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Biotin and derivatives

Organic heterocyclic compounds and derivatives that consist of a ureido ring and a tetrahydrothiophene ring; ureido contains the radical: NH2CONH−, and tetrahydrothiophene is a five-membered ring consisting of four carbon atoms and a sulfur atom.
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D-(+)-Biotin, 98+%

CAS: 58-85-5 Molecular Formula: C10H16N2O3S Molecular Weight (g/mol): 244.31 MDL Number: MFCD00005541 InChI Key: YBJHBAHKTGYVGT-UHFFFAOYNA-N Synonym: biotin,d-biotin,vitamin h,coenzyme r,vitamin b7,bios ii,factor s,bioepiderm,d +-biotin,biodermatin PubChem CID: 171548 ChEBI: CHEBI:15956 IUPAC Name: 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoic acid SMILES: OC(=O)CCCCC1SCC2NC(=O)NC12

EDGE
PubChem CID 171548
CAS 58-85-5
Molecular Weight (g/mol) 244.31
ChEBI CHEBI:15956
MDL Number MFCD00005541
SMILES OC(=O)CCCCC1SCC2NC(=O)NC12
Synonym biotin,d-biotin,vitamin h,coenzyme r,vitamin b7,bios ii,factor s,bioepiderm,d +-biotin,biodermatin
IUPAC Name 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoic acid
InChI Key YBJHBAHKTGYVGT-UHFFFAOYNA-N
Molecular Formula C10H16N2O3S
2

Thermo Scientific Chemicals D(+)-Biotin, 98%

CAS: 58-85-5 Molecular Formula: C10H16N2O3S Molecular Weight (g/mol): 244.31 MDL Number: MFCD00005541 InChI Key: YBJHBAHKTGYVGT-UHFFFAOYNA-N Synonym: biotin,d-biotin,vitamin h,coenzyme r,vitamin b7,bios ii,factor s,bioepiderm,d +-biotin,biodermatin PubChem CID: 171548 ChEBI: CHEBI:15956 IUPAC Name: 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoic acid SMILES: OC(=O)CCCCC1SCC2NC(=O)NC12

EDGE
PubChem CID 171548
CAS 58-85-5
Molecular Weight (g/mol) 244.31
ChEBI CHEBI:15956
MDL Number MFCD00005541
SMILES OC(=O)CCCCC1SCC2NC(=O)NC12
Synonym biotin,d-biotin,vitamin h,coenzyme r,vitamin b7,bios ii,factor s,bioepiderm,d +-biotin,biodermatin
IUPAC Name 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoic acid
InChI Key YBJHBAHKTGYVGT-UHFFFAOYNA-N
Molecular Formula C10H16N2O3S
3

D-Biotin, ≥97.5%, MP Biomedicals™

CAS: 58-85-5 Molecular Formula: C10H16N2O3S Molecular Weight (g/mol): 244.31 MDL Number: MFCD00005541 InChI Key: YBJHBAHKTGYVGT-UHFFFAOYNA-N Synonym: biotin,d-biotin,vitamin h,coenzyme r,vitamin b7,bios ii,factor s,bioepiderm,d +-biotin,biodermatin PubChem CID: 171548 ChEBI: CHEBI:15956 IUPAC Name: 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoic acid SMILES: OC(=O)CCCCC1SCC2NC(=O)NC12

PubChem CID 171548
CAS 58-85-5
Molecular Weight (g/mol) 244.31
ChEBI CHEBI:15956
MDL Number MFCD00005541
SMILES OC(=O)CCCCC1SCC2NC(=O)NC12
Synonym biotin,d-biotin,vitamin h,coenzyme r,vitamin b7,bios ii,factor s,bioepiderm,d +-biotin,biodermatin
IUPAC Name 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoic acid
InChI Key YBJHBAHKTGYVGT-UHFFFAOYNA-N
Molecular Formula C10H16N2O3S
4

IBA Lifesciences Biotin

EDGE
5

D-Biotin, ≥97.5%, Cell Culture Reagent Grade, MP Biomedicals™

CAS: 58-85-5 Molecular Formula: C10H16N2O3S Molecular Weight (g/mol): 244.31 MDL Number: MFCD00005541 InChI Key: YBJHBAHKTGYVGT-UHFFFAOYNA-N Synonym: biotin,d-biotin,vitamin h,coenzyme r,vitamin b7,bios ii,factor s,bioepiderm,d +-biotin,biodermatin PubChem CID: 171548 ChEBI: CHEBI:15956 SMILES: OC(=O)CCCCC1SCC2NC(=O)NC12

