CAS 9005-80-5|Inulin|inulin|(2R,3R,4S,5S,6R)-2-{[(2S,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-...

General Information

Structure

Molecular Formula

C₂₂₈H₃₈₂O₁₉₁

Molecular Mass

6179.35808

Exact Mass

6176.01785464

Charge

InChI

InChI=1S/C228H382O191/c229-1-76-114(268)152(306)153(307)191(381-76)419-228(190(344)151(305)113(38-266)418-228)75-380-227(189(343)150(304)112(37-265)417-227)74-379-226(188(342)149(303)111(36-264)416-226)73-378-225(187(341)148(302)110(35-263)415-225)72-377-224(186(340)147(301)109(34-262)414-224)71-376-223(185(339)146(300)108(33-261)413-223)70-375-222(184(338)145(299)107(32-260)412-222)69-374-221(183(337)144(298)106(31-259)411-221)68-373-220(182(336)143(297)105(30-258)410-220)67-372-219(181(335)142(296)104(29-257)409-219)66-371-218(180(334)141(295)103(28-256)408-218)65-370-217(179(333)140(294)102(27-255)407-217)64-369-216(178(332)139(293)101(26-254)406-216)63-368-215(177(331)138(292)100(25-253)405-215)62-367-214(176(330)137(291)99(24-252)404-214)61-366-213(175(329)136(290)98(23-251)403-213)60-365-212(174(328)135(289)97(22-250)402-212)59-364-211(173(327)134(288)96(21-249)401-211)58-363-210(172(326)133(287)95(20-248)400-210)57-362-209(171(325)132(286)94(19-247)399-209)56-361-208(170(324)131(285)93(18-246)398-208)55-360-207(169(323)130(284)92(17-245)397-207)54-359-206(168(322)129(283)91(16-244)396-206)53-358-205(167(321)128(282)90(15-243)395-205)52-357-204(166(320)127(281)89(14-242)394-204)51-356-203(165(319)126(280)88(13-241)393-203)50-355-202(164(318)125(279)87(12-240)392-202)49-354-201(163(317)124(278)86(11-239)391-201)48-353-200(162(316)123(277)85(10-238)390-200)47-352-199(161(315)122(276)84(9-237)389-199)46-351-198(160(314)121(275)83(8-236)388-198)45-350-197(159(313)120(274)82(7-235)387-197)44-349-196(158(312)119(273)81(6-234)386-196)43-348-195(157(311)118(272)80(5-233)385-195)42-347-194(156(310)117(271)79(4-232)384-194)41-346-193(155(309)116(270)78(3-231)383-193)40-345-192(39-267)154(308)115(269)77(2-230)382-192/h76-191,229-344H,1-75H2/t76-,77-,78-,79-,80-,81-,82-,83-,84-,85-,86-,87-,88-,89-,90-,91-,92-,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,111-,112-,113-,114-,115-,116-,117-,118-,119-,120-,121-,122-,123-,124-,125-,126-,127-,128-,129-,130-,131-,132-,133-,134-,135-,136-,137-,138-,139-,140-,141-,142-,143-,144-,145-,146-,147-,148-,149-,150-,151-,152+,153-,154+,155+,156+,157+,158+,159+,160+,161+,162+,163+,164+,165+,166+,167+,168+,169+,170+,171+,172+,173+,174+,175+,176+,177+,178+,179+,180+,181+,182+,183+,184+,185+,186+,187+,188+,189+,190+,191-,192-,193-,194-,195-,196-,197-,198-,199-,200-,201-,202-,203-,204-,205-,206-,207-,208-,209-,210-,211-,212-,213-,214-,215-,216-,217-,218-,219-,220-,221-,222-,223-,224-,225-,226-,227-,228+/m1/s1

