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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 (1,167)
Quinone and hydroquinone lipids (710)
Diterpenoids (268)
Triterpenoids (230)
Sesquiterpenoids (86)
Terpene lactones (34)
Isoprenoid phosphates (2)

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286 – 300 of 2,034 results
286

Phytyl Acetate (cis- and trans- mixture) 88.0+%, TCI America™

CAS: 10236-16-5 Molecular Formula: C22H42O2 Molecular Weight (g/mol): 338.58 MDL Number: MFCD00673238 InChI Key: JIGCTXHIECXYRJ-ILWBRPEASA-N Synonym: Acetic Acid 3,7,11,15-Tetramethyl-2-hexadecenyl Ester, 3,7,11,15-Tetramethyl-2-hexadecenyl Acetate PubChem CID: 53425386 IUPAC Name: (2E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-yl acetate SMILES: CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C\COC(C)=O

PubChem CID 53425386
CAS 10236-16-5
Molecular Weight (g/mol) 338.58
MDL Number MFCD00673238
SMILES CC(C)CCC[C@@H](C)CCC[C@@H](C)CCC\C(C)=C\COC(C)=O
Synonym Acetic Acid 3,7,11,15-Tetramethyl-2-hexadecenyl Ester, 3,7,11,15-Tetramethyl-2-hexadecenyl Acetate
IUPAC Name (2E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-yl acetate
InChI Key JIGCTXHIECXYRJ-ILWBRPEASA-N
Molecular Formula C22H42O2
287

Isophytol 95.0+%, TCI America™

CAS: 505-32-8 Molecular Formula: C20H40O Molecular Weight (g/mol): 296.539 MDL Number: MFCD00048380 InChI Key: KEVYVLWNCKMXJX-UHFFFAOYSA-N Synonym: isophytol,3,7,11,15-tetramethyl-1-hexadecen-3-ol,1-hexadecen-3-ol, 3,7,11,15-tetramethyl,2,6,10,14-tetramethylhexadec-15-en-14-ol,2,6,10-trimethyl-14-vinylpentadecan-14-ol,1-hexadecene-3-ol, 3,7,11,15-tetramethyl,1-phyten-3-ol,iso-phytol,dsstox_cid_5474 PubChem CID: 10453 IUPAC Name: 3,7,11,15-tetramethylhexadec-1-en-3-ol SMILES: CC(C)CCCC(C)CCCC(C)CCCC(C)(C=C)O

PubChem CID 10453
CAS 505-32-8
Molecular Weight (g/mol) 296.539
MDL Number MFCD00048380
SMILES CC(C)CCCC(C)CCCC(C)CCCC(C)(C=C)O
Synonym isophytol,3,7,11,15-tetramethyl-1-hexadecen-3-ol,1-hexadecen-3-ol, 3,7,11,15-tetramethyl,2,6,10,14-tetramethylhexadec-15-en-14-ol,2,6,10-trimethyl-14-vinylpentadecan-14-ol,1-hexadecene-3-ol, 3,7,11,15-tetramethyl,1-phyten-3-ol,iso-phytol,dsstox_cid_5474
IUPAC Name 3,7,11,15-tetramethylhexadec-1-en-3-ol
InChI Key KEVYVLWNCKMXJX-UHFFFAOYSA-N
Molecular Formula C20H40O
288

Cryptotanshinone 97.0+%, TCI America™

CAS: 35825-57-1 Molecular Formula: C19H20O3 Molecular Weight (g/mol): 296.366 MDL Number: MFCD07636810 InChI Key: GVKKJJOMQCNPGB-JTQLQIEISA-N Synonym: Tanshinone C, (R)-1,2,6,7,8,9-Hexahydro-1,6,6-trimethylphenanthro[1,2-b]furan-10,11-dione PubChem CID: 160254 IUPAC Name: (1R)-1,6,6-trimethyl-2,7,8,9-tetrahydro-1H-naphtho[1,2-g][1]benzofuran-10,11-dione SMILES: CC1COC2=C1C(=O)C(=O)C3=C2C=CC4=C3CCCC4(C)C

