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pyridoxine 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definition	Drug id	CAS RN
	2836	65-23-6

Description:

Molecule	Description
Molfile Inchi Smiles Synonyms: pyridoxine adermin bezatin pirivitol pyridoxin pyridoxine hydrochloride pyridoxine (vit B6) vitamin b6 pyridoxine HCl	The 4-methanol form of VITAMIN B 6 which is converted to PYRIDOXAL PHOSPHATE which is a coenzyme for synthesis of amino acids, neurotransmitters (serotonin, norepinephrine), sphingolipids, aminolevulinic acid. Although pyridoxine and Vitamin B 6 are still frequently used as synonyms, especially by medical researchers, this practice is erroneous and sometimes misleading (EE Snell; Ann NY Acad Sci, vol 585 pg 1, 1990). Molecular weight: 169.18 Formula: C8H11NO3 CLOGP: -0.34 LIPINSKI: 0 HAC: 4 HDO: 3 TPSA: 73.58 ALOGS: -1.02 ROTB: 2 Status: OFP Legend: OFP - off patent OFM - off market ONP - on patent

Molecule

Description

Molfile Inchi Smiles

Synonyms:

pyridoxine
adermin
bezatin
pirivitol
pyridoxin
pyridoxine hydrochloride
pyridoxine (vit B6)
vitamin b6
pyridoxine HCl

The 4-methanol form of VITAMIN B 6 which is converted to PYRIDOXAL PHOSPHATE which is a coenzyme for synthesis of amino acids, neurotransmitters (serotonin, norepinephrine), sphingolipids, aminolevulinic acid. Although pyridoxine and Vitamin B 6 are still frequently used as synonyms, especially by medical researchers, this practice is erroneous and sometimes misleading (EE Snell; Ann NY Acad Sci, vol 585 pg 1, 1990).

Molecular weight: 169.18
Formula: C8H11NO3
CLOGP: -0.34
LIPINSKI: 0
HAC: 4
HDO: 3
TPSA: 73.58
ALOGS: -1.02
ROTB: 2

Status: OFP

Legend:
OFP - off patent
OFM - off market
ONP - on patent

Drug dosage:

Dose	Unit	Route
0.16	g	O
0.16	g	P

ADMET properties:

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Property	Value	Reference
CL (Clearance)	7.90 mL/min/kg	Lombardo F, Berellini G, Obach RS
MRTD (Maximum Recommended Therapeutic Daily Dose)	39.43 µM/kg/day	Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
S (Water solubility)	222 mg/mL	Benet LZ, Broccatelli F, Oprea TI
BDDCS (Biopharmaceutical Drug Disposition Classification System)	1	Benet LZ, Broccatelli F, Oprea TI
t_half (Half-life)	0.98 hours	Lombardo F, Berellini G, Obach RS
Vd (Volume of distribution)	0.66 L/kg	Lombardo F, Berellini G, Obach RS

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Approvals:

Date	Agency	Company	Orphan
Dec. 29, 1993	FDA	HOSPIRA

FDA Adverse Event Reporting System (Female)

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MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Pemphigus	1681.52	10.18	4403	544539	179323	62760757
Systemic lupus erythematosus	1597.83	10.18	4689	544253	204229	62735851
Glossodynia	1405.93	10.18	4055	544887	174821	62765259
Hand deformity	1139.74	10.18	3496	545446	155961	62784119
Arthropathy	1060.63	10.18	4428	544514	230364	62709716
Abdominal discomfort	1005.90	10.18	5443	543499	315442	62624638
Completed suicide	997.26	10.18	67	548875	145606	62794474
Alopecia	981.25	10.18	5610	543332	331926	62608154
Wound	945.50	10.18	3333	545609	159930	62780150
Maternal exposure during pregnancy	860.94	10.18	3976	544966	216086	62723994

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FDA Adverse Event Reporting System (Male)

