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    Chemistry

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    Also known as: 8049-62-5, Insulin zinc suspension, Caninsulin, Monotard, Insulin lente, Lente insulin
    Molecular Formula
    C257H383N65O77S6Zn
    Molecular Weight
    5873  g/mol
    InChI Key
    LEMUFSYUPGXXCM-JNEQYSBXSA-N
    Caninsulin
    An insulin, zinc chloride preparation in the form of a suspension of crystals and amorphous material in a ratio of approximately 7:3. Typically, lente insulin has a duration of activity that lasts between 13-20 hours after dosage.
    1 2D Structure

    Caninsulin

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (4S)-4-[[2-[[(1R,6R,12S,15S,18S,21S,24S,27S,30S,33S,36S,39S,42R,47R,50S,53S,56S,59S,62S,65S,68S,71S,74R,77S,80S,83S,88R)-88-[[(2S)-5-amino-2-[[(2S)-2-[[(2S)-2-[[(2S,3S)-2-[(2-aminoacetyl)amino]-3-methylpentanoyl]amino]-3-methylbutanoyl]amino]-4-carboxybutanoyl]amino]-5-oxopentanoyl]amino]-6-[[(2S)-2-[[(2S)-2-[[(2S)-5-amino-2-[[(2S)-4-amino-2-[[(2S)-2-[[(2S)-2-amino-3-phenylpropanoyl]amino]-3-methylbutanoyl]amino]-4-oxobutanoyl]amino]-5-oxopentanoyl]amino]-3-(4H-imidazol-4-yl)propanoyl]amino]-4-methylpentanoyl]amino]-47-[[(1S)-3-amino-1-carboxy-3-oxopropyl]carbamoyl]-53-(2-amino-2-oxoethyl)-62-(3-amino-3-oxopropyl)-77-[(2S)-butan-2-yl]-24,56-bis(2-carboxyethyl)-83-[(1R)-1-hydroxyethyl]-12,71,80-tris(hydroxymethyl)-33,50,65-tris[(4-hydroxyphenyl)methyl]-15-(4H-imidazol-4-ylmethyl)-27-methyl-18,30,36,59,68-pentakis(2-methylpropyl)-7,10,13,16,19,22,25,28,31,34,37,40,49,52,55,58,61,64,67,70,73,76,79,82,85,87-hexacosaoxo-21,39-di(propan-2-yl)-3,4,44,45,90,91-hexathia-8,11,14,17,20,23,26,29,32,35,38,41,48,51,54,57,60,63,66,69,72,75,78,81,84,86-hexacosazabicyclo[72.11.7]dononacontane-42-carbonyl]amino]acetyl]amino]-5-[[(2S)-1-[[2-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S,3R)-1-[(2S)-2-[[(2S)-6-amino-1-[[(1S)-1-carboxy-2-hydroxypropyl]amino]-1-oxohexan-2-yl]carbamoyl]pyrrolidin-1-yl]-3-hydroxy-1-oxobutan-2-yl]amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-2-oxoethyl]amino]-5-carbamimidamido-1-oxopentan-2-yl]amino]-5-oxopentanoic acid;zinc
    2.1.2 InChI
    InChI=1S/C257H383N65O77S6.Zn/c1-29-131(23)205(313-193(339)104-259)252(393)317-204(130(21)22)248(389)288-159(75-82-200(349)350)217(358)282-156(71-78-189(263)335)221(362)308-183-116-403-404-117-184-243(384)305-178(111-324)240(381)294-162(88-123(7)8)225(366)295-168(95-140-53-61-146(329)62-54-140)228(369)283-154(69-76-187(261)333)218(359)290-161(87-122(5)6)223(364)285-158(74-81-199(347)348)220(361)302-174(101-190(264)336)235(376)298-170(97-142-57-65-148(331)66-58-142)231(372)309-182(242(383)304-176(255(396)397)103-192(266)338)115-402-401-114-181(214(355)273-107-194(340)278-153(72-79-197(343)344)216(357)281-151(51-42-84-271-257(267)268)212(353)272-108-195(341)279-166(93-138-46-36-32-37-47-138)227(368)297-167(94-139-48-38-33-39-49-139)230(371)299-171(98-143-59-67-149(332)68-60-143)238(379)320-208(135(27)327)254(395)322-85-43-52-186(322)246(387)286-152(50-40-41-83-258)222(363)321-209(136(28)328)256(398)399)311-250(391)203(129(19)20)316-236(377)164(90-125(11)12)292-229(370)169(96-141-55-63-147(330)64-56-141)296-224(365)160(86-121(3)4)289-210(351)133(25)277-215(356)157(73-80-198(345)346)287-247(388)202(128(17)18)315-237(378