PubChem CID 160254
CAS 35825-57-1
Molecular Weight (g/mol) 296.366
MDL Number MFCD07636810
SMILES CC1COC2=C1C(=O)C(=O)C3=C2C=CC4=C3CCCC4(C)C
Synonym Tanshinone C, (R)-1,2,6,7,8,9-Hexahydro-1,6,6-trimethylphenanthro[1,2-b]furan-10,11-dione
IUPAC Name (1R)-1,6,6-trimethyl-2,7,8,9-tetrahydro-1H-naphtho[1,2-g][1]benzofuran-10,11-dione
InChI Key GVKKJJOMQCNPGB-JTQLQIEISA-N
Molecular Formula C19H20O3
289

Teprenone 95.0+%, TCI America™

CAS: 6809-52-5 Molecular Formula: C23H38O Molecular Weight (g/mol): 330.556 MDL Number: MFCD00869547 InChI Key: HUCXKZBETONXFO-AJDZVAQLSA-N Synonym: Geranylgeranylacetone, 6,10,14,18-Tetramethyl-5,9,13,17-nonadecatetraen-2-one PubChem CID: 53384398 ChEBI: CHEBI:31649 IUPAC Name: (9E,13E)-6,10,14,18-tetramethylnonadeca-5,9,13,17-tetraen-2-one SMILES: CC(=CCCC(=CCCC(=CCCC(=CCCC(=O)C)C)C)C)C

PubChem CID 53384398
CAS 6809-52-5
Molecular Weight (g/mol) 330.556
ChEBI CHEBI:31649
MDL Number MFCD00869547
SMILES CC(=CCCC(=CCCC(=CCCC(=CCCC(=O)C)C)C)C)C
Synonym Geranylgeranylacetone, 6,10,14,18-Tetramethyl-5,9,13,17-nonadecatetraen-2-one
IUPAC Name (9E,13E)-6,10,14,18-tetramethylnonadeca-5,9,13,17-tetraen-2-one
InChI Key HUCXKZBETONXFO-AJDZVAQLSA-N
Molecular Formula C23H38O
290

Docetaxel 98.0+%, TCI America™

CAS: 114977-28-5 Molecular Formula: C43H53NO14 Molecular Weight (g/mol): 807.89 MDL Number: MFCD00800737 InChI Key: ZDZOTLJHXYCWBA-VCVYQWHSSA-N Synonym: docetaxel,taxotere,docetaxel anhydrous,docetaxol,emdoc,docetaxel, trihydrate,docetaxel inn,taxotere tn,unii-699121phca,txl PubChem CID: 148124 ChEBI: CHEBI:4672 SMILES: CC1=C2C(C(=O)C3(C(CC4C(C3C(C(C2(C)C)(CC1OC(=O)C(C(C5=CC=CC=C5)NC(=O)OC(C)(C)C)O)O)OC(=O)C6=CC=CC=C6)(CO4)OC(=O)C)O)C)O

PubChem CID 148124
CAS 114977-28-5
Molecular Weight (g/mol) 807.89
ChEBI CHEBI:4672
MDL Number MFCD00800737
SMILES CC1=C2C(C(=O)C3(C(CC4C(C3C(C(C2(C)C)(CC1OC(=O)C(C(C5=CC=CC=C5)NC(=O)OC(C)(C)C)O)O)OC(=O)C6=CC=CC=C6)(CO4)OC(=O)C)O)C)O
Synonym docetaxel,taxotere,docetaxel anhydrous,docetaxol,emdoc,docetaxel, trihydrate,docetaxel inn,taxotere tn,unii-699121phca,txl
InChI Key ZDZOTLJHXYCWBA-VCVYQWHSSA-N
Molecular Formula C43H53NO14
291

