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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 (609)
Triterpenoids (42)
Diterpenoids (33)
Quinone and hydroquinone lipids (22)
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Terpene lactones (6)

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1 – 15 of 348 results
1

Pulegone, 92%, pract.

CAS: 89-82-7 Molecular Formula: C10H16O Molecular Weight (g/mol): 152.24 MDL Number: MFCD00063000 InChI Key: NZGWDASTMWDZIW-QMMMGPOBSA-N Synonym: --pulegone,s---pulegone,pulegone,-,unii-hl7z89m60h,cyclohexanone, 5-methyl-2-1-methylethylidene-, s,s-p-menth-4 8-en-3-one,s-2-isopropylidene-5-methylcyclohexanone,5s-5-methyl-2-propan-2-ylidenecyclohexan-1-one PubChem CID: 638012 ChEBI: CHEBI:81226 IUPAC Name: (5S)-5-methyl-2-propan-2-ylidenecyclohexan-1-one SMILES: CC1CCC(=C(C)C)C(=O)C1

PubChem CID 638012
CAS 89-82-7
Molecular Weight (g/mol) 152.24
ChEBI CHEBI:81226
MDL Number MFCD00063000
SMILES CC1CCC(=C(C)C)C(=O)C1
Synonym --pulegone,s---pulegone,pulegone,-,unii-hl7z89m60h,cyclohexanone, 5-methyl-2-1-methylethylidene-, s,s-p-menth-4 8-en-3-one,s-2-isopropylidene-5-methylcyclohexanone,5s-5-methyl-2-propan-2-ylidenecyclohexan-1-one
IUPAC Name (5S)-5-methyl-2-propan-2-ylidenecyclohexan-1-one
InChI Key NZGWDASTMWDZIW-QMMMGPOBSA-N
Molecular Formula C10H16O
2

Glycyrrhetic Acid 97.0+%, TCI America™

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,6aS,6bR,8aR,10S,12aS,12bR,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-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,6aS,6bR,8aR,10S,12aS,12bR,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2-carboxylic acid
InChI Key MPDGHEJMBKOTSU-YKLVYJNSSA-N
Molecular Formula C30H46O4
3

Forskolin, 98+%

CAS: 66575-29-9 Molecular Formula: C22H34O7 Molecular Weight (g/mol): 410.507 MDL Number: MFCD00082317 InChI Key: OHCQJHSOBUTRHG-KGGHGJDLSA-N Synonym: forskolin,colforsin,coleonol,colforsina,colforsine,colforsinum,boforsin,colforsine french,colforsinum latin,colforsina spanish PubChem CID: 47936 ChEBI: CHEBI:42471 IUPAC Name: [(3R,4aR,5S,6S,6aS,10S,10aR,10bS)-3-ethenyl-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-1-oxo-5,6,6a,8,9,10-hexahydro-2H-benzo[f]chromen-5-yl] acetate SMILES: CC(=O)OC1C(C2C(CCC(C2(C3(C1(OC(CC3=O)(C)C=C)C)O)C)O)(C)C)O

PubChem CID 47936
CAS 66575-29-9
Molecular Weight (g/mol) 410.507
ChEBI CHEBI:42471
MDL Number MFCD00082317
SMILES CC(=O)OC1C(C2C(CCC(C2(C3(C1(OC(CC3=O)(C)C=C)C)O)C)O)(C)C)O
Synonym forskolin,colforsin,coleonol,colforsina,colforsine,colforsinum,boforsin,colforsine french,colforsinum latin,colforsina spanish
IUPAC Name [(3R,4aR,5S,6S,6aS,10S,10aR,10bS)-3-ethenyl-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-1-oxo-5,6,6a,8,9,10-hexahydro-2H-benzo[f]chromen-5-yl] acetate
InChI Key OHCQJHSOBUTRHG-KGGHGJDLSA-N
Molecular Formula C22H34O7
4

