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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 (683)
Triterpenoids (149)
Diterpenoids (75)
Quinone and hydroquinone lipids (27)
Sesquiterpenoids (20)
Tetraterpenoids (20)
Terpene lactones (7)

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1 – 15 of 399 results
1

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

EDGE
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
2

L(-)-Carvone, 99%

CAS: 6485-40-1 Molecular Formula: C10H14O Molecular Weight (g/mol): 150.22 MDL Number: MFCD00001578 InChI Key: ULDHMXUKGWMISQ-SECBINFHSA-N Synonym: --carvone,l-carvone,r---carvone,l--carvone,r-2-methyl-5-prop-1-en-2-yl cyclohex-2-enone,4r-carvone,levo-carvone,--p-mentha-6,8-dien-2-one,--r-carvone PubChem CID: 439570 ChEBI: CHEBI:15400 IUPAC Name: (5R)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one SMILES: CC(=C)[C@@H]1CC=C(C)C(=O)C1

EDGE
PubChem CID 439570
CAS 6485-40-1
Molecular Weight (g/mol) 150.22
ChEBI CHEBI:15400
MDL Number MFCD00001578
SMILES CC(=C)[C@@H]1CC=C(C)C(=O)C1
Synonym --carvone,l-carvone,r---carvone,l--carvone,r-2-methyl-5-prop-1-en-2-yl cyclohex-2-enone,4r-carvone,levo-carvone,--p-mentha-6,8-dien-2-one,--r-carvone
IUPAC Name (5R)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one
InChI Key ULDHMXUKGWMISQ-SECBINFHSA-N
Molecular Formula C10H14O
3

Citral, 95%, mixture of cis and trans

CAS: 5392-40-5 Molecular Formula: C10H16O Molecular Weight (g/mol): 152.24 MDL Number: MFCD00006997 InChI Key: WTEVQBCEXWBHNA-JXMROGBWSA-N Synonym: citral,geranial,trans-citral,3,7-dimethylocta-2,6-dienal,geranialdehyde,e-citral,citral a,2e-3,7-dimethylocta-2,6-dienal,alpha-citral,lemsyn gb PubChem CID: 638011 ChEBI: CHEBI:16980 IUPAC Name: (2E)-3,7-dimethylocta-2,6-dienal SMILES: CC(C)=CCC\C(C)=C\C=O

EDGE
PubChem CID 638011
CAS 5392-40-5
Molecular Weight (g/mol) 152.24
ChEBI CHEBI:16980
MDL Number MFCD00006997
SMILES CC(C)=CCC\C(C)=C\C=O
Synonym citral,geranial,trans-citral,3,7-dimethylocta-2,6-dienal,geranialdehyde,e-citral,citral a,2e-3,7-dimethylocta-2,6-dienal,alpha-citral,lemsyn gb
IUPAC Name (2E)-3,7-dimethylocta-2,6-dienal
InChI Key WTEVQBCEXWBHNA-JXMROGBWSA-N
Molecular Formula C10H16O
4

l-Menthone, 85%

CAS: 14073-97-3 Molecular Formula: C10H18O Molecular Weight (g/mol): 154.25 MDL Number: MFCD00001634,MFCD00136033 InChI Key: NFLGAXVYCFJBMK-BDAKNGLRSA-N Synonym: --menthone,l-menthone,menthone,trans-menthone,p-menthone,neomenthone,menthone racemic,trans-p-menthan-3-one,2s,5r-2-isopropyl-5-methylcyclohexanone,l-menthan-3-one PubChem CID: 26447 ChEBI: CHEBI:15410 IUPAC Name: (2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-one SMILES: CC(C)[C@@H]1CC[C@@H](C)CC1=O

EDGE
PubChem CID 26447
CAS 14073-97-3
Molecular Weight (g/mol) 154.25
ChEBI CHEBI:15410
MDL Number MFCD00001634,MFCD00136033
SMILES CC(C)[C@@H]1CC[C@@H](C)CC1=O
Synonym --menthone,l-menthone,menthone,trans-menthone,p-menthone,neomenthone,menthone racemic,trans-p-menthan-3-one,2s,5r-2-isopropyl-5-methylcyclohexanone,l-menthan-3-one
IUPAC Name (2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-one
InChI Key NFLGAXVYCFJBMK-BDAKNGLRSA-N
Molecular Formula C10H18O
5

