生物素（CAS 58-85-5）：分子式 C10H16N2O3S、分子量 244.31。
| CAS号 | 58-85-5 |
|---|---|
| 分子式 | C10H16N2O3S |
| 分子量 | 244.31 |
| 熔点 | 232 |
| LogP | 0.5 |
| 应用领域 | Uses: CIR ingredient: Biotin、An enzyme cofactor and growth factor in every living cell、Used as a therapeutic vitamin、[Merck Index] Used as a medication、dietary supplement、in animal feeds、and in cosmetics as a conditioning agent for hair and skin、[HSDB] Used as a nutritional supplement and sequestrant for foods、[FDA] Permitted for use as an inert ingredient in non-food pesticide products、[EPA]、Farming (Feed Additives) [Category: Industry]、... Recommended for first-line treatment of weak、brittle、splitting、or soft nails、Appearex、MEDICATION、MEDICATION (VET):、Biotin functions as a hair-conditioning agent and a skin-conditioning agent--miscellaneous. The product formulation data submitted to the Food and Drug Administration (FDA) in 1998 stated that biotin was contained in a total of 71 cosmetic product formulations.、Biotin is generally recognized as safe as a dietary supplement、as a nutrient、and in animal feed. Its functional use in food is as a nutrient and dietary supplement.、Use (kg、approx.) in Germany (2009): >250、Consumption (g per capita、approx.) in Germany (2009): 0.00305、Calculated removal (%): 75.1、For nutritional supplementation、also for treating dietary shortage or imbalance.、Use Classification: Cosmetics -> Skin conditioning、Hair conditioning、Antiseborrhoeic、Household Products: Information on 45 consumer products that contain Biotin in the following categories is provided:、• Personal Care、Methods of Manufacturing: ISOLATED FROM LIVER、KIDNEY、YEAST、AND COWS' MILK BY ACIDIC OR ENZYMATIC HYDROLYSIS、SYNTHESIZED FROM A MESO-DIAMINOSUCCINIC ACID DERIVATIVE、The Hoffman-La Roche industrial synthesis of biotin starts with fumaric acid. The sequence of bromination、replacement of dibromide with benzyl-bromide、and ring closure with phosgene gives the imidazole cis-dicarboxylic acid. The corresponding anhydride is opened with cyclohexanol to the racemic monoester which is resolved with (+)-ephedrine in high yield. The enantiomer is recycled back to the anhydride. Lithium borohydride reduces only the ester group of (+)-ephedrine、thus producing the lactone with the desired absolute configuration. Sulfur is then introduced by treatment with potassium thioacetate to give the thiolactone. The side chain is introduced in two phases. The first three carbons are attached by a Grignard reaction. Dehydration and hydrogenation over Raney nickel establishes the third chiral center stereospecifically. The last two carbons are then added by reaction of the cyclic sulfonium cation with sodium dimethylmalonate. Hydrolysis of the ester groups of decarboxylation、and didebenzylation occur during heating with aqueous HBr to produce the optically pure biotin in a more than 25% overall yield.、Sumitomo produces biotin by an efficient asymmetric conversion of the prochiral cis-acid to the optically active lactone. The acid reacts with the optically active dihydroxy amine to give quantitatively the chiral imide. Sodium borohydride reduces stereoselectively the pro-R carbonyl group to give、after recrystallization、the optically pure hydroxy amide. Hydrolysis then yields the lactone.