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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 (1,042)
Quinone and hydroquinone lipids (218)
Triterpenoids (159)
Diterpenoids (153)
Sesquiterpenoids (66)
Terpene lactones (23)
Isoprenoid phosphates (2)

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16 – 30 of 1,213 results
16

1,4-Cineole, 85%

CAS: 470-67-7 Molecular Formula: C10H18O Molecular Weight (g/mol): 154.25 InChI Key: RFFOTVCVTJUTAD-UHFFFAOYSA-N Synonym: 1,4-cineole,isocineole,1,4-cineol,1,4-epoxy-p-menthane,isocineple,1,4-cineole natural,p-menthane, 1,4-epoxy,unii-b55jtu839b,fema no. 3658 PubChem CID: 10106 ChEBI: CHEBI:80788 IUPAC Name: 1-methyl-4-propan-2-yl-7-oxabicyclo[2.2.1]heptane SMILES: CC(C)C12CCC(O1)(CC2)C

EDGE
PubChem CID 10106
CAS 470-67-7
Molecular Weight (g/mol) 154.25
ChEBI CHEBI:80788
SMILES CC(C)C12CCC(O1)(CC2)C
Synonym 1,4-cineole,isocineole,1,4-cineol,1,4-epoxy-p-menthane,isocineple,1,4-cineole natural,p-menthane, 1,4-epoxy,unii-b55jtu839b,fema no. 3658
IUPAC Name 1-methyl-4-propan-2-yl-7-oxabicyclo[2.2.1]heptane
InChI Key RFFOTVCVTJUTAD-UHFFFAOYSA-N
Molecular Formula C10H18O
17

(1R)-(+)-alpha-Pinene, 98%, 80% ee

CAS: 7785-70-8 Molecular Formula: C10H16 Molecular Weight (g/mol): 136.24 MDL Number: MFCD00001346 InChI Key: GRWFGVWFFZKLTI-RKDXNWHRSA-N Synonym: +-alpha-pinene,1r,5r-2,6,6-trimethylbicyclo 3.1.1 hept-2-ene,1r-+-alpha-pinene,1r,5r-alpha-pinene,unii-h6cm4twh1w,+-pinene,h6cm4twh1w,1r,5r-2-pinene,bicyclo 3.1.1 hept-2-ene, 2,6,6-trimethyl-, 1r,5r,+-pin-2 3-ene PubChem CID: 82227 ChEBI: CHEBI:28261 SMILES: CC1=CC[C@@H]2C[C@H]1C2(C)C

EDGE
PubChem CID 82227
CAS 7785-70-8
Molecular Weight (g/mol) 136.24
ChEBI CHEBI:28261
MDL Number MFCD00001346
SMILES CC1=CC[C@@H]2C[C@H]1C2(C)C
Synonym +-alpha-pinene,1r,5r-2,6,6-trimethylbicyclo 3.1.1 hept-2-ene,1r-+-alpha-pinene,1r,5r-alpha-pinene,unii-h6cm4twh1w,+-pinene,h6cm4twh1w,1r,5r-2-pinene,bicyclo 3.1.1 hept-2-ene, 2,6,6-trimethyl-, 1r,5r,+-pin-2 3-ene
InChI Key GRWFGVWFFZKLTI-RKDXNWHRSA-N
Molecular Formula C10H16
18

(1R,2S,5R)-(-)-Menthyl (S)-p-toluenesulfinate, 98%

CAS: 1517-82-4 Molecular Formula: C17H26O2S Molecular Weight (g/mol): 294.46 InChI Key: NQICGNSARVCSGJ-DSRNLFJRSA-N Synonym: 1r,2s,5r---menthyl s-p-toluenesulfinate,4-methylbenzenesulfinic acid 1r,5r-2-isopropyl-5-methylcyclohexyl ester PubChem CID: 101348873 IUPAC Name: [(1R,5R)-5-methyl-2-propan-2-ylcyclohexyl] 4-methylbenzenesulfinate SMILES: CC1CCC(C(C1)OS(=O)C2=CC=C(C=C2)C)C(C)C

EDGE
PubChem CID 101348873
CAS 1517-82-4
Molecular Weight (g/mol) 294.46
SMILES CC1CCC(C(C1)OS(=O)C2=CC=C(C=C2)C)C(C)C
Synonym 1r,2s,5r---menthyl s-p-toluenesulfinate,4-methylbenzenesulfinic acid 1r,5r-2-isopropyl-5-methylcyclohexyl ester
IUPAC Name [(1R,5R)-5-methyl-2-propan-2-ylcyclohexyl] 4-methylbenzenesulfinate
InChI Key NQICGNSARVCSGJ-DSRNLFJRSA-N
Molecular Formula C17H26O2S
19

