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Lactones

Organic heterocyclic compounds that consist of cyclic carboxylic esters and one or more heteroatoms replacing carbon atoms in the ring.
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1 – 15 of 27 results
1
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Thermo Scientific Chemicals Lovastatin, 98%

CAS: 75330-75-5 Molecular Formula: C24H36O5 Molecular Weight (g/mol): 404.55 MDL Number: MFCD00072164 InChI Key: PCZOHLXUXFIOCF-BXMDZJJMSA-N Synonym: lovastatin,mevinolin,mevacor,monacolin k,lovalip,altoprev,lovalord,mevinacor,nergadan,6alpha-methylcompactin PubChem CID: 53232 ChEBI: CHEBI:40303 IUPAC Name: [(1S,3R,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] (2S)-2-methylbutanoate SMILES: CC[C@H](C)C(=O)O[C@H]1C[C@@H](C)C=C2C=C[C@H](C)[C@H](CC[C@@H]3C[C@@H](O)CC(=O)O3)[C@@H]12

EDGE
PubChem CID 53232
CAS 75330-75-5
Molecular Weight (g/mol) 404.55
ChEBI CHEBI:40303
MDL Number MFCD00072164
SMILES CC[C@H](C)C(=O)O[C@H]1C[C@@H](C)C=C2C=C[C@H](C)[C@H](CC[C@@H]3C[C@@H](O)CC(=O)O3)[C@@H]12
Synonym lovastatin,mevinolin,mevacor,monacolin k,lovalip,altoprev,lovalord,mevinacor,nergadan,6alpha-methylcompactin
IUPAC Name [(1S,3R,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] (2S)-2-methylbutanoate
InChI Key PCZOHLXUXFIOCF-BXMDZJJMSA-N
Molecular Formula C24H36O5
2
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Gibberellic Acid, 90%

CAS: 77-06-5 Molecular Formula: C19H22O6 Molecular Weight (g/mol): 346.38 MDL Number: MFCD00079329 InChI Key: IXORZMNAPKEEDV-QTWFBFKQSA-N Synonym: gibberellic acid,gibberellin a3,gibberellin,gibreskol,brellin,cekugib,grocel,gibberellin x,gibberellic acid ga3,gib-tabs PubChem CID: 91757643 IUPAC Name: (1R,2R,5S,8S,9S,10R,12S)-5,12-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-13-ene-9-carboxylic acid SMILES: CC12[C@H]3[C@H](C(O)=O)[C@@]45CC(=C)[C@@](O)(C4)CC[C@H]5[C@]3(OC1=O)C=C[C@@H]2O

EDGE
PubChem CID 91757643
CAS 77-06-5
Molecular Weight (g/mol) 346.38
MDL Number MFCD00079329
SMILES CC12[C@H]3[C@H](C(O)=O)[C@@]45CC(=C)[C@@](O)(C4)CC[C@H]5[C@]3(OC1=O)C=C[C@@H]2O
Synonym gibberellic acid,gibberellin a3,gibberellin,gibreskol,brellin,cekugib,grocel,gibberellin x,gibberellic acid ga3,gib-tabs
IUPAC Name (1R,2R,5S,8S,9S,10R,12S)-5,12-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-13-ene-9-carboxylic acid
InChI Key IXORZMNAPKEEDV-QTWFBFKQSA-N
Molecular Formula C19H22O6
3
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gamma-Valerolactone, 98%

CAS: 108-29-2 Molecular Formula: C5H8O2 Molecular Weight (g/mol): 100.12 MDL Number: MFCD00005400 InChI Key: GAEKPEKOJKCEMS-UHFFFAOYSA-N Synonym: gamma-valerolactone,4-valerolactone,4-pentanolide,5-methyldihydrofuran-2 3h-one,4-hydroxypentanoic acid lactone,gamma-pentalactone,4-hydroxyvaleric acid lactone,2 3h-furanone, dihydro-5-methyl,4-methyl-gamma-butyrolactone,pentanolide-1,4 PubChem CID: 7921 ChEBI: CHEBI:48569 IUPAC Name: 5-methyloxolan-2-one SMILES: CC1CCC(=O)O1

PubChem CID 7921
CAS 108-29-2
Molecular Weight (g/mol) 100.12
ChEBI CHEBI:48569
MDL Number MFCD00005400
SMILES CC1CCC(=O)O1
Synonym gamma-valerolactone,4-valerolactone,4-pentanolide,5-methyldihydrofuran-2 3h-one,4-hydroxypentanoic acid lactone,gamma-pentalactone,4-hydroxyvaleric acid lactone,2 3h-furanone, dihydro-5-methyl,4-methyl-gamma-butyrolactone,pentanolide-1,4
IUPAC Name 5-methyloxolan-2-one
InChI Key GAEKPEKOJKCEMS-UHFFFAOYSA-N
Molecular Formula C5H8O2
4
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2-Hydroxy-gamma-butyrolactone, 99%

