Oryzanol
Natural ferulic acid ester. Via enzymatic hydrolysis of gamma-oryzanol, a mixture comprising triterpene alcohol ferulates and phytosteryl ferulates. Mustela putorius furo Cholesterol_esterase(MPFCE) yielded 25.5% Ferulic acid
General
Type : Natural, Feruloyl, Terpenoid
Chemical_Nomenclature : [7,7,12,16-tetramethyl-15-(6-methylhept-5-en-2-yl)-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate, [(1S,3R,6S,8R,11S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-6-methylhept-5-en-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl], [(3R,6S,12S,15R,16R)-7,7,12,16-tetramethyl-15-(6-methylhept-5-en-2-yl)-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate, [(3S,6S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2S)-6-methylhept-5-en-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate, [(3R,12S,16R)-7,7,12,16-tetramethyl-15-(6-methylhept-5-en-2-yl)-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate, [(1R,3R,6S,8R,11S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-6-methylhept-5-en-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate, [(3R,6S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-6-methylhept-5-en-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
Canonical SMILES : CC(CCC=C(C)C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)OC(=O)C=CC6=CC(=C(C=C6)O)OC)C)C || C[C@H](CCC=C(C)C)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)OC(=O)\/C=C\/C6=CC(=C(C=C6)O)OC)C)C || CC(CCC=C(C)C)[C@H]1CC[C@@]2([C@@]1(CCC34C2CCC5[C@]3(C4)CC[C@@H](C5(C)C)OC(=O)\/C=C\/C6=CC(=C(C=C6)O)OC)C)C || CC(CCC=C(C)C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)OC(=O)\/C=C\/C6=CC(=C(C=C6)O)OC)C)C || C[C@@H](CCC=C(C)C)[C@H]1CC[C@@]2([C@@]1(CCC34C2CCC5[C@@]3(C4)CC[C@@H](C5(C)C)OC(=O)\/C=C\/C6=CC(=C(C=C6)O)OC)C)C || CC(CCC=C(C)C)C1CC[C@@]2([C@@]1(CCC34C2CCC5[C@]3(C4)CCC(C5(C)C)OC(=O)C=CC6=CC(=C(C=C6)O)OC)C)C || C[C@H](CCC=C(C)C)[C@H]1CC[C@@]2([C@@]1(CC[C@@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)OC(=O)\/C=C\/C6=CC(=C(C=C6)O)OC)C)C || C[C@H](CCC=C(C)C)[C@H]1CC[C@@]2([C@@]1(CCC34C2CCC5[C@]3(C4)CC[C@@H](C5(C)C)OC(=O)\/C=C\/C6=CC(=C(C=C6)O)OC)C)C
InChI : InChI=1S\/C40H58O4\/c1-26(2)10-9-11-27(3)29-18-20-38(7)33-16-15-32-36(4,5)34(19-21-39(32)25-40(33,39)23-22-37(29,38)6)44-35(42)17-13-28-12-14-30(41)31(24-28)43-8\/h10,12-14,17,24,27,29,32-34,41H,9,11,15-16,18-23,25H2,1-8H3 || InChI=1S\/C40H58O4\/c1-26(2)10-9-11-27(3)29-18-20-38(7)33-16-15-32-36(4,5)34(19-21-39(32)25-40(33,39)23-22-37(29,38)6)44-35(42)17-13-28-12-14-30(41)31(24-28)43-8\/h10,12-14,17,24,27,29,32-34,41H,9,11,15-16,18-23,25H2,1-8H3\/b17-13+\/t27-,29-,32+,33+,34+,37-,38+,39-,40+\/m1\/s1\ || InChI=1S\/C40H58O4\/c1-26(2)10-9-11-27(3)29-18-20-38(7)33-16-15-32-36(4,5)34(19-21-39(32)25-40(33,39)23-22-37(29,38)6)44-35(42)17-13-28-12-14-30(41)31(24-28)43-8\/h10,12-14,17,24,27,29,32-34,41H,9,11,15-16,18-23,25H2,1-8H3\/b17-13+\/t27?,29-,32?,33?,34+,37-,38+,39-,40?