InChIKey

JYJIGFIDKWBXDU-MNNPPOADSA-N

Canonic Smiles

OC[C@H]1O[C@]([C@H]([C@@H]1O)O)(OC[C@@]1(OC[C@@]2(OC[C@@]3(OC[C@@]4(OC[C@@]5(OC[C@@]6(OC[C@@]7(OC[C@@]8(OC[C@@]9(OC[C@@]%10(OC[C@@]%11(OC[C@@]%12(OC[C@@]%13(OC[C@@]%14(OC[C@@]%15(OC[C@@]%16(OC[C@@]%17(OC[C@@]%18(O[C@H]%19O[C@H](CO)[C@H]([C@@H]([C@H]%19O)O)O)O[C@@H]([C@H]([C@@H]%18O)O)CO)O[C@@H]([C@H]([C@@H]%17O)O)CO)O[C@@H]([C@H]([C@@H]%16O)O)CO)O[C@@H]([C@H]([C@@H]%15O)O)CO)O[C@@H]([C@H]([C@@H]%14O)O)CO)O[C@@H]([C@H]([C@@H]%13O)O)CO)O[C@@H]([C@H]([C@@H]%12O)O)CO)O[C@@H]([C@H]([C@@H]%11O)O)CO)O[C@@H]([C@H]([C@@H]%10O)O)CO)O[C@@H]([C@H]([C@@H]9O)O)CO)O[C@@H]([C@H]([C@@H]8O)O)CO)O[C@@H]([C@H]([C@@H]7O)O)CO)O[C@@H]([C@H]([C@@H]6O)O)CO)O[C@@H]([C@H]([C@@H]5O)O)CO)O[C@@H]([C@H]([C@@H]4O)O)CO)O[C@@H]([C@H]([C@@H]3O)O)CO)O[C@@H]([C@H]([C@@H]2O)O)CO)O[C@@H]([C@H]([C@@H]1O)O)CO)CO[C@]1(CO[C@]2(CO[C@]3(CO[C@]4(CO[C@]5(CO[C@]6(CO[C@]7(CO[C@]8(CO[C@]9(CO[C@]%10(CO[C@]%11(CO[C@]%12(CO[C@]%13(CO[C@]%14(CO[C@]%15(CO[C@]%16(CO[C@]%17(CO[C@]%18(CO)O[C@@H]([C@H]([C@@H]%18O)O)CO)O[C@@H]([C@H]([C@@H]%17O)O)CO)O[C@@H]([C@H]([C@@H]%16O)O)CO)O[C@@H]([C@H]([C@@H]%15O)O)CO)O[C@@H]([C@H]([C@@H]%14O)O)CO)O[C@@H]([C@H]([C@@H]%13O)O)CO)O[C@@H]([C@H]([C@@H]%12O)O)CO)O[C@@H]([C@H]([C@@H]%11O)O)CO)O[C@@H]([C@H]([C@@H]%10O)O)CO)O[C@@H]([C@H]([C@@H]9O)O)CO)O[C@@H]([C@H]([C@@H]8O)O)CO)O[C@@H]([C@H]([C@@H]7O)O)CO)O[C@@H]([C@H]([C@@H]6O)O)CO)O[C@@H]([C@H]([C@@H]5O)O)CO)O[C@@H]([C@H]([C@@H]4O)O)CO)O[C@@H]([C@H]([C@@H]3O)O)CO)O[C@@H]([C@H]([C@@H]2O)O)CO)O[C@@H]([C@H]([C@@H]1O)O)CO

Isomeric Smiles

O([C@@]1(O[C@@H]([C@@H](O)[C@@H]1O)CO)CO[C@@]1(O[C@@H]([C@@H](O)[C@@H]1O)CO)CO[C@@]1(O[C@@H]([C@@H](O)[C@@H]1O)CO)CO[C@@]1(O[C@@H]([C@@H](O)[C@@H]1O)CO)CO[C@@]1(O[C@@H]([C@@H](O)[C@@H]1O)CO)CO[C@@]1(O[C@@H]([C@@H](O)[C@@H]1O)CO)CO[C@@]1(O[C@@H]([C@@H](O)[C@@H]1O)CO)CO[C@@]1(O[C@@H]([C@@H](O)[C@@H]1O)CO)CO[C@@]1(O[C@@H]([C@@H](O)[C@@H]1O)CO)CO[C@@]1(O[C@@H]([C@@H](O)[C@@H]1O)CO)CO[C@@]1(O[C@@H]([C@@H](O)[C@@H]1O)CO)CO[C@@]1(O[C@@H]([C@@H](O)[C@@H]1O)CO)CO[C@@]1(O[C@@H]([C@@H](O)[C@@H]1O)CO)CO[C@@]1(O[C@@H]([C@@H](O)[C@@H]1O)CO)CO[C@@]1(O[C@@H]([C@@H](O)[C@@H]1O)CO)CO[C@@]1(O[C@@H]([C@@H](O)[C@@H]1O)CO)CO[C@@]1(O[C@@H]([C@@H](O)[C@@H]1O)CO)CO[C@@]1(O[C@@H]([C@@H](O)[C@@H]1O)CO)CO[C@@]1(O[C@@H]([C@@H](O)[C@@H]1O)CO)CO)C[C@@]1(OC[C@@]2(OC[C@@]3(OC[C@@]4(OC[C@@]5(OC[C@@]6(OC[C@@]7(OC[C@@]8(OC[C@@]9(OC[C@@]%10(OC[C@@]%11(OC[C@@]%12(OC[C@@]%13(OC[C@]%14(O[C@@H]([C@@H](O)[C@@H]%14O)CO)OC[C@]%14(O[C@@H]([C@@H](O)[C@@H]%14O)CO)OC[C@]%14(O[C@@H]([C@@H](O)[C@@H]%14O)CO)OC[C@]%14(O[C@@H]([C@@H](O)[C@@H]%14O)CO)OC[C@]%14(O[C@@H]([C@@H](O)[C@@H]%14O)CO)O[C@H]%14O[C@@H]([C@@H](O)[C@H](O)[C@H]%14O)CO)O[C@@H]([C@@H](O)[C@@H]%13O)CO)O[C@@H]([C@@H](O)[C@@H]%12O)CO)O[C@@H]([C@@H](O)[C@@H]%11O)CO)O[C@@H]([C@@H](O)[C@@H]%10O)CO)O[C@@H]([C@@H](O)[C@@H]9O)CO)O[C@@H]([C@@H](O)[C@@H]8O)CO)O[C@@H]([C@@H](O)[C@@H]7O)CO)O[C@@H]([C@@H](O)[C@@H]6O)CO)O[C@@H]([C@@H](O)[C@@H]5O)CO)O[C@@H]([C@@H](O)[C@@H]4O)CO)O[C@@H]([C@@H](O)[C@@H]3O)CO)O[C@@H]([C@@H](O)[C@@H]2O)CO)O[C@@H]([C@@H](O)[C@@H]1O)CO

