Table 1.
Major constitutes of different solvent E. foeminea crude extracts analyzed by (a) ESI− and (b) ESI+ mode LC–MS.
| (a) ESI– | ||||||
| S. No. | Compound Name | RT (Min) | Formula | M/Z | Peak Area (%) 1 | InChI Key |
| Ethanol extract | ||||||
| 1 | (9Z)-(13S)-12,13-Epoxyoctadeca-9,11-dienoicacid | 10.809 | C18H30O3 | 294.2198 | 16.82 | ZFVKKBAQVWQQHP-ALADIWIOSA-N |
| 2 | (9Z)-(12S,13R)-12,13-epoxyoctadecenoic acid | 10.578 | C18H32O3 | 296.2354 | 13.195 | CCPPLLJZDQAOHD-GJGKEFFFSA-N |
| 3 | 8-Hydroxyluteolin 4′-methyl ether 7-(6′-acetylallosyl) (1->2) (6′-acetylglucoside) | 9.179 | C32H36O19 | 724.1829 | 10.772 | ZXQCHXLLIKMUTB-WIFPZZFDSA-N |
| 4 | (9Z,15Z)-(13S)-12,13-Epoxyoctadeca-9,11,15-trienoicacid | 10.277 | C18H28O3 | 292.2042 | 8.94 | YZBZORUZOSCZRN-DCUPSMFCSA-N |
| 5 | Pregna-4,9(11)-diene-3,20-dione | 11.455 | C21H28O2 | 312.2093 | 5.052 | LCXMRSLFWMMCAS-WRJHFWDFSA-N |
| 6 | (7S,8S,9Z,12Z)-7,8-dihydroxyoctadeca-9,12-dienoic acid | 10.811 | C18H32O4 | 312.2305 | 4.518 | NMONGVDUESEHOK-MPOZZNMKSA-N |
| 7 | Hexadecanedioic acid | 7.543 | C16H30O4 | 286.2146 | 3.635 | QQHJDPROMQRDLA-UHFFFAOYSA-N |
| 8 | 9,10,13-trihydroxy-11-octadecenoicacid | 7.418 | C18H34O5 | 330.2411 | 3.445 | NTVFQBIHLSPEGQ-BUHFOSPRSA-N |
| 9 | (9Z)-(13S)-12,13-Epoxyoctadeca-9,11-dienoicacid | 10.075 | C18H30O3 | 294.2198 | 3.254 | ZFVKKBAQVWQQHP-ALADIWIOSA-N |
| 10 | (9Z)-(13S)-12,13-Epoxyoctadeca-9,11-dienoicacid | 10.008 | C18H30O3 | 294.2198 | 2.933 | ZFVKKBAQVWQQHP-ALADIWIOSA-N |
| 11 | [(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-8-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate | 7.8 | C30H26O12 | 578.1448 | 2.71 | FJGOEBQRHWKKJH-HORBVDEJSA-N |
| Ethyl acetate extract | ||||||
| 1 | (9Z)-(12S,13R)-12,13-epoxyoctadecenoic acid | 10.557 | C18H32O3 | 296.2354 | 11.215 | CCPPLLJZDQAOHD-GJGKEFFFSA-N |
| 2 | 8-Hydroxyluteolin 4′-methyl ether 7-(6′-acetylallosyl) (1->2) (6′-acetylglucoside) | 9.158 | C32H36O19 | 724.1828 | 10.9 | ZXQCHXLLIKMUTB-WIFPZZFDSA-N |
| 3 | (9Z)-(13S)-12,13-Epoxyoctadeca-9,11-dienoicacid | 10.788 | C18H30O3 | 294.2198 | 10.268 | ZFVKKBAQVWQQHP-ALADIWIOSA-N |
| 4 | (9Z,15Z)-(13S)-12,13-Epoxyoctadeca-9,11,15-trienoicacid | 10.261 | C18H28O3 | 292.2041 | 7.105 | YZBZORUZOSCZRN-DCUPSMFCSA-N |
| 5 | (9Z)-(13S)-12,13-Epoxyoctadeca-9,11-dienoicacid | 10.741 | C18H30O3 | 294.2198 | 3.744 | ZFVKKBAQVWQQHP-ALADIWIOSA-N |
| 6 | Hexadecanedioic acid | 7.527 | C16H30O4 | 286.2146 | 3.195 | QQHJDPROMQRDLA-UHFFFAOYSA-N |
