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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 (612)
Triterpenoids (42)
Diterpenoids (33)
Quinone and hydroquinone lipids (22)
Sesquiterpenoids (16)
Terpene lactones (6)

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1 – 15 of 351 results
1

(-)-Menthone, Terpene Analytical Standard, MilliporeSigma™ Supelco™

Boiling Point 207°C to 210°C (literature)
Linear Formula C10H18O
Physical Form Neat
Grade Analytical Standard
Density 0.893 g/mL (at 20°C (literature))
Vapor Pressure 0.5 mmHg (20°C)
Optical Rotation [α]20/D -28 ±2°, Neat
Percent Purity ≥99% (Sum of Enantiomers, GC)
CAS 14073-97-3
MDL Number MFCD00001634
Flash Point 74°C
Health Hazard 1 H315 - H317
Refractive Index n20/D 1.45 (literature); n20/D 1.451
Synonym (1 R,4 S)-p-Menthan-3-one; (2 S,5 R)-2-Isopropyl-5-methylcyclohexanone
Recommended Storage 2°C to 8°C
Shelf Life Limited shelf life, expiry date on the label
Molecular Formula C10H18O
Formula Weight 154.25
2

TraceCERT™ Verbenon, 2000 μg/mL, Certified Reference Material, MilliporeSigma™ Supelco™

This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO 17034. This CRM is traceable to the SI through a primary reference material from a NMI. Certified content incl. uncertainty and expiry date are stated on the enclosed certificate.

3

(+)-3-Carene

CAS: 498-15-7 Molecular Formula: C10H16 Molecular Weight (g/mol): 136.24 MDL Number: MFCD00066417 InChI Key: BQOFWKZOCNGFEC-BDAKNGLRSA-N IUPAC Name: (1S,6R)-3,7,7-trimethylbicyclo[4.1.0]hept-3-ene SMILES: CC1=CC[C@@H]2[C@H](C1)C2(C)C

CAS 498-15-7
Molecular Weight (g/mol) 136.24
MDL Number MFCD00066417
SMILES CC1=CC[C@@H]2[C@H](C1)C2(C)C
IUPAC Name (1S,6R)-3,7,7-trimethylbicyclo[4.1.0]hept-3-ene
InChI Key BQOFWKZOCNGFEC-BDAKNGLRSA-N
Molecular Formula C10H16
4

Geraniol, 97%

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
5

(1S,2S,3R,5S)-(+)-2,3-Pinanediol, 98%

CAS: 18680-27-8 Molecular Formula: C10H18O2 Molecular Weight (g/mol): 170.25 MDL Number: MFCD00077851 InChI Key: MOILFCKRQFQVFS-OORONAJNSA-N Synonym: 1s,2s,3r,5s-+-2,3-pinanediol,1s,2s,3r,5s-2,6,6-trimethylbicyclo 3.1.1 heptane-2,3-diol,1s,2s,3r,5s-+-pinanediol,+-pinanediol,pinanediol, +,unii-y6zcv4avra,+-2-hydroxyisopinocampheol,y6zcv4avra,1s,2s,3r,5s-2,3-pinanediol,bicyclo 3.1.1 heptane-2,3-diol, 2,6,6-trimethyl-, 1s,2s,3r,5s PubChem CID: 10219606 IUPAC Name: (1S,3R,4S,5S)-4,6,6-trimethylbicyclo[3.1.1]heptane-3,4-diol SMILES: CC1(C2CC1C(C(C2)O)(C)O)C

PubChem CID 10219606
CAS 18680-27-8
Molecular Weight (g/mol) 170.25
MDL Number MFCD00077851
SMILES CC1(C2CC1C(C(C2)O)(C)O)C
Synonym 1s,2s,3r,5s-+-2,3-pinanediol,1s,2s,3r,5s-2,6,6-trimethylbicyclo 3.1.1 heptane-2,3-diol,1s,2s,3r,5s-+-pinanediol,+-pinanediol,pinanediol, +,unii-y6zcv4avra,+-2-hydroxyisopinocampheol,y6zcv4avra,1s,2s,3r,5s-2,3-pinanediol,bicyclo 3.1.1 heptane-2,3-diol, 2,6,6-trimethyl-, 1s,2s,3r,5s
IUPAC Name (1S,3R,4S,5S)-4,6,6-trimethylbicyclo[3.1.1]heptane-3,4-diol
InChI Key MOILFCKRQFQVFS-OORONAJNSA-N
Molecular Formula C10H18O2
6