Camphene, 75%, remainder mainly alpha-fenchene

CAS: 79-92-5 Molecular Formula: C10H16 Molecular Weight (g/mol): 136.24 MDL Number: MFCD00066603 InChI Key: CRPUJAZIXJMDBK-UHFFFAOYSA-N Synonym: camphene,comphene,2,2-dimethyl-3-methylenenorbornane,3,3-dimethyl-2-methylenenorbornane,3,3-dimethyl-2-methylenenorcamphane,+/--camphene,2,2-dimethyl-3-methylenebicyclo 2.2.1 heptane,2,2-dimethyl-3-methylidenebicyclo 2.2.1 heptane,bicyclo 2.2.1 heptane, 2,2-dimethyl-3-methylene,fema no. 2229 PubChem CID: 6616 ChEBI: CHEBI:3830 IUPAC Name: 3,3-dimethyl-2-methylidenebicyclo[2.2.1]heptane SMILES: CC1(C2CCC(C2)C1=C)C

EDGE
PubChem CID 6616
CAS 79-92-5
Molecular Weight (g/mol) 136.24
ChEBI CHEBI:3830
MDL Number MFCD00066603
SMILES CC1(C2CCC(C2)C1=C)C
Synonym camphene,comphene,2,2-dimethyl-3-methylenenorbornane,3,3-dimethyl-2-methylenenorbornane,3,3-dimethyl-2-methylenenorcamphane,+/--camphene,2,2-dimethyl-3-methylenebicyclo 2.2.1 heptane,2,2-dimethyl-3-methylidenebicyclo 2.2.1 heptane,bicyclo 2.2.1 heptane, 2,2-dimethyl-3-methylene,fema no. 2229
IUPAC Name 3,3-dimethyl-2-methylidenebicyclo[2.2.1]heptane
InChI Key CRPUJAZIXJMDBK-UHFFFAOYSA-N
Molecular Formula C10H16
20

DL-6-Methyl-5-hepten-2-ol, 99%

CAS: 4630-06-2 Molecular Formula: C8H16O Molecular Weight (g/mol): 128.21 MDL Number: MFCD00004561 InChI Key: OHEFFKYYKJVVOX-UHFFFAOYNA-N SMILES: CC(O)CCC=C(C)C

EDGE
CAS 4630-06-2
Molecular Weight (g/mol) 128.21
MDL Number MFCD00004561
SMILES CC(O)CCC=C(C)C
InChI Key OHEFFKYYKJVVOX-UHFFFAOYNA-N
Molecular Formula C8H16O
21

1,4-Diisopropylbenzene, 99%

CAS: 100-18-5 Molecular Formula: C12H18 Molecular Weight (g/mol): 162.28 MDL Number: MFCD00008892 InChI Key: SPPWGCYEYAMHDT-UHFFFAOYSA-N Synonym: 1,4-diisopropylbenzene,p-diisopropylbenzene,benzene, p-diisopropyl,benzene, 1,4-bis 1-methylethyl,para-diisopropylbenzene,p-diisopropylbenzol,1,4-bis 1-methylethyl benzene,unii-5m62031nzp,1,4-di propan-2-yl benzene,dsstox_cid_6652 PubChem CID: 7486 SMILES: CC(C)C1=CC=C(C=C1)C(C)C

EDGE
PubChem CID 7486
CAS 100-18-5
Molecular Weight (g/mol) 162.28
MDL Number MFCD00008892
SMILES CC(C)C1=CC=C(C=C1)C(C)C
Synonym 1,4-diisopropylbenzene,p-diisopropylbenzene,benzene, p-diisopropyl,benzene, 1,4-bis 1-methylethyl,para-diisopropylbenzene,p-diisopropylbenzol,1,4-bis 1-methylethyl benzene,unii-5m62031nzp,1,4-di propan-2-yl benzene,dsstox_cid_6652
InChI Key SPPWGCYEYAMHDT-UHFFFAOYSA-N
Molecular Formula C12H18
22

