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Prenol lipids

Synthesized from the 5-carbon precursors isopentenyl diphosphate and dimethylallyl diphosphate; includes the carotenoids, which are precursors of vitamin A and also possess antioxidant effects.
Monoterpenoids (1,167)
Quinone and hydroquinone lipids (710)
Diterpenoids (268)
Triterpenoids (230)
Sesquiterpenoids (86)
Terpene lactones (34)
Isoprenoid phosphates (2)

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271 – 285 of 2,034 results
271

(1S,2S,5S)-(-)-2-Hydroxy-3-pinanone 98.0+%, TCI America™

CAS: 1845-25-6 Molecular Formula: C10H16O2 Molecular Weight (g/mol): 168.236 MDL Number: MFCD00040556 InChI Key: VZRRCQOUNSHSGB-BYULHYEWSA-N Synonym: (1S,2S,5S)-(-)-2-Hydroxy-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one PubChem CID: 11126668 IUPAC Name: (1S,4S,5S)-4-hydroxy-4,6,6-trimethylbicyclo[3.1.1]heptan-3-one SMILES: CC1(C2CC1C(C(=O)C2)(C)O)C

PubChem CID 11126668
CAS 1845-25-6
Molecular Weight (g/mol) 168.236
MDL Number MFCD00040556
SMILES CC1(C2CC1C(C(=O)C2)(C)O)C
Synonym (1S,2S,5S)-(-)-2-Hydroxy-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one
IUPAC Name (1S,4S,5S)-4-hydroxy-4,6,6-trimethylbicyclo[3.1.1]heptan-3-one
InChI Key VZRRCQOUNSHSGB-BYULHYEWSA-N
Molecular Formula C10H16O2
272

2-Nitro-p-cymene 95.0+%, TCI America™

CAS: 943-15-7 Molecular Formula: C10H13NO2 Molecular Weight (g/mol): 179.219 MDL Number: MFCD00007176 InChI Key: DRKFWQDBPGTSOO-UHFFFAOYSA-N Synonym: 4-Isopropyl-1-methyl-2-nitrobenzene, 4-Isopropyl-2-nitrotoluene PubChem CID: 70340 IUPAC Name: 1-methyl-2-nitro-4-propan-2-ylbenzene SMILES: CC1=C(C=C(C=C1)C(C)C)[N+](=O)[O-]

PubChem CID 70340
CAS 943-15-7
Molecular Weight (g/mol) 179.219
MDL Number MFCD00007176
SMILES CC1=C(C=C(C=C1)C(C)C)[N+](=O)[O-]
Synonym 4-Isopropyl-1-methyl-2-nitrobenzene, 4-Isopropyl-2-nitrotoluene
IUPAC Name 1-methyl-2-nitro-4-propan-2-ylbenzene
InChI Key DRKFWQDBPGTSOO-UHFFFAOYSA-N
Molecular Formula C10H13NO2
273

Bis[(2S,3aR,4S,7aR)-octahydro-7,8,8-trimethyl-4,7-methanobenzofuran-2-yl] Ether 98.0+%, TCI America™

CAS: 108031-79-4 Molecular Formula: C24H38O3 Molecular Weight (g/mol): 374.565 MDL Number: MFCD00151131 InChI Key: VUDXCBLBKXFCNA-FEFNCVQLSA-N Synonym: (-)-MBF-OH Dimer, (-)-Noe′Cs Reagent PubChem CID: 20055568 SMILES: CC1(C2CCC1(C3C2CC(O3)OC4CC5C6CCC(C5O4)(C6(C)C)C)C)C

PubChem CID 20055568
CAS 108031-79-4
Molecular Weight (g/mol) 374.565
MDL Number MFCD00151131
SMILES CC1(C2CCC1(C3C2CC(O3)OC4CC5C6CCC(C5O4)(C6(C)C)C)C)C
Synonym (-)-MBF-OH Dimer, (-)-Noe′Cs Reagent
InChI Key VUDXCBLBKXFCNA-FEFNCVQLSA-N
Molecular Formula C24H38O3
274