\/m1\/s1 || InChI=1S\/C40H58O4\/c1-26(2)10-9-11-27(3)29-18-20-38(7)33-16-15-32-36(4,5)34(19-21-39(32)25-40(33,39)23-22-37(29,38)6)44-35(42)17-13-28-12-14-30(41)31(24-28)43-8\/h10,12-14,17,24,27,29,32-34,41H,9,11,15-16,18-23,25H2,1-8H3\/b17-13+ || InChI=1S\/C40H58O4\/c1-26(2)10-9-11-27(3)29-18-20-38(7)33-16-15-32-36(4,5)34(19-21-39(32)25-40(33,39)23-22-37(29,38)6)44-35(42)17-13-28-12-14-30(41)31(24-28)43-8\/h10,12-14,17,24,27,29,32-34,41H,9,11,15-16,18-23,25H2,1-8H3\/b17-13+\/t27-,29+,32?,33?,34-,37+,38-,39-,40?\/m0\/s1 || InChI=1S\/C40H58O4\/c1-26(2)10-9-11-27(3)29-18-20-38(7)33-16-15-32-36(4,5)34(19-21-39(32)25-40(33,39)23-22-37(29,38)6)44-35(42)17-13-28-12-14-30(41)31(24-28)43-8\/h10,12-14,17,24,27,29,32-34,41H,9,11,15-16,18-23,25H2,1-8H3\/t27?,29?,32?,33?,34?,37-,38+,39-,40?\/m1\/s1 || InChI=1S\/C40H58O4\/c1-26(2)10-9-11-27(3)29-18-20-38(7)33-16-15-32-36(4,5)34(19-21-39(32)25-40(33,39)23-22-37(29,38)6)44-35(42)17-13-28-12-14-30(41)31(24-28)43-8\/h10,12-14,17,24,27,29,32-34,41H,9,11,15-16,18-23,25H2,1-8H3\/b17-13+\/t27-,29-,32+,33+,34+,37-,38+,39-,40-\/m1\/s1 || InChI=1S\/C40H58O4\/c1-26(2)10-9-11-27(3)29-18-20-38(7)33-16-15-32-36(4,5)34(19-21-39(32)25-40(33,39)23-22-37(29,38)6)44-35(42)17-13-28-12-14-30(41)31(24-28)43-8\/h10,12-14,17,24,27,29,32-34,41H,9,11,15-16,18-23,25H2,1-8H3\/b17-13+\/t27-,29-,32?,33?,34+,37-,38+,39-,40?\/m1\/s1
InChIKey : FODTZLFLDFKIQH-UHFFFAOYSA-N || FODTZLFLDFKIQH-FSVGXZBPSA-N || FODTZLFLDFKIQH-XUNXSEOASA-N || FODTZLFLDFKIQH-GHRIWEEISA-N || FODTZLFLDFKIQH-QATLRRCISA-N || FODTZLFLDFKIQH-OINQMCCZSA-N || FODTZLFLDFKIQH-URAFZKBNSA-N || FODTZLFLDFKIQH-YGPNKWNYSA-N
Other name(s) : gamma-Oryzanol || (c)(3\/4)-Oryzanol || Gamma Oryzanol || DTXSID20860087 || Cycloartenyl ferulate || Gammariza || MFCD00867548 || Oryzanol A || Cycloartenol ferulic acid ester || NS00085129 || J-521407 || HY-B2194 || CS-7898 || D70280
MW : 602.9
Formula : C40H58O4
CAS_number : 11042-64-1, 21238-33-5
PubChem : 89468, 5282164, 51346127, 12313778, 134689750, 146156434, 20056814, 91971120
UniChem : FODTZLFLDFKIQH-UHFFFAOYSA-N, FODTZLFLDFKIQH-FSVGXZBPSA-N, FODTZLFLDFKIQH-XUNXSEOASA-N, FODTZLFLDFKIQH-GHRIWEEISA-N, FODTZLFLDFKIQH-QATLRRCISA-N, FODTZLFLDFKIQH-OINQMCCZSA-N, FODTZLFLDFKIQH-URAFZKBNSA-N, FODTZLFLDFKIQH-YGPNKWNYSA-N
Target
Structures : No structure
Families : Cholesterol_esterase