、The stereocontrolled formation of all chiral centers of biotin can be achieved in three syntheses by means of 1、3-dipolar nitrone-olefin cycloadditions and in two syntheses by (2+2) cycloaddition methods.、For more Methods of Manufacturing (Complete) data for BIOTIN (7 total)、please visit the HSDB record page.、Impurities: Biotin、which is to be not less than 97.5% and more than 100.5% by assay、may contain < 3 ppm arsenic and < 10 ppm heavy metals (as Pb) ...、One company requires that biotin contain <0.25% diamino derivative、biotinylbiotin、and monobenzyl biotin ...、Another company、reports that biotin contains <10 mg、kg heavy metals (as Pb).、Formulations、Preparations: BIOTIN IS COMMERCIALLY AVAILABLE AS THE CRYSTALLINE D-ISOMER...NOT WIDELY USED IN FOOD FORTIFICATION.、The amount of the vitamin in a product is expressed solely in terms of the weight of the chemically pure substance、the free monocarboxylic acid.、Oral: Capsules: 1000 ug (1 mg) (OTC) (GENERIC).、Oral: Tablets: 300 ug (0.3 mg)、400 ug (0.4 mg) 600 ug (0.6 mg) and 800 ug (0.8 mg) (OTC) (GENERIC).、Number of formulations containing biotin (FDA 1998): bubble baths 1、200、other eye makeup preparations、than mascara、2、120、hair conditioners 20、636、shampoos--noncoloring 11、860、tonics、dressings、and other hair-grooming aids 7、549、other hair preparations 2、276、foundations 2、287、bath soaps and detergents 2、385、cleansing preparations 1、653、face and neck preparations--excluding shaving 1、263、body and hand preparations--excluding shaving 1、796、moisturizing preparations 5、769、night preparations 4、188、paste masks、mud packs 2、255、skin fresheners 2、184、other skin care preparations 6、692、indoor tanning preparations 1、62、other suntan preparations 1、38. Current、biotin、concn of use (CTFA 1999): mascara 0.0001%、other eye makeup preparations 0.01%、hair conditioners 0.0001% to 0.01%、shampoos--noncoloring 0.0001% to 0.001%、and other hair-grooming aids 0.001%、foundations 0.0001% to 0.001%、face and neck preparations--excluding shaving 0.002% to 0.6%、moisturizing preparations 0.005%.、U.S. Production: (1972) PROBABLY GREATER THAN 4.54X10+5 GRAMS、(1975) PROBABLY GREATER THAN 4.54X10+5 GRAMS、U.S. Imports: (1972) No Data、(1975) No Data、U.S. Exports: (1972) No Data、General Manufacturing Information: 1H-Thieno[3、4-d]imidazole-4-pentanoic acid、hexahydro-2-oxo-、(3aS、4S、6aR)-: ACTIVE、ISOLATION FROM EGG YOLK: KOGL、TONNIS、Z PHYSIOL CHEM 242、43 (1936)、FROM LIVER: GYORGY ET AL、J BIOL CHEM 131、745 (1939)、DU VIGNEAUD ET AL、IBID 140、643 (1941). IDENTITY OF BIOTIN WITH VIT H: DU VIGNEAUD ET AL、SCIENCE 92、62 (1940).、THERE IS NO OFFICIAL PREPN OF BIOTIN、& SINGLE-ENTITY PREPN OF THE CMPD ARE NOT MARKETED IN US.、THREE FORMS OF BIOTIN...HAVE BEEN DERIVED FROM NATURAL MATERIAL. THESE DERIVA |
登记用途：Uses: CIR ingredient: Biotin、An enzyme cofactor and growth factor in every living cell、Used as a therapeutic vitamin、[Merck Index] Used as a medication、dietary supplement、in animal feeds、and in cosmetics as a conditioning agent for hair and skin、[HSDB] Used as a nutritional supplement and sequestrant for foods、[FDA] Permitted for use as an inert ingredient in non-food pesticide products、[EPA]、Farming (Feed Additives) [Category: Industry]、... Recommended for first-line treatment of weak、brittle、splitting、or soft nails、Appearex、MEDICATION、MEDICATION (VET):、Biotin functions as a hair-conditioning agent and a skin-conditioning agent--miscellaneous. The product formulation data submitted to the Food and Drug Administration (FDA) in 1998 stated that biotin was contained in a total of 71 cosmetic product formulations.