)165(91-126(13)14)293-233(374)173(100-145-106-270-120-276-145)301-239(380)177(110-323)280-196(342)109-274-213(354)180(113-400-405-118-185(310-244(183)385)245(386)319-207(134(26)326)253(394)306-179(112-325)241(382)318-206(132(24)30-2)251(392)312-184)307-226(367)163(89-124(9)10)291-232(373)172(99-144-105-269-119-275-144)300-219(360)155(70-77-188(262)334)284-234(375)175(102-191(265)337)303-249(390)201(127(15)16)314-211(352)150(260)92-137-44-34-31-35-45-137;/h31-39,44-49,53-68,105-106,119-136,144-145,150-186,201-209,323-332H,29-30,40-43,50-52,69-104,107-118,258-260H2,1-28H3,(H2,261,333)(H2,262,334)(H2,263,335)(H2,264,336)(H2,265,337)(H2,266,338)(H,272,353)(H,273,355)(H,274,354)(H,277,356)(H,278,340)(H,279,341)(H,280,342)(H,281,357)(H,282,358)(H,283,369)(H,284,375)(H,285,364)(H,286,387)(H,287,388)(H,288,389)(H,289,351)(H,290,359)(H,291,373)(H,292,370)(H,293,374)(H,294,381)(H,295,366)(H,296,365)(H,297,368)(H,298,376)(H,299,371)(H,300,360)(H,301,380)(H,302,361)(H,303,390)(H,304,383)(H,305,384)(H,306,394)(H,307,367)(H,308,362)(H,309,372)(H,310,385)(H,311,391)(H,312,392)(H,313,339)(H,314,352)(H,315,378)(H,316,377)(H,317,393)(H,318,382)(H,319,386)(H,320,379)(H,321,363)(H,343,344)(H,345,346)(H,347,348)(H,349,350)(H,396,397)(H,398,399)(H4,267,268,271);/t131-,132-,133-,134+,135+,136?,144?,145?,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-,201-,202-,203-,204-,205-,206-,207-,208-,209-;/m0./s1
    2.1.3 InChI Key
    LEMUFSYUPGXXCM-JNEQYSBXSA-N
    2.1.4 Canonical SMILES
    CCC(C)C1C(=O)NC2CSSCC(C(=O)NC(CSSCC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(CSSCC(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC2=O)CO)CC(C)C)CC3=CC=C(C=C3)O)CCC(=O)N)CC(C)C)CCC(=O)O)CC(=O)N)CC4=CC=C(C=C4)O)C(=O)NC(CC(=O)N)C(=O)O)C(=O)NCC(=O)NC(CCC(=O)O)C(=O)NC(CCCNC(=N)N)C(=O)NCC(=O)NC(CC5=CC=CC=C5)C(=O)NC(CC6=CC=CC=C6)C(=O)NC(CC7=CC=C(C=C7)O)C(=O)NC(C(C)O)C(=O)N8CCCC8C(=O)NC(CCCCN)C(=O)NC(C(C)O)C(=O)O)C(C)C)CC(C)C)CC9=CC=C(C=C9)O)CC(C)C)C)CCC(=O)O)C(C)C)CC(C)C)CC2C=NC=N2)CO)NC(=O)C(CC(C)C)NC(=O)C(CC2C=NC=N2)NC(=O)C(CCC(=O)N)NC(=O)C(CC(=O)N)NC(=O)C(C(C)C)NC(=O)C(CC2=CC=CC=C2)N)C(=O)NC(C(=O)NC(C(=O)N1)CO)C(C)O)NC(=O)C(CCC(=O)N)NC(=O)C(CCC(=O)O)NC(=O)C(C(C)C)NC(=O)C(C(C)CC)NC(=O)CN.[Zn]
    2.1.5 Isomeric SMILES
    CC[C@H](C)[C@H]1C(=O)N[C@H]2CSSC[C@@H](C(=O)N[C@@H](CSSC[C@@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CSSC[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC2=O)CO)CC(C)C)CC3=CC=C(C=C3)O)CCC(=O)N)CC(C)C)CCC(=O)O)CC(=O)N)CC4=CC=C(C=C4)O)C(=O)N[C@@H](CC(=O)N)C(=O)O)C(=O)NCC(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCCNC(=N)N)C(=O)NCC(=O)N[C@@H](CC5=CC=CC=C5)C(=O)N[C@@H](CC6=CC=CC=C6)C(=O)N[C@@H](CC7=CC=C(C=C7)O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N8CCC[C@H]8C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C(C)O)C(=O)O)C(C)C)CC(C)C)CC9=CC=C(C=C9)O)CC(C)C)C)CCC(=O)O)C(C)C)CC(C)C)CC2C=NC=N2)CO)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC2C=NC=N2)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CC(=O)N)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC2=CC=CC=C2)N)C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)CO)[C@@H](C)O)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](C(C)C)NC(=O)[C@H]([C@@H](C)CC)NC(=O)CN.[Zn]
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. Insulin Novo Monotard