Citral, cis + trans, 95%

CAS: 5392-40-5 Molecular Formula: C10H16O Molecular Weight (g/mol): 152.24 MDL Number: MFCD00006997 InChI Key: WTEVQBCEXWBHNA-JXMROGBWSA-N Synonym: citral,geranial,trans-citral,3,7-dimethylocta-2,6-dienal,geranialdehyde,e-citral,citral a,2e-3,7-dimethylocta-2,6-dienal,alpha-citral,lemsyn gb PubChem CID: 638011 ChEBI: CHEBI:16980 IUPAC Name: (2E)-3,7-dimethylocta-2,6-dienal SMILES: CC(C)=CCC\C(C)=C\C=O

EDGE
PubChem CID 638011
CAS 5392-40-5
Molecular Weight (g/mol) 152.24
ChEBI CHEBI:16980
MDL Number MFCD00006997
SMILES CC(C)=CCC\C(C)=C\C=O
Synonym citral,geranial,trans-citral,3,7-dimethylocta-2,6-dienal,geranialdehyde,e-citral,citral a,2e-3,7-dimethylocta-2,6-dienal,alpha-citral,lemsyn gb
IUPAC Name (2E)-3,7-dimethylocta-2,6-dienal
InChI Key WTEVQBCEXWBHNA-JXMROGBWSA-N
Molecular Formula C10H16O
6

Thymol, 99%

CAS: 89-83-8 Molecular Formula: C10H14O Molecular Weight (g/mol): 150.22 MDL Number: MFCD00002309 InChI Key: MGSRCZKZVOBKFT-UHFFFAOYSA-N Synonym: thymol,2-isopropyl-5-methylphenol,5-methyl-2-isopropylphenol,thyme camphor,3-p-cymenol,6-isopropyl-m-cresol,thymic acid,isopropyl cresol,5-methyl-2-1-methylethyl phenol,6-isopropyl-3-methylphenol PubChem CID: 6989 ChEBI: CHEBI:27607 IUPAC Name: 5-methyl-2-propan-2-ylphenol SMILES: CC1=CC(=C(C=C1)C(C)C)O

PubChem CID 6989
CAS 89-83-8
Molecular Weight (g/mol) 150.22
ChEBI CHEBI:27607
MDL Number MFCD00002309
SMILES CC1=CC(=C(C=C1)C(C)C)O
Synonym thymol,2-isopropyl-5-methylphenol,5-methyl-2-isopropylphenol,thyme camphor,3-p-cymenol,6-isopropyl-m-cresol,thymic acid,isopropyl cresol,5-methyl-2-1-methylethyl phenol,6-isopropyl-3-methylphenol
IUPAC Name 5-methyl-2-propan-2-ylphenol
InChI Key MGSRCZKZVOBKFT-UHFFFAOYSA-N
Molecular Formula C10H14O
7

p-Cymene, 99+%

CAS: 99-87-6 Molecular Formula: C10H14 Molecular Weight (g/mol): 134.22 MDL Number: MFCD00008893 InChI Key: HFPZCAJZSCWRBC-UHFFFAOYSA-N Synonym: p-cymene,4-isopropyltoluene,p-isopropyltoluene,dolcymene,p-cymol,paracymene,cymene,para-cymene,1-isopropyl-4-methylbenzene,camphogen PubChem CID: 7463 ChEBI: CHEBI:28768 IUPAC Name: 1-methyl-4-propan-2-ylbenzene SMILES: CC1=CC=C(C=C1)C(C)C