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MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Rheumatoid arthritis	509.58	10.22	836	197520	37402	34721173
Drug abuse	401.82	10.22	46	198310	99050	34659525
Toxicity to various agents	318.35	10.22	402	197954	199960	34558615
Completed suicide	310.92	10.22	86	198270	98082	34660493
Foetal exposure during pregnancy	250.86	10.22	621	197735	37480	34721095
Arthralgia	210.07	10.22	1666	196690	168375	34590200
Psoriatic arthropathy	178.79	10.22	366	197990	19432	34739143
Drug interaction	171.15	10.22	681	197675	225265	34533310
Sickle cell anaemia with crisis	132.31	10.22	138	198218	3915	34754660
Intentional overdose	127.87	10.22	44	198312	43630	34714945

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FDA Adverse Event Reporting System (Geriatric)

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MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Completed suicide	1243.74	9.97	149	570341	245618	78928280
Rheumatoid arthritis	1140.30	9.97	3681	566809	204789	78969109
Toxicity to various agents	1038.66	9.97	894	569596	420646	78753252
Arthropathy	901.77	9.97	3053	567437	174058	78999840
Systemic lupus erythematosus	882.80	9.97	2370	568120	118779	79055119
Pemphigus	877.80	9.97	2094	568396	97488	79076410
Hand deformity	850.83	9.97	2124	568366	101795	79072103
Joint swelling	845.15	9.97	4192	566298	284454	78889444
Synovitis	813.21	9.97	2650	567840	148084	79025814
Drug abuse	807.29	9.97	105	570385	162586	79011312

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FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

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Source	Code	Description
ATC	A11HA02	ALIMENTARY TRACT AND METABOLISM VITAMINS OTHER PLAIN VITAMIN PREPARATIONS Other plain vitamin preparations
ATC	J04AM08	ANTIINFECTIVES FOR SYSTEMIC USE ANTIMYCOBACTERIALS DRUGS FOR TREATMENT OF TUBERCULOSIS Combinations of drugs for treatment of tuberculosis
CHEBI has role	CHEBI:23357	cofactor
CHEBI has role	CHEBI:75771	Mus musculus metabolites
CHEBI has role	CHEBI:75772	S. cerevisiae metabolites
CHEBI has role	CHEBI:76971	Escherichia coli metabolites
CHEBI has role	CHEBI:77746	Homo sapiens metabolite
FDA Chemical/Ingredient	N0000005657	Vitamin B 6
FDA Chemical/Ingredient	N0000175452	Analogs/Derivatives
FDA EPC	N0000192800	Vitamin B6 Analog

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Drug Use | Suggest Off label Use Form| |View source of the data|

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Disease	Relation	SNOMED_ID	DOID
Pregnancy, function	indication	289908002
Vitamin B6 deficiency	indication	386080007	DOID:8455
Breastfeeding (mother)	indication	413712001
Drug-Induced Pyridoxine Deficiency	indication
Pyridoxine-Dependent Seizure	indication
Nutritional disorder	contraindication	2492009	DOID:374
Alcoholism	contraindication	7200002
Peptic ulcer	contraindication	13200003	DOID:750
Hyperkalemia	contraindication	14140009
Gastroenteritis	contraindication	25374005	DOID:2326

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🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation level	Dissociation constant	Type (acidic/basic)
pKa1	8.98	acidic
pKa2	13.8	acidic
pKa3	4.94	Basic

Orange Book patent data (new drug applications)