(+)-Menthyl Chloroformate 97.0+%, TCI America™

CAS: 7635-54-3 Molecular Formula: C11H19ClO2 Molecular Weight (g/mol): 218.721 MDL Number: MFCD00134483 InChI Key: KIUPCUCGVCGPPA-IDKOKCKLSA-N Synonym: 1s-+-menthyl chloroformate PubChem CID: 57369944 IUPAC Name: [(5S)-5-methyl-2-propan-2-ylcyclohexyl] carbonochloridate SMILES: CC1CCC(C(C1)OC(=O)Cl)C(C)C

PubChem CID 57369944
CAS 7635-54-3
Molecular Weight (g/mol) 218.721
MDL Number MFCD00134483
SMILES CC1CCC(C(C1)OC(=O)Cl)C(C)C
Synonym 1s-+-menthyl chloroformate
IUPAC Name [(5S)-5-methyl-2-propan-2-ylcyclohexyl] carbonochloridate
InChI Key KIUPCUCGVCGPPA-IDKOKCKLSA-N
Molecular Formula C11H19ClO2
275

(2S,8aR)-(-)-(Camphorylsulfonyl)oxaziridine 95.0+%, TCI America™

CAS: 104372-31-8 Molecular Formula: C10H15NO3S Molecular Weight (g/mol): 229.294 MDL Number: MFCD00075428 InChI Key: GBBJBUGPGFNISJ-HPFPYREMSA-N Synonym: 1r---10-camphorsulfonyl oxaziridine,--2s,8ar-camphorylsulfonyl oxaziridine PubChem CID: 98044902 SMILES: CC1(C2CCC13CS(=O)(=O)N4C3(C2)O4)C

PubChem CID 98044902
CAS 104372-31-8
Molecular Weight (g/mol) 229.294
MDL Number MFCD00075428
SMILES CC1(C2CCC13CS(=O)(=O)N4C3(C2)O4)C
Synonym 1r---10-camphorsulfonyl oxaziridine,--2s,8ar-camphorylsulfonyl oxaziridine
InChI Key GBBJBUGPGFNISJ-HPFPYREMSA-N
Molecular Formula C10H15NO3S
276

Nerol 98.0+%, TCI America™

CAS: 106-25-2 Molecular Formula: C10H18O Molecular Weight (g/mol): 154.25 MDL Number: MFCD00063204 InChI Key: GLZPCOQZEFWAFX-YFHOEESVSA-N Synonym: nerol,cis-geraniol,neryl alcohol,z-3,7-dimethylocta-2,6-dien-1-ol,z-geraniol,2z-3,7-dimethylocta-2,6-dien-1-ol,2,6-octadien-1-ol, 3,7-dimethyl-, 2z,nerol natural,cis-3,7-dimethyl-2,6-octadien-1-ol,z-3,7-dimethyl-2,6-octadien-1-ol PubChem CID: 643820 ChEBI: CHEBI:29452 IUPAC Name: (2Z)-3,7-dimethylocta-2,6-dien-1-ol SMILES: CC(C)=CCC\C(C)=C/CO

PubChem CID 643820
CAS 106-25-2
Molecular Weight (g/mol) 154.25
ChEBI CHEBI:29452
MDL Number MFCD00063204
SMILES CC(C)=CCC\C(C)=C/CO
Synonym nerol,cis-geraniol,neryl alcohol,z-3,7-dimethylocta-2,6-dien-1-ol,z-geraniol,2z-3,7-dimethylocta-2,6-dien-1-ol,2,6-octadien-1-ol, 3,7-dimethyl-, 2z,nerol natural,cis-3,7-dimethyl-2,6-octadien-1-ol,z-3,7-dimethyl-2,6-octadien-1-ol
IUPAC Name (2Z)-3,7-dimethylocta-2,6-dien-1-ol
InChI Key GLZPCOQZEFWAFX-YFHOEESVSA-N
Molecular Formula C10H18O
277

