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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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1

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

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

IBA Lifesciences Biotin

EDGE
4

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
6

(+)-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
7

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
8

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
9

Biotin Sulfone, TRC

CAS: 40720-05-6 Molecular Formula: C10 H16 N2 O5 S Molecular Weight (g/mol): 276.31 Synonym: 1H-Thieno[3,4-d]imidazole-4-pentanoic acid, hexahydro-2-oxo-, 5,5-dioxide, [3aS-(3aα,4β,6aα)]-,Biotin, 5,5-dioxide (7CI),Biotin sulfone IUPAC Name: 5-[(3aS,4S,6aR)-2,5,5-trioxo-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)=O

CAS 40720-05-6
Molecular Weight (g/mol) 276.31
SMILES OC(=O)CCCC[C@H]1[C@H]2NC(=O)N[C@H]2CS1(=O)=O
Synonym 1H-Thieno[3,4-d]imidazole-4-pentanoic acid, hexahydro-2-oxo-, 5,5-dioxide, [3aS-(3aα,4β,6aα)]-,Biotin, 5,5-dioxide (7CI),Biotin sulfone
IUPAC Name 5-[(3aS,4S,6aR)-2,5,5-trioxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoic acid
Molecular Formula C10 H16 N2 O5 S
10

2-[2-[2-[2-[6-(Biotinylaminohexanoyl]aminoethoxy]ethoxy]ethoxy]-4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzoic Acid, TRC

CAS: 207971-23-1 Molecular Formula: C31 H43 F3 N6 O8 S Molecular Weight (g/mol): 716.7687 Synonym: 2-[[21-[(3aS,4S,6aR)-hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-4-yl]-10,17-dioxo-3,6-dioxa-9,16-diazaheneicos-1-yl]oxy]-4-[3-(trifluoromethyl)-3H-diazirin-3-yl]-Benzoic acid IUPAC Name: 2-[2-[2-[2-[6-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]hexanoylamino]ethoxy]ethoxy]ethoxy]-4-[3-(trifluoromethyl)diazirin-3-yl]benzoic acid SMILES: OC(=O)c1ccc(cc1OCCOCCOCCNC(=O)CCCCCNC(=O)CCCC[C@@H]2SC[C@@H]3NC(=O)N[C@H]23)C4(N=N4)C(F)(F)F

CAS 207971-23-1
Molecular Weight (g/mol) 716.7687
SMILES OC(=O)c1ccc(cc1OCCOCCOCCNC(=O)CCCCCNC(=O)CCCC[C@@H]2SC[C@@H]3NC(=O)N[C@H]23)C4(N=N4)C(F)(F)F
Synonym 2-[[21-[(3aS,4S,6aR)-hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-4-yl]-10,17-dioxo-3,6-dioxa-9,16-diazaheneicos-1-yl]oxy]-4-[3-(trifluoromethyl)-3H-diazirin-3-yl]-Benzoic acid
IUPAC Name 2-[2-[2-[2-[6-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]hexanoylamino]ethoxy]ethoxy]ethoxy]-4-[3-(trifluoromethyl)diazirin-3-yl]benzoic acid
Molecular Formula C31 H43 F3 N6 O8 S
11

(-)-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
12

Biotinyl Tyramide, TRC

CAS: 41994-02-9 Molecular Formula: C18 H25 N3 O3 S Molecular Weight (g/mol): 363.47 Synonym: [3aS-(3aα,4β,6aα)]-Hexahydro-N-[2-(4-hydroxyphenyl)ethyl]-2-oxo-, 1H-thieno[3,4-d]imidazole-5-pentanamide; IUPAC Name: 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[2-(4-hydroxyphenyl)ethyl]pentanamide SMILES: Oc1ccc(CCNC(=O)CCCC[C@@H]2SC[C@@H]3NC(=O)N[C@H]23)cc1

CAS 41994-02-9
Molecular Weight (g/mol) 363.47
SMILES Oc1ccc(CCNC(=O)CCCC[C@@H]2SC[C@@H]3NC(=O)N[C@H]23)cc1
Synonym [3aS-(3aα,4β,6aα)]-Hexahydro-N-[2-(4-hydroxyphenyl)ethyl]-2-oxo-, 1H-thieno[3,4-d]imidazole-5-pentanamide;
IUPAC Name 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[2-(4-hydroxyphenyl)ethyl]pentanamide
Molecular Formula C18 H25 N3 O3 S
13

Biocytin, TRC

CAS: 576-19-2 Molecular Formula: C16 H28 N4 O4 S Molecular Weight (g/mol): 372.48 IUPAC Name: (2S)-6-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]-2-aminohexanoic acid SMILES: N[C@@H](CCCCNC(=O)CCCC[C@@H]1SC[C@@H]2NC(=O)N[C@H]12)C(=O)O

CAS 576-19-2
Molecular Weight (g/mol) 372.48
SMILES N[C@@H](CCCCNC(=O)CCCC[C@@H]1SC[C@@H]2NC(=O)N[C@H]12)C(=O)O
IUPAC Name (2S)-6-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]-2-aminohexanoic acid
Molecular Formula C16 H28 N4 O4 S
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

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