PubChem CID 7463
CAS 99-87-6
Molecular Weight (g/mol) 134.22
ChEBI CHEBI:28768
MDL Number MFCD00008893
SMILES CC1=CC=C(C=C1)C(C)C
Synonym p-cymene,4-isopropyltoluene,p-isopropyltoluene,dolcymene,p-cymol,paracymene,cymene,para-cymene,1-isopropyl-4-methylbenzene,camphogen
IUPAC Name 1-methyl-4-propan-2-ylbenzene
InChI Key HFPZCAJZSCWRBC-UHFFFAOYSA-N
Molecular Formula C10H14
8

alpha-Terpineol, 97+%

CAS: 98-55-5 Molecular Formula: C10H18O Molecular Weight (g/mol): 154.25 MDL Number: MFCD00001557 InChI Key: WUOACPNHFRMFPN-UHFFFAOYSA-N Synonym: alpha-terpineol,terpineol,p-menth-1-en-8-ol,2-4-methylcyclohex-3-en-1-yl propan-2-ol,dl-alpha-terpineol,1-p-menthen-8-ol,1-menthene-8-ol,terpineol schlechthin,carvomenthenol,terpenol PubChem CID: 17100 ChEBI: CHEBI:22469 IUPAC Name: 2-(4-methylcyclohex-3-en-1-yl)propan-2-ol SMILES: CC1=CCC(CC1)C(C)(C)O

PubChem CID 17100
CAS 98-55-5
Molecular Weight (g/mol) 154.25
ChEBI CHEBI:22469
MDL Number MFCD00001557
SMILES CC1=CCC(CC1)C(C)(C)O
Synonym alpha-terpineol,terpineol,p-menth-1-en-8-ol,2-4-methylcyclohex-3-en-1-yl propan-2-ol,dl-alpha-terpineol,1-p-menthen-8-ol,1-menthene-8-ol,terpineol schlechthin,carvomenthenol,terpenol
IUPAC Name 2-(4-methylcyclohex-3-en-1-yl)propan-2-ol
InChI Key WUOACPNHFRMFPN-UHFFFAOYSA-N
Molecular Formula C10H18O
9

Myrcene, 90%, tech., stabilized

CAS: 123-35-3 Molecular Formula: C10H16 Molecular Weight (g/mol): 136.24 InChI Key: UAHWPYUMFXYFJY-UHFFFAOYSA-N Synonym: myrcene,beta-myrcene,7-methyl-3-methyleneocta-1,6-diene,7-methyl-3-methylene-1,6-octadiene,1,6-octadiene, 7-methyl-3-methylene,beta-geraniolene,.beta.-myrcene,2-methyl-6-methylene-2,7-octadiene,3-methylene-7-methyl-1,6-octadiene,myrcene natural PubChem CID: 31253 ChEBI: CHEBI:17221 IUPAC Name: 7-methyl-3-methylideneocta-1,6-diene SMILES: CC(=CCCC(=C)C=C)C

PubChem CID 31253
CAS 123-35-3
Molecular Weight (g/mol) 136.24
ChEBI CHEBI:17221
SMILES CC(=CCCC(=C)C=C)C
Synonym myrcene,beta-myrcene,7-methyl-3-methyleneocta-1,6-diene,7-methyl-3-methylene-1,6-octadiene,1,6-octadiene, 7-methyl-3-methylene,beta-geraniolene,.beta.-myrcene,2-methyl-6-methylene-2,7-octadiene,3-methylene-7-methyl-1,6-octadiene,myrcene natural
IUPAC Name 7-methyl-3-methylideneocta-1,6-diene
InChI Key UAHWPYUMFXYFJY-UHFFFAOYSA-N
Molecular Formula C10H16
10

Thermo Scientific Chemicals Thymolphthalein

CAS: 125-20-2 Molecular Formula: C28H30O4 Molecular Weight (g/mol): 430.544 MDL Number: MFCD00005909 InChI Key: LDKDGDIWEUUXSH-UHFFFAOYSA-N Synonym: thymolphthalein,thymophthalein,unii-yg5i28wsqp,yg5i28wsqp,phenolphthalein, 5',5-diisopropyl-2',2-dimethyl,3,3-bis 4-hydroxy-5-isopropyl-2-methylphenyl-2-benzofuran-1 3h-one,1 3h-isobenzofuranone, 3,3-bis 4-hydroxy-2-methyl-5-1-methylethyl phenyl,5',5-diisopropyl-2',2-dimethylphenolphthalein,3,3-bis 4-hydroxy-2-methyl-5-propan-2-ylphenyl-2-benzofuran-1-one PubChem CID: 31316 IUPAC Name: 3,3-bis(4-hydroxy-2-methyl-5-propan-2-ylphenyl)-2-benzofuran-1-one SMILES: CC1=CC(=C(C=C1C2(C3=CC=CC=C3C(=O)O2)C4=CC(=C(C=C4C)O)C(C)C)C(C)C)O

