anzeigen

MacalciferolOxacalcitriolD6-MaxacalcitolMaxacalcitol, 10 mM in DMSOMashacalcitol/MashacalcitolMaxacalcitol (22-Oxacalcitriol)22-Oxa-1α,25-dihydroxycholecalciferol(5Z,7E)-9,10-Seco-22-oxacholesta-5,7,10(19)-triene-1α,3β,25-triol(+)-(5Z,7E)-(1S,3R,20S)-20-(3-Hydroxy-3-methylbutyloxy)-9,10-secopregna-5,7,10(19)-triene-1,3-diol

SCH209579(+)-(5Z,7E,20S)-20-(3-Hydroxy-3-methylbutoxy)-9,10-secopregna-5,7,10(19)-triene-1alpha,3beta-diol1,3-Cyclohexanediol, 4-methylene-5-((2E)-((1S,3aS,7aS)-octahydro-1-((1S)-1-(3-hydroxy-3-methylbutoxy)ethyl)-7a-methyl-4H-inden-4-ylidene)ethylidene)-, (1R,3S,5Z)-1,25-Dihydroxy-22-oxavitamin D3(1R,3S,5Z)-5-[(2E)-2-[(1S,3aS,7aS)-1-[(1S)-1-(3-hydroxy-3-methylbutoxy)ethyl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diolDTXCID1028574maxacalcitolumRefChem:810671

Datenbank-Bezeichner

CAS: 103909-75-7
PubChem CID: 6398761
DTXSID: DTXSID4048648
ChEMBL: CHEMBL333950
ChEBI: CHEBI:31801
UNII: N2UJM5NBF6
EC Number: 686-295-2
Nikkaji: J277.782G

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 3,5
Polarare Oberfläche (TPSA): 69,9 Å²
H-Brücken-Donoren: 3
H-Brücken-Akzeptoren: 4
Frei drehbare Bindungen: 6
Schwere Atome: 30
Formalladung: 0
Komplexität: 691

Experimentelle und physikochemische Eigenschaften

LipidsLipids -> Sterol Lipids [ST] -> Secosteroids [ST03] -> Vitamin D3 and derivatives [ST0302]

Physikochemische Eigenschaften

Schmelzpunkt: 122 ° · 122°
Siedepunkt: 581.4 · 581.4±50.0 °C(Predicted)
Dichte: 1.09 · 1.09±0.1 g/cm3(Predicted)
storage temp.: -20 °C · Sealed in dry,Store in freezer, under -20°C
Löslichkeit: Soluble in DMSO
Aggregatzustand: crystalline solid
pka: 14.43 · 14.43±0.40(Predicted)
Farbe: White to off-white
InChIKey: DTXXSJZBSTYZKE-ZDQKKZTESA-N
SMILES: [C@@H]1(O)C/C(=C/C=C2\CCC[C@@]3(C)[C@@]\2([H])CC[C@@H]3[C@@H](OCCC(O)(C)C)C)/C(=C)[C@@H](O)C1

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]

P260, P262, P264, P270, P271, P280, P284, P301+P316, P302+P352, P304+P340, P316, P320, P321, P330, P332+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 11 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 2 (100%)

Sicherheitsdaten

Alarmwort: Achtung
Gefahrenhinweise: Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code H301

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological Classification · 3 Einträge

Substances that inhibit or prevent the proliferation of NEOPLASMS.

Drugs used to treat or prevent skin disorders or for the routine care of skin.

Agents that reduce the frequency or rate of spontaneous or induced tumors independently of the mechanism involved.

Anwendungen · 2 Einträge

BeschreibungMaxacalcitol is the third synthetic vitamin D analog, after paricalcitol and doxercalciferol, to be marketed for the treatment of secondary hyperparathyroidism (SHPT) associated with chronic renal failure. It is a new vitamin D3 derivative with an oxygen atom in 22-position as main structural feature (22-oxacalcitriol, OCT). This vitamin D receptor agonist has a strong inhibitory effect on synthesis and secretion of parathyroid hormone in the setting of severe parathyroid hyperplasia. Maxacalcitol induced only minor effects on calcium and phosphate metabolism unlike an agent such as 1, 25(OH)2D3 that produced hypercalcemia and hyperphosphatemia. Maxacalcitol is.

Verwenden22-Oxacalcitriol is the noncalcemic analogue of vitamine D and was found to suppress parathyroid hormone synthesis and secretion.