、Biotin is generally recognized as safe as a dietary supplement、as a nutrient、and in animal feed. Its functional use in food is as a nutrient and dietary supplement.、Use (kg、approx.) in Germany (2009): >250、Consumption (g per capita、approx.) in Germany (2009): 0.00305、Calculated removal (%): 75.1、For nutritional supplementation、also for treating dietary shortage or imbalance.、Use Classification: Cosmetics -> Skin conditioning、Hair conditioning、Antiseborrhoeic、Household Products: Information on 45 consumer products that contain Biotin in the following categories is provided:、• Personal Care、Methods of Manufacturing: ISOLATED FROM LIVER、KIDNEY、YEAST、AND COWS' MILK BY ACIDIC OR ENZYMATIC HYDROLYSIS、SYNTHESIZED FROM A MESO-DIAMINOSUCCINIC ACID DERIVATIVE、The Hoffman-La Roche industrial synthesis of biotin starts with fumaric acid. The sequence of bromination、replacement of dibromide with benzyl-bromide、and ring closure with phosgene gives the imidazole cis-dicarboxylic acid. The corresponding anhydride is opened with cyclohexanol to the racemic monoester which is resolved with (+)-ephedrine in high yield. The enantiomer is recycled back to the anhydride. Lithium borohydride reduces only the ester group of (+)-ephedrine、thus producing the lactone with the desired absolute configuration. Sulfur is then introduced by treatment with potassium thioacetate to give the thiolactone. The side chain is introduced in two phases. The first three carbons are attached by a Grignard reaction. Dehydration and hydrogenation over Raney nickel establishes the third chiral center stereospecifically. The last two carbons are then added by reaction of the cyclic sulfonium cation with sodium dimethylmalonate. Hydrolysis of the ester groups of decarboxylation、and didebenzylation occur during heating with aqueous HBr to produce the optically pure biotin in a more than 25% overall yield.、Sumitomo produces biotin by an efficient asymmetric conversion of the prochiral cis-acid to the optically active lactone. The acid reacts with the optically active dihydroxy amine to give quantitatively the chiral imide. Sodium borohydride reduces stereoselectively the pro-R carbonyl group to give、after recrystallization、the optically pure hydroxy amide. Hydrolysis then yields the lactone.、The stereocontrolled formation of all chiral centers of biotin can be achieved in three syntheses by means of 1、3-dipolar nitrone-olefin cycloadditions and in two syntheses by (2+2) cycloaddition methods.、For more Methods of Manufacturing (Complete) data for BIOTIN (7 total)、please visit the HSDB record page.、Impurities: Biotin、which is to be not less than 97.5% and more than 100.5% by assay、may contain < 3 ppm arsenic and < 10 ppm heavy metals (as Pb) ...、One company requires that biotin contain <0.25% diamino derivative、biotinylbiotin、and monobenzyl biotin ...、Another company、reports that biotin contains <10 mg、kg heavy metals (as Pb).