Lexacalcitol

HCID 5288670
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Substructure searchFind similar structures

Basic information

CAS
131875-08-6
Standard SMILES
C=C1/C(=C\C=C2/CCC[C@]3(C)[C@@H]([C@@H](C)OCCCC(O)(CC)CC)CC[C@@H]23)C[C@@H](O)C[C@@H]1O
InChIKey
KLZOTDOJMRMLDX-YBBVPDDNSA-N
Molecular formula
C29H48O4
Average molar mass
460.7 g/mol
Monoisotopic mass
460.35526002

Overview

Lexacalcitol is a solid. This compound belongs to the vitamin D and derivatives class of chemicals. These are compounds containing a secosteroid backbone, usually secoergostane or secocholestane. It is known to target the vitamin D3 receptor.

Names & identifiers

Preferred name
Lexacalcitol
IUPAC
trans-(1R,3S,5Z)-5-[(2E)-2-[(1S,3aS,7aS)-1-[(1R)-1-(4-ethyl-4-hydroxyhexoxy)ethyl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol
English name
Lexacalcitol
Molecular formula
C29H48O4
Molecular weight
460.69

Names & synonyms

Lexacalcitol131875-08-6Lexacalcitol [INN](1R,3S,5Z)-5-[(2E)-2-[(1S,3aS,7aS)-1-[(1R)-1-(4-ethyl-4-hydroxyhexoxy)ethyl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diolDTXSID108698079G3DCA3958(5Z,7E,20R)-20-((4-Ethyl-4-hydroxyhexyl)oxy)-9,10-secopregna-5,7,10(19)-triene-1alpha,3beta-diol1alpha,25-(OH),-20-epi-22-oxa-24,26,27-trishomovitamin D(5Z,7E,20R)-20-((4-ETHYL-4-HYDROXYHEXYL)OXY)-9,10-SECOPREGNA-5,7,10(19)-TRIENE-1.ALPHA.,3.BETA.-DIOLlexacalcitolum(1R,3S,5Z)-5-((2E)-2-((1S,3aS,7aS)-1-((1R)-1-(4-ethyl-4-hydroxyhexoxy)ethyl)-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene)ethylidene)-4-methylidenecyclohexane-1,3-diolRefChem:799049
Show more names
KH 106KH 1060Lenosacalcitol(1S*,3R*,5Z),7aalpha))-(5Z,7E,20R)-20-((4-Ethyl-4-hydroxyhexyl)oxy)-9,10-secopregna-5,7,10(19)-triene-1alpha,3beta-diol1,3-Cyclohexanediol, 5-[(2E)-2-[(1S,3aS,7aS)-1-[(1R)-1-[(4-ethyl-4-hydroxyhexyl)oxy]ethyl]octahydro-7a-methyl-4H-inden-4-ylidene]ethylidene]-4-methylene-, (1R,3S,5Z)-
DTXCID401511191KH1060KH-1060LexacalcideferolKH-106KH1065-(2-{1-[1-(4-ETHYL-4-HYDROXY-HEXYLOXY)-ETHYL]-7A-METHYL-OCTAHYDRO-INDEN-4-YLIDENE}-ETHYLIDENE)-4-METHYLENE-CYCLOHEXANE-1,3-DIOL(5Z,7E)-(1S,3R,20R)-26,27-dimethyl-24a-homo-22-oxa-9,10-seco-5,7,10(19)-cholestatriene-1,3,25-triol

Database identifiers

CAS
131875-08-6
PubChem CID
5288670
DTXSID
DTXSID10869807
ChEMBL
CHEMBL432600
UNII
9G3DCA3958
Nikkaji
J596.935B

Properties

Computed structural properties

XLogP
4.9
Topological polar surface area
69.9 Ų
Hydrogen bond donors
3
Hydrogen bond acceptors
4
Rotatable bonds
9
Heavy atoms
33

Experimental & physicochemical properties

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

Physicochemical properties

Boiling point
600.3 · 600.3±55.0 °C(Predicted)
Density
1.07 · 1.07±0.1 g/cm3(Predicted)
storage temp.
-20 °C, · -20°C, protect from light, stored under nitrogen,unstable in solution, ready to use.
solubility
DMSO
form
Powder
pka
14.43 · 14.43±0.40(Predicted)

Chemistry & industry

Applications

UsesLexacalcitol is a 20-epi vitamin D3 analog with potent antitumor, calcemic, and immunosuppressive activity.

Suppliers39 total

阿诺西（上海）生物技术有限公司400-1107768 15058188853 · [email protected]
上海策嵘生物科技有限公司[email protected]
Henan Rane Chemical Co., Ltd.+86-18738066252 · [email protected]
武汉灵灵九生物科技有限公司15623309010
湖南瑞威尔生物科技有限公司15608648206 13297919155 · [email protected]

Related reactions

2 records
New reaction record

Compound notes

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