Ethyl chrysanthemate, 95%, mixture of cis and trans

CAS: 97-41-6 Molecular Formula: C12H20O2 Molecular Weight (g/mol): 196.29 MDL Number: MFCD00001304 InChI Key: VIMXTGUGWLAOFZ-UHFFFAOYSA-N Synonym: ethyl chrysanthemate,ethyl chrysanthemumate,chrysanthemic acid ethyl ester,cyclopropanecarboxylic acid, 2,2-dimethyl-3-2-methyl-1-propenyl-, ethyl ester,ethylchrysanthemate,ccris 2498,chrysanthemic acid, ethyl ester,ethyl 2,2-dimethyl-3-2-methyl-1-propenyl cyclopropanecarboxylate,ethyl 2,2-dimethyl-3-2-methylprop-1-en-1-yl cyclopropanecarboxylate,ethyl 2,2-dimethyl-3-2-methyl-1-propenyl cyclopropane-1-carboxylate PubChem CID: 7334 IUPAC Name: ethyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate SMILES: CCOC(=O)C1C(C1(C)C)C=C(C)C

EDGE
PubChem CID 7334
CAS 97-41-6
Molecular Weight (g/mol) 196.29
MDL Number MFCD00001304
SMILES CCOC(=O)C1C(C1(C)C)C=C(C)C
Synonym ethyl chrysanthemate,ethyl chrysanthemumate,chrysanthemic acid ethyl ester,cyclopropanecarboxylic acid, 2,2-dimethyl-3-2-methyl-1-propenyl-, ethyl ester,ethylchrysanthemate,ccris 2498,chrysanthemic acid, ethyl ester,ethyl 2,2-dimethyl-3-2-methyl-1-propenyl cyclopropanecarboxylate,ethyl 2,2-dimethyl-3-2-methylprop-1-en-1-yl cyclopropanecarboxylate,ethyl 2,2-dimethyl-3-2-methyl-1-propenyl cyclopropane-1-carboxylate
IUPAC Name ethyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate
InChI Key VIMXTGUGWLAOFZ-UHFFFAOYSA-N
Molecular Formula C12H20O2
23

2,6,10,14-Tetramethylpentadecane, 95%

CAS: 1921-70-6 Molecular Formula: C19H40 Molecular Weight (g/mol): 268.51 InChI Key: XOJVVFBFDXDTEG-UHFFFAOYSA-N Synonym: pristane,norphytane,bute hydrocarbon,norphytan,pristan,pentadecane, 2,6,10,14-tetramethyl,meso-pristane,2,6,10,10-tetramethylpentadecane,meso-form,norphytane, robuoy PubChem CID: 15979 ChEBI: CHEBI:53181 IUPAC Name: 2,6,10,14-tetramethylpentadecane SMILES: CC(C)CCCC(C)CCCC(C)CCCC(C)C

EDGE
PubChem CID 15979
CAS 1921-70-6
Molecular Weight (g/mol) 268.51
ChEBI CHEBI:53181
SMILES CC(C)CCCC(C)CCCC(C)CCCC(C)C
Synonym pristane,norphytane,bute hydrocarbon,norphytan,pristan,pentadecane, 2,6,10,14-tetramethyl,meso-pristane,2,6,10,10-tetramethylpentadecane,meso-form,norphytane, robuoy
IUPAC Name 2,6,10,14-tetramethylpentadecane
InChI Key XOJVVFBFDXDTEG-UHFFFAOYSA-N
Molecular Formula C19H40
24

(S)-cis-Verbenol, 97%, sum of isomers

CAS: 18881-04-4 Molecular Formula: C10H16O Molecular Weight (g/mol): 152.24 MDL Number: MFCD00065444 InChI Key: WONIGEXYPVIKFS-YIZRAAEISA-N Synonym: s-cis-verbenol,verbenol, s-cis,unii-xr9t57f48t,cis-verbenol,bicyclo 3.1.1 hept-3-en-2-ol, 4,6,6-trimethyl-, 1s,2s,5s,1s-cis-verbenol,ccris 5289,?-cis-verbenol PubChem CID: 87839 IUPAC Name: (1S,2S,5S)-4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-ol SMILES: CC1=CC(C2CC1C2(C)C)O

EDGE
PubChem CID 87839
CAS 18881-04-4
Molecular Weight (g/mol) 152.24
MDL Number MFCD00065444
SMILES CC1=CC(C2CC1C2(C)C)O
Synonym s-cis-verbenol,verbenol, s-cis,unii-xr9t57f48t,cis-verbenol,bicyclo 3.1.1 hept-3-en-2-ol, 4,6,6-trimethyl-, 1s,2s,5s,1s-cis-verbenol,ccris 5289,?-cis-verbenol
IUPAC Name (1S,2S,5S)-4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-ol
InChI Key WONIGEXYPVIKFS-YIZRAAEISA-N
Molecular Formula C10H16O
25