EDGE
PubChem CID 31316
CAS 125-20-2
Molecular Weight (g/mol) 430.544
MDL Number MFCD00005909
SMILES CC1=CC(=C(C=C1C2(C3=CC=CC=C3C(=O)O2)C4=CC(=C(C=C4C)O)C(C)C)C(C)C)O
Synonym thymolphthalein,thymophthalein,unii-yg5i28wsqp,yg5i28wsqp,phenolphthalein, 5',5-diisopropyl-2',2-dimethyl,3,3-bis 4-hydroxy-5-isopropyl-2-methylphenyl-2-benzofuran-1 3h-one,1 3h-isobenzofuranone, 3,3-bis 4-hydroxy-2-methyl-5-1-methylethyl phenyl,5',5-diisopropyl-2',2-dimethylphenolphthalein,3,3-bis 4-hydroxy-2-methyl-5-propan-2-ylphenyl-2-benzofuran-1-one
IUPAC Name 3,3-bis(4-hydroxy-2-methyl-5-propan-2-ylphenyl)-2-benzofuran-1-one
InChI Key LDKDGDIWEUUXSH-UHFFFAOYSA-N
Molecular Formula C28H30O4
11

(-)-Terpinen-4-ol, 97%, sum of enantiomers

CAS: 20126-76-5 Molecular Formula: C10H18O Molecular Weight (g/mol): 154.25 MDL Number: MFCD00167108 InChI Key: WRYLYDPHFGVWKC-JTQLQIEISA-N Synonym: --terpinen-4-ol,--4-terpineol,unii-8vi196vs5t,p-menth-1-en-4-ol, r--,r-p-menth-1-en-4-ol,3-cyclohexen-1-ol, 4-methyl-1-1-methylethyl-, r,3-cyclohexen-1-ol, 4-methyl-1-1-methylethyl-, 1r,r-1-isopropyl-4-methyl-3-cyclohexen-1-ol,l-4-terpineneol,l-4-terpineol PubChem CID: 5325830 IUPAC Name: (1R)-4-methyl-1-propan-2-ylcyclohex-3-en-1-ol SMILES: CC1=CCC(CC1)(C(C)C)O

EDGE
PubChem CID 5325830
CAS 20126-76-5
Molecular Weight (g/mol) 154.25
MDL Number MFCD00167108
SMILES CC1=CCC(CC1)(C(C)C)O
Synonym --terpinen-4-ol,--4-terpineol,unii-8vi196vs5t,p-menth-1-en-4-ol, r--,r-p-menth-1-en-4-ol,3-cyclohexen-1-ol, 4-methyl-1-1-methylethyl-, r,3-cyclohexen-1-ol, 4-methyl-1-1-methylethyl-, 1r,r-1-isopropyl-4-methyl-3-cyclohexen-1-ol,l-4-terpineneol,l-4-terpineol
IUPAC Name (1R)-4-methyl-1-propan-2-ylcyclohex-3-en-1-ol
InChI Key WRYLYDPHFGVWKC-JTQLQIEISA-N
Molecular Formula C10H18O
12

Squalane, 99%, Thermo Scientific Chemicals

CAS: 111-01-3 InChI Key: PRAKJMSDJKAYCZ-UHFFFAOYSA-N Synonym: squalane,perhydrosqualene,dodecahydrosqualene,cosbiol,vitabiosol,spinacane,robane,hexamethyltetracosane,tetracosane, 2,6,10,15,19,23-hexamethyl,hexamethyl tetracosane PubChem CID: 8089 IUPAC Name: 2,6,10,15,19,23-hexamethyltetracosane SMILES: CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C