CAS: 19444-84-9 Molecular Formula: C4H6O3 Molecular Weight (g/mol): 102.09 MDL Number: MFCD00134268,MFCD00211245 InChI Key: FWIBCWKHNZBDLS-UHFFFAOYNA-N Synonym: alpha-hydroxy-gamma-butyrolactone,3-hydroxydihydrofuran-2 3h-one,2-hydroxy-gamma-butyrolactone,3-hydroxytetrahydrofuran-2-one,2 3h-furanone, dihydrohydroxy,3s-3-hydroxydihydrofuran-2 3h-one,3-hydroxydihydro-2 3h-furanone,hydroxybutyrolactone,r-dihydro-3-hydroxyfuran-2 3h-one,2 3h-furanone, dihydro-3-hydroxy PubChem CID: 545831 IUPAC Name: 3-hydroxyoxolan-2-one SMILES: OC1CCOC1=O

PubChem CID 545831
CAS 19444-84-9
Molecular Weight (g/mol) 102.09
MDL Number MFCD00134268,MFCD00211245
SMILES OC1CCOC1=O
Synonym alpha-hydroxy-gamma-butyrolactone,3-hydroxydihydrofuran-2 3h-one,2-hydroxy-gamma-butyrolactone,3-hydroxytetrahydrofuran-2-one,2 3h-furanone, dihydrohydroxy,3s-3-hydroxydihydrofuran-2 3h-one,3-hydroxydihydro-2 3h-furanone,hydroxybutyrolactone,r-dihydro-3-hydroxyfuran-2 3h-one,2 3h-furanone, dihydro-3-hydroxy
IUPAC Name 3-hydroxyoxolan-2-one
InChI Key FWIBCWKHNZBDLS-UHFFFAOYNA-N
Molecular Formula C4H6O3
5
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Gibberellic acid, 99%

CAS: 77-06-5 Molecular Formula: C19H22O6 Molecular Weight (g/mol): 346.38 MDL Number: MFCD00079329 InChI Key: IXORZMNAPKEEDV-QTWFBFKQSA-N Synonym: gibberellic acid,gibberellin a3,gibberellin,gibreskol,brellin,cekugib,grocel,gibberellin x,gibberellic acid ga3,gib-tabs PubChem CID: 91757643 IUPAC Name: (1R,2R,5S,8S,9S,10R,12S)-5,12-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-13-ene-9-carboxylic acid SMILES: CC12[C@H]3[C@H](C(O)=O)[C@@]45CC(=C)[C@@](O)(C4)CC[C@H]5[C@]3(OC1=O)C=C[C@@H]2O

PubChem CID 91757643
CAS 77-06-5
Molecular Weight (g/mol) 346.38
MDL Number MFCD00079329
SMILES CC12[C@H]3[C@H](C(O)=O)[C@@]45CC(=C)[C@@](O)(C4)CC[C@H]5[C@]3(OC1=O)C=C[C@@H]2O
Synonym gibberellic acid,gibberellin a3,gibberellin,gibreskol,brellin,cekugib,grocel,gibberellin x,gibberellic acid ga3,gib-tabs
IUPAC Name (1R,2R,5S,8S,9S,10R,12S)-5,12-dihydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadec-13-ene-9-carboxylic acid
InChI Key IXORZMNAPKEEDV-QTWFBFKQSA-N
Molecular Formula C19H22O6
6

D(-)-Pantolactone, 99%

CAS: 599-04-2 Molecular Formula: C6H10O3 Molecular Weight (g/mol): 130.14 MDL Number: MFCD00005392 InChI Key: SERHXTVXHNVDKA-BYPYZUCNSA-N Synonym: d---pantolactone,r-pantolactone,d-pantolactone,r-pantoyl lactone,d---pantoyl lactone,pantothenic lactone,r-3-hydroxy-4,4-dimethyldihydrofuran-2 3h-one,unii-j288d7o0js,2 3h-furanone, dihydro-3-hydroxy-4,4-dimethyl-, 3r,r---pantolactone PubChem CID: 439368 ChEBI: CHEBI:16719 IUPAC Name: (3R)-3-hydroxy-4,4-dimethyloxolan-2-one SMILES: CC1(COC(=O)C1O)C