、Formulations、Preparations: BIOTIN IS COMMERCIALLY AVAILABLE AS THE CRYSTALLINE D-ISOMER...NOT WIDELY USED IN FOOD FORTIFICATION.、The amount of the vitamin in a product is expressed solely in terms of the weight of the chemically pure substance、the free monocarboxylic acid.、Oral: Capsules: 1000 ug (1 mg) (OTC) (GENERIC).、Oral: Tablets: 300 ug (0.3 mg)、400 ug (0.4 mg) 600 ug (0.6 mg) and 800 ug (0.8 mg) (OTC) (GENERIC).、Number of formulations containing biotin (FDA 1998): bubble baths 1、200、other eye makeup preparations、than mascara、2、120、hair conditioners 20、636、shampoos--noncoloring 11、860、tonics、dressings、and other hair-grooming aids 7、549、other hair preparations 2、276、foundations 2、287、bath soaps and detergents 2、385、cleansing preparations 1、653、face and neck preparations--excluding shaving 1、263、body and hand preparations--excluding shaving 1、796、moisturizing preparations 5、769、night preparations 4、188、paste masks、mud packs 2、255、skin fresheners 2、184、other skin care preparations 6、692、indoor tanning preparations 1、62、other suntan preparations 1、38. Current、biotin、concn of use (CTFA 1999): mascara 0.0001%、other eye makeup preparations 0.01%、hair conditioners 0.0001% to 0.01%、shampoos--noncoloring 0.0001% to 0.001%、and other hair-grooming aids 0.001%、foundations 0.0001% to 0.001%、face and neck preparations--excluding shaving 0.002% to 0.6%、moisturizing preparations 0.005%.、U.S. Production: (1972) PROBABLY GREATER THAN 4.54X10+5 GRAMS、(1975) PROBABLY GREATER THAN 4.54X10+5 GRAMS、U.S. Imports: (1972) No Data、(1975) No Data、U.S. Exports: (1972) No Data、General Manufacturing Information: 1H-Thieno[3、4-d]imidazole-4-pentanoic acid、hexahydro-2-oxo-、(3aS、4S、6aR)-: ACTIVE、ISOLATION FROM EGG YOLK: KOGL、TONNIS、Z PHYSIOL CHEM 242、43 (1936)、FROM LIVER: GYORGY ET AL、J BIOL CHEM 131、745 (1939)、DU VIGNEAUD ET AL、IBID 140、643 (1941). IDENTITY OF BIOTIN WITH VIT H: DU VIGNEAUD ET AL、SCIENCE 92、62 (1940).、THERE IS NO OFFICIAL PREPN OF BIOTIN、& SINGLE-ENTITY PREPN OF THE CMPD ARE NOT MARKETED IN US.、THREE FORMS OF BIOTIN...HAVE BEEN DERIVED FROM NATURAL MATERIAL. THESE DERIVA。
生物素 是一种化工化合物，登记 CAS 号为 58-85-5，分子式 C10H16N2O3S（分子量 244.31）。
登记 CAS 号：58-85-5
其分子式 C10H16N2O3S 由 10 个碳、16 个氢、2 个氮、3 个氧、1 个硫 组成。
别名/同义词：生物素 · Vitamin H · Biotin · d-Biotin
生物素 的 CAS 登记号为 58-85-5。
分子式 C10H16N2O3S，分子量 244.31。
别名/同义词：生物素、Vitamin H、Biotin、d-Biotin。
登记用途：Uses: CIR ingredient: Biotin、An enzyme cofactor and growth factor in every living cell、Used as a therapeutic vitamin、[Merck Index] Used as a medication、dietary supplement、in animal feeds、and in cosmetics as a conditioning agent for hair and skin、[HSDB] Used as a nutritional supplement and sequestrant for foods、[FDA] Permitted for use as an inert ingredient in non-food pesticide products、[EPA]、Farming (Feed Additives) [Category: Industry]、... Recommended for first-line treatment of weak、brittle、splitting、or soft nails、Appearex、MEDICATION、MEDICATION (VET):、Biotin functions as a hair-conditioning agent and a skin-conditioning agent--miscellaneous. The product formulation data submitted to the Food and Drug Administration (FDA) in 1998 stated that biotin was contained in a total of 71 cosmetic product formulations.、Biotin is generally recognized as safe as a dietary supplement、as a nutrient、and in animal feed. Its functional use in food is as a nutrient and dietary supplement.