Cyclic alcohols and derivatives

Phorbol 12-Myristate 13-Acetate (Clear or Whitish Film), Fisher BioReagents Available on GSA/VA Contract for Federal Government customers only.

CAS: 16561-29-8 Molecular Formula: C36H56O8 Molecular Weight (g/mol): 616.836 InChI Key: PHEDXBVPIONUQT-RGYGYFBISA-N Synonym: 12-o-tetradecanoylphorbol 13-acetate, 12-o-tetradecanoylphorbol-13-acetate, 12-tetradecanoylphorbol 13-acetate, factor a1, factor a1 croton oil, phorbol 12-myristate 13-acetate, phorbol 13-acetate 12-myristate, phorbol ester, phorbol-12-myristate-13-acetate, tetradecanoylphorbol acetate PubChem CID: 27924 ChEBI: CHEBI:37537 SMILES: CCCCCCCCCCCCCC(=O)OC1C(C2(C(C=C(CC3(C2C=C(C3=O)C)O)CO)C4C1(C4(C)C)OC(=O)C)O)C

Cholesterol, 95%, Alfa Aesar™

CAS: 57-88-5 Molecular Formula: C27H46O Molecular Weight (g/mol): 386.664 MDL Number: MFCD00003646 InChI Key: HVYWMOMLDIMFJA-DPAQBDIFSA-N Synonym: cholest-5-en-3beta-ol, cholesterin, cholesterine, cholesterol, cholesteryl alcohol, cholestrin, cordulan, dusoline, dusoran, provitamin d PubChem CID: 5997 ChEBI: CHEBI:16113 IUPAC Name: (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol SMILES: CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C

Cyclobutanol 98.0+%, TCI America™

CAS: 2919-23-5 Molecular Formula: C4H8O Molecular Weight (g/mol): 72.107 MDL Number: MFCD00001318 InChI Key: KTHXBEHDVMTNOH-UHFFFAOYSA-N Synonym: acmc-1cgim, cyclobutanol, cyclobutanol 1g, cyclobutyl alcohol, cyclobutyl hydroxide, hydroxycyclobutane, ksc206s6t, kthxbehdvmtnoh-uhfffaoysa PubChem CID: 76218 IUPAC Name: cyclobutanol SMILES: C1CC(C1)O

Cholesterol, NF Grade, MP Biomedicals

CAS: 57-88-5 Molecular Formula: C27H46O Molecular Weight (g/mol): 386.664 MDL Number: MFCD00003646 InChI Key: HVYWMOMLDIMFJA-DPAQBDIFSA-N Synonym: cholest-5-en-3beta-ol, cholesterin, cholesterine, cholesterol, cholesteryl alcohol, cholestrin, cordulan, dusoline, dusoran, provitamin d PubChem CID: 5997 ChEBI: CHEBI:16113 IUPAC Name: (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol SMILES: CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C

Alfa Aesar™ Phorbol 12-myristate 13-acetate, 99+%

CAS: 16561-29-8 Molecular Formula: C36H56O8 Molecular Weight (g/mol): 616.836 MDL Number: MFCD00036736 InChI Key: PHEDXBVPIONUQT-RGYGYFBISA-N Synonym: 12-o-tetradecanoylphorbol 13-acetate, 12-o-tetradecanoylphorbol-13-acetate, 12-tetradecanoylphorbol 13-acetate, factor a1, factor a1 croton oil, phorbol 12-myristate 13-acetate, phorbol 13-acetate 12-myristate, phorbol ester, phorbol-12-myristate-13-acetate, tetradecanoylphorbol acetate PubChem CID: 27924 ChEBI: CHEBI:37537 SMILES: CCCCCCCCCCCCCC(=O)OC1C(C2(C(C=C(CC3(C2C=C(C3=O)C)O)CO)C4C1(C4(C)C)OC(=O)C)O)C

Phorbol 12-myristate 13-acetate, Tocris Bioscience™ Available on GSA/VA Contract for Federal Government customers only.

CAS: 16561-29-8 Molecular Formula: C36H56O8 Molecular Weight (g/mol): 616.836 InChI Key: PHEDXBVPIONUQT-RGYGYFBISA-N Synonym: 12-o-tetradecanoylphorbol 13-acetate, 12-o-tetradecanoylphorbol-13-acetate, 12-tetradecanoylphorbol 13-acetate, factor a1, factor a1 croton oil, phorbol 12-myristate 13-acetate, phorbol 13-acetate 12-myristate, phorbol ester, phorbol-12-myristate-13-acetate, tetradecanoylphorbol acetate PubChem CID: 27924 ChEBI: CHEBI:37537 SMILES: CCCCCCCCCCCCCC(=O)OC1C(C2(C(C=C(CC3(C2C=C(C3=O)C)O)CO)C4C1(C4(C)C)OC(=O)C)O)C