PubChem CID 439368
CAS 599-04-2
Molecular Weight (g/mol) 130.14
ChEBI CHEBI:16719
MDL Number MFCD00005392
SMILES CC1(COC(=O)C1O)C
Synonym d---pantolactone,r-pantolactone,d-pantolactone,r-pantoyl lactone,d---pantoyl lactone,pantothenic lactone,r-3-hydroxy-4,4-dimethyldihydrofuran-2 3h-one,unii-j288d7o0js,2 3h-furanone, dihydro-3-hydroxy-4,4-dimethyl-, 3r,r---pantolactone
IUPAC Name (3R)-3-hydroxy-4,4-dimethyloxolan-2-one
InChI Key SERHXTVXHNVDKA-BYPYZUCNSA-N
Molecular Formula C6H10O3
7

D(+)-Glucurono-3,6-lactone, 99+%

CAS: 32449-92-6 MDL Number: MFCD00135622 InChI Key: UYUXSRADSPPKRZ-KKQCNMDGSA-N Synonym: d-glucuro-3,6-lactone PubChem CID: 91634076 IUPAC Name: (2S)-2-[(2S,3S,4R)-3,4-dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde SMILES: C(=O)C(C1C(C(C(=O)O1)O)O)O

PubChem CID 91634076
CAS 32449-92-6
MDL Number MFCD00135622
SMILES C(=O)C(C1C(C(C(=O)O1)O)O)O
Synonym d-glucuro-3,6-lactone
IUPAC Name (2S)-2-[(2S,3S,4R)-3,4-dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetaldehyde
InChI Key UYUXSRADSPPKRZ-KKQCNMDGSA-N
8

alpha-Methylene-gamma-butyrolactone, 95%, stabilized, Thermo Scientific Chemicals

CAS: 547-65-9 Molecular Formula: C5H6O2 Molecular Weight (g/mol): 98.1 MDL Number: MFCD00005407 InChI Key: GSLDEZOOOSBFGP-UHFFFAOYSA-N Synonym: 2-methylenebutyrolactone,alpha-methylene-gamma-butyrolactone,3-methylenedihydro-2 3h-furanone,tulipalin a,tulipane,2 3h-furanone, dihydro-3-methylene,dihydro-3-methylene-2 3h-furanone,alpha-methylene butyrolactone,3-methylenedihydrofuran-2 3h-one,alpha-methylene gamma-butyrolactone PubChem CID: 68352 ChEBI: CHEBI:104120 IUPAC Name: 3-methylideneoxolan-2-one SMILES: C=C1CCOC1=O

PubChem CID 68352
CAS 547-65-9
Molecular Weight (g/mol) 98.1
ChEBI CHEBI:104120
MDL Number MFCD00005407
SMILES C=C1CCOC1=O
Synonym 2-methylenebutyrolactone,alpha-methylene-gamma-butyrolactone,3-methylenedihydro-2 3h-furanone,tulipalin a,tulipane,2 3h-furanone, dihydro-3-methylene,dihydro-3-methylene-2 3h-furanone,alpha-methylene butyrolactone,3-methylenedihydrofuran-2 3h-one,alpha-methylene gamma-butyrolactone
IUPAC Name 3-methylideneoxolan-2-one
InChI Key GSLDEZOOOSBFGP-UHFFFAOYSA-N
Molecular Formula C5H6O2
9
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beta-Propiolactone, 98%, pure

CAS: 57-57-8 Molecular Formula: C3H4O2 Molecular Weight (g/mol): 72.06 MDL Number: MFCD00005169 InChI Key: VEZXCJBBBCKRPI-UHFFFAOYSA-N Synonym: beta-propiolactone,propiolactone,2-oxetanone,propanolide,betaprone,3-propanolide,1,3-propiolactone,3-propiolactone,beta-propionolactone,beta-propiolakton PubChem CID: 2365 ChEBI: CHEBI:49073 IUPAC Name: oxetan-2-one SMILES: O=C1CCO1

PubChem CID 2365
CAS 57-57-8
Molecular Weight (g/mol) 72.06
ChEBI CHEBI:49073
MDL Number MFCD00005169
SMILES O=C1CCO1
Synonym beta-propiolactone,propiolactone,2-oxetanone,propanolide,betaprone,3-propanolide,1,3-propiolactone,3-propiolactone,beta-propionolactone,beta-propiolakton
IUPAC Name oxetan-2-one
InChI Key VEZXCJBBBCKRPI-UHFFFAOYSA-N
Molecular Formula C3H4O2
10