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

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
7

18-beta-Glycyrrhetinic acid, 98+%

CAS: 471-53-4 Molecular Formula: C30H46O4 Molecular Weight (g/mol): 470.69 MDL Number: MFCD00003706,MFCD00066716 InChI Key: MPDGHEJMBKOTSU-YKLVYJNSSA-N Synonym: enoxolone,glycyrrhetinic acid,uralenic acid,glycyrrhetic acid,18-beta-glycyrrhetinic acid,glycyrrhetin,arthrodont,jintan,18beta-glycyrrhetinic acid,rhetinic acid PubChem CID: 10114 ChEBI: CHEBI:30853 IUPAC Name: (2S,4aS,6aR,6aS,6bR,8aR,10S,12aS,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid SMILES: CC1(C)[C@@H](O)CC[C@@]2(C)[C@H]1CC[C@]1(C)[C@@H]2C(=O)C=C2[C@@H]3C[C@](C)(CC[C@]3(C)CC[C@@]12C)C(O)=O

PubChem CID 10114
CAS 471-53-4
Molecular Weight (g/mol) 470.69
ChEBI CHEBI:30853
MDL Number MFCD00003706,MFCD00066716
SMILES CC1(C)[C@@H](O)CC[C@@]2(C)[C@H]1CC[C@]1(C)[C@@H]2C(=O)C=C2[C@@H]3C[C@](C)(CC[C@]3(C)CC[C@@]12C)C(O)=O
Synonym enoxolone,glycyrrhetinic acid,uralenic acid,glycyrrhetic acid,18-beta-glycyrrhetinic acid,glycyrrhetin,arthrodont,jintan,18beta-glycyrrhetinic acid,rhetinic acid
IUPAC Name (2S,4aS,6aR,6aS,6bR,8aR,10S,12aS,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid
InChI Key MPDGHEJMBKOTSU-YKLVYJNSSA-N
Molecular Formula C30H46O4
8

Linalool, 97%

CAS: 78-70-6 Molecular Formula: C10H18O Molecular Weight (g/mol): 154.25 MDL Number: MFCD00008906 InChI Key: CDOSHBSSFJOMGT-UHFFFAOYSA-N Synonym: linalool,linalol,3,7-dimethyl-1,6-octadien-3-ol,allo-ocimenol,beta-linalool,linalyl alcohol,1,6-octadien-3-ol, 3,7-dimethyl,+--linalool,p-linalool,linanool PubChem CID: 6549 ChEBI: CHEBI:17580 IUPAC Name: 3,7-dimethylocta-1,6-dien-3-ol SMILES: CC(=CCCC(C)(C=C)O)C

PubChem CID 6549
CAS 78-70-6
Molecular Weight (g/mol) 154.25
ChEBI CHEBI:17580
MDL Number MFCD00008906
SMILES CC(=CCCC(C)(C=C)O)C
Synonym linalool,linalol,3,7-dimethyl-1,6-octadien-3-ol,allo-ocimenol,beta-linalool,linalyl alcohol,1,6-octadien-3-ol, 3,7-dimethyl,+--linalool,p-linalool,linanool
IUPAC Name 3,7-dimethylocta-1,6-dien-3-ol
InChI Key CDOSHBSSFJOMGT-UHFFFAOYSA-N
Molecular Formula C10H18O
9

D(+)-10-Camphorsulfonic acid, 99%

CAS: 3144-16-9 Molecular Formula: C10H15O4S Molecular Weight (g/mol): 231.29 MDL Number: MFCD00064157,MFCD00074827 InChI Key: MIOPJNTWMNEORI-XVKPBYJWSA-M Synonym: 1s,4r-7,7-dimethyl-2-oxobicyclo 2.2.1 heptan-1-yl methanesulfonic acid,d-camphorsulfonic acid,r-camphorsulfonic acid,unii-9tlz01s15l,d-+-10-camphorsulfonic acid,d-+-camphor-10-sulfonic acid,dl-10-camphorsulfonic acid,camphor-10-sulfonic acid,camphersulfosaeure german,d-camphor-10-sulfonic acid PubChem CID: 65617 ChEBI: CHEBI:55403 IUPAC Name: [(1R,4S)-7,7-dimethyl-3-oxo-4-bicyclo[2.2.1]heptanyl]methanesulfonic acid SMILES: CC1(C)[C@H]2CC[C@]1(CS([O-])(=O)=O)C(=O)C2