Alfa Aesar™ Ursodeoxycholic acid, 99%

CAS: 128-13-2 Molecular Formula: C24H40O4 Molecular Weight (g/mol): 392.58 MDL Number: MFCD00003680 InChI Key: RUDATBOHQWOJDD-UZVSRGJWSA-N Synonym: actigall, delursan, urso, urso forte, ursodeoxycholate, ursodeoxycholic acid, ursodesoxycholic acid, ursodiol, ursofalk, ursolvan PubChem CID: 31401 ChEBI: CHEBI:9907 IUPAC Name: (4R)-4-[(3R,5S,7S,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid SMILES: CC(CCC(=O)O)C1CCC2C1(CCC3C2C(CC4C3(CCC(C4)O)C)O)C

Cholesterol, ≥99%, MP Biomedicals™

CAS: 57-88-5 Molecular Formula: C27H46O Molecular Weight (g/mol): 386.664 MDL Number: MFCD00003646 InChI Key: HVYWMOMLDIMFJA-DPAQBDIFSA-N Synonym: cholest-5-en-3beta-ol, cholesterin, cholesterine, cholesterol, cholesteryl alcohol, cholestrin, cordulan, dusoline, dusoran, provitamin d PubChem CID: 5997 ChEBI: CHEBI:16113 IUPAC Name: (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol SMILES: CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C

Alfa Aesar™ Deoxycholic acid, 99%

CAS: 83-44-3 Molecular Formula: C24H40O4 Molecular Weight (g/mol): 392.58 MDL Number: MFCD00003673 InChI Key: KXGVEGMKQFWNSR-LLQZFEROSA-N Synonym: choleic acid, cholerebic, cholorebic, degalol, deoxycholate, deoxycholatic acid, deoxycholic acid, desoxycholic acid, droxolan, pyrochol PubChem CID: 222528 ChEBI: CHEBI:28834 IUPAC Name: (4R)-4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid SMILES: CC(CCC(=O)O)C1CCC2C1(C(CC3C2CCC4C3(CCC(C4)O)C)O)C

MilliporeSigma™ Phorbol-12,13-dibutyrate, Calbiochem™,

CAS: 37558-16-0 Molecular Formula: C28H40O8 Molecular Weight (g/mol): 504.62 InChI Key: BQJRUJTZSGYBEZ-YVQNUNKESA-N Synonym: 1ar,1bs,4ar,7as,7bs,8r,9r,9as-4a,7b-dihydroxy-3-hydroxymethyl-1,1,6,8-tetramethyl-5-oxo-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-9ah-cyclopropa 3,4 benzo 1,2-e azulene-9,9a-diyl dibutanoate, butanoic acid, 1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-4a,7b-dihydroxy-3-hydroxymethyl-1,1,6,8-tetramethyl-5-oxo-9ah-cyclopropa 3,4 benz 1,2-e azulene-9,9a-diyl ester, 1ar-1a-alpha,1b-beta,4a-beta,7a-alpha,7b-alpha,8-alpha,9-beta,9a-alpha, butanoic acid, 1ar,1bs,4ar,7as,7bs,8r,9r,9as-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-4a,7b-dihydroxy-3-hydroxymethyl-1,1,6,8-tetramethyl-5-oxo-9ah-cyclopropa 3,4 benz 1,2-e azulene-9,9a-diyl ester, chembl27768, pdbu, phorbol 12,13-dibutanoate, phorbol 12,13-dibutyrate, phorbol dibutyrate, phorbol-12,13-dibutyrate, unii-67mx82cl58 PubChem CID: 37783 ChEBI: CHEBI:17598 SMILES: CCCC(=O)OC1C(C2(C(C=C(CC3(C2C=C(C3=O)C)O)CO)C4C1(C4(C)C)OC(=O)CCC)O)C

Phorbol 12-myristate 13-acetate, ≥99%, MP Biomedicals™

CAS: 16561-29-8 Molecular Formula: C36H56O8 Molecular Weight (g/mol): 616.836 InChI Key: PHEDXBVPIONUQT-RGYGYFBISA-N Synonym: 12-o-tetradecanoylphorbol 13-acetate, 12-o-tetradecanoylphorbol-13-acetate, 12-tetradecanoylphorbol 13-acetate, factor a1, factor a1 croton oil, phorbol 12-myristate 13-acetate, phorbol 13-acetate 12-myristate, phorbol ester, phorbol-12-myristate-13-acetate, tetradecanoylphorbol acetate PubChem CID: 27924 ChEBI: CHEBI:37537 SMILES: CCCCCCCCCCCCCC(=O)OC1C(C2(C(C=C(CC3(C2C=C(C3=O)C)O)CO)C4C1(C4(C)C)OC(=O)C)O)C

