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Updating {{chembox}} (no changed fields - added verified revid - updated 'UNII_Ref', 'ChemSpiderID_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'ChEMBL_Ref', 'KEGG_Ref') per Chem/Drugbox validation (
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{{chembox
{{Chembox
| Verifiedfields = changed
| verifiedrevid = 406619012
| Watchedfields = changed
| verifiedrevid = 415344475
| Name = Neohesperidose
| Name = Neohesperidose
| ImageFile = Neohesperidose.svg
| ImageFile = Neohesperidose.svg
| ImageFile2 = Neohesperidose 3D BS.png
| ImageSize = 200px
| IUPACName = α-<small>L</small>-Rhamnopyranosyl-(1→2)-<small>D</small>-glucose
| IUPACName = (2''S'',3''R'',4''R'',5''R'',6''S'')-2-methyl-6-[(2''R'',3''R'',4''S'',5''S'',6''R'')-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol
| SystematicName = (2''R'',3''S'',4''R'',5''R'')-3,4,5,6-Tetrahydroxy-2-<nowiki/>{[(2''S'',3''R'',4''R'',5''R'',6''S'')-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}hexanal
| OtherNames = 2-O-alpha-L-Rhamnopyranosyl-D-glucopyranose<br>2-O-alpha-L-Rhamnosyl-D-glucose<br>2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranose
| OtherNames = 2-O-alpha-L-Rhamnopyranosyl-D-glucopyranose<br>2-O-alpha-L-Rhamnosyl-D-glucose<br>2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranose
| Section1 = {{Chembox Identifiers
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|??}}
| CASNo = 17074-02-1
| PubChem = 441426
| CASNo = 17074-02-1
| EINECS =
| PubChem = 441426
| EINECS =
| SMILES = CC1C(C(C(C(O1)OC2C(C(C(OC2O)CO)O)O)O)O)O
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
}}
| ChemSpiderID = 390159
| Section2 = {{Chembox Properties
| ChEBI_Ref = {{ebicite|changed|EBI}}
| Formula= C<sub>12</sub>H<sub>22</sub>O<sub>10</sub>
| ChEBI = 73992
| MolarMass = 326.29 g/mol
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ExactMass = 326.121297
| Appearance =
| ChEMBL = 1651520
| KEGG_Ref = {{keggcite|changed|kegg}}
| Density =
| MeltingPt =
| KEGG = C08244
| SMILES = O([C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O)[C@@H]2O[C@H]([C@H](O)[C@@H](O)[C@H]2O)C
| BoilingPt =
| InChI = 1/C12H22O10/c1-3-5(14)7(16)9(18)12(20-3)22-10-8(17)6(15)4(2-13)21-11(10)19/h3-19H,2H2,1H3/t3-,4+,5-,6+,7+,8-,9+,10+,11+,12-/m0/s1
| Solubility =
| InChIKey = VSRVRBXGIRFARR-OUEGHFHCBJ
}}
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| Section3 = {{Chembox Hazards
| StdInChI = 1S/C12H22O10/c1-3-5(14)7(16)9(18)12(20-3)22-10-8(17)6(15)4(2-13)21-11(10)19/h3-19H,2H2,1H3/t3-,4+,5-,6+,7+,8-,9+,10+,11+,12-/m0/s1
| MainHazards =
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| FlashPt =
| StdInChIKey = VSRVRBXGIRFARR-OUEGHFHCSA-N
| Autoignition =
}}
}}
|Section2={{Chembox Properties
| Formula = C<sub>12</sub>H<sub>22</sub>O<sub>10</sub>
| MolarMass = 326.29 g/mol
| Appearance =
| Density = 1.662 g/mL
| MeltingPt =
| BoilingPt =
| Solubility =
}}
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt =
}}
| Section8 = {{Chembox Related
| OtherCompounds = [[Rhamnose]]<br />[[Glucose]]
}}
}}
}}