PubChem CID 65617
CAS 3144-16-9
Molecular Weight (g/mol) 231.29
ChEBI CHEBI:55403
MDL Number MFCD00064157,MFCD00074827
SMILES CC1(C)[C@H]2CC[C@]1(CS([O-])(=O)=O)C(=O)C2
Synonym 1s,4r-7,7-dimethyl-2-oxobicyclo 2.2.1 heptan-1-yl methanesulfonic acid,d-camphorsulfonic acid,r-camphorsulfonic acid,unii-9tlz01s15l,d-+-10-camphorsulfonic acid,d-+-camphor-10-sulfonic acid,dl-10-camphorsulfonic acid,camphor-10-sulfonic acid,camphersulfosaeure german,d-camphor-10-sulfonic acid
IUPAC Name [(1R,4S)-7,7-dimethyl-3-oxo-4-bicyclo[2.2.1]heptanyl]methanesulfonic acid
InChI Key MIOPJNTWMNEORI-XVKPBYJWSA-M
Molecular Formula C10H15O4S
10

Oleanolic acid, 97%

CAS: 508-02-1 Molecular Formula: C30H48O3 Molecular Weight (g/mol): 456.7 InChI Key: MIJYXULNPSFWEK-GTOFXWBISA-N Synonym: oleanolic acid,oleanic acid,caryophyllin,astrantiagenin c,giganteumgenin c,virgaureagenin b,3beta-hydroxyolean-12-en-28-oic acid,unii-6smk8r7tgj,ccris 6493,oleanolic_acid PubChem CID: 10494 ChEBI: CHEBI:37659 IUPAC Name: (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid SMILES: CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1)C)C(=O)O)C

PubChem CID 10494
CAS 508-02-1
Molecular Weight (g/mol) 456.7
ChEBI CHEBI:37659
SMILES CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1)C)C(=O)O)C
Synonym oleanolic acid,oleanic acid,caryophyllin,astrantiagenin c,giganteumgenin c,virgaureagenin b,3beta-hydroxyolean-12-en-28-oic acid,unii-6smk8r7tgj,ccris 6493,oleanolic_acid
IUPAC Name (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
InChI Key MIJYXULNPSFWEK-GTOFXWBISA-N
Molecular Formula C30H48O3
11

(±)-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
12

(+/-)-Camphor-10-sulfonic acid, 98%

CAS: 8-2-5872 Molecular Formula: C10H16O4S Molecular Weight (g/mol): 232.29 MDL Number: MFCD00074827 InChI Key: MIOPJNTWMNEORI-UHFFFAOYNA-N Synonym: reychler's acid,camphorsulfonic acid,d-camphorsulfonic acid,camphersulfosaeure,--10-camphorsulfonic acid,2-oxobornane-10-sulphonic acid,d-10-camphorsulfonic acid,7,7-dimethyl-2-oxobicyclo 2.2.1 heptan-1-yl methanesulfonic acid,l-camphor-10-sulfonic acid,+-10-camphorsulfonic acid PubChem CID: 18462 ChEBI: CHEBI:55379 IUPAC Name: (7,7-dimethyl-3-oxo-4-bicyclo[2.2.1]heptanyl)methanesulfonic acid SMILES: CC1(C2CCC1(C(=O)C2)CS(=O)(=O)O)C

PubChem CID 18462
CAS 8-2-5872
Molecular Weight (g/mol) 232.29
ChEBI CHEBI:55379
MDL Number MFCD00074827
SMILES CC1(C2CCC1(C(=O)C2)CS(=O)(=O)O)C
Synonym reychler's acid,camphorsulfonic acid,d-camphorsulfonic acid,camphersulfosaeure,--10-camphorsulfonic acid,2-oxobornane-10-sulphonic acid,d-10-camphorsulfonic acid,7,7-dimethyl-2-oxobicyclo 2.2.1 heptan-1-yl methanesulfonic acid,l-camphor-10-sulfonic acid,+-10-camphorsulfonic acid
IUPAC Name (7,7-dimethyl-3-oxo-4-bicyclo[2.2.1]heptanyl)methanesulfonic acid
InChI Key MIOPJNTWMNEORI-UHFFFAOYNA-N
Molecular Formula C10H16O4S
13

(R)-(-)-Linalool, 95% (sum of enantiomers)

CAS: 126-91-0 Molecular Formula: C10H18O Molecular Weight (g/mol): 154.25 MDL Number: MFCD00135469 InChI Key: CDOSHBSSFJOMGT-JTQLQIEISA-N Synonym: --linalool,3r-linalool,r---linalool,unii-3u21e3v8i2,1,6-octadien-3-ol, 3,7-dimethyl-, 3r,3r-3,7-dimethylocta-1,6-dien-3-ol,l-linalool,3r,7-dimethylocta-1,6-dien-3-ol,r-3,7-dimethylocta-1,6-dien-3-ol,linalool + PubChem CID: 443158 ChEBI: CHEBI:28 IUPAC Name: (3R)-3,7-dimethylocta-1,6-dien-3-ol SMILES: CC(=CCCC(C)(C=C)O)C

