vitamin B1

Details

• Internal ID: 4db65a54-d0cd-4bab-ab1a-72ab5ae82c6c
• Taxonomy: Organoheterocyclic compounds > Diazines > Pyrimidines and pyrimidine derivatives > Thiamines
• IUPAC Name: 2-[3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethanol;chloride
• SMILES (Canonical): CC1=C(SC=[N+]1CC2=CN=C(N=C2N)C)CCO.[Cl-]
• SMILES (Isomeric): CC1=C(SC=[N+]1CC2=CN=C(N=C2N)C)CCO.[Cl-]
• InChI: InChI=1S/C12H17N4OS.ClH/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13;/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15);1H/q+1;/p-1
• InChI Key: MYVIATVLJGTBFV-UHFFFAOYSA-M
• Popularity: 35,798 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₇ClN₄OS
• Molecular Weight: 300.81 g/mol
• Exact Mass: 300.0811600 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -2.39
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 59-43-8
• thiamine
• Thiamine monochloride
• thiamin
• Thiamine chloride
• Aneurine
• Bethiamin
• Oryzanin
• Vitaneurin
• Beivon
• Apatate drape
• Thiacoat
• 3-((4-Amino-2-methylpyrimidin-5-yl)methyl)-5-(2-hydroxyethyl)-4-methylthiazol-3-ium chloride
• Oryzanine
• Thiaminum
• Tiamina
• Thiamine, chloride
• B-Amin
• thiamine(1+) chloride
• Vitamin b-1
• CCRIS 5823
• HSDB 220
• Thiamine [INN:BAN]
• Thiaminum [INN-Latin]
• Tiamina [INN-Spanish]
• EINECS 200-425-3
• UNII-X66NSO3N35
• X66NSO3N35
• CHEBI:33283
• DTXSID2023648
• Thiamine (INN)
• 3-((4-Amino-2-methyl-5-pyrimidinyl)methyl)-5-(2-hydrox yethyl)-4-methylthiazolium chloride
• 3-((4-Amino-2-methyl-5-pyrimidinyl)methyl)-5-(2-hydroxyethyl)-4-methylthiazolium chloride
• Thiazolium, 3-((4-amino-2-methyl-5-pyrimidinyl)methyl)-5-(2-hydroxyethyl)-4-methyl-chloride
• 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride
• THIAMINE [INN]
• Vitamin b(sup1)
• Vitamin B 1
• Vitamin B1 (TN)
• Thiazolium, 3-((4-amino-2-methyl-5-pyrimidinyl)methyl)-5-(2-hydroxyethyl)-4-methyl- chloride
• Thiamine monohydrochloride
• 3-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-5-(2-hydroxyethyl)-4-methylthiazolium chloride
• Thiamine hydrochloride;3-((4-Amino-2-methyl-5-pyrimidinyl)methyl)-5-(2- hydroxyethyl)-4-methylthiazolium chloride;3-((4-Amino-2-methylpyrimidin-5-yl)methyl)-5-(2-hydroxyethyl)-4-methylthiazol-3-ium chloride
• NSC36226
• thiamines
• thiamins
• Oryzenin
• vitaminum b1
• vitamin-b1
• vitamins B1
• B1 Vitamin
• 3-((4-amino-2-methylpyrimidin-5-yl)methyl)-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride
• Thiazolium, 3-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-5-(2-hydroxyethyl)-4-methyl- chloride
• vitamin B1 vitamer
• vitamin B1 vitamers
• Vit B1
• Vitamin B1 ,(S)
• THIAMINE [HSDB]
• Vitamin B1 (Thiamine)
• THIAMINE [MI]
• THIAMINE [VANDF]
• Thiazolium, 3-((4-amino-2-methyl-5-pyrimidinyl)methyl)-5-(2-hydroxyethyl)-4-methyl-chloride (1:1)
• THIAMINE [WHO-DD]
• CHEMBL1588
• C12H17N4OS.Cl
• SCHEMBL10074
• VITAMIN B1 [VANDF]
• MLS001304099
• Vitamin B1 Mononitrate, USP
• THIAMINE [ORANGE BOOK]
• DTXCID903648
• CHEBI:26948
• A11DA01
• VITAMIN B1 [GREEN BOOK]
• MYVIATVLJGTBFV-UHFFFAOYSA-M
• C12-H17-N4-O-S.Cl
• HMS2233P06
• HMS3372N17
• HY-A0100
• MFCD00044586
• AKOS015960561
• CS-7793
• LS-3226
• AC-11683
• AS-15935
• SMR000718788
• FT-0603249
• D08580
• EN300-257540
• A832318
• W-105322
• Q27115611