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
5

Flurbiprofen 98.0+%, TCI America™

CAS: 5104-49-4 Molecular Formula: C15H13FO2 Molecular Weight (g/mol): 244.27 MDL Number: MFCD00079303 InChI Key: SYTBZMRGLBWNTM-UHFFFAOYNA-N Synonym: flurbiprofen,ansaid,froben,antadys,cebutid,flurofen,anside,flurbiprofene,flurbiprofeno,flurbiprofenum PubChem CID: 3394 ChEBI: CHEBI:5130 IUPAC Name: 2-{2-fluoro-[1,1'-biphenyl]-4-yl}propanoic acid SMILES: CC(C(O)=O)C1=CC=C(C(F)=C1)C1=CC=CC=C1

PubChem CID 3394
CAS 5104-49-4
Molecular Weight (g/mol) 244.27
ChEBI CHEBI:5130
MDL Number MFCD00079303
SMILES CC(C(O)=O)C1=CC=C(C(F)=C1)C1=CC=CC=C1
Synonym flurbiprofen,ansaid,froben,antadys,cebutid,flurofen,anside,flurbiprofene,flurbiprofeno,flurbiprofenum
IUPAC Name 2-{2-fluoro-[1,1'-biphenyl]-4-yl}propanoic acid
InChI Key SYTBZMRGLBWNTM-UHFFFAOYNA-N
Molecular Formula C15H13FO2
6

(S)-(+)-Abscisic Acid 98.0+%, TCI America™

CAS: 21293-29-8 Molecular Formula: C15H20O4 Molecular Weight (g/mol): 264.32 MDL Number: MFCD00066545,MFCD00066545,MFCD00075619 InChI Key: JLIDBLDQVAYHNE-YKALOCIXSA-N PubChem CID: 5280896 ChEBI: CHEBI:2365 IUPAC Name: (2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid SMILES: C\C(\C=C\[C@@]1(O)C(C)=CC(=O)CC1(C)C)=C\C(O)=O

PubChem CID 5280896
CAS 21293-29-8
Molecular Weight (g/mol) 264.32
ChEBI CHEBI:2365
MDL Number MFCD00066545,MFCD00066545,MFCD00075619
SMILES C\C(\C=C\[C@@]1(O)C(C)=CC(=O)CC1(C)C)=C\C(O)=O
IUPAC Name (2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid
InChI Key JLIDBLDQVAYHNE-YKALOCIXSA-N
Molecular Formula C15H20O4
7
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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
8
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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
9

Bis(pentamethylcyclopentadienyl)nickel

CAS: 74507-63-4 Molecular Formula: C20H30Ni Molecular Weight (g/mol): 329.153 MDL Number: MFCD00058704 InChI Key: CHPLEWYRKUFKQP-UHFFFAOYSA-N Synonym: Decamethylnickelocene PubChem CID: 24943158 IUPAC Name: nickel(2+);1,2,3,5,5-pentamethylcyclopenta-1,3-diene SMILES: CC1=[C-]C(C(=C1C)C)(C)C.CC1=[C-]C(C(=C1C)C)(C)C.[Ni+2]

PubChem CID 24943158
CAS 74507-63-4
Molecular Weight (g/mol) 329.153
MDL Number MFCD00058704
SMILES CC1=[C-]C(C(=C1C)C)(C)C.CC1=[C-]C(C(=C1C)C)(C)C.[Ni+2]
Synonym Decamethylnickelocene
IUPAC Name nickel(2+);1,2,3,5,5-pentamethylcyclopenta-1,3-diene
InChI Key CHPLEWYRKUFKQP-UHFFFAOYSA-N
Molecular Formula C20H30Ni
10
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Norbornane-2-carboxylic acid, 98%, predominantly endo isomer

CAS: 824-62-4 Molecular Formula: C8H12O2 Molecular Weight (g/mol): 140.18 MDL Number: MFCD00167749 InChI Key: JESWDXIHOJGWBP-UHFFFAOYNA-N Synonym: bicyclo 2.2.1 heptane-2-carboxylic acid,2-norbornanecarboxylic acid,norbornane-2-carboxylic acid,2-norbornanecarboxylic acid, endo,bicyclo 2.2.1 heptane-2-carboxylic acid, endo,exo-norbornane-2-carboxylic acid,bicyclo 2.2.1 heptane-3-carboxylic acid,2-norbornanecarboxlic acid PubChem CID: 79113 SMILES: OC(=O)C1CC2CCC1C2