PubChem CID 171548
CAS 58-85-5
Molecular Weight (g/mol) 244.31
ChEBI CHEBI:15956
MDL Number MFCD00005541
SMILES OC(=O)CCCCC1SCC2NC(=O)NC12
Synonym biotin,d-biotin,vitamin h,coenzyme r,vitamin b7,bios ii,factor s,bioepiderm,d +-biotin,biodermatin
InChI Key YBJHBAHKTGYVGT-UHFFFAOYNA-N
Molecular Formula C10H16N2O3S
7

Thermo Scientific Chemicals (+)-Biotin N-hydroxysuccinimide ester, 98%

CAS: 35013-72-0 Molecular Formula: C14H19N3O5S Molecular Weight (g/mol): 341.39 InChI Key: YMXHPSHLTSZXKH-RVBZMBCESA-N Synonym: +-biotin n-hydroxysuccinimide ester,biotin-nhs,biotin nhs,2,5-dioxopyrrolidin-1-yl 5-3as,4s,6ar-2-oxohexahydro-1h-thieno 3,4-d imidazol-4-yl pentanoate,n-hydroxysuccinimidobiotin,d-biotinyl-osu,biotin-osu,n-succinimidyl d-biotinate,bhse,biotin n-hydroxysuccinimide ester PubChem CID: 6710714 IUPAC Name: (2,5-dioxopyrrolidin-1-yl) 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoate SMILES: C1CC(=O)N(C1=O)OC(=O)CCCCC2C3C(CS2)NC(=O)N3

PubChem CID 6710714
CAS 35013-72-0
Molecular Weight (g/mol) 341.39
SMILES C1CC(=O)N(C1=O)OC(=O)CCCCC2C3C(CS2)NC(=O)N3
Synonym +-biotin n-hydroxysuccinimide ester,biotin-nhs,biotin nhs,2,5-dioxopyrrolidin-1-yl 5-3as,4s,6ar-2-oxohexahydro-1h-thieno 3,4-d imidazol-4-yl pentanoate,n-hydroxysuccinimidobiotin,d-biotinyl-osu,biotin-osu,n-succinimidyl d-biotinate,bhse,biotin n-hydroxysuccinimide ester
IUPAC Name (2,5-dioxopyrrolidin-1-yl) 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoate
InChI Key YMXHPSHLTSZXKH-RVBZMBCESA-N
Molecular Formula C14H19N3O5S
8

(+)-Biotin N-succinimidyl ester, 98%

CAS: 35013-72-0 Molecular Formula: C14H19N3O5S Molecular Weight (g/mol): 341.382 MDL Number: MFCD00078531 InChI Key: YMXHPSHLTSZXKH-RVBZMBCESA-N Synonym: +-biotin n-hydroxysuccinimide ester,biotin-nhs,biotin nhs,2,5-dioxopyrrolidin-1-yl 5-3as,4s,6ar-2-oxohexahydro-1h-thieno 3,4-d imidazol-4-yl pentanoate,n-hydroxysuccinimidobiotin,d-biotinyl-osu,biotin-osu,n-succinimidyl d-biotinate,bhse,biotin n-hydroxysuccinimide ester PubChem CID: 6710714 IUPAC Name: (2,5-dioxopyrrolidin-1-yl) 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoate SMILES: C1CC(=O)N(C1=O)OC(=O)CCCCC2C3C(CS2)NC(=O)N3

PubChem CID 6710714
CAS 35013-72-0
Molecular Weight (g/mol) 341.382
MDL Number MFCD00078531
SMILES C1CC(=O)N(C1=O)OC(=O)CCCCC2C3C(CS2)NC(=O)N3
Synonym +-biotin n-hydroxysuccinimide ester,biotin-nhs,biotin nhs,2,5-dioxopyrrolidin-1-yl 5-3as,4s,6ar-2-oxohexahydro-1h-thieno 3,4-d imidazol-4-yl pentanoate,n-hydroxysuccinimidobiotin,d-biotinyl-osu,biotin-osu,n-succinimidyl d-biotinate,bhse,biotin n-hydroxysuccinimide ester
IUPAC Name (2,5-dioxopyrrolidin-1-yl) 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoate
InChI Key YMXHPSHLTSZXKH-RVBZMBCESA-N
Molecular Formula C14H19N3O5S
9

