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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)
Sesquiterpenoids (16)
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

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
3
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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
4
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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
5

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.

6
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DL-10-Camphorsulfonic 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
7
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(1S)-(-)-Verbenone, 94%

CAS: 1196-01-6 Molecular Formula: C10H14O Molecular Weight (g/mol): 150.22 MDL Number: MFCD00001343 InChI Key: DCSCXTJOXBUFGB-JGVFFNPUSA-N Synonym: levoverbenone,--verbenone,l-verbenone,1s---verbenone,--2-pinen-4-one,verbenone,unii-2xp0j7754u,1s,5s-4,6,6-trimethylbicyclo 3.1.1 hept-3-en-2-one,verbenone, l,bicyclo 3.1.1 hept-3-en-2-one, 4,6,6-trimethyl-, 1s,5s PubChem CID: 92874 ChEBI: CHEBI:78316 IUPAC Name: (1S,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-2-en-4-one SMILES: CC1=CC(=O)[C@H]2C[C@@H]1C2(C)C

PubChem CID 92874
CAS 1196-01-6
Molecular Weight (g/mol) 150.22
ChEBI CHEBI:78316
MDL Number MFCD00001343
SMILES CC1=CC(=O)[C@H]2C[C@@H]1C2(C)C
Synonym levoverbenone,--verbenone,l-verbenone,1s---verbenone,--2-pinen-4-one,verbenone,unii-2xp0j7754u,1s,5s-4,6,6-trimethylbicyclo 3.1.1 hept-3-en-2-one,verbenone, l,bicyclo 3.1.1 hept-3-en-2-one, 4,6,6-trimethyl-, 1s,5s
IUPAC Name (1S,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-2-en-4-one
InChI Key DCSCXTJOXBUFGB-JGVFFNPUSA-N
Molecular Formula C10H14O
8
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(1S)-(-)-beta-Pinene, 99%

CAS: 18172-67-3 Molecular Formula: C10H16 Molecular Weight (g/mol): 136.238 MDL Number: MFCD00001345 InChI Key: WTARULDDTDQWMU-IUCAKERBSA-N Synonym: --beta-pinene,--nopinene,1s,5s-6,6-dimethyl-2-methylenebicyclo 3.1.1 heptane,1s---beta-pinene,--b-pinene,--pin-2 10-ene,unii-afn153a7su,--?-pinene,1s-1-beta-pinene,afn153a7su PubChem CID: 440967 ChEBI: CHEBI:28359 IUPAC Name: (1S,5S)-6,6-dimethyl-4-methylidenebicyclo[3.1.1]heptane SMILES: CC1(C2CCC(=C)C1C2)C

PubChem CID 440967
CAS 18172-67-3
Molecular Weight (g/mol) 136.238
ChEBI CHEBI:28359
MDL Number MFCD00001345
SMILES CC1(C2CCC(=C)C1C2)C
Synonym --beta-pinene,--nopinene,1s,5s-6,6-dimethyl-2-methylenebicyclo 3.1.1 heptane,1s---beta-pinene,--b-pinene,--pin-2 10-ene,unii-afn153a7su,--?-pinene,1s-1-beta-pinene,afn153a7su
IUPAC Name (1S,5S)-6,6-dimethyl-4-methylidenebicyclo[3.1.1]heptane
InChI Key WTARULDDTDQWMU-IUCAKERBSA-N
Molecular Formula C10H16
9
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(1R)-(-)-Camphor-10-sulfonic acid, 98%

CAS: 35963-20-3 Molecular Formula: C10H16O4S Molecular Weight (g/mol): 232.29 MDL Number: MFCD00150753,MFCD00064158 InChI Key: MIOPJNTWMNEORI-MHPPCMCBSA-N Synonym: l--camphorsulfonic acid,1r,4s-7,7-dimethyl-2-oxobicyclo 2.2.1 heptan-1-yl methanesulfonic acid,1r---camphor-10-sulfonic acid,unii-y6075i4fxe,camphorsulfonic acid,-,l---camphor-10-sulfonic acid,s-camphorsulfonic acid,1r,4s-7,7-dimethyl-2-oxobicyclo 2.2.1 hept-1-yl methanesulfonic acid,--camphor-10-sulfonic acid PubChem CID: 5771688 ChEBI: CHEBI:55401 SMILES: CC1(C)C2CC[C@]1(CS(O)(=O)=O)C(=O)C2