Geranyl-linalool (mixture of isomers) 90.0+%, TCI America™

CAS: 68931-30-6 Molecular Formula: C20H34O Molecular Weight (g/mol): 290.491 MDL Number: MFCD00059363 InChI Key: IQDXAJNQKSIPGB-HQSZAHFGSA-N Synonym: 3,7,11,15-Tetramethyl-1,6,10,14-hexadecatetraen-3-ol PubChem CID: 5365872 ChEBI: CHEBI:74299 IUPAC Name: (6E,10E)-3,7,11,15-tetramethylhexadeca-1,6,10,14-tetraen-3-ol SMILES: CC(=CCCC(=CCCC(=CCCC(C)(C=C)O)C)C)C

PubChem CID 5365872
CAS 68931-30-6
Molecular Weight (g/mol) 290.491
ChEBI CHEBI:74299
MDL Number MFCD00059363
SMILES CC(=CCCC(=CCCC(=CCCC(C)(C=C)O)C)C)C
Synonym 3,7,11,15-Tetramethyl-1,6,10,14-hexadecatetraen-3-ol
IUPAC Name (6E,10E)-3,7,11,15-tetramethylhexadeca-1,6,10,14-tetraen-3-ol
InChI Key IQDXAJNQKSIPGB-HQSZAHFGSA-N
Molecular Formula C20H34O
292

Terpinolene 90.0+%, TCI America™

CAS: 586-62-9 Molecular Formula: C10H16 Molecular Weight (g/mol): 136.24 MDL Number: MFCD00049191 InChI Key: MOYAFQVGZZPNRA-UHFFFAOYSA-N Synonym: terpinolene,isoterpinene,terpinolen,alpha-terpinolene,1,4 8-p-menthadiene,p-mentha-1,4 8-diene,4-isopropylidene-1-methylcyclohexene,tereben,p-menth-1,4 8-diene,cyclohexene, 1-methyl-4-1-methylethylidene PubChem CID: 11463 ChEBI: CHEBI:9457 IUPAC Name: 1-methyl-4-(propan-2-ylidene)cyclohex-1-ene SMILES: CC(C)=C1CCC(C)=CC1

PubChem CID 11463
CAS 586-62-9
Molecular Weight (g/mol) 136.24
ChEBI CHEBI:9457
MDL Number MFCD00049191
SMILES CC(C)=C1CCC(C)=CC1
Synonym terpinolene,isoterpinene,terpinolen,alpha-terpinolene,1,4 8-p-menthadiene,p-mentha-1,4 8-diene,4-isopropylidene-1-methylcyclohexene,tereben,p-menth-1,4 8-diene,cyclohexene, 1-methyl-4-1-methylethylidene
IUPAC Name 1-methyl-4-(propan-2-ylidene)cyclohex-1-ene
InChI Key MOYAFQVGZZPNRA-UHFFFAOYSA-N
Molecular Formula C10H16
293

(+)-Terpinen-4-ol 93.0+%, TCI America™

CAS: 2438-10-0 Molecular Formula: C10H18O Molecular Weight (g/mol): 154.253 MDL Number: MFCD00077431 InChI Key: WRYLYDPHFGVWKC-SNVBAGLBSA-N Synonym: +-terpinen-4-ol,unii-hzk34ln80n,s-p-menth-1-en-4-ol,hzk34ln80n,s-1-isopropyl-4-methyl-3-cyclohexen-1-ol,4-terpinenol, d,+-4-terpineol,4-terpineol, +,1s-1-isopropyl-4-methylcyclohex-3-en-1-ol,4-carvomenthenol, + PubChem CID: 2724161 IUPAC Name: (1S)-4-methyl-1-propan-2-ylcyclohex-3-en-1-ol SMILES: CC1=CCC(CC1)(C(C)C)O