Glutaric anhydride, 95%

CAS: 108-55-4 Molecular Formula: C5H6O3 Molecular Weight (g/mol): 114.1 MDL Number: MFCD00006679 InChI Key: VANNPISTIUFMLH-UHFFFAOYSA-N Synonym: glutaric anhydride,dihydro-2h-pyran-2,6 3h-dione,glutaric acid anhydride,pentanedioic anhydride,pyroglutaric acid,2h-pyran-2,6 3h-dione, dihydro,pentanedioic acid anhydride,anhydrid kyseliny glutarove,unii-63ofi15s80,anhydrid kyseliny glutarove czech PubChem CID: 7940 IUPAC Name: oxane-2,6-dione SMILES: C1CC(=O)OC(=O)C1

PubChem CID 7940
CAS 108-55-4
Molecular Weight (g/mol) 114.1
MDL Number MFCD00006679
SMILES C1CC(=O)OC(=O)C1
Synonym glutaric anhydride,dihydro-2h-pyran-2,6 3h-dione,glutaric acid anhydride,pentanedioic anhydride,pyroglutaric acid,2h-pyran-2,6 3h-dione, dihydro,pentanedioic acid anhydride,anhydrid kyseliny glutarove,unii-63ofi15s80,anhydrid kyseliny glutarove czech
IUPAC Name oxane-2,6-dione
InChI Key VANNPISTIUFMLH-UHFFFAOYSA-N
Molecular Formula C5H6O3
11

L(+)-Gulonic acid gamma-lactone, 95+%

CAS: 1128-23-0 Molecular Formula: C6H10O6 Molecular Weight (g/mol): 178.14 InChI Key: SXZYCXMUPBBULW-SKNVOMKLSA-N Synonym: l-gulonolactone,l-gulono-1,4-lactone,l-gulonic acid gamma-lactone,3s,4r,5r-5-s-1,2-dihydroxyethyl-3,4-dihydroxydihydrofuran-2 3h-one,l-gulono-gamma-lactone,gamma-gulonolactone,l-gulonic gamma-lactone,l-+-gulono-1,4-lactone,l +-gulonic acid gamma-lactone,l-+-gulonic acid gamma-lactone PubChem CID: 439373 ChEBI: CHEBI:17587 IUPAC Name: (3S,4R,5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-one SMILES: C(C(C1C(C(C(=O)O1)O)O)O)O

PubChem CID 439373
CAS 1128-23-0
Molecular Weight (g/mol) 178.14
ChEBI CHEBI:17587
SMILES C(C(C1C(C(C(=O)O1)O)O)O)O
Synonym l-gulonolactone,l-gulono-1,4-lactone,l-gulonic acid gamma-lactone,3s,4r,5r-5-s-1,2-dihydroxyethyl-3,4-dihydroxydihydrofuran-2 3h-one,l-gulono-gamma-lactone,gamma-gulonolactone,l-gulonic gamma-lactone,l-+-gulono-1,4-lactone,l +-gulonic acid gamma-lactone,l-+-gulonic acid gamma-lactone
IUPAC Name (3S,4R,5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxyoxolan-2-one
InChI Key SXZYCXMUPBBULW-SKNVOMKLSA-N
Molecular Formula C6H10O6
12
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gamma-Octanoic lactone, 98%

CAS: 104-50-7 Molecular Formula: C8H14O2 Molecular Weight (g/mol): 142.2 MDL Number: MFCD00005402 InChI Key: IPBFYZQJXZJBFQ-UHFFFAOYSA-N Synonym: gamma-octalactone,4-octanolide,5-butyldihydrofuran-2 3h-one,octanolide-1,4,2 3h-furanone, 5-butyldihydro,octan-4-olide,gamma-octanolactone,8-oxo-5-octanolide,gamma-octanoic lactone,5-butyltetrahydro-2-furanone PubChem CID: 7704 IUPAC Name: 5-butyloxolan-2-one SMILES: CCCCC1CCC(=O)O1

PubChem CID 7704
CAS 104-50-7
Molecular Weight (g/mol) 142.2
MDL Number MFCD00005402
SMILES CCCCC1CCC(=O)O1
Synonym gamma-octalactone,4-octanolide,5-butyldihydrofuran-2 3h-one,octanolide-1,4,2 3h-furanone, 5-butyldihydro,octan-4-olide,gamma-octanolactone,8-oxo-5-octanolide,gamma-octanoic lactone,5-butyltetrahydro-2-furanone
IUPAC Name 5-butyloxolan-2-one
InChI Key IPBFYZQJXZJBFQ-UHFFFAOYSA-N
Molecular Formula C8H14O2
13

