MedKoo Cat#: 412930 | Name: Hydroxocobalamin

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Hydroxocobalamin is an injectable form of VITAMIN B 12 that has been used therapeutically to treat VITAMIN B 12 DEFICIENCY.

Chemical Structure

Hydroxocobalamin
Hydroxocobalamin
CAS#13422-51-0 (free base)

Theoretical Analysis

MedKoo Cat#: 412930

Name: Hydroxocobalamin

CAS#: 13422-51-0 (free base)

Chemical Formula: C62H89CoN13O15P

Exact Mass: 1345.5671

Molecular Weight: 1346.38

Elemental Analysis: C, 55.31; H, 6.66; Co, 4.38; N, 13.52; O, 17.82; P, 2.30

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Synonym
Hydroxocobalamin; HSDB3342; HSDB-3342; HSDB 3342
IUPAC/Chemical Name
Cobinamide, Co-hydroxy-, f-(dihydrogen phosphate), inner salt, 3'-ester with (5,6-dimethyl-1-alpha-D-ribofuranosyl-1H-benzimidazole-kappaN3)
InChi Key
YOZNUFWCRFCGIH-WZHZPDAFSA-K
InChi Code
InChI=1S/C62H90N13O14P.Co.H2O/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(84)53(41(27-76)87-57)89-90(85,86)88-31(3)26-69-49(83)18-19-59(8)37(22-46(66)80)56-62(11)61(10,25-48(68)82)36(14-17-45(65)79)51(74-62)33(5)55-60(9,24-47(67)81)34(12-15-43(63)77)38(71-55)23-42-58(6,7)35(13-16-44(64)78)50(72-42)32(4)54(59)73-56;;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);;1H2/q;+3;/p-3/t31-,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;;/m1../s1
SMILES Code
C[C@@H](OP([O-])(O[C@H]1[C@H]([C@@H](n(cn2)c3c2cc(C)c(C)c3)O[C@@H]1CO)O)=O)CNC(CC[C@@]4([C@H]([C@H]5[N-]/C4=C(C6=N/C(C(C)([C@@H]6CCC(N)=O)C)=C\C7=N/C([C@@](CC(N)=O)([C@@H]7CCC(N)=O)C)=C(C8=N[C@@]5([C@@](CC(N)=O)([C@@H]8CCC(N)=O)C)C)/C)/C)CC(N)=O)C)=O.[OH-].[Co+3]
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 1,346.38 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Kondo R. [Hydroxocobalamin]. Chudoku Kenkyu. 2014 Mar;27(1):59-62. Japanese. PMID: 24724364. 2: Shapeton AD, Mahmood F, Ortoleva JP. Hydroxocobalamin for the Treatment of Vasoplegia: A Review of Current Literature and Considerations for Use. J Cardiothorac Vasc Anesth. 2019 Apr;33(4):894-901. doi: 10.1053/j.jvca.2018.08.017. Epub 2018 Aug 11. PMID: 30217583. 3: Thakkar K, Billa G. Treatment of vitamin B12 deficiency-methylcobalamine? Cyancobalamine? Hydroxocobalamin?-clearing the confusion. Eur J Clin Nutr. 2015 Jan;69(1):1-2. doi: 10.1038/ejcn.2014.165. Epub 2014 Aug 13. PMID: 25117994. 4: Friedman BT, Chen BC, Latimer AJ, Valento MJ. Iatrogenic pediatric hydroxocobalamin overdose. Am J Emerg Med. 2019 Jul;37(7):1394.e1-1394.e2. doi: 10.1016/j.ajem.2019.04.012. Epub 2019 Apr 10. PMID: 31000316. 5: Dépret F, Hoffmann C, Daoud L, Thieffry C, Monplaisir L, Creveaux J, Annane D, Parmentier E, Mathieu D, Wiramus S, Demeure DIt Latte D, Kpodji A, Textoris J, Robin F, Klouche K, Pontis E, Schnell G, Barbier F, Constantin JM, Clavier T, du Cheyron D, Terzi N, Sauneuf B, Guerot E, Lafon T, Herbland A, Megarbane B, Leclerc T, Mallet V, Pirracchio R, Legrand M. Association between hydroxocobalamin administration and acute kidney injury after smoke inhalation: a multicenter retrospective study. Crit Care. 2019 Dec 23;23(1):421. doi: 10.1186/s13054-019-2706-0. PMID: 31870461; PMCID: PMC6929494. 6: Thompson JP, Marrs TC. Hydroxocobalamin in cyanide poisoning. Clin Toxicol (Phila). 2012 Dec;50(10):875-85. doi: 10.3109/15563650.2012.742197. Epub 2012 Nov 19. PMID: 23163594. 7: Kuroki Y. [Hydroxocobalamin]. Chudoku Kenkyu. 2008 Oct;21(4):353-9. Japanese. PMID: 19069127. 8: Legrand M, Mallet V. Intravenous hydroxocobalamin and crystal nephropathy. Nat Rev Nephrol. 2017 Sep;13(9):593. doi: 10.1038/nrneph.2017.110. Epub 2017 Jul 31. PMID: 28757637. 9: Cios TJ, Havens B, Soleimani B, Roberts SM. Hydroxocobalamin treatment of refractory vasoplegia in patients with mechanical circulatory support. J Heart Lung Transplant. 2019 Apr;38(4):467-469. doi: 10.1016/j.healun.2019.01.003. Epub 2019 Jan 7. PMID: 30709556. 10: DesLauriers CA, Burda AM, Wahl M. Hydroxocobalamin as a cyanide antidote. Am J Ther. 2006 Mar-Apr;13(2):161-5. doi: 10.1097/01.mjt.0000174349.89671.8c. PMID: 16645433.