(+)-Menthyl Acetate 98.0+%, TCI America™

CAS: 5157-89-1 Molecular Formula: C12H22O2 Molecular Weight (g/mol): 198.306 MDL Number: MFCD00062977 InChI Key: XHXUANMFYXWVNG-DLOVCJGASA-N Synonym: neoisomenthyl acetate,+-menthylacetate,1s-2alpha-1-methylethyl-5alpha-methylcyclohexan-1alpha-ol acetate PubChem CID: 21630934 IUPAC Name: [(1S,2S,5S)-5-methyl-2-propan-2-ylcyclohexyl] acetate SMILES: CC1CCC(C(C1)OC(=O)C)C(C)C

PubChem CID 21630934
CAS 5157-89-1
Molecular Weight (g/mol) 198.306
MDL Number MFCD00062977
SMILES CC1CCC(C(C1)OC(=O)C)C(C)C
Synonym neoisomenthyl acetate,+-menthylacetate,1s-2alpha-1-methylethyl-5alpha-methylcyclohexan-1alpha-ol acetate
IUPAC Name [(1S,2S,5S)-5-methyl-2-propan-2-ylcyclohexyl] acetate
InChI Key XHXUANMFYXWVNG-DLOVCJGASA-N
Molecular Formula C12H22O2
278

Celastrol 98.0+%, TCI America™

CAS: 34157-83-0 Molecular Formula: C29H38O4 Molecular Weight (g/mol): 450.62 MDL Number: MFCD03424073 InChI Key: KQJSQWZMSAGSHN-JJWQIEBTSA-N Synonym: celastrol,tripterine,tripterin,2r,4as,6as,12br,14as,14br-10-hydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,2,3,4,4a,5,6,6a,11,12b,13,14,14a,14b-tetradecahydropicene-2-carboxylic acid,triterpene,celastrol, celastrus scandens,unii-l8gg98663l,3-hydroxy-24-nor-2-oxo-1 10 ,3,5,7-friedelatetraen-29-oic acid,2r,4as,6ar,6as,14as,14br-10-hydroxy-2,4a,6a,6a,9,14a-hexamethyl-11-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylic acid,d:a-friedo-24-noroleana-1 10 ,3,5,7-tetraen-29-oic acid, 3-hydroxy-2-oxo-, 20alpha PubChem CID: 122724 ChEBI: CHEBI:63959 IUPAC Name: (2R,4aS,6aS,12bR,14aS,14bR)-10-hydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,2,3,4,4a,5,6,6a,11,12b,13,14,14a,14b-tetradecahydropicene-2-carboxylic acid SMILES: CC1=C(O)C(=O)C=C2C1=CC=C1[C@@]2(C)CC[C@@]2(C)[C@@H]3C[C@@](C)(CC[C@]3(C)CC[C@]12C)C(O)=O

PubChem CID 122724
CAS 34157-83-0
Molecular Weight (g/mol) 450.62
ChEBI CHEBI:63959
MDL Number MFCD03424073
SMILES CC1=C(O)C(=O)C=C2C1=CC=C1[C@@]2(C)CC[C@@]2(C)[C@@H]3C[C@@](C)(CC[C@]3(C)CC[C@]12C)C(O)=O
Synonym celastrol,tripterine,tripterin,2r,4as,6as,12br,14as,14br-10-hydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,2,3,4,4a,5,6,6a,11,12b,13,14,14a,14b-tetradecahydropicene-2-carboxylic acid,triterpene,celastrol, celastrus scandens,unii-l8gg98663l,3-hydroxy-24-nor-2-oxo-1 10 ,3,5,7-friedelatetraen-29-oic acid,2r,4as,6ar,6as,14as,14br-10-hydroxy-2,4a,6a,6a,9,14a-hexamethyl-11-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylic acid,d:a-friedo-24-noroleana-1 10 ,3,5,7-tetraen-29-oic acid, 3-hydroxy-2-oxo-, 20alpha
IUPAC Name (2R,4aS,6aS,12bR,14aS,14bR)-10-hydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,2,3,4,4a,5,6,6a,11,12b,13,14,14a,14b-tetradecahydropicene-2-carboxylic acid
InChI Key KQJSQWZMSAGSHN-JJWQIEBTSA-N
Molecular Formula C29H38O4
279