3-Oxabicyclo[3.1.0]hexane-2,4-dione, 98%

CAS: 5617-74-3 Molecular Formula: C5H4O3 Molecular Weight (g/mol): 112.09 MDL Number: MFCD00126929 InChI Key: ZRMYHUFDVLRYPN-UHFFFAOYSA-N Synonym: 3-oxabicyclo 3.1.0 hexane-2,4-dione,1,2-cyclopropanedicarboxylic anhydride,oxabicyclohexanedione,pubchem18320,cyclopropane-1,2-dicarboxylic anhydride,2,4-dioxo-3-oxabicyclo 3.1.0 hexane,3-oxa-bicyclo 3.1.0 hexane-2,4-dione,3-oxabicyclo 3.1.0-hexane-2,4-dione,3-oxa-bicyclo 3.1.0-hexane-2,4-dione PubChem CID: 2734721 IUPAC Name: 3-oxabicyclo[3.1.0]hexane-2,4-dione SMILES: C1C2C1C(=O)OC2=O

PubChem CID 2734721
CAS 5617-74-3
Molecular Weight (g/mol) 112.09
MDL Number MFCD00126929
SMILES C1C2C1C(=O)OC2=O
Synonym 3-oxabicyclo 3.1.0 hexane-2,4-dione,1,2-cyclopropanedicarboxylic anhydride,oxabicyclohexanedione,pubchem18320,cyclopropane-1,2-dicarboxylic anhydride,2,4-dioxo-3-oxabicyclo 3.1.0 hexane,3-oxa-bicyclo 3.1.0 hexane-2,4-dione,3-oxabicyclo 3.1.0-hexane-2,4-dione,3-oxa-bicyclo 3.1.0-hexane-2,4-dione
IUPAC Name 3-oxabicyclo[3.1.0]hexane-2,4-dione
InChI Key ZRMYHUFDVLRYPN-UHFFFAOYSA-N
Molecular Formula C5H4O3
14
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(-)-Camphanic acid chloride, 98%

CAS: 39637-74-6 Molecular Formula: C10H13ClO3 Molecular Weight (g/mol): 216.66 MDL Number: MFCD00135626 InChI Key: PAXWODJTHKJQDZ-QVDQXJPCSA-N Synonym: 1s-4,7,7-trimethyl-3-oxo-2-oxabicyclo 2.2.1 heptane-1-carbonyl chloride,--1s,4r-camphanoyl chloride,1s---camphanic acid chloride PubChem CID: 12364938 IUPAC Name: (4S)-1,7,7-trimethyl-2-oxo-3-oxabicyclo[2.2.1]heptane-4-carbonyl chloride SMILES: CC1(C2(CCC1(OC2=O)C(=O)Cl)C)C

PubChem CID 12364938
CAS 39637-74-6
Molecular Weight (g/mol) 216.66
MDL Number MFCD00135626
SMILES CC1(C2(CCC1(OC2=O)C(=O)Cl)C)C
Synonym 1s-4,7,7-trimethyl-3-oxo-2-oxabicyclo 2.2.1 heptane-1-carbonyl chloride,--1s,4r-camphanoyl chloride,1s---camphanic acid chloride
IUPAC Name (4S)-1,7,7-trimethyl-2-oxo-3-oxabicyclo[2.2.1]heptane-4-carbonyl chloride
InChI Key PAXWODJTHKJQDZ-QVDQXJPCSA-N
Molecular Formula C10H13ClO3
15
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Simvastatin, 98%

CAS: 79902-63-9 Molecular Formula: C25H38O5 Molecular Weight (g/mol): 418.57 InChI Key: RYMZZMVNJRMUDD-HGQWONQESA-N Synonym: simvastatin,zocor,synvinolin,sinvacor,denan,lipex,simvastatine,sivastin,lodales,simvastatina PubChem CID: 54454 ChEBI: CHEBI:9150 IUPAC Name: [(1S,3R,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] 2,2-dimethylbutanoate SMILES: CCC(C)(C)C(=O)OC1CC(C=C2C1C(C(C=C2)C)CCC3CC(CC(=O)O3)O)C

PubChem CID 54454
CAS 79902-63-9
Molecular Weight (g/mol) 418.57
ChEBI CHEBI:9150
SMILES CCC(C)(C)C(=O)OC1CC(C=C2C1C(C(C=C2)C)CCC3CC(CC(=O)O3)O)C
Synonym simvastatin,zocor,synvinolin,sinvacor,denan,lipex,simvastatine,sivastin,lodales,simvastatina
IUPAC Name [(1S,3R,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] 2,2-dimethylbutanoate
InChI Key RYMZZMVNJRMUDD-HGQWONQESA-N
Molecular Formula C25H38O5