• Thiazolium,3-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-5-(2-hydroxyethyl)-4-methyl-chloride
• 2-(3-((4-amino-2-methyl-pyrimidin-5-yl)methyl)-4-methyl-1-thia-3-azoniacyclopenta-2,4-dien-5-yl)ethanol
• 2-[3-[(4-amino-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-thiazol-3-ium-5-yl]ethanol chloride;Vitamin B1
• 2-[3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethanol;chloride
• 3-((4-Amino-2-methyl-5-pyrimidinyl)methyl)-5-(2-hydroxyethyl)-4-methylchloride, monohydrochloride
• 3-(4'-Amino-2'-methyl-5'-pyrimidyl methyl)-5-(2-hydroxyethyl)-4-methyl thiazolium chloride
• Thiazolium, 3-((4-amino-2-methyl-5-pyrimidinyl)methyl)-5-(2-hydroxyethyl)-4-methyl- chloride (1:1)
• Thiazolium, 3-((4-amino-2-methyl-5-pyrimidinyl)methyl)-5-(2-hydroxyethyl)-4-methyl-, chloride (1:1)
• Thiazolium, 3-[(4-amino-2-methyl-5-pyrimidinyl) methyl]-5-(2-hydroxyethyl)-4-methyl- chloride
• Tiazolio, 3-[(4-amino-2-metil-5-pirimidinil) metil]-5-(2-hidroxietil)-4-metil-cloruro (1:1)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9406	94.06%
Caco-2	+	0.9313	93.13%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Lysosomes	0.6830	68.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9096	90.96%
OATP1B3 inhibitior	+	0.9390	93.90%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8503	85.03%
P-glycoprotein inhibitior	-	0.9243	92.43%
P-glycoprotein substrate	-	0.6489	64.89%
CYP3A4 substrate	-	0.5245	52.45%
CYP2C9 substrate	-	0.6058	60.58%
CYP2D6 substrate	-	0.8801	88.01%
CYP3A4 inhibition	-	0.7322	73.22%
CYP2C9 inhibition	-	0.7230	72.30%
CYP2C19 inhibition	-	0.6708	67.08%
CYP2D6 inhibition	-	0.7020	70.20%
CYP1A2 inhibition	-	0.5444	54.44%
CYP2C8 inhibition	+	0.5596	55.96%
CYP inhibitory promiscuity	-	0.7201	72.01%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.4518	45.18%
Eye corrosion	-	0.9784	97.84%
Eye irritation	-	0.9520	95.20%
Skin irritation	-	0.7515	75.15%
Skin corrosion	-	0.9053	90.53%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4234	42.34%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.7468	74.68%
skin sensitisation	-	0.8372	83.72%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6252	62.52%
Acute Oral Toxicity (c)	III	0.5845	58.45%
Estrogen receptor binding	-	0.6363	63.63%
Androgen receptor binding	-	0.5428	54.28%
Thyroid receptor binding	+	0.6272	62.72%
Glucocorticoid receptor binding	-	0.4685	46.85%
Aromatase binding	-	0.5319	53.19%
PPAR gamma	+	0.5342	53.42%
Honey bee toxicity	-	0.9051	90.51%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.4048	40.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.66%	96.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	93.31%	93.10%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.09%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.72%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	87.40%	94.73%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.10%	97.36%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.97%	95.17%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.69%	90.24%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.40%	85.14%
CHEMBL4208	P20618	Proteasome component C5	81.23%	90.00%
CHEMBL235	P37231	Peroxisome proliferator-activated receptor gamma	80.62%	95.39%

Plants that contains it

• Changium smyrnioides

Cross-Links

• PubChem: 6042
• NPASS: NPC125076
• ChEMBL: CHEMBL1588