Calculated Properties

JChem

Acid pKa

11.268317

H Acceptors

191

H Donor

116

LogD (pH = 5.5)

-61.995483

LogD (pH = 7.4)

-61.99554

Log P

-61.995483

Molar Refractivity

1251.3993

Polarizability

526.28955

Polar Surface Area

3038.93

Rotatable Bonds

149

Lipinski's Rule of Five

false

Data Source

Academic Data

Data Source

Names and Identifiers

Synonyms

Inulin

IUPAC Traditional name

inulin

IUPAC name

(2R,3R,4S,5S,6R)-2-{[(2S,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-2-({[(2R,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}methyl)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Brand Name

Inulin USP 27Inulin from Jerusalem artichokes

Names and Identifiers

Registration numbers

CAS Number

9005-80-5

PubChem SID

46508287160963983

PubChem CID

24763

Registration numbers

Properties

Physical Property

Solubility

280 mg/mL (at 80 oC), insoluble at room temperature

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

DrugBank

DB00638

Drug Groups

approved; nutraceutical

Description

A starch found in the tubers and roots of many plants. Since it is hydrolyzable to fructose, it is classified as a fructosan. It has been used in physiologic investigation for determination of the rate of glomerular function. [PubChem]

Indication

Historically used in an important medical test of renal function, specifically a measure of glomerular filtration rate. Sometimes used to help relieve symptoms of diabetes mellitus - a condition characterised by hyperglycemia and/or hyperinsulinemia.

Pharmacology

The inulin test is a procedure by which the filtering capacity of the glomeruli (the main filtering structures of the kidney) is determined by measuring the rate at which inulin, the test substance, is cleared from blood plasma. Inulin is one of the more suitable and accurate substance to measure because it is a small, inert polysaccharide molecule that readily passes through the glomeruli. The inulin clearance test is performed by injecting inulin, waiting for it to be distributed, and then measuring plasma and urine inulin concentrations by various assays. As nutraceutical agents inulins may have antitumor, antimicrobial, hypolipidemic and hypoglycemic actions. They may also help to improve mineral absorption and balance and may have antiosteoporotic activity.

Affected Organisms

Humans and other mammals

Biotransformation

Metabolized into carbon dioxide and methane by colonic bacteria

Absorption

Poorly absorbed, passes through to urine unmetabolized

Half Life

2-4 hours

Protein Binding

None

References

• Abrams SA, Griffin IJ, Hawthorne KM, Liang L, Gunn SK, Darlington G, Ellis KJ: A combination of prebiotic short- and long-chain inulin-type fructans enhances calcium absorption and bone mineralization in young adolescents. Am J Clin Nutr. 2005 Aug;82(2):471-6. [Pubmed]

• Coudray C, Demigne C, Rayssiguier Y: Effects of dietary fibers on magnesium absorption in animals and humans. J Nutr. 2003 Jan;133(1):1-4. [Pubmed]

• Coussement PA: Inulin and oligofructose: safe intakes and legal status. J Nutr. 1999 Jul;129(7 Suppl):1412S-7S. [Pubmed]

• Roberfroid MB: Introducing inulin-type fructans. Br J Nutr. 2005 Apr;93 Suppl 1:S13-25. [Pubmed]

External Links

• [Wikipedia]

• [PDRhealth]

• [Drugs.com]

Molecule Details

References

PubChem Literature

From Data Sources

• Roberfroid MB: Introducing inulin-type fructans. Br J Nutr. 2005 Apr;93 Suppl 1:S13-25. Pubmed