1alpha,24S-Dihydroxyvitamin D2
Basic information
- CAS
156316-85-7- Standard SMILES
C=C1/C(=C\C=C2/CCC[C@]3(C)[C@@H]([C@H](C)/C=C/[C@@](C)(O)C(C)C)CC[C@@H]23)C[C@@H](O)C[C@@H]1O- InChIKey
ODZFJAXAEXQSKL-WRJREGAQSA-N- Molecular formula
- C28H44O3
- Average molar mass
- 428.6 g/mol
- Monoisotopic mass
- 428.32904526
Overview
LR-103 is a naturally occurring D-hormone that is produced by the kidneys from vitamin D. LR-103 is one of the D-hormones produced from Hectorol. It is developed for the treatment of secondary hyperparathyroidism in patients with chronic kidney disease (CKD). Studies have shown LR-103 has the same potency as calcitriol, but much lower toxicity.
Names & identifiers
- Preferred name
- 1alpha,24S-Dihydroxyvitamin D2
- IUPAC
- trans-(1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(E,2R,5S)-5-hydroxy-5,6-dimethylhept-3-en-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol
Names & synonyms
1alpha,24S-Dihydroxyvitamin D2LR-1031alpha,24(S)-Dihydroxyergocalciferol156316-85-72900I92Z36DTXSID801015488(1alpha,3beta,5Z,7E,22E,24S)-9,10-Secoergosta-5,7,10(19),22-tetraene-1,3,24-triolRefChem:437620DTXCID101473764UNII-2900I92Z36(5Z,7E,22E)-(1S,3R,24S)-9,10-seco-5,7,10(19),22-ergostatetraene-1,3,24-triolLMST03010062
Show more names
(24S)-1alpha,24-DihydroxyergocalciferolSCHEMBL3026089LR 103 [WHO-DD]DB06117(24S)-1alpha,24-dihydroxyvitamin D2PD0776221.ALPHA.,24S-DIHYDROXYVITAMIN D2NS00069923
Database identifiers
- CAS
156316-85-7- PubChem CID
- 9547261
- DTXSID
DTXSID801015488- UNII
- 2900I92Z36
- Nikkaji
- J669.035A
Properties
Computed structural properties
- XLogP
- 5.1
- Topological polar surface area
- 60.7 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 5
- Heavy atoms
- 31
- Formal charge
- 0
- Complexity
- 760
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
LipidsLipids -> Sterol Lipids [ST] -> Secosteroids [ST03] -> Vitamin D2 and derivatives [ST0301]
Endocrine DisruptorsPotential endocrine disrupting compound
Chemistry & industry
Pharmacology
PharmacodynamicsLR-103 is effective in normalizing serum calcium and PTH levels without causing hypercalcemia. Importantly, LR-103 also normalized bone abnormalities consequent to SHPT and active vitamin D deficiency.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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