'''Neohesperidose''' is the [[disaccharide]] which is present in some [[flavonoid]] [[glycoside]]s. It can be found in species of ''[[Citrus]]''<ref>[http://www.sciencedirect.com/science?_ob=ArticleURL&_udi=B6THR-42H7VSF-19&_user=10&_coverDate=12%2F31%2F1963&_alid=989895831&_rdoc=1&_fmt=high&_orig=search&_cdi=5289&_docanchor=&view=c&_ct=101&_acct=C000050221&_version=1&_urlVersion=0&_userid=10&md5=2794de2ffb41d4ec5cf097241634a663 Flavonoids of citrus—VI *1: The structure of neohesperidose, R. M. Horowitz and Bruno Gentili, 1962]</ref>, in species of ''[[Podocarpus]]''<ref>[http://www.sciencedirect.com/science?_ob=ArticleURL&_udi=B6TH7-42K6DBR-HS&_user=10&_coverDate=12%2F31%2F1989&_alid=989895831&_rdoc=5&_fmt=high&_orig=search&_cdi=5275&_docanchor=&view=c&_ct=101&_acct=C000050221&_version=1&_urlVersion=0&_userid=10&md5=f7b7b4fcb07506909f3d5629e35eef5b Delphinidin-3-neohesperidoside and cyanidin-3- neohesperidoside from receptacles of Podocarpus species, Oyvind M. Andersen, 1988]</ref>
'''Neohesperidose''' is the [[disaccharide]] which is present in some [[flavonoid]]s. It can be found in species of ''[[Typha]]''.<ref>{{cite journal | url=https://www.sciencedirect.com/science/article/abs/pii/S0040402001992117 | doi=10.1016/S0040-4020(01)99211-7 | title=Flavonoids of citrus—VI: The structure of neohesperidose | journal=Tetrahedron | date=January 1963 | volume=19 | issue=5 | pages=773–782 | last1=Horowitz | first1=R. M. | last2=Gentili | first2=Bruno }}</ref><ref name="Andersen">{{Cite journal |doi=10.1016/0031-9422(89)80039-1 |title=Delphinidin-3-neohesperidoside and cyanidin-3- neohesperidoside from receptacles of Podocarpus species |date=1989 |last1=Andersen |first1=Oyvind M. |journal=Phytochemistry |volume=28 |issue=2 |pages=495–497 |bibcode=1989PChem..28..495A }}</ref>


==Neohesperidosides==
== Neohesperidosides ==
* [[Cyanidin]]-3-neohesperidoside
* [[Delphinidin]]-3-neohesperidoside
* [[Rhoifolin]] or [[apigenin]] 7-O-neohesperidoside
* [[myricetin-3-O-neohesperidoside]] found in ''[[Physalis angulata]]''<ref>A novel cytotoxic flavonoid glycoside from Physalis angulata. N. Ismail and M. Alam, Fitoterapia, Volume 72, Issue 6, August 2001, Pages 676-679, {{doi|10.1016/S0367-326X(01)00281-7}}</ref>


* [[Cyanidin]]-3-neohesperidoside<ref name=Andersen/>
==References==
* [[Delphinidin]]-3-neohesperidoside<ref name=Andersen/>
* [http://www.sciencedirect.com/science?_ob=ArticleURL&_udi=B6THR-436X607-4&_user=10&_coverDate=12%2F31%2F1968&_alid=989895831&_rdoc=2&_fmt=high&_orig=search&_cdi=5289&_docanchor=&view=c&_ct=101&_acct=C000050221&_version=1&_urlVersion=0&_userid=10&md5=4c2b6cd1646e71ebf0b420f1abe696a6 Synthesis of neohesperidose, B. H. Koeppen, 1968]
* [[Rhoifolin]] or [[apigenin]] 7-''O''-neohesperidoside
* [[Myricetin-3-O-neohesperidoside|Myricetin-3-''O''-neohesperidoside]] found in ''[[Physalis angulata]]''<ref>{{Cite journal |doi=10.1016/S0367-326X(01)00281-7 |title=A novel cytotoxic flavonoid glycoside from Physalis angulata |date=2001 |last1=Ismail |first1=N. |last2=Alam |first2=M. |journal=Fitoterapia |volume=72 |issue=6 |pages=676–679 }}</ref>
* [[Neohesperidin]] ([[hesperetin]] 7-''O''-neohesperidoside)
* [[Neoeriocitrin]] ([[eriodictyol]] 7-''O''-neohesperidoside)

== See also ==
* [[Pyranose]]

== References ==
* [http://www.sciencedirect.com/science?_ob=ArticleURL&_udi=B6THR-436X607-4&_user=10&_coverDate=12%2F31%2F1968&_alid=989895831&_rdoc=2&_fmt=high&_orig=search&_cdi=5289&_docanchor=&view=c&_ct=101&_acct=C000050221&_version=1&_urlVersion=0&_userid=10&md5=4c2b6cd1646e71ebf0b420f1abe696a6 Synthesis of neohesperidose, B. H. Koeppen, 1968]{{dead link|date=March 2019|bot=medic}}{{cbignore|bot=medic}}
{{Reflist}}
{{Reflist}}


==External links==
== External links ==
* [http://www.rdchemicals.com/chemicals.php?mode=details&mol_id=8100 Neohesperidose on rdchemicals.com]
* [http://www.rdchemicals.com/chemicals.php?mode=details&mol_id=8100 Neohesperidose on rdchemicals.com]


[[Category:Disaccharides]]
[[Category:Disaccharides]]
[[Category:Deoxy sugars]]


{{organic-compound-stub}}
{{organic-compound-stub}}

[[fr:Néohespéridose]]