PubChem CID 79113
CAS 824-62-4
Molecular Weight (g/mol) 140.18
MDL Number MFCD00167749
SMILES OC(=O)C1CC2CCC1C2
Synonym bicyclo 2.2.1 heptane-2-carboxylic acid,2-norbornanecarboxylic acid,norbornane-2-carboxylic acid,2-norbornanecarboxylic acid, endo,bicyclo 2.2.1 heptane-2-carboxylic acid, endo,exo-norbornane-2-carboxylic acid,bicyclo 2.2.1 heptane-3-carboxylic acid,2-norbornanecarboxlic acid
InChI Key JESWDXIHOJGWBP-UHFFFAOYNA-N
Molecular Formula C8H12O2
11
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DL-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

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.

13
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(-)-Fenchone, 98+%

CAS: 7787-20-4 Molecular Formula: C10H16O Molecular Weight (g/mol): 152.237 MDL Number: MFCD00151104 InChI Key: LHXDLQBQYFFVNW-GMSGAONNSA-N Synonym: l-fenchone,1r-fenchone,1r,4r-2,2,4-trimethylbicyclo 2.2.1 heptan-3-one,2r,5r-2,6,6-trimethyl-2,5-methanocyclohexane-1-one PubChem CID: 3034206 IUPAC Name: (1R,4R)-2,2,4-trimethylbicyclo[2.2.1]heptan-3-one SMILES: CC1(C2CCC(C2)(C1=O)C)C

PubChem CID 3034206
CAS 7787-20-4
Molecular Weight (g/mol) 152.237
MDL Number MFCD00151104
SMILES CC1(C2CCC(C2)(C1=O)C)C
Synonym l-fenchone,1r-fenchone,1r,4r-2,2,4-trimethylbicyclo 2.2.1 heptan-3-one,2r,5r-2,6,6-trimethyl-2,5-methanocyclohexane-1-one
IUPAC Name (1R,4R)-2,2,4-trimethylbicyclo[2.2.1]heptan-3-one
InChI Key LHXDLQBQYFFVNW-GMSGAONNSA-N
Molecular Formula C10H16O
14
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(-)-alpha-Pinene, 98%, cont. variable amounts of enantiomer

CAS: 7785-26-4 Molecular Formula: C10H16 Molecular Weight (g/mol): 136.238 MDL Number: MFCD00064145 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) 136.238
ChEBI CHEBI:28660
MDL Number MFCD00064145
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
15
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alpha-Terpinene, 90%, tech.

CAS: 99-86-5 Molecular Formula: C10H16 Molecular Weight (g/mol): 136.24 MDL Number: MFCD00001534 InChI Key: YHQGMYUVUMAZJR-UHFFFAOYSA-N Synonym: alpha-terpinene,p-mentha-1,3-diene,terpilene,1-isopropyl-4-methyl-1,3-cyclohexadiene,1,3-cyclohexadiene, 1-methyl-4-1-methylethyl,alpha-terpinen,1-methyl-4-1-methylethyl-1,3-cyclohexadiene,1-methyl-4-isopropylcyclohexadiene-1,3,.alpha.-terpinen,.alpha.-terpinene PubChem CID: 7462 ChEBI: CHEBI:10334 IUPAC Name: 1-methyl-4-propan-2-ylcyclohexa-1,3-diene SMILES: CC(C)C1=CC=C(C)CC1

PubChem CID 7462
CAS 99-86-5
Molecular Weight (g/mol) 136.24
ChEBI CHEBI:10334
MDL Number MFCD00001534
SMILES CC(C)C1=CC=C(C)CC1
Synonym alpha-terpinene,p-mentha-1,3-diene,terpilene,1-isopropyl-4-methyl-1,3-cyclohexadiene,1,3-cyclohexadiene, 1-methyl-4-1-methylethyl,alpha-terpinen,1-methyl-4-1-methylethyl-1,3-cyclohexadiene,1-methyl-4-isopropylcyclohexadiene-1,3,.alpha.-terpinen,.alpha.-terpinene
IUPAC Name 1-methyl-4-propan-2-ylcyclohexa-1,3-diene
InChI Key YHQGMYUVUMAZJR-UHFFFAOYSA-N
Molecular Formula C10H16