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Details

Stereochemistry ABSOLUTE
Molecular Formula C27H44O
Molecular Weight 384.6377
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of Cholecalciferol

SMILES

[H][C@@]1(CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C3\C[C@@H](O)CCC3=C)[C@H](C)CCCC(C)C

InChI

InChIKey=QYSXJUFSXHHAJI-YRZJJWOYSA-N
InChI=1S/C27H44O/c1-19(2)8-6-9-21(4)25-15-16-26-22(10-7-17-27(25,26)5)12-13-23-18-24(28)14-11-20(23)3/h12-13,19,21,24-26,28H,3,6-11,14-18H2,1-2,4-5H3/b22-12+,23-13-/t21-,24+,25-,26+,27-/m1/s1

HIDE SMILES / InChI
Molecular Formula C27H44O
Molecular Weight 384.6377
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 2
Optical Activity UNSPECIFIED

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:56:34 UTC 2023
Edited
by admin
on Sat Dec 16 17:56:34 UTC 2023
Record UNII
1C6V77QF41
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
Cholecalciferol
EP   HSDB   INCI   ISO   ORANGE BOOK   USP   VANDF  
INCI  
Official Name English
FOSAMAX PLUS D COMPONENT CHOLECALCIFEROL
Common Name English
9,10-SECOCHOLESTA-5,7,10(19)-TRIEN-3-OL, (3.BETA.,5Z,7E)-
Common Name English
COLECALCIFEROL [MART.]
Common Name English
CHOLECALCIFEROL COMPONENT OF FOSAMAX PLUS D
Common Name English
VITAMIN D (CHOLECALCIFEROL)
Common Name English
VITAMIN D ASSAY SYSTEM SUITABILITY
USP-RS  
Common Name English
Cyclohexanol, 3-[(2E)-2-[(1R,3aS,7aR)-1-[(1R)-1,5-dimethylhexyl]octahydro-7a-methyl-4H-inden-4-ylidene]ethylidene]-4-methylene-, (1S,3Z)-
Systematic Name English
COLECALCIFEROL [EMA EPAR]
Common Name English
EBIVIT
Brand Name English
colecalciferol [INN]
Common Name English
DELTA-D
Brand Name English
CHOLECALCIFEROL [ORANGE BOOK]
Common Name English
CHOLECALCIFEROL [VANDF]
Common Name English
7-DEHYDROCHOLESTEROL, ACTIVATED
Common Name English
VIGANTOL
Brand Name English
CHOLECALCIFEROL [EP MONOGRAPH]
Common Name English
VITAMIN D ASSAY SYSTEM SUITABILITY [USP-RS]
Common Name English
NSC-375571
Code English
VITAMIN D3 (AS CHOLECALCIFEROL)
Common Name English
DELSTEROL
Brand Name English
CHOLECALCIFEROL [JAN]
Common Name English
(1S,3Z)-3-[(2E)-2-[(1R,3aS,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexan-1-ol
Systematic Name English
COLECALCIFEROL [WHO-IP]
Common Name English
VITAMIN D3 [MI]
Common Name English
CHOLECALCIFEROL [INCI]
Common Name English
CHOLECALCIFEROL [USP-RS]
Common Name English
RICKETON
Common Name English
VITAMIN D3
FCC   MI  
Common Name English
DEPARAL
Brand Name English
DP-R206 COMPONENT VITAMIN D3
Common Name English
(3.BETA.,5Z,7E)-9,10-SECOCHOLESTA-5,7,10(19)-TRIEN-3-OL
Common Name English
VITAMIN D3 [FCC]
Common Name English
VIGANTOLETTEN
Common Name English
CHOLECALCIFEROL [USP MONOGRAPH]
Common Name English
COLECALCIFEROL
EMA EPAR   INN   MART.   WHO-DD   WHO-IP  
INN  
Official Name English
Colecalciferol [WHO-DD]
Common Name English
AK R215 COMPONENT COLECALCIFEROL
Code English
AK-R215 COMPONENT COLECALCIFEROL
Code English
PROVITINA
Brand Name English
CHOLECALCIFEROL [ISO]
Common Name English
COLECALCIFEROLUM [WHO-IP LATIN]
Common Name English
VITAMIN D-3
Common Name English
CHOLECALCIFEROL [HSDB]
Common Name English
Classification Tree Code System Code
WHO-ATC M05BB03
Created by admin on Sat Dec 16 17:56:36 UTC 2023 , Edited by admin on Sat Dec 16 17:56:36 UTC 2023
NCI_THESAURUS C941
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
WHO-ATC M05BB05
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
EMA ASSESSMENT REPORTS ADROVANCE (AUTHORIZED: OSTEOPOROSIS, POSTMENOPAUSAL)
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
EMA ASSESSMENT REPORTS FOSAVANCE (AUTHORIZED: OSTEOPOROSIS, POSTMENOPAUSAL)
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
LOINC 33958-0
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
DSLD 207 (Number of products:385)
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
WHO-ATC M05BB08
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
WHO-VATC QM05BB03
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
WHO-VATC QM05BX53
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
CFR 21 CFR 172.380
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
WHO-ATC M05BX53
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
LOINC 87671-4
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
EMA ASSESSMENT REPORTS VANTAVO (AUTHORIZED: OSTEOPOROSIS, POSTMENOPAUSAL)
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
LOINC 1990-1
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
FDA ORPHAN DRUG 348111
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 27
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
FDA ORPHAN DRUG 342911
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
WHO-VATC QM05BB05
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
NDF-RT N0000006277
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
WHO-ATC A11CC05
Created by admin on Sat Dec 16 17:56:36 UTC 2023 , Edited by admin on Sat Dec 16 17:56:36 UTC 2023
WHO-ATC A11CC55
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
EPA PESTICIDE CODE 202901
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