FP-Biotin (Mixture of Diastereomers), TRC

CAS: 259270-28-5 Molecular Formula: C27H50FN4O5PS Molecular Weight (g/mol): 592.75 Synonym: [10-[[5-[[5-[(3aS,4S,6aR)-Hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-4-yl]-1-oxopentyl]amino]pentyl]amino]-10-oxodecyl]phosphonofluoridic Acid Ethyl Ester,10-Fluoroethoxyphosphinyl-N-biotinamidopentyldecanamide IUPAC Name: ethyl (10-oxo-10-((5-(5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)pentyl)amino)decyl)phosphonofluoridate SMILES: O=C(N1)N[C@@]2([H])[C@]1([H])CS[C@H]2CCCCC(NCCCCCNC(CCCCCCCCCP(OCC)(F)=O)=O)=O

CAS 259270-28-5
Molecular Weight (g/mol) 592.75
SMILES O=C(N1)N[C@@]2([H])[C@]1([H])CS[C@H]2CCCCC(NCCCCCNC(CCCCCCCCCP(OCC)(F)=O)=O)=O
Synonym [10-[[5-[[5-[(3aS,4S,6aR)-Hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-4-yl]-1-oxopentyl]amino]pentyl]amino]-10-oxodecyl]phosphonofluoridic Acid Ethyl Ester,10-Fluoroethoxyphosphinyl-N-biotinamidopentyldecanamide
IUPAC Name ethyl (10-oxo-10-((5-(5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)pentyl)amino)decyl)phosphonofluoridate
Molecular Formula C27H50FN4O5PS
11

3’N-Benzyl Biotin, TRC

CAS: 57229-92-2 Molecular Formula: C17 H22 N2 O3 S Molecular Weight (g/mol): 334.43 Synonym: (3aS,4S,6aR)-Hexahydro-2-oxo-3-(phenylmethyl)-1H-thieno[3,4-d]imidazole-4-pentanoic Acid,1H-Thieno[3,4-d]imidazole-4-pentanoic acid, hexahydro-2-oxo-3-(phenylmethyl)-, [3aS-(3aα,4β,6aα)]-,5-[(3aS,4S,6aR)-1-Benzyl-2-oxohexahydrothieno[3,4-d]imidazol-4-yl]pentanoic Acid IUPAC Name: 5-[(3aS,4S,6aR)-3-benzyl-2-oxo-3a,4,6,6a-tetrahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoic acid SMILES: OC(=O)CCCC[C@@H]1SC[C@@H]2NC(=O)N(Cc3ccccc3)[C@H]12

CAS 57229-92-2
Molecular Weight (g/mol) 334.43
SMILES OC(=O)CCCC[C@@H]1SC[C@@H]2NC(=O)N(Cc3ccccc3)[C@H]12
Synonym (3aS,4S,6aR)-Hexahydro-2-oxo-3-(phenylmethyl)-1H-thieno[3,4-d]imidazole-4-pentanoic Acid,1H-Thieno[3,4-d]imidazole-4-pentanoic acid, hexahydro-2-oxo-3-(phenylmethyl)-, [3aS-(3aα,4β,6aα)]-,5-[(3aS,4S,6aR)-1-Benzyl-2-oxohexahydrothieno[3,4-d]imidazol-4-yl]pentanoic Acid
IUPAC Name 5-[(3aS,4S,6aR)-3-benzyl-2-oxo-3a,4,6,6a-tetrahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoic acid
Molecular Formula C17 H22 N2 O3 S
12

Succinimidyl-6-(biotinamido) Hexanoate, TRC

CAS: 72040-63-2 Molecular Formula: C20 H30 N4 O6 S Molecular Weight (g/mol): 454.54 Synonym: Enzotin,EZ-Link NHS-LC-Biotin,N-[5-(Succinimidyloxycarbonyl)pentyl]biotin Amide,N-Hydroxysuccinimidyl 6-(Biotinamido)hexanoate,N-Hydroxysuccinimidyl Biotinamidocaproate,B 1582,NHS-LC-Biotin,B 1582,6-[(Biotinyl)amino]hexanoic Acid N-Hydroxysuccinimide Ester,5-(N-Succinimidyloxycarbonyl)pentyl d-Biotinamide IUPAC Name: (2,5-dioxopyrrolidin-1-yl) 6-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]hexanoate SMILES: O=C(CCCC[C@@H]1SC[C@@H]2NC(=O)N[C@H]12)NCCCCCC(=O)ON3C(=O)CCC3=O