References (6)
| Title : Immobilization of a Recombinant Cholesterol Esterase from Mustela putorius furo for the Hydrolysis of gamma-Oryzanol - Ding_2025_J.Agric.Food.Chem__ |
| Author(s) : Ding JW , Kua GKB , Ng KH , Yang KL |
| Ref : Journal of Agricultural and Food Chemistry , : , 2025 |
| Abstract : |
| PubMedSearch : Ding_2025_J.Agric.Food.Chem__ |
| PubMedID: 40026141 |
| Gene_locus related to this paper: muspf-m3yly9 |
| Title : Immobilization of a Recombinant Cholesterol Esterase from Mustela putorius furo for the Hydrolysis of gamma-Oryzanol - Ding_2025_J.Agric.Food.Chem__ |
| Author(s) : Ding JW , Kua GKB , Ng KH , Yang KL |
| Ref : Journal of Agricultural and Food Chemistry , : , 2025 |
| Abstract : |
| PubMedSearch : Ding_2025_J.Agric.Food.Chem__ |
| PubMedID: 40026141 |
| Gene_locus related to this paper: muspf-m3yly9 |
| Title : Immobilization of a Recombinant Cholesterol Esterase from Mustela putorius furo for the Hydrolysis of gamma-Oryzanol - Ding_2025_J.Agric.Food.Chem__ |
| Author(s) : Ding JW , Kua GKB , Ng KH , Yang KL |
| Ref : Journal of Agricultural and Food Chemistry , : , 2025 |
| Abstract : |
| PubMedSearch : Ding_2025_J.Agric.Food.Chem__ |
| PubMedID: 40026141 |
| Gene_locus related to this paper: muspf-m3yly9 |
| Title : Expression of a Recombinant Cholesterol Esterase from Mustela putorius furo in Pichia pastoris and Its Applicability for gamma-Oryzanol Hydrolysis - Ding_2024_J.Agric.Food.Chem__ |
| Author(s) : Ding JW , Kua GKB , Lim SC , Ng KH , Yang KL |
| Ref : Journal of Agricultural and Food Chemistry , : , 2024 |
| Abstract : |
| PubMedSearch : Ding_2024_J.Agric.Food.Chem__ |
| PubMedID: 39298915 |
| Gene_locus related to this paper: muspf-m3yly9 |
| Title : Expression of a Recombinant Cholesterol Esterase from Mustela putorius furo in Pichia pastoris and Its Applicability for gamma-Oryzanol Hydrolysis - Ding_2024_J.Agric.Food.Chem__ |
| Author(s) : Ding JW , Kua GKB , Lim SC , Ng KH , Yang KL |
| Ref : Journal of Agricultural and Food Chemistry , : , 2024 |
| Abstract : |
| PubMedSearch : Ding_2024_J.Agric.Food.Chem__ |
| PubMedID: 39298915 |
| Gene_locus related to this paper: muspf-m3yly9 |
| Title : Expression of a Recombinant Cholesterol Esterase from Mustela putorius furo in Pichia pastoris and Its Applicability for gamma-Oryzanol Hydrolysis - Ding_2024_J.Agric.Food.Chem__ |
| Author(s) : Ding JW , Kua GKB , Lim SC , Ng KH , Yang KL |
| Ref : Journal of Agricultural and Food Chemistry , : , 2024 |
| Abstract : |
| PubMedSearch : Ding_2024_J.Agric.Food.Chem__ |
| PubMedID: 39298915 |
| Gene_locus related to this paper: muspf-m3yly9 |