Fenchyl Alcohol 96.0+%, TCI America™

CAS: 1632-73-1 Molecular Formula: C10H18O Molecular Weight (g/mol): 154.25 MDL Number: MFCD00066640,MFCD00003760 InChI Key: IAIHUHQCLTYTSF-MRTMQBJTSA-N Synonym: Fenchol, 1,3,3-Trimethyl-2-norborneol PubChem CID: 15406 IUPAC Name: (1S,2S,4R)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-ol SMILES: CC1(C)[C@@H]2CC[C@@](C)(C2)[C@@H]1O

PubChem CID 15406
CAS 1632-73-1
Molecular Weight (g/mol) 154.25
MDL Number MFCD00066640,MFCD00003760
SMILES CC1(C)[C@@H]2CC[C@@](C)(C2)[C@@H]1O
Synonym Fenchol, 1,3,3-Trimethyl-2-norborneol
IUPAC Name (1S,2S,4R)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-ol
InChI Key IAIHUHQCLTYTSF-MRTMQBJTSA-N
Molecular Formula C10H18O
280

Phytantriol (mixture of isomers) 95.0+%, TCI America™

CAS: 74563-64-7 Molecular Formula: C20H42O3 Molecular Weight (g/mol): 330.55 MDL Number: MFCD00129085 InChI Key: CGIHFIDULQUVJG-UHFFFAOYNA-N Synonym: 3,7,11,15-Tetramethylhexadecane-1,2,3-triol, 1,2,3-Trihydroxy-3,7,11,15-tetramethylhexadecane PubChem CID: 3018525 ChEBI: CHEBI:47770 IUPAC Name: 3,7,11,15-tetramethylhexadecane-1,2,3-triol SMILES: CC(C)CCCC(C)CCCC(C)CCCC(C)(O)C(O)CO

PubChem CID 3018525
CAS 74563-64-7
Molecular Weight (g/mol) 330.55
ChEBI CHEBI:47770
MDL Number MFCD00129085
SMILES CC(C)CCCC(C)CCCC(C)CCCC(C)(O)C(O)CO
Synonym 3,7,11,15-Tetramethylhexadecane-1,2,3-triol, 1,2,3-Trihydroxy-3,7,11,15-tetramethylhexadecane
IUPAC Name 3,7,11,15-tetramethylhexadecane-1,2,3-triol
InChI Key CGIHFIDULQUVJG-UHFFFAOYNA-N
Molecular Formula C20H42O3
281

Geraniol 96.0+%, TCI America™

CAS: 106-24-1 Molecular Formula: C10H18O Molecular Weight (g/mol): 154.253 MDL Number: MFCD00002917 InChI Key: GLZPCOQZEFWAFX-JXMROGBWSA-N Synonym: geraniol,lemonol,geranyl alcohol,trans-geraniol,e-geraniol,e-nerol,trans-3,7-dimethyl-2,6-octadien-1-ol,e-3,7-dimethylocta-2,6-dien-1-ol,2e-3,7-dimethylocta-2,6-dien-1-ol,geraniol extra PubChem CID: 637566 ChEBI: CHEBI:17447 IUPAC Name: (2E)-3,7-dimethylocta-2,6-dien-1-ol SMILES: CC(=CCCC(=CCO)C)C

PubChem CID 637566
CAS 106-24-1
Molecular Weight (g/mol) 154.253
ChEBI CHEBI:17447
MDL Number MFCD00002917
SMILES CC(=CCCC(=CCO)C)C
Synonym geraniol,lemonol,geranyl alcohol,trans-geraniol,e-geraniol,e-nerol,trans-3,7-dimethyl-2,6-octadien-1-ol,e-3,7-dimethylocta-2,6-dien-1-ol,2e-3,7-dimethylocta-2,6-dien-1-ol,geraniol extra
IUPAC Name (2E)-3,7-dimethylocta-2,6-dien-1-ol
InChI Key GLZPCOQZEFWAFX-JXMROGBWSA-N
Molecular Formula C10H18O
283