PubChem CID 2724161
CAS 2438-10-0
Molecular Weight (g/mol) 154.253
MDL Number MFCD00077431
SMILES CC1=CCC(CC1)(C(C)C)O
Synonym +-terpinen-4-ol,unii-hzk34ln80n,s-p-menth-1-en-4-ol,hzk34ln80n,s-1-isopropyl-4-methyl-3-cyclohexen-1-ol,4-terpinenol, d,+-4-terpineol,4-terpineol, +,1s-1-isopropyl-4-methylcyclohex-3-en-1-ol,4-carvomenthenol, +
IUPAC Name (1S)-4-methyl-1-propan-2-ylcyclohex-3-en-1-ol
InChI Key WRYLYDPHFGVWKC-SNVBAGLBSA-N
Molecular Formula C10H18O
294

Guaiazulene 99.0+%, TCI America™

CAS: 489-84-9 Molecular Formula: C15H18 Molecular Weight (g/mol): 198.309 MDL Number: MFCD00003811 InChI Key: FWKQNCXZGNBPFD-UHFFFAOYSA-N Synonym: guaiazulene,1,4-dimethyl-7-isopropylazulene,azulon,vetivazulen,azunol,7-isopropyl-1,4-dimethylazulene,eucazulen,guajazulene,kessazulen,purazulen PubChem CID: 3515 ChEBI: CHEBI:5550 IUPAC Name: 1,4-dimethyl-7-propan-2-ylazulene SMILES: CC1=C2C=CC(=C2C=C(C=C1)C(C)C)C

PubChem CID 3515
CAS 489-84-9
Molecular Weight (g/mol) 198.309
ChEBI CHEBI:5550
MDL Number MFCD00003811
SMILES CC1=C2C=CC(=C2C=C(C=C1)C(C)C)C
Synonym guaiazulene,1,4-dimethyl-7-isopropylazulene,azulon,vetivazulen,azunol,7-isopropyl-1,4-dimethylazulene,eucazulen,guajazulene,kessazulen,purazulen
IUPAC Name 1,4-dimethyl-7-propan-2-ylazulene
InChI Key FWKQNCXZGNBPFD-UHFFFAOYSA-N
Molecular Formula C15H18
295

(-)-10-Camphorsulfonic Acid 98.0+%, TCI America™

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 IUPAC Name: [(1R)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl]methanesulfonic acid 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
IUPAC Name [(1R)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl]methanesulfonic acid
InChI Key MIOPJNTWMNEORI-MHPPCMCBSA-N
Molecular Formula C10H16O4S
296

(-)-beta-Citronellol 95.0+%, TCI America™

CAS: 7540-51-4 Molecular Formula: C10H20O Molecular Weight (g/mol): 156.269 MDL Number: MFCD00063214 InChI Key: QMVPMAAFGQKVCJ-JTQLQIEISA-N Synonym: --citronellol,s-3,7-dimethyloct-6-en-1-ol,--beta-citronellol,s---citronellol,beta-rhodinol,s---beta-citronellol,s-citronellol,--3,7-dimethyloct-6-en-1-ol,3s-3,7-dimethyloct-6-en-1-ol,unii-8rsy5y5658 PubChem CID: 7793 ChEBI: CHEBI:88 IUPAC Name: (3S)-3,7-dimethyloct-6-en-1-ol SMILES: CC(CCC=C(C)C)CCO

PubChem CID 7793
CAS 7540-51-4
Molecular Weight (g/mol) 156.269
ChEBI CHEBI:88
MDL Number MFCD00063214
SMILES CC(CCC=C(C)C)CCO
Synonym --citronellol,s-3,7-dimethyloct-6-en-1-ol,--beta-citronellol,s---citronellol,beta-rhodinol,s---beta-citronellol,s-citronellol,--3,7-dimethyloct-6-en-1-ol,3s-3,7-dimethyloct-6-en-1-ol,unii-8rsy5y5658
IUPAC Name (3S)-3,7-dimethyloct-6-en-1-ol
InChI Key QMVPMAAFGQKVCJ-JTQLQIEISA-N
Molecular Formula C10H20O
297