DSLD 2297 (Number of products:7402)
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
NDF-RT N0000175952
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
WHO-ATC M05BB04
Created by admin on Sat Dec 16 17:56:36 UTC 2023 , Edited by admin on Sat Dec 16 17:56:36 UTC 2023
WHO-VATC QM05BB04
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
WHO-VATC QA11CC05
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
LIVERTOX NBK548094
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
WHO-ATC M05BB07
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
Code System Code Type Description
DRUG BANK
DB00169
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
PRIMARY
ChEMBL
CHEMBL1042
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
PRIMARY
RXCUI
1244014
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
ALTERNATIVE
DRUG CENTRAL
2840
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
PRIMARY
FDA UNII
1C6V77QF41
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
CHOLECALCIFEROL
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
PRIMARY Description: Colourless crystals or a white, crystalline powder; odourless.Solubility: Practically insoluble in water; soluble in ethanol (~750 g/l) TS, ether R.Category: Vitamin, antirachitic.Storage: Colecalciferol should be kept in a hermetically closed container, in an inert atmosphere, protected from light and storedat a temperature between 2? and 8?C.Additional information: Even in the absence of light, Colecalciferol is gradually degraded on exposure to a humid atmosphere, thedecomposition being faster at higher temperatures.
NCI_THESAURUS
C48194
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
PRIMARY
ECHA (EC/EINECS)
200-673-2
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
PRIMARY
PUBCHEM
5280795
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
PRIMARY
HSDB
820
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
PRIMARY
INN
1497
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
PRIMARY
MESH
D002762
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
PRIMARY
WIKIPEDIA
CHOLECALCIFEROL
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
PRIMARY
RS_ITEM_NUM
1131009
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
PRIMARY
CHEBI
28940
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
PRIMARY
ALANWOOD
cholecalciferol
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
PRIMARY
SMS_ID
100000092724
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
PRIMARY
MERCK INDEX
m11486
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
PRIMARY Merck Index
EPA CompTox
DTXSID6026294
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
PRIMARY
IUPHAR
2747
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
PRIMARY
CAS
67-97-0
Created by admin on Sat Dec 16 17:56:36 UTC 2023 , Edited by admin on Sat Dec 16 17:56:36 UTC 2023
PRIMARY
EVMPD
SUB06794MIG
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
PRIMARY
RXCUI
2418
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
PRIMARY
DAILYMED
1C6V77QF41
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
PRIMARY
NSC
375571
Created by admin on Sat Dec 16 17:56:37 UTC 2023 , Edited by admin on Sat Dec 16 17:56:37 UTC 2023
PRIMARY
Related Record Type Details
Structure of MAXACALCITOL
DERIVATIVE -> PARENT
Structure of Epicholecalciferol
EPIMER -> DIASTEREOISOMER
HYDROXYL GROUP IN R CONFIGURATION COMPARED TO CHOLECALCIFEROL
CYTOCHROME P450 27A1
METABOLIC ENZYME -> SUBSTRATE
CYTOCHROME P450 27A1
METABOLIC ENZYME -> SUBSTRATE
Structure of SEOCALCITOL
DERIVATIVE -> PARENT
Structure of BECOCALCIDIOL
DERIVATIVE -> PARENT
Structure of PEFCALCITOL
DERIVATIVE -> PARENT
Related Record Type Details
Structure of CALCIFEDIOL ANHYDROUS
METABOLITE ACTIVE -> PARENT
Structure of CALCIFEDIOL ANHYDROUS
METABOLITE ACTIVE -> PARENT
Structure of 25-HYDROXYVITAMIN D3 3.BETA.-SULFATE
METABOLITE -> PARENT
MAJOR
PLASMA
Structure of 25OHD3-3-O-GLUCURONIDE
METABOLITE -> PARENT
MAJOR
PLASMA
Structure of CALCITRIOL
METABOLITE ACTIVE -> PRODRUG
The conversion of calcidiol to calcitriol is catalyzed by the enzyme 25-hydroxyvitamin D3 1-alpha-hydroxylase (CYP27B1).
Structure of 24,25-DIHYDROXYCHOLECALCIFEROL
METABOLITE -> PARENT
Structure of 1,24,25-TRIHYDROXY-CHOLECALCIFEROL
METABOLITE -> PARENT
URINE
Structure of (6R)-2-METHYL-6-((1R,3AS,4E,7AR)-OCTAHYDRO-4-((2Z)-2-((5S)-5-HYDROXY-2-METHYLENECYCLOHEXYLIDENE)ETHYLIDENE)-7A-METHYL-1H-INDEN-1-YL)-2,4-HEPTANEDIOL
METABOLITE -> PARENT
Structure of (1S,3E)-3-((2E)-2-((1R,3AS,7AR)-1-((1R)-5-HYDROXY-1,5-DIMETHYL-HEXYL)-7A-METHYL-2,3,3A,5,6,7-HEXAHYDRO-1H-INDEN-4-YLIDENE)ETHYLIDENE)-4-METHYLENE-CYCLOHEXANE-1,2-DIOL
METABOLITE -> PARENT
Related Record Type Details
Structure of Cholecalciferol, (5E)-
IMPURITY -> PARENT
Structure of Pyrocholecalciferol
IMPURITY -> PARENT
EPIMER OF 7-DEHYDROCHOLESTEROL [EP IMPURITYB]
Structure of ISOTACHYSTEROL 3
IMPURITY -> PARENT
Structure of 7-DEHYDROCHOLESTEROL
IMPURITY -> PARENT
Related Record Type Details
Structure of Cholecalciferol
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