Showing Compound Ergocalciferol (FDB012811)

Record Information

Version

1.0

Creation date

2010-04-08 22:10:22 UTC

Update date

2019-11-26 03:07:39 UTC

Primary ID

FDB012811

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Ergocalciferol

Description

Ergocalciferol, also known as vitamin D2 or viosterol, belongs to the class of organic compounds known as vitamin d and derivatives. Vitamin D and derivatives are compounds containing a secosteroid backbone, usually secoergostane or secocholestane. Thus, ergocalciferol is considered to be a secosteroid lipid molecule. Ergocalciferol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Ergocalciferol is a potentially toxic compound.

CAS Number

50-14-6

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

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Search:

Synonym	Source
(+)-Vitamin D2	HMDB
(3b,5Z,7E,22E)-9,10-Secoergosta-5,7,10(19),22-tetraen-3-ol	Generator
(3b,5Z,7e,22e)-9,10-Secoergosta-5,7,10(19),22-tetraen-3-ol	Generator
(3beta,5Z,7E,22E)-9,10-Secoergosta-5,7,10(19),22-tetraen-3-ol	ChEBI
(3beta,5Z,7e,22e)-9,10-Secoergosta-5,7,10(19),22-tetraen-3-ol	ChEBI
(3S,5Z,7E,22E)-9,10-secoergosta-5,7,10(19),22-tetraen-3-ol	biospider
(3S,5Z,7E,22E)-9,10-secoergosta-5,7,10,22-tetraen-3-ol	biospider
(3Β,5Z,7E,22E)-9,10-secoergosta-5,7,10(19),22-tetraen-3-ol	Generator
(3β,5Z,7e,22e)-9,10-secoergosta-5,7,10(19),22-tetraen-3-ol	Generator
(5E,7E,22E)-9,10-Secoergosta-5,7,10,22-tetraen-3-ol	HMDB

Showing 1 to 10 of 97 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.00043 g/L	ALOGPS
logP	7.59	ALOGPS
logP	7.05	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	18.38	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	128.89 m³·mol⁻¹	ChemAxon
Polarizability	50.72 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C28H44O

IUPAC name

(1S,3Z)-3-{2-[(1R,3aS,4E,7aR)-1-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexan-1-ol

InChI Identifier

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

InChI Key

MECHNRXZTMCUDQ-RKHKHRCZSA-N

Isomeric SMILES

CC(C)[C@@H](C)\C=C\[C@@H](C)[C@@]1([H])CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)CCC1=C

Average Molecular Weight

396.6484

Monoisotopic Molecular Weight

396.33921603

Classification

Description

Belongs to the class of organic compounds known as vitamin d and derivatives. Vitamin D and derivatives are compounds containing a secosteroid backbone, usually secoergostane or secocholestane.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Vitamin D and derivatives

Direct Parent

Vitamin D and derivatives

Alternative Parents

Substituents

Triterpenoid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

hydroxy seco-steroid (CHEBI:28934 )
seco-ergostane (CHEBI:28934 )
vitamin D (CHEBI:28934 )
Vitamin D2 and derivatives (C05441 )
Fat-soluble vitamins (C05441 )
Vitamin D2 and derivatives (LMST03010000 )

Ontology

Weight loss

Health condition:

Chronic renal failure

Nervous system disorders:

Headache

Psychiatric disorders:

Irritability

General disorders and administration site conditions:

Fatigue

Gastrointestinal disorders:

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Synthetic:

Personal care product

Biological:

Animal

Plant:

Biological location:

Process

Naturally occurring process:

Biological process:

Biochemical process:

Chemical reaction:

Lipid peroxidation

Biochemical pathway:

Lipid metabolism pathway

System process:

Reproduction

Cellular process:

Cell signaling

Role

Environmental role:

Air pollutant

Industrial application:

Household products:

Pesticide:

Rodenticide

Food and nutrition:

Nutritional supplement

Pharmaceutical industry:

Pharmaceutical

Biological role:

Molecular messenger:

Signaling molecule

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	0.05 mg/mL	TOMLIN,C (1994)
Isoelectric point	Not Available
Mass Composition	C 84.79%; H 11.18%; O 4.03%	DFC
Melting Point	Mp 114.5-117°	DFC
Optical Rotation	[a]20D +102.5 (EtOH)	DFC

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Ergocalciferol, 1 TMS, GC-MS Spectrum	splash10-003u-3911000000-dba9e396497310b31715	Spectrum
GC-MS	Ergocalciferol, non-derivatized, GC-MS Spectrum	splash10-003u-3911000000-dba9e396497310b31715	Spectrum
Predicted GC-MS	Ergocalciferol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0f89-3019000000-8a847f6179b3a364ad05	Spectrum
Predicted GC-MS	Ergocalciferol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0udl-4103900000-4c6f376ae6706d7e8556	Spectrum
Predicted GC-MS	Ergocalciferol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Ergocalciferol, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0002-0129000000-77bd32807ec8ea97183b	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0601-5902000000-ae4a4363ac10f9f0feb7	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-05mo-9800000000-1ea9f4fa17117a9e6515	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive	splash10-01ot-9801000000-17d2120d47f9c718ea95	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-01ot-9801000000-c10341d61ee2d6369219	2017-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004j-1129000000-41a3f60b47798eb6bd6c	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05ai-4694000000-95577608302dfef840b4	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gx9-9464000000-f7bcbdb6e805513cd661	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0009000000-819b52cfd84baf07f550	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0009000000-5ed8b1f535a88d73555c	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-3249000000-bf201c27d3bc67289adb	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-006t-0398000000-dfcffd595ce9725ef52c	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0uk9-4192000000-c93d9259f7db1789c50a	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-015c-9340000000-aa858d8ca84ec1673a55	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0009000000-2f6aa9af0bd8878fb6c6	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-002b-0109000000-7977d6caa249a0925fb3	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-1759000000-2c5dd594802c53ac80a1	2021-09-23	View Spectrum

NMR

Type	Description		View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, experimental)		Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)		Spectrum