CHEBI:91006 - 2α-(3-hydroxypropyl)-1α,25-dihydroxy-19-norvitamin D3

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ChEBI Name 2α-(3-hydroxypropyl)-1α,25-dihydroxy-19-norvitamin D3
ChEBI ID CHEBI:91006
ChEBI ASCII Name 2alpha-(3-hydroxypropyl)-1alpha,25-dihydroxy-19-norvitamin D3
Definition A vitamin D that is 19-norcalcitriol carrying an additional 3-hydroxypropyl substituent at position 2. A synthetic analogue of vitamin D, it exhibits anticancer properties.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C29H50O4
Net Charge 0
Average Mass 462.706
Monoisotopic Mass 462.37091
InChI InChI=1S/C29H50O4/c1-20(8-5-15-28(2,3)33)24-13-14-25-22(9-6-16-29(24,25)4)12-11-21-18-26(31)23(10-7-17-30)27(32)19-21/h11-12,20,23-27,30-33H,5-10,13-19H2,1-4H3/b21-11-,22-12+/t20-,23-,24-,25+,26-,27-,29-/m1/s1
InChIKey OETBDAZRINTQAP-GVGIUTEISA-N
SMILES C1[C@]2([C@](/C(=C/C=C/3\C[C@H]([C@@H]([C@@H](C3)O)CCCO)O)/CC1)(CC[C@@]2([C@H](C)CCCC(C)(C)O)[H])[H])C
Metabolite of Species Details
Homo sapiens (NCBI:txid9606) See: MetaboLights Study
Homo sapiens (NCBI:txid9606) See: PubMed
Roles Classification
Biological Role(s): fat-soluble vitamin (role)
Any vitamin that dissolves in fats and are stored in body tissues. Unlike the water-soluble vitamins, they are stored in the body for long periods of time and generally pose a greater risk for toxicity when consumed in excess.
(via vitamin D )
Application(s): angiogenesis modulating agent
An agent that modulates the physiologic angiogenesis process. This is accomplished by endogenous angiogenic proteins and a variety of other chemicals and pharmaceutical agents.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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ChEBI Ontology
Outgoing 2α-(3-hydroxypropyl)-1α,25-dihydroxy-19-norvitamin D3 (CHEBI:91006) has role angiogenesis modulating agent (CHEBI:50926)
2α-(3-hydroxypropyl)-1α,25-dihydroxy-19-norvitamin D3 (CHEBI:91006) has role antineoplastic agent (CHEBI:35610)
2α-(3-hydroxypropyl)-1α,25-dihydroxy-19-norvitamin D3 (CHEBI:91006) is a olefinic compound (CHEBI:78840)
2α-(3-hydroxypropyl)-1α,25-dihydroxy-19-norvitamin D3 (CHEBI:91006) is a seco-cholestane (CHEBI:36818)
2α-(3-hydroxypropyl)-1α,25-dihydroxy-19-norvitamin D3 (CHEBI:91006) is a tetrol (CHEBI:33573)
2α-(3-hydroxypropyl)-1α,25-dihydroxy-19-norvitamin D3 (CHEBI:91006) is a vitamin D (CHEBI:27300)
IUPAC Name
(1R,2S,3R,5Z,7E,17β)-17-[(2R)-6-hydroxy-6-methylheptan-2-yl]-2-(3-hydroxypropyl)-9,10-secoestra-5,7-diene-1,3-diol
Synonyms Sources
(5Z,7E)-(1R,2S,3R)-3-(hydroxypropyl)-19-nor-9,10-seco-5,7-cholestadien-1,3,25-triol ChEBI
MART-10 ChEBI
Manual Xref Database
LMST03020627 LIPID MAPS
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Registry Number Type Source
9533244 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
21888924 PubMed citation Europe PMC
22982757 PubMed citation Europe PMC
23157238 PubMed citation Europe PMC
23304196 PubMed citation Europe PMC
23549173 PubMed citation Europe PMC
24044969 PubMed citation Europe PMC
24125734 PubMed citation Europe PMC
25149065 PubMed citation Europe PMC
25918960 PubMed citation Europe PMC
26282787 PubMed citation Europe PMC
26385607 PubMed citation Europe PMC
Last Modified
18 May 2022