PubChem CID 5771688
CAS 35963-20-3
Molecular Weight (g/mol) 232.29
ChEBI CHEBI:55401
MDL Number MFCD00150753,MFCD00064158
SMILES CC1(C)C2CC[C@]1(CS(O)(=O)=O)C(=O)C2
Synonym l--camphorsulfonic acid,1r,4s-7,7-dimethyl-2-oxobicyclo 2.2.1 heptan-1-yl methanesulfonic acid,1r---camphor-10-sulfonic acid,unii-y6075i4fxe,camphorsulfonic acid,-,l---camphor-10-sulfonic acid,s-camphorsulfonic acid,1r,4s-7,7-dimethyl-2-oxobicyclo 2.2.1 hept-1-yl methanesulfonic acid,--camphor-10-sulfonic acid
InChI Key MIOPJNTWMNEORI-MHPPCMCBSA-N
Molecular Formula C10H16O4S
10
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(-)-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
11

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

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
12
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(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

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
13

Dicyclopentanylmethyl acrylate

CAS: 93962-84-6 Molecular Formula: C14H20O2 Molecular Weight (g/mol): 220.312 MDL Number: MFCD22380704 InChI Key: PMPNHSZLJPXGCD-UHFFFAOYSA-N Synonym: octahydro-4,7-methano-1h-indenyl methyl acrylate,acmc-20mslm,tricyclo 5.2.1.0 2 ,? decan-3-ylmethyl prop-2-enoate PubChem CID: 22051805 SMILES: C=CC(=O)OCC1CCC2C1C3CCC2C3

PubChem CID 22051805
CAS 93962-84-6
Molecular Weight (g/mol) 220.312
MDL Number MFCD22380704
SMILES C=CC(=O)OCC1CCC2C1C3CCC2C3
Synonym octahydro-4,7-methano-1h-indenyl methyl acrylate,acmc-20mslm,tricyclo 5.2.1.0 2 ,? decan-3-ylmethyl prop-2-enoate
InChI Key PMPNHSZLJPXGCD-UHFFFAOYSA-N
Molecular Formula C14H20O2
14
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DL-Camphoroquinone, 99%

CAS: 10373-78-1 Molecular Formula: C10H14O2 Molecular Weight (g/mol): 166.22 MDL Number: MFCD00064160 InChI Key: VNQXSTWCDUXYEZ-UHFFFAOYSA-N Synonym: camphorquinone,dl-camphorquinone,camphoroquinone,2,3-bornanedione,camphor quinone,camphoquinone,1,7,7-trimethylbicyclo 2.2.1 heptane-2,3-dione,bornane-2,3-dione,bicyclo 2.2.1 heptane-2,3-dione, 1,7,7-trimethyl,+/--camphorquinone PubChem CID: 25208 ChEBI: CHEBI:34607 IUPAC Name: 4,7,7-trimethylbicyclo[2.2.1]heptane-2,3-dione SMILES: CC1(C2CCC1(C(=O)C2=O)C)C

PubChem CID 25208
CAS 10373-78-1
Molecular Weight (g/mol) 166.22
ChEBI CHEBI:34607
MDL Number MFCD00064160
SMILES CC1(C2CCC1(C(=O)C2=O)C)C
Synonym camphorquinone,dl-camphorquinone,camphoroquinone,2,3-bornanedione,camphor quinone,camphoquinone,1,7,7-trimethylbicyclo 2.2.1 heptane-2,3-dione,bornane-2,3-dione,bicyclo 2.2.1 heptane-2,3-dione, 1,7,7-trimethyl,+/--camphorquinone
IUPAC Name 4,7,7-trimethylbicyclo[2.2.1]heptane-2,3-dione
InChI Key VNQXSTWCDUXYEZ-UHFFFAOYSA-N
Molecular Formula C10H14O2
15

2-Fluoro-alpha-methyl-4-biphenylacetic acid, 99%

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 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
InChI Key SYTBZMRGLBWNTM-UHFFFAOYNA-N
Molecular Formula C15H13FO2