(+/-)-Limonene 95.0+%, TCI America™

CAS: 138-86-3 Molecular Formula: C10H16 Molecular Weight (g/mol): 136.24 MDL Number: MFCD00062992 InChI Key: XMGQYMWWDOXHJM-UHFFFAOYNA-N Synonym: dipentene,limonene,cinene,cajeputene,dl-limonene,kautschin,p-mentha-1,8-diene,dipenten,polylimonene,eulimen PubChem CID: 22311 ChEBI: CHEBI:15384 IUPAC Name: 1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene SMILES: CC(=C)C1CCC(C)=CC1

PubChem CID 22311
CAS 138-86-3
Molecular Weight (g/mol) 136.24
ChEBI CHEBI:15384
MDL Number MFCD00062992
SMILES CC(=C)C1CCC(C)=CC1
Synonym dipentene,limonene,cinene,cajeputene,dl-limonene,kautschin,p-mentha-1,8-diene,dipenten,polylimonene,eulimen
IUPAC Name 1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene
InChI Key XMGQYMWWDOXHJM-UHFFFAOYNA-N
Molecular Formula C10H16
284

beta-Sitosterol Acetate (contains Campesterol Acetate) 40.0+%, TCI America™

CAS: 915-05-9 Molecular Formula: C31H52O2 Molecular Weight (g/mol): 456.755 MDL Number: MFCD00083497 InChI Key: PBWOIPCULUXTNY-LBKBYZTLSA-N PubChem CID: 5354503 ChEBI: CHEBI:69433 IUPAC Name: [(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate SMILES: CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC(=O)C)C)C)C(C)C

PubChem CID 5354503
CAS 915-05-9
Molecular Weight (g/mol) 456.755
ChEBI CHEBI:69433
MDL Number MFCD00083497
SMILES CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC(=O)C)C)C)C(C)C
IUPAC Name [(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
InChI Key PBWOIPCULUXTNY-LBKBYZTLSA-N
Molecular Formula C31H52O2
285

Betulinic Acid 97.0+%, TCI America™

CAS: 472-15-1 Molecular Formula: C30H48O3 Molecular Weight (g/mol): 456.711 InChI Key: QGJZLNKBHJESQX-FZFNOLFKSA-N Synonym: betulinic acid,mairin,betulic acid,ccris 6748,3-hydroxylup-20 29-en-28-oic acid,3beta-hydroxy-20 29-lupaene-28-oic acid,3beta-hydroxy-lup-20 29-en-28-oic acid,lup-20 29-en-28-oic acid, 3-hydroxy-, 3beta,1r,3as,5ar,5br,7ar,9s,11ar,11br,13ar,13br-9-hydroxy-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta a chrysene-3a-carboxylic acid,1r,3as,5ar,5br,7ar,9s,11ar,11br,13ar,13br-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta a chrysene-3a-carboxylic acid PubChem CID: 64971 ChEBI: CHEBI:3087 IUPAC Name: (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid SMILES: CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)O)C)C(=O)O

PubChem CID 64971
CAS 472-15-1
Molecular Weight (g/mol) 456.711
ChEBI CHEBI:3087
SMILES CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)O)C)C(=O)O
Synonym betulinic acid,mairin,betulic acid,ccris 6748,3-hydroxylup-20 29-en-28-oic acid,3beta-hydroxy-20 29-lupaene-28-oic acid,3beta-hydroxy-lup-20 29-en-28-oic acid,lup-20 29-en-28-oic acid, 3-hydroxy-, 3beta,1r,3as,5ar,5br,7ar,9s,11ar,11br,13ar,13br-9-hydroxy-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta a chrysene-3a-carboxylic acid,1r,3as,5ar,5br,7ar,9s,11ar,11br,13ar,13br-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta a chrysene-3a-carboxylic acid
IUPAC Name (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
InChI Key QGJZLNKBHJESQX-FZFNOLFKSA-N
Molecular Formula C30H48O3