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Formulation strength	Trade name	Applicant	Application number	Approval date	Type	Dose form	Route	Patent number	Patent expiration date	Patent use
20MG;20MG	BONJESTA	DUCHESNAY	N209661	Nov. 7, 2016	RX	TABLET, EXTENDED RELEASE	ORAL	9089489	Feb. 18, 2033	TREATMENT OF NAUSEA AND VOMITING OF PREGNANCY IN WOMEN WHO DO NOT RESPOND TO CONSERVATIVE MANAGEMENT
20MG;20MG	BONJESTA	DUCHESNAY	N209661	Nov. 7, 2016	RX	TABLET, EXTENDED RELEASE	ORAL	9375404	Feb. 18, 2033	TREATMENT OF NAUSEA AND VOMITING OF PREGNANCY IN WOMEN WHO DO NOT RESPOND TO CONSERVATIVE MANAGEMENT
20MG;20MG	BONJESTA	DUCHESNAY	N209661	Nov. 7, 2016	RX	TABLET, EXTENDED RELEASE	ORAL	9526703	Feb. 18, 2033	TREATMENT OF NAUSEA AND VOMITING OF PREGNANCY IN WOMEN WHO DO NOT RESPOND TO CONSERVATIVE MANAGEMENT
20MG;20MG	BONJESTA	DUCHESNAY	N209661	Nov. 7, 2016	RX	TABLET, EXTENDED RELEASE	ORAL	9937132	Feb. 18, 2033	TREATMENT OF NAUSEA AND VOMITING OF PREGNANCY IN WOMEN WHO DO NOT RESPOND TO CONSERVATIVE MANAGEMENT

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Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

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Target	Class	Pharos	UniProt	Bioact source
Serine hydroxymethyltransferase, cytosolic	Enzyme	P34896	GLYC_HUMAN	WOMBAT-PK
Pyridoxine-5'-phosphate oxidase	Enzyme	Q9NVS9	PNPO_HUMAN	WOMBAT-PK
Pyridoxal phosphate phosphatase	Enzyme	Q96GD0	PLPP_HUMAN	WOMBAT-PK
Pyridoxal kinase	Kinase	O00764	PDXK_HUMAN	WOMBAT-PK
Cystathionine beta-synthase	Enzyme	P35520	CBS_HUMAN	WOMBAT-PK
Phosphoserine aminotransferase	Enzyme	Q9Y617	SERC_HUMAN	WOMBAT-PK

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External reference:

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ID	Source
001058	NDDF
004538	NDDF
1054	PUBCHEM_CID
126227009	SNOMEDCT_US
203164	RXNORM
2216	INN_ID
35074	MMSL
4017489	VANDF
4017779	VANDF
4018569	VANDF

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Pharmaceutical products:

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Product	Category	Ingredients	NDC	Form	Quantity	Route	Marketing	Label
CitraNatal 90 DHA	HUMAN PRESCRIPTION DRUG LABEL	16	0178-0821	TABLET	20 mg	ORAL	unapproved drug other	11 sections
CitraNatal 90 DHA	HUMAN PRESCRIPTION DRUG LABEL	16	0178-0821	TABLET	20 mg	ORAL	unapproved drug other	11 sections
CitraNatal 90 DHA	HUMAN OTC DRUG LABEL	14	0178-0829	TABLET	20 mg	ORAL	Unapproved drug other	11 sections
CitraNatal DHA	HUMAN OTC DRUG LABEL	14	0178-0898	TABLET	20 mg	ORAL	Unapproved drug other	11 sections
CitraNatal Harmony	HUMAN PRESCRIPTION DRUG LABEL	8	0178-0798	CAPSULE, GELATIN COATED	25 mg	ORAL	UNAPPROVED DRUG OTHER	11 sections
CitraNatal Harmony	HUMAN PRESCRIPTION DRUG LABEL	8	0178-0799	CAPSULE, GELATIN COATED	25 mg	ORAL	Unapproved drug other	11 sections
CitraNatal Harmony	HUMAN PRESCRIPTION DRUG LABEL	8	0178-0812	CAPSULE, GELATIN COATED	25 mg	ORAL	Unapproved drug other	11 sections
CitraNatal Harmony 3.0	HUMAN PRESCRIPTION DRUG LABEL	8	0178-0796	CAPSULE, GELATIN COATED	25 mg	ORAL	unapproved drug other	10 sections
CitraNatal Harmony 3.0	HUMAN PRESCRIPTION DRUG LABEL	8	0178-0796	CAPSULE, GELATIN COATED	25 mg	ORAL	unapproved drug other	10 sections
CitraNatal Medley	HUMAN PRESCRIPTION DRUG LABEL	8	0178-0896	CAPSULE, GELATIN COATED	12.50 mg	ORAL	unapproved drug other	10 sections

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