    2. Insulin, Lente

    3. Insulin, Lente, Monocomponent

    4. Insulin, Monotard

    5. Lente Insulin

    6. Monotard Insulin

    7. Monotard, Insulin Novo

    8. Novo Monotard, Insulin

    2.2.2 Depositor-Supplied Synonyms

    1. 8049-62-5

    2. Insulin Zinc Suspension

    3. Caninsulin

    4. Monotard

    5. Insulin Lente

    6. Lente Insulin

    7. Zinc-insulinum

    8. Insulin Zinc

    9. Insulin, Lente

    10. Insulin Semilente

    11. Novolin U

    12. Nph Insulin

    13. Semilente Insulin

    14. Insulin Nph

    15. Insulin Lente Mc

    16. Ultralente Insulin

    17. Nph Iletin

    18. Insulin Novo Lente

    19. Insulin, Ultralente

    20. Ultra Lente Iszilin

    21. Insulin Zinc Complex

    22. Insulin, Crystalline

    23. Insulin, Semi-lente

    24. Izsab

    25. Iletin U 40

    26. Zinc Insulin

    27. Suspensio Zinc-insulini

    28. Ultralenta Zinc Insulin

    29. Insulin, Crystalline Zinc

    30. Insulini Zinci Suspensio Mixta

    31. Prompt Insulin Zinc Suspension

    32. Lente Iletin

    33. Insulin Isophane

    34. Extended Zinc Insulin Suspension

    35. Insulini Zinci Amorphi Suspensio

    36. Iniectabile Insulini Zinci Amorphi

    37. Insulin Human Zinc

    38. Insulini Zinco Amorphi Aquosuspensa

    39. Einecs 232-469-4

    40. Iniectabile Insulini Zinci Compositum

    41. Injectio Insulini Cum Zinco Neutralis

    42. Insulini Zinci Cristallisati Suspensio

    43. Iniectabile Insulini Zinci Cristallisati

    44. Insulini Zinco Cristallisati Aquosuspensa

    45. Insulin, Isophane

    46. Insulina-zinco Sospensione Composta [dcit]

    47. Suspension Injectable D'insuline Zinc Mixte

    48. Insulina-zinco Sospensione (amorfa) [dcit]

    49. Suspension Injectable D'insuline Zinc Amorphe

    50. Insulin Zinc [usp:ban]

    51. Insulin Human Zinc [usp]

    52. Insulini Cum Zinco (crystallisati) [inn-latin]

    53. Insulina-zinco Sospensione (crisstallina) [dcit]

    54. Suspension Injectable D'insuline Zinc Cristallisee

    55. Suspension D'insuline Zinc (amorphe) [inn-french]

    56. Insulini Cum Zinco (amorphi) Suspensio [inn-latin]

    57. Suspension D'insuline Zinc (composee) [inn-french]

    58. Suspension De Insulina Cinc (amorfa) [inn-spanish]

    59. Suspension De Insulina Cinc (compuesta) [inn-spanish]

    60. Suspension De Insulina Cinc (cristal.) [inn-spanish]

    61. Suspension D'insuline Zinc (cristallisee) [inn-french]

    62. Insulini Cum Zinco Suspensio Compositacompound [inn-latin]

    63. Insulina-zinco Sospensione Composta

    64. Insulini Cum Zinco (crystallisati)

    65. Insulina-zinco Sospensione (amorfa)

    66. Suspension D'insuline Zinc (amorphe)

    67. Suspension De Insulina Cinc (amorfa)

    68. Suspension D'insuline Zinc (composee)

    69. Insulini Cum Zinco (amorphi) Suspensio

    70. Suspension De Insulina Cinc (cristal.)

    71. Suspension De Insulina Cinc (compuesta)

    72. Insulin Zinc Suspension, Compound

    73. Insulin Zinc Suspension, Compound [inn]

    74. Insulina-zinco Sospensione (crisstallina)

    75. Nph

    76. Suspension D'insuline Zinc (cristallisee)

    77. Insulini Cum Zinco Suspensio Compositacompound

    78. Insulin Zinc Injection (aqueous Suspension)

    79. Insulin Zinc Injection (aqueous Suspension) [jan]

    80. Insulin Zinc Purified Porcine (suspension)

    81. Insulin Zinc Purified Porcine (suspension) [jan]

    2.3 Create Date
    2008-07-11
    3 Chemical and Physical Properties
    Molecular Weight 5873 g/mol
    Molecular Formula C257H383N65O77S6Zn
    Hydrogen Bond Donor Count76
    Hydrogen Bond Acceptor Count89
    Rotatable Bond Count179
    Exact Mass5869.573502 g/mol
    Monoisotopic Mass5867.566792 g/mol
    Topological Polar Surface Area2440 Ų
    Heavy Atom Count406
    Formal Charge0
    Complexity14800
    Isotope Atom Count0
    Defined Atom Stereocenter Count51
    Undefined Atom Stereocenter Count3
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Hypoglycemic Agents

    Substances which lower blood glucose levels. (See all compounds classified as Hypoglycemic Agents.)

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