PubChem CID 443158
CAS 126-91-0
Molecular Weight (g/mol) 154.25
ChEBI CHEBI:28
MDL Number MFCD00135469
SMILES CC(=CCCC(C)(C=C)O)C
Synonym --linalool,3r-linalool,r---linalool,unii-3u21e3v8i2,1,6-octadien-3-ol, 3,7-dimethyl-, 3r,3r-3,7-dimethylocta-1,6-dien-3-ol,l-linalool,3r,7-dimethylocta-1,6-dien-3-ol,r-3,7-dimethylocta-1,6-dien-3-ol,linalool +
IUPAC Name (3R)-3,7-dimethylocta-1,6-dien-3-ol
InChI Key CDOSHBSSFJOMGT-JTQLQIEISA-N
Molecular Formula C10H18O
14

Di-μ-chlorobis(p-cymene)chlororuthenium(II), 98%

CAS: 52462-29-0 Molecular Formula: C20H28Cl4Ru2 Molecular Weight (g/mol): 612.39 MDL Number: MFCD00064793 InChI Key: LAXRNWSASWOFOT-UHFFFAOYSA-J Synonym: dichloro p-cymene ruthenium ii dimer,di-mu-chloro-bis chloro p-cymene ruthenium ii,rucl2 p-cymene 2,ru p-cymene cl2 2,dichloro p-cymene ruthenium dimer,p-cymene ruthenium ii chloride dimer,dichloro-p-cymene ruthenium ii dimer PubChem CID: 10908223 IUPAC Name: dichlororuthenium;1-methyl-4-propan-2-ylbenzene SMILES: CC1=CC=C(C=C1)C(C)C.CC1=CC=C(C=C1)C(C)C.Cl[Ru]Cl.Cl[Ru]Cl

PubChem CID 10908223
CAS 52462-29-0
Molecular Weight (g/mol) 612.39
MDL Number MFCD00064793
SMILES CC1=CC=C(C=C1)C(C)C.CC1=CC=C(C=C1)C(C)C.Cl[Ru]Cl.Cl[Ru]Cl
Synonym dichloro p-cymene ruthenium ii dimer,di-mu-chloro-bis chloro p-cymene ruthenium ii,rucl2 p-cymene 2,ru p-cymene cl2 2,dichloro p-cymene ruthenium dimer,p-cymene ruthenium ii chloride dimer,dichloro-p-cymene ruthenium ii dimer
IUPAC Name dichlororuthenium;1-methyl-4-propan-2-ylbenzene
InChI Key LAXRNWSASWOFOT-UHFFFAOYSA-J
Molecular Formula C20H28Cl4Ru2
15

(-)-8-Phenylmenthol, 97%, Thermo Scientific Chemicals

CAS: 65253-04-5 MDL Number: MFCD00010501 InChI Key: WTQIZFCJMGWUGZ-BPLDGKMQSA-N Synonym: --8-phenylmenthol,--phenmenthol,1r,2s,5r-5-methyl-2-2-phenylpropan-2-yl cyclohexanol,cyclohexanol, 5-methyl-2-1-methyl-1-phenylethyl-, 1r,2s,5r,1r,2s,5r-5-methyl-2-2-phenylpropan-2-yl cyclohexan-1-ol,1r,2s,5r-5-methyl-2-1-methyl-1-phenylethyl cyclohexanol,cyclohexanol,5-methyl-2-1-methyl-1-phenylethyl-, 1r,2s,5r PubChem CID: 2725001 IUPAC Name: (1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexan-1-ol SMILES: CC1CCC(C(C1)O)C(C)(C)C2=CC=CC=C2

PubChem CID 2725001
CAS 65253-04-5
MDL Number MFCD00010501
SMILES CC1CCC(C(C1)O)C(C)(C)C2=CC=CC=C2
Synonym --8-phenylmenthol,--phenmenthol,1r,2s,5r-5-methyl-2-2-phenylpropan-2-yl cyclohexanol,cyclohexanol, 5-methyl-2-1-methyl-1-phenylethyl-, 1r,2s,5r,1r,2s,5r-5-methyl-2-2-phenylpropan-2-yl cyclohexan-1-ol,1r,2s,5r-5-methyl-2-1-methyl-1-phenylethyl cyclohexanol,cyclohexanol,5-methyl-2-1-methyl-1-phenylethyl-, 1r,2s,5r
IUPAC Name (1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexan-1-ol
InChI Key WTQIZFCJMGWUGZ-BPLDGKMQSA-N