2,6-Di-tert-butyl-p-benzoquinone, 98%

CAS: 719-22-2 Molecular Formula: C14H20O2 Molecular Weight (g/mol): 220.31 InChI Key: RDQSIADLBQFVMY-UHFFFAOYSA-N Synonym: 2,6-di-tert-butyl-p-benzoquinone,2,6-di-tert-butyl-1,4-benzoquinone,2,6-di-tert-butylcyclohexa-2,5-diene-1,4-dione,2,6-di-tert-butylbenzoquinone,2,6-di-tert-butylquinone,2,6-di-t-butyl-p-benzoquinone,2,5-cyclohexadiene-1,4-dione, 2,6-bis 1,1-dimethylethyl,p-benzoquinone, 2,6-di-tert-butyl,unii-4c9d8l0y0t,2,6-di tert-butyl benzo-1,4-quinone PubChem CID: 12867 IUPAC Name: 2,6-ditert-butylcyclohexa-2,5-diene-1,4-dione SMILES: CC(C)(C)C1=CC(=O)C=C(C1=O)C(C)(C)C

EDGE
PubChem CID 12867
CAS 719-22-2
Molecular Weight (g/mol) 220.31
SMILES CC(C)(C)C1=CC(=O)C=C(C1=O)C(C)(C)C
Synonym 2,6-di-tert-butyl-p-benzoquinone,2,6-di-tert-butyl-1,4-benzoquinone,2,6-di-tert-butylcyclohexa-2,5-diene-1,4-dione,2,6-di-tert-butylbenzoquinone,2,6-di-tert-butylquinone,2,6-di-t-butyl-p-benzoquinone,2,5-cyclohexadiene-1,4-dione, 2,6-bis 1,1-dimethylethyl,p-benzoquinone, 2,6-di-tert-butyl,unii-4c9d8l0y0t,2,6-di tert-butyl benzo-1,4-quinone
IUPAC Name 2,6-ditert-butylcyclohexa-2,5-diene-1,4-dione
InChI Key RDQSIADLBQFVMY-UHFFFAOYSA-N
Molecular Formula C14H20O2
26

(R)-(+)-Limonene, 96%

CAS: 5989-27-5 Molecular Formula: C10H16 Molecular Weight (g/mol): 136.24 MDL Number: MFCD00062991 InChI Key: XMGQYMWWDOXHJM-JTQLQIEISA-N Synonym: d-limonene,+-limonene,r-+-limonene,+-4r-limonene,+-carvene,+-dipentene,citrene,+-p-mentha-1,8-diene,4r-limonene,d-+-limonene PubChem CID: 440917 ChEBI: CHEBI:15382 IUPAC Name: (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene SMILES: CC(=C)[C@@H]1CCC(C)=CC1

PubChem CID 440917
CAS 5989-27-5
Molecular Weight (g/mol) 136.24
ChEBI CHEBI:15382
MDL Number MFCD00062991
SMILES CC(=C)[C@@H]1CCC(C)=CC1
Synonym d-limonene,+-limonene,r-+-limonene,+-4r-limonene,+-carvene,+-dipentene,citrene,+-p-mentha-1,8-diene,4r-limonene,d-+-limonene
IUPAC Name (4R)-1-methyl-4-prop-1-en-2-ylcyclohexene
InChI Key XMGQYMWWDOXHJM-JTQLQIEISA-N
Molecular Formula C10H16
27

L-Menthol, 99%

CAS: 2216-51-5 Molecular Formula: C10H20O Molecular Weight (g/mol): 156.269 MDL Number: MFCD00062979 InChI Key: NOOLISFMXDJSKH-KXUCPTDWSA-N Synonym: l-menthol,--menthol,levomenthol,menthomenthol,l---menthol,hexahydrothymol,menthacamphor,peppermint camphor,1r,2s,5r-2-isopropyl-5-methylcyclohexanol,u.s.p. menthol PubChem CID: 16666 ChEBI: CHEBI:15409 IUPAC Name: (1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol SMILES: CC1CCC(C(C1)O)C(C)C