Ethyl 2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropane-1-carboxylate 95.0+%, TCI America™

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

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
298

Terpin Monohydrate 98.0+%, TCI America™

CAS: 2451-01-6 Molecular Formula: C10H22O3 Molecular Weight (g/mol): 190.28 MDL Number: MFCD00149225 InChI Key: JGKJMBOJWVAMIJ-UHFFFAOYSA-N Synonym: terpin hydrate,p-menthane-1,8-diol monohydrate,terpin monohydrate,terpin cis-form hydrate,4-2-hydroxypropan-2-yl-1-methylcyclohexanol hydrate,terpin hydrate usp,terpin hydrate cis-form,cyclohexanemethanol, 4-hydroxy-alpha,alpha,4-trimethyl-, monohydrate PubChem CID: 17141 IUPAC Name: 4-(2-hydroxypropan-2-yl)-1-methylcyclohexan-1-ol;hydrate SMILES: CC1(CCC(CC1)C(C)(C)O)O.O

PubChem CID 17141
CAS 2451-01-6
Molecular Weight (g/mol) 190.28
MDL Number MFCD00149225
SMILES CC1(CCC(CC1)C(C)(C)O)O.O
Synonym terpin hydrate,p-menthane-1,8-diol monohydrate,terpin monohydrate,terpin cis-form hydrate,4-2-hydroxypropan-2-yl-1-methylcyclohexanol hydrate,terpin hydrate usp,terpin hydrate cis-form,cyclohexanemethanol, 4-hydroxy-alpha,alpha,4-trimethyl-, monohydrate
IUPAC Name 4-(2-hydroxypropan-2-yl)-1-methylcyclohexan-1-ol;hydrate
InChI Key JGKJMBOJWVAMIJ-UHFFFAOYSA-N
Molecular Formula C10H22O3
299

2,6-Di-tert-butyl-1,4-benzoquinone 98.0+%, TCI America™

CAS: 719-22-2 Molecular Formula: C14H20O2 Molecular Weight (g/mol): 220.312 MDL Number: MFCD00001601 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

PubChem CID 12867
CAS 719-22-2
Molecular Weight (g/mol) 220.312
MDL Number MFCD00001601
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
300

beta-Citronellol 95.0+%, TCI America™

CAS: 106-22-9 Molecular Formula: C10H20O Molecular Weight (g/mol): 156.269 MDL Number: MFCD00002935 InChI Key: QMVPMAAFGQKVCJ-UHFFFAOYSA-N Synonym: citronellol,beta-citronellol,3,7-dimethyl-6-octen-1-ol,dl-citronellol,cephrol,elenol,6-octen-1-ol, 3,7-dimethyl,rodinol,2,3-dihydrogeraniol,2,6-dimethyl-2-octen-8-ol PubChem CID: 8842 ChEBI: CHEBI:50462 IUPAC Name: 3,7-dimethyloct-6-en-1-ol SMILES: CC(CCC=C(C)C)CCO

PubChem CID 8842
CAS 106-22-9
Molecular Weight (g/mol) 156.269
ChEBI CHEBI:50462
MDL Number MFCD00002935
SMILES CC(CCC=C(C)C)CCO
Synonym citronellol,beta-citronellol,3,7-dimethyl-6-octen-1-ol,dl-citronellol,cephrol,elenol,6-octen-1-ol, 3,7-dimethyl,rodinol,2,3-dihydrogeraniol,2,6-dimethyl-2-octen-8-ol
IUPAC Name 3,7-dimethyloct-6-en-1-ol
InChI Key QMVPMAAFGQKVCJ-UHFFFAOYSA-N
Molecular Formula C10H20O