Cholesterol, Affymetrix/USB™

CAS: 57-88-5 Molecular Formula: C27H46O Molecular Weight (g/mol): 386.664 MDL Number: MFCD00003646 InChI Key: HVYWMOMLDIMFJA-DPAQBDIFSA-N Synonym: cholest-5-en-3beta-ol, cholesterin, cholesterine, cholesterol, cholesteryl alcohol, cholestrin, cordulan, dusoline, dusoran, provitamin d PubChem CID: 5997 ChEBI: CHEBI:16113 IUPAC Name: (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol SMILES: CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C

Alfa Aesar™ 2-Adamantanol, 98%

CAS: 700-57-2 Molecular Formula: C10H16O Molecular Weight (g/mol): 152.237 MDL Number: MFCD00074744 InChI Key: FOWDOWQYRZXQDP-UHFFFAOYSA-N Synonym: 1-adamantanol;, 1r,3r,5r,7r-adamantan-2-ol, 2-adamantanol, 2-hydroxyadamantane, 2alpha-adamantanol, pubchem8753, tricyclo 3.3.1.13,7 decan-2-ol, tricyclo 3.3.1.1~3,7~ decan-2-ol PubChem CID: 64149 IUPAC Name: adamantan-2-ol SMILES: C1C2CC3CC1CC(C2)C3O

MilliporeSigma™ Tauroursodeoxycholic Acid, Sodium Salt, Calbiochem™,

CAS: 14605-22-2 Molecular Formula: C26H45NO6S Molecular Weight (g/mol): 499.707 InChI Key: BHTRKEVKTKCXOH-LBSADWJPSA-N Synonym: Sodium Tauroursodeoxycholate PubChem CID: 9848818 ChEBI: CHEBI:80774 IUPAC Name: 2-[[(4R)-4-[(3R,5S,7S,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]ethanesulfonic acid SMILES: CC(CCC(=O)NCCS(=O)(=O)O)C1CCC2C1(CCC3C2C(CC4C3(CCC(C4)O)C)O)C

2-Hydroxybicyclo[3.2.1]octane-6-carboxylic acid, 97%, Maybridge™

CAS: 257932-29-9 Molecular Formula: C9H14O3 Molecular Weight (g/mol): 170.208 MDL Number: MFCD00180256 InChI Key: FSQSHXLJRFYYMV-UHFFFAOYSA-N Synonym: 2-hydroxybicyclo 3.2.1 octane-6-carboxylic acid, 4-hydroxybicyclo 3.2.1 octane-7-carboxylic acid, bicyclo 3.2.1 octane-6-carboxylicacid, 2-hydroxy, maybridge1_002398 PubChem CID: 2802922 IUPAC Name: 4-hydroxybicyclo[3.2.1]octane-7-carboxylic acid SMILES: C1CC(C2CC1C(C2)C(=O)O)O

5α -Cholest-8(14)-en-3β-ol-15-one, 97%, Maybridge™

CAS: 50673-97-7 Molecular Formula: C27H44O2 Molecular Weight (g/mol): 400.647 MDL Number: MFCD09065035 InChI Key: LINVVMHRTUSXHL-GGVPDPBRSA-N Synonym: 15-ketocholestene, 15-oxo-5alpha-cholest-8 14-en-3beta-ol, 3beta-hydroxy-5alpha-cholest-8 14-en-15-one, 5alpha-cholest-8 14-en-3-beta-ol-15-one, colestolona, colestolone, colestolone usan:inn, colestolonum, colestolonum inn-latin, unii-5p8396t5xf PubChem CID: 10046567 ChEBI: CHEBI:61829 IUPAC Name: (3S,5S,9R,10S,13R,17R)-3-hydroxy-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,3,4,5,6,7,9,11,12,16,17-dodecahydrocyclopenta[a]phenanthren-15-one SMILES: CC(C)CCCC(C)C1CC(=O)C2=C3CCC4CC(CCC4(C3CCC12C)C)O