EDGE
PubChem CID 8089
CAS 111-01-3
SMILES CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C
Synonym squalane,perhydrosqualene,dodecahydrosqualene,cosbiol,vitabiosol,spinacane,robane,hexamethyltetracosane,tetracosane, 2,6,10,15,19,23-hexamethyl,hexamethyl tetracosane
IUPAC Name 2,6,10,15,19,23-hexamethyltetracosane
InChI Key PRAKJMSDJKAYCZ-UHFFFAOYSA-N
13

D(+)-Carvone, 98%, synthetic

CAS: 2244-16-8 Molecular Formula: C10H14O Molecular Weight (g/mol): 150.22 MDL Number: MFCD00062997 InChI Key: ULDHMXUKGWMISQ-VIFPVBQESA-N Synonym: d-carvone,+-carvone,s-+-carvone,s-carvone,s-2-methyl-5-prop-1-en-2-yl cyclohex-2-enone,+-s-carvone,carvone, +,d +-carvone,carvol,s-+-p-mentha-6,8-dien-2-one PubChem CID: 16724 ChEBI: CHEBI:15399 IUPAC Name: (5S)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one SMILES: CC1=CCC(CC1=O)C(=C)C

EDGE
PubChem CID 16724
CAS 2244-16-8
Molecular Weight (g/mol) 150.22
ChEBI CHEBI:15399
MDL Number MFCD00062997
SMILES CC1=CCC(CC1=O)C(=C)C
Synonym d-carvone,+-carvone,s-+-carvone,s-carvone,s-2-methyl-5-prop-1-en-2-yl cyclohex-2-enone,+-s-carvone,carvone, +,d +-carvone,carvol,s-+-p-mentha-6,8-dien-2-one
IUPAC Name (5S)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one
InChI Key ULDHMXUKGWMISQ-VIFPVBQESA-N
Molecular Formula C10H14O
14

(+)-alpha-Pinene, 98%

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 IUPAC Name: (1R,5R)-4,6,6-trimethylbicyclo[3.1.1]hept-3-ene SMILES: CC1=CC[C@@H]2C[C@H]1C2(C)C

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
IUPAC Name (1R,5R)-4,6,6-trimethylbicyclo[3.1.1]hept-3-ene
InChI Key GRWFGVWFFZKLTI-RKDXNWHRSA-N
Molecular Formula C10H16
15

(1S)-(-)-alpha-Pinene, 98%

CAS: 7785-26-4 Molecular Formula: C10H16 Molecular Weight (g/mol): 136.24 InChI Key: GRWFGVWFFZKLTI-IUCAKERBSA-N Synonym: --alpha-pinene,1s,5s-2,6,6-trimethylbicyclo 3.1.1 hept-2-ene,1s---alpha-pinene,unii-tzr3gm95pr,dl-alpha-pinene,alpha-pinene,-,1s,5s-alpha-pinene,tzr3gm95pr,1s,5s-2-pinene,bicyclo 3.1.1 hept-2-ene, 2,6,6-trimethyl-, 1s,5s PubChem CID: 440968 ChEBI: CHEBI:28660 IUPAC Name: (1S,5S)-4,6,6-trimethylbicyclo[3.1.1]hept-3-ene SMILES: CC1=CCC2CC1C2(C)C

PubChem CID 440968
CAS 7785-26-4
Molecular Weight (g/mol) 136.24
ChEBI CHEBI:28660
SMILES CC1=CCC2CC1C2(C)C
Synonym --alpha-pinene,1s,5s-2,6,6-trimethylbicyclo 3.1.1 hept-2-ene,1s---alpha-pinene,unii-tzr3gm95pr,dl-alpha-pinene,alpha-pinene,-,1s,5s-alpha-pinene,tzr3gm95pr,1s,5s-2-pinene,bicyclo 3.1.1 hept-2-ene, 2,6,6-trimethyl-, 1s,5s
IUPAC Name (1S,5S)-4,6,6-trimethylbicyclo[3.1.1]hept-3-ene
InChI Key GRWFGVWFFZKLTI-IUCAKERBSA-N
Molecular Formula C10H16