、Use (kg、approx.) in Germany (2009): >250、Consumption (g per capita、approx.) in Germany (2009): 0.00305、Calculated removal (%): 75.1、For nutritional supplementation、also for treating dietary shortage or imbalance.、Use Classification: Cosmetics -> Skin conditioning、Hair conditioning、Antiseborrhoeic、Household Products: Information on 45 consumer products that contain Biotin in the following categories is provided:、• Personal Care、Methods of Manufacturing: ISOLATED FROM LIVER、KIDNEY、YEAST、AND COWS' MILK BY ACIDIC OR ENZYMATIC HYDROLYSIS、SYNTHESIZED FROM A MESO-DIAMINOSUCCINIC ACID DERIVATIVE、The Hoffman-La Roche industrial synthesis of biotin starts with fumaric acid. The sequence of bromination、replacement of dibromide with benzyl-bromide、and ring closure with phosgene gives the imidazole cis-dicarboxylic acid. The corresponding anhydride is opened with cyclohexanol to the racemic monoester which is resolved with (+)-ephedrine in high yield. The enantiomer is recycled back to the anhydride. Lithium borohydride reduces only the ester group of (+)-ephedrine、thus producing the lactone with the desired absolute configuration. Sulfur is then introduced by treatment with potassium thioacetate to give the thiolactone. The side chain is introduced in two phases. The first three carbons are attached by a Grignard reaction. Dehydration and hydrogenation over Raney nickel establishes the third chiral center stereospecifically. The last two carbons are then added by reaction of the cyclic sulfonium cation with sodium dimethylmalonate. Hydrolysis of the ester groups of decarboxylation、and didebenzylation occur during heating with aqueous HBr to produce the optically pure biotin in a more than 25% overall yield.、Sumitomo produces biotin by an efficient asymmetric conversion of the prochiral cis-acid to the optically active lactone. The acid reacts with the optically active dihydroxy amine to give quantitatively the chiral imide. Sodium borohydride reduces stereoselectively the pro-R carbonyl group to give、after recrystallization、the optically pure hydroxy amide. Hydrolysis then yields the lactone.、The stereocontrolled formation of all chiral centers of biotin can be achieved in three syntheses by means of 1、3-dipolar nitrone-olefin cycloadditions and in two syntheses by (2+2) cycloaddition methods.、For more Methods of Manufacturing (Complete) data for BIOTIN (7 total)、please visit the HSDB record page.、Impurities: Biotin、which is to be not less than 97.5% and more than 100.5% by assay、may contain < 3 ppm arsenic and < 10 ppm heavy metals (as Pb) ...、One company requires that biotin contain <0.25% diamino derivative、biotinylbiotin、and monobenzyl biotin ...、Another company、reports that biotin contains <10 mg、kg heavy metals (as Pb).、Formulations、Preparations: BIOTIN IS COMMERCIALLY AVAILABLE AS THE CRYSTALLINE D-ISOMER...NOT WIDELY USED IN FOOD FORTIFICATION.、The amount of the vitamin in a product is expressed solely in terms of the weight of the chemically pure substance、the free monocarboxylic acid.、Oral: Capsules: 1000 ug (1 mg) (OTC) (GENERIC).、Oral: Tablets: 300 ug (0.3 mg)、400 ug (0.4 mg) 600 ug (0.6 mg) and 800 ug (0.8 mg) (OTC) (GENERIC).