Alfa Aesar™ Cafestol

CAS: 469-83-0 Molecular Formula: C20H28O3 Molecular Weight (g/mol): 316.441 MDL Number: MFCD01075769 InChI Key: DNJVYWXIDISQRD-HWUKTEKMSA-N Synonym: --cafestol, 1s,4s,12s,13r,16r,17r-17-hydroxymethyl-12-methyl-8-oxapentacyclo 14.2.1.0 1,13 .0 4,12 .0 5,9 nonadeca-5 9 ,6-dien-17-ol, 3bs,5as,7r,8r,10ar,10bs-7-hydroxymethyl-10b-methyl-3b,4,5,6,7,8,9,10,10a,10b,11,12-dodecahydro-5a,8-methanocyclohepta 5,6 naphtho 2,1-b furan-7-ol, 5a,8-methano-5ah-cyclohepta 5,6 naphtho 2,1-b furan-7-methanol, 3b,4,5,6,7,8,9,10,10a,10b,11,12-dodecahydro-7-hydroxy-10b-methyl-, 3bs,5as,7r,8r,10ar,10bs, 5a,8-methano-5ah-cyclohepta 5,6 naphtho 2,1-b furan-7-methanol, 3b,4,5,6,7,8,9,10,10a,10b,11,12-dodecahydro-7-hydroxy-10b-methyl-, 3bs-3balpha,5abeta,7beta,8beta,10aalpha,10bbeta, cafesterol, cafestol, ccris 1518, unii-ac465t6q6w PubChem CID: 108052 ChEBI: CHEBI:3291 SMILES: CC12CCC3=C(C1CCC45C2CCC(C4)C(C5)(CO)O)C=CO3

(S)-(+)-3-Hydroxy-2,2-dimethylcyclohexanone 95.0+%, TCI America™

CAS: 87655-21-8 Molecular Formula: C8H14O2 Molecular Weight (g/mol): 142.198 MDL Number: MFCD00671542 InChI Key: MAGFJLNBFXFQGX-LURJTMIESA-N PubChem CID: 11018979 IUPAC Name: (3S)-3-hydroxy-2,2-dimethylcyclohexan-1-one SMILES: CC1(C(CCCC1=O)O)C

Alfa Aesar™ 5-Norbornen-2-ol, mixture of endo and exo, 99%

CAS: 13080-90-5 Molecular Formula: C7H10O Molecular Weight (g/mol): 110.156 MDL Number: MFCD00167566 InChI Key: MKOSBHNWXFSHSW-UHFFFAOYSA-N Synonym: 5-norbornen-2-ol, 5-norbornen-2-ol exo, 5-norbornen-2-ol, exo, 5-norbornene-2-ol, bicyclo 2.2.1 hept-2-en-5-ol, bicyclo 2.2.1 hept-5-en-2-ol, bicyclo 2.2.1 hept-5-en-2-ol, exo, exo-2-norbornenol PubChem CID: 96066 IUPAC Name: bicyclo[2.2.1]hept-2-en-5-ol SMILES: C1C2CC(C1C=C2)O

2-Adamantanol 98.0+%, TCI America™

CAS: 700-57-2 Molecular Formula: C10H16O Molecular Weight (g/mol): 152.237 MDL Number: MFCD00074744 InChI Key: FOWDOWQYRZXQDP-UHFFFAOYSA-N Synonym: 1-adamantanol;, 1r,3r,5r,7r-adamantan-2-ol, 2-adamantanol, 2-hydroxyadamantane, 2alpha-adamantanol, pubchem8753, tricyclo 3.3.1.13,7 decan-2-ol, tricyclo 3.3.1.1~3,7~ decan-2-ol PubChem CID: 64149 IUPAC Name: adamantan-2-ol SMILES: C1C2CC3CC1CC(C2)C3O

Decahydro-2-naphthol (mixture of isomers) 95.0+%, TCI America™

CAS: 825-51-4 Molecular Formula: C10H18O Molecular Weight (g/mol): 154.253 MDL Number: MFCD00004132 InChI Key: UPMAOXLCTXPPAG-UHFFFAOYSA-N Synonym: 2-decalinol, 2-decalol, 2-hydroxydecalin, 2-naphthalenol, decahydro, 2-naphthol, decahydro, decahydro-2-naphthol, decahydronaphthalen-2-ol, decahydronaphthol-2, decahydronapthol-2, decalin-2-ol PubChem CID: 13216 IUPAC Name: 1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalen-2-ol SMILES: C1CCC2CC(CCC2C1)O

Alfa Aesar™ 4-Hydroxycyclohexanone ethylene acetal, 90+%

CAS: 22428-87-1 Molecular Formula: C8H14O3 Molecular Weight (g/mol): 158.197 MDL Number: MFCD00067003 InChI Key: HKQTYQDNCKMNHZ-UHFFFAOYSA-N Synonym: 1,4-dioxa-spiro 4.5 decan-8-ol, 1,4-dioxaspiro 4.5 decan-8-ol, 4,4-ethylenedioxycyclohexanol, 4-hydroxycyclohexanone ethylene acetal, 4-hydroxycyclohexanone monoethylene ketal, 8-hydroxy-1,4-dioxaspiro 4.5 decane, acmc-1chv5, pubchem20110 PubChem CID: 567352 IUPAC Name: 1,4-dioxaspiro[4.5]decan-8-ol SMILES: C1CC2(CCC1O)OCCO2

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