CAS 72040-63-2
Molecular Weight (g/mol) 454.54
SMILES O=C(CCCC[C@@H]1SC[C@@H]2NC(=O)N[C@H]12)NCCCCCC(=O)ON3C(=O)CCC3=O
Synonym Enzotin,EZ-Link NHS-LC-Biotin,N-[5-(Succinimidyloxycarbonyl)pentyl]biotin Amide,N-Hydroxysuccinimidyl 6-(Biotinamido)hexanoate,N-Hydroxysuccinimidyl Biotinamidocaproate,B 1582,NHS-LC-Biotin,B 1582,6-[(Biotinyl)amino]hexanoic Acid N-Hydroxysuccinimide Ester,5-(N-Succinimidyloxycarbonyl)pentyl d-Biotinamide
IUPAC Name (2,5-dioxopyrrolidin-1-yl) 6-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]hexanoate
Molecular Formula C20 H30 N4 O6 S
13

Sulfosuccinimidyl 3-[[2-(Biotinamido)ethyl] dithio]propionate Sodium Salt (Technical Grade), TRC

CAS: 325143-98-4 Molecular Formula: C19 H27 N4 O9 S4 . Na Molecular Weight (g/mol): 606.69 IUPAC Name: sodium;1-[3-[2-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]ethyldisulfanyl]propanoyloxy]-2,5-dioxopyrrolidine-3-sulfonate SMILES: [Na+].[O-]S(=O)(=O)C1CC(=O)N(OC(=O)CCSSCCNC(=O)CCCC[C@@H]2SC[C@@H]3NC(=O)N[C@H]23)C1=O

CAS 325143-98-4
Molecular Weight (g/mol) 606.69
SMILES [Na+].[O-]S(=O)(=O)C1CC(=O)N(OC(=O)CCSSCCNC(=O)CCCC[C@@H]2SC[C@@H]3NC(=O)N[C@H]23)C1=O
IUPAC Name sodium;1-[3-[2-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]ethyldisulfanyl]propanoyloxy]-2,5-dioxopyrrolidine-3-sulfonate
Molecular Formula C19 H27 N4 O9 S4 . Na
14

9-Methyl Biotin (mixture of diastereomers), TRC

CAS: 415725-35-8 Molecular Formula: C11 H18 N2 O3 S Molecular Weight (g/mol): 258.34 Synonym: (3aS,4S,6aR)-Hexahydro-α-methyl-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanoic Acid,2-Methyl-5-[(3aS,4S,6aR)-2-oxohexahydrothieno[3,4-d]imidazol-4-yl]pentanoic Acid,Biotin Imp. D (EP) IUPAC Name: 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-2-methylpentanoic acid SMILES: CC(CCC[C@@H]1SC[C@@H]2NC(=O)N[C@H]12)C(=O)O

CAS 415725-35-8
Molecular Weight (g/mol) 258.34
SMILES CC(CCC[C@@H]1SC[C@@H]2NC(=O)N[C@H]12)C(=O)O
Synonym (3aS,4S,6aR)-Hexahydro-α-methyl-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanoic Acid,2-Methyl-5-[(3aS,4S,6aR)-2-oxohexahydrothieno[3,4-d]imidazol-4-yl]pentanoic Acid,Biotin Imp. D (EP)
IUPAC Name 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-2-methylpentanoic acid
Molecular Formula C11 H18 N2 O3 S
15

(-)-Biotin Sulfoxide, TRC

CAS: 3376-83-8 Molecular Formula: C10 H16 N2 O4 S Molecular Weight (g/mol): 260.31 Synonym: 1H-Thieno[3,4-d]imidazole-4-pentanoic acid, hexahydro-2-oxo-, 5-oxide, [3aS-(3aα,4β,5β,6aα)]-,Biotin, 5-oxide (7CI),Biotin, 5-oxide, (-)- (8CI),Biotin, L-S-oxide (6CI),(-)-Biotin sulfoxide,Biotin l-sulfoxide,Biotin sulfoxide IUPAC Name: 5-[(3aS,4R,6aR)-2,5-dioxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoic acid SMILES: OC(=O)CCCC[C@@H]1[C@H]2NC(=O)N[C@H]2CS1=O

CAS 3376-83-8
Molecular Weight (g/mol) 260.31
SMILES OC(=O)CCCC[C@@H]1[C@H]2NC(=O)N[C@H]2CS1=O
Synonym 1H-Thieno[3,4-d]imidazole-4-pentanoic acid, hexahydro-2-oxo-, 5-oxide, [3aS-(3aα,4β,5β,6aα)]-,Biotin, 5-oxide (7CI),Biotin, 5-oxide, (-)- (8CI),Biotin, L-S-oxide (6CI),(-)-Biotin sulfoxide,Biotin l-sulfoxide,Biotin sulfoxide
IUPAC Name 5-[(3aS,4R,6aR)-2,5-dioxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoic acid
Molecular Formula C10 H16 N2 O4 S