、Number of formulations containing biotin (FDA 1998): bubble baths 1、200、other eye makeup preparations、than mascara、2、120、hair conditioners 20、636、shampoos--noncoloring 11、860、tonics、dressings、and other hair-grooming aids 7、549、other hair preparations 2、276、foundations 2、287、bath soaps and detergents 2、385、cleansing preparations 1、653、face and neck preparations--excluding shaving 1、263、body and hand preparations--excluding shaving 1、796、moisturizing preparations 5、769、night preparations 4、188、paste masks、mud packs 2、255、skin fresheners 2、184、other skin care preparations 6、692、indoor tanning preparations 1、62、other suntan preparations 1、38. Current、biotin、concn of use (CTFA 1999): mascara 0.0001%、other eye makeup preparations 0.01%、hair conditioners 0.0001% to 0.01%、shampoos--noncoloring 0.0001% to 0.001%、and other hair-grooming aids 0.001%、foundations 0.0001% to 0.001%、face and neck preparations--excluding shaving 0.002% to 0.6%、moisturizing preparations 0.005%.、U.S. Production: (1972) PROBABLY GREATER THAN 4.54X10+5 GRAMS、(1975) PROBABLY GREATER THAN 4.54X10+5 GRAMS、U.S. Imports: (1972) No Data、(1975) No Data、U.S. Exports: (1972) No Data、General Manufacturing Information: 1H-Thieno[3、4-d]imidazole-4-pentanoic acid、hexahydro-2-oxo-、(3aS、4S、6aR)-: ACTIVE、ISOLATION FROM EGG YOLK: KOGL、TONNIS、Z PHYSIOL CHEM 242、43 (1936)、FROM LIVER: GYORGY ET AL、J BIOL CHEM 131、745 (1939)、DU VIGNEAUD ET AL、IBID 140、643 (1941). IDENTITY OF BIOTIN WITH VIT H: DU VIGNEAUD ET AL、SCIENCE 92、62 (1940).、THERE IS NO OFFICIAL PREPN OF BIOTIN、& SINGLE-ENTITY PREPN OF THE CMPD ARE NOT MARKETED IN US.、THREE FORMS OF BIOTIN...HAVE BEEN DERIVED FROM NATURAL MATERIAL. THESE DERIVA。
生物素（CAS 58-85-5）的独立参考数据，整理自公开化学数据库。
| CAS 号 | 58-85-5 |
|---|---|
| PubChem CID | 171548 |
| 分子式 | C10H16N2O3S |
| 分子量 | 244.09 g/mol |
| IUPAC 名称 | 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoic acid |
| InChIKey | YBJHBAHKTGYVGT-ZKWXMUAHSA-N |
| UNII（FDA） | 6SO6U10H04 |
| ChEBI 编号 | CHEBI:15956 |
| ATC 编码（WHO） | A11HA05 |
| Molecular Weight | 244.31 |
|---|---|
| XLogP3 | 0.3 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 5 |
| Exact Mass | 244.08816355 |
| Monoisotopic Mass | 244.08816355 |
| Topological Polar Surface Area | 104 |
| Heavy Atom Count | 16 |
| Melting Point | 232 |
|---|---|
| Melting Point | 232 °C (decomposes) |
| Melting Point | 232 °C |
| Solubility | 220 |
| Solubility | 0.22 mg/mL at 25 °C |
| Vapor Pressure | 0.00000001 [mmHg] |
| LogP | 0.5 |
| LogP | 0.39 |
| Collision Cross Section | 151.4 Ų [M+H]+ |
| Collision Cross Section | 157.1 Ų [M-H]- |
biotin; d-biotin; 58-85-5; vitamin H; Vitamin B7; Bioepiderm; coenzyme R; Factor S; Bios II; D(+)-Biotin; D-(+)-Biotin; (+)-Biotin; Biotine; Biotina; Factor S (vitamin); Injacom H
| 法规与食品接触 | FDA Substance added to food: NUTRIENT SUPPLEMENT, SEQUESTRANT CIR / INCI: Cosmetic ingredients (Biotin) -> CIR (Cosmetic Ingredient Review) CIR / INCI: Hair conditioning; Skin conditioning; Antiseborrhoeic |
|---|---|
| GHS 通报统计 | 99.6% (265 / 266) |
| GHS 通报统计 | 99.6% (265 / 266) |
|---|
维生素H 的 CAS 号为 58-85-5，分子式 C10H16N2O3S，分子量 244.09 g/mol。 UNII 6SO6U10H04; ChEBI 15956; InChIKey YBJHBAHKTGYVGT-ZKWXMUAHSA-N. Melting Point: 232; Melting Point: 232 °C (decomposes); Melting Point: 232 °C.
数据来源：PubChem / Wikidata；与随货 COA 不一致时以 COA 为准。
English page: Vitamin H