PubChem CID 16666
CAS 2216-51-5
Molecular Weight (g/mol) 156.269
ChEBI CHEBI:15409
MDL Number MFCD00062979
SMILES CC1CCC(C(C1)O)C(C)C
Synonym l-menthol,--menthol,levomenthol,menthomenthol,l---menthol,hexahydrothymol,menthacamphor,peppermint camphor,1r,2s,5r-2-isopropyl-5-methylcyclohexanol,u.s.p. menthol
IUPAC Name (1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol
InChI Key NOOLISFMXDJSKH-KXUCPTDWSA-N
Molecular Formula C10H20O
28

Squalene, 98%, Thermo Scientific Chemicals

CAS: 111-02-4 Molecular Formula: C30H50 Molecular Weight (g/mol): 410.73 MDL Number: MFCD00008912 InChI Key: YYGNTYWPHWGJRM-AAJYLUCBSA-N Synonym: squalene,trans-squalene,spinacene,supraene,all-trans-squalene,2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene,e,e,e,e-squalene,unii-7qwm220fjh,7qwm220fjh,spinacen PubChem CID: 638072 ChEBI: CHEBI:15440 IUPAC Name: (6E,10E,14E,18E)-2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene SMILES: CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C=C(/C)CC\C=C(/C)CCC=C(C)C

PubChem CID 638072
CAS 111-02-4
Molecular Weight (g/mol) 410.73
ChEBI CHEBI:15440
MDL Number MFCD00008912
SMILES CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C=C(/C)CC\C=C(/C)CCC=C(C)C
Synonym squalene,trans-squalene,spinacene,supraene,all-trans-squalene,2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene,e,e,e,e-squalene,unii-7qwm220fjh,7qwm220fjh,spinacen
IUPAC Name (6E,10E,14E,18E)-2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene
InChI Key YYGNTYWPHWGJRM-AAJYLUCBSA-N
Molecular Formula C30H50
29

D-Limonene, 96.9%, MP Biomedicals

CAS: 5989-27-5 Molecular Formula: C10H16 Molecular Weight (g/mol): 136.24 MDL Number: MFCD00062991 InChI Key: XMGQYMWWDOXHJM-JTQLQIEISA-N Synonym: d-limonene,+-limonene,r-+-limonene,+-4r-limonene,+-carvene,+-dipentene,citrene,+-p-mentha-1,8-diene,4r-limonene,d-+-limonene PubChem CID: 440917 ChEBI: CHEBI:15382 SMILES: CC(=C)[C@@H]1CCC(C)=CC1

PubChem CID 440917
CAS 5989-27-5
Molecular Weight (g/mol) 136.24
ChEBI CHEBI:15382
MDL Number MFCD00062991
SMILES CC(=C)[C@@H]1CCC(C)=CC1
Synonym d-limonene,+-limonene,r-+-limonene,+-4r-limonene,+-carvene,+-dipentene,citrene,+-p-mentha-1,8-diene,4r-limonene,d-+-limonene
InChI Key XMGQYMWWDOXHJM-JTQLQIEISA-N
Molecular Formula C10H16
30

(±)-Camphor, 96%

CAS: 76-22-2 Molecular Formula: C10H16O Molecular Weight (g/mol): 152.24 MDL Number: MFCD00074738,MFCD00064149 InChI Key: DSSYKIVIOFKYAU-UHFFFAOYNA-N Synonym: camphor,dl-camphor,2-camphanone,2-bornanone,l---camphor,+/--camphor,root bark oil,1,7,7-trimethylbicyclo 2.2.1 heptan-2-one,bornan-2-one,alphanon PubChem CID: 2537 ChEBI: CHEBI:36773 IUPAC Name: 4,7,7-trimethylbicyclo[2.2.1]heptan-3-one SMILES: CC1(C)C2CCC1(C)C(=O)C2

PubChem CID 2537
CAS 76-22-2
Molecular Weight (g/mol) 152.24
ChEBI CHEBI:36773
MDL Number MFCD00074738,MFCD00064149
SMILES CC1(C)C2CCC1(C)C(=O)C2
Synonym camphor,dl-camphor,2-camphanone,2-bornanone,l---camphor,+/--camphor,root bark oil,1,7,7-trimethylbicyclo 2.2.1 heptan-2-one,bornan-2-one,alphanon
IUPAC Name 4,7,7-trimethylbicyclo[2.2.1]heptan-3-one
InChI Key DSSYKIVIOFKYAU-UHFFFAOYNA-N
Molecular Formula C10H16O