| 7 | [(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-8-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate | 7.781 | C30H26O12 | 578.1448 | 3.176 | FJGOEBQRHWKKJH-HORBVDEJSA-N |
| 8 | (7S,8S,9Z,12Z)-7,8-dihydroxyoctadeca-9,12-dienoic acid | 10.795 | C18H32O4 | 312.2305 | 2.66 | NMONGVDUESEHOK-MPOZZNMKSA-N |
| 9 | 9,10,13-trihydroxy-11-octadecenoicacid | 7.407 | C18H34O5 | 330.2411 | 2.317 | NTVFQBIHLSPEGQ-BUHFOSPRSA-N |
| 10 | (9Z)-(13S)-12,13-Epoxyoctadeca-9,11-dienoicacid | 9.992 | C18H30O3 | 294.2198 | 2.239 | ZFVKKBAQVWQQHP-ALADIWIOSA-N |
| Acetone extract | ||||||
| 1 | (9Z)-(13S)-12,13-Epoxyoctadeca-9,11-dienoicacid | 10.81 | C18H30O3 | 294.2198 | 14.915 | ZFVKKBAQVWQQHP-ALADIWIOSA-N |
| 2 | 8-Hydroxyluteolin 4′-methyl ether 7-(6′-acetylallosyl) (1->2) (6′-acetylglucoside) | 9.171 | C32H36O19 | 724.1829 | 11.41 | ZXQCHXLLIKMUTB-WIFPZZFDSA-N |
| 3 | (9Z)-(12S,13R)-12,13-epoxyoctadecenoic acid | 10.58 | C18H32O3 | 296.2355 | 10.974 | CCPPLLJZDQAOHD-GJGKEFFFSA-N |
| 4 | (9Z,15Z)-(13S)-12,13-Epoxyoctadeca-9,11,15-trienoicacid | 10.274 | C18H28O3 | 292.2042 | 7.2721 | YZBZORUZOSCZRN-DCUPSMFCSA-N |
| 5 | (7S,8S,9Z,12Z)-7,8-dihydroxyoctadeca-9,12-dienoic acid | 10.813 | C18H32O4 | 312.2305 | 4.0297 | NMONGVDUESEHOK-MPOZZNMKSA-N |
| 6 | [(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-8-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate | 7.798 | C30H26O12 | 578.1447 | 3.1966 | FJGOEBQRHWKKJH-HORBVDEJSA-N |
| 7 | Hexadecanedioic acid | 7.543 | C16H30O4 | 286.2147 | 3.035 | QQHJDPROMQRDLA-UHFFFAOYSA-N |
| 8 | (9Z)-(13S)-12,13-Epoxyoctadeca-9,11-dienoicacid | 10.078 | C18H30O3 | 294.2198 | 2.6986 | ZFVKKBAQVWQQHP-ALADIWIOSA-N |
| 9 | 9,10,13-trihydroxy-11-octadecenoicacid | 7.418 | C18H34O5 | 330.241 | 2.3583 | NTVFQBIHLSPEGQ-BUHFOSPRSA-N |
| Methanol extract | ||||||
| 1 | (9Z)-(12S,13R)-12,13-epoxyoctadecenoic acid | 10.576 | C18H32O3 | 296.2354 | 18.507 | CCPPLLJZDQAOHD-GJGKEFFFSA-N |
| 2 | (9Z)-(13S)-12,13-Epoxyoctadeca-9,11-dienoicacid | 10.805 | C18H30O3 | 294.2198 | 12.096 | ZFVKKBAQVWQQHP-ALADIWIOSA-N |
| 3 | 9,10,13-trihydroxy-11-octadecenoicacid | 7.416 | C18H34O5 | 330.2411 | 7.071 | NTVFQBIHLSPEGQ-BUHFOSPRSA-N |
| 4 | (9Z,15Z)-(13S)-12,13-Epoxyoctadeca-9,11,15-trienoicacid | 10.274 | C18H28O3 | 292.2042 | 6.918 | YZBZORUZOSCZRN-DCUPSMFCSA-N |
| 5 | 8-Hydroxyluteolin 4′-methyl ether 7-(6′-acetylallosyl) (1->2) (6′-acetylglucoside) | 9.172 | C32H36O19 | 724.1828 | 5.26 | ZXQCHXLLIKMUTB-WIFPZZFDSA-N |
| 6 | (9Z)-(13S)-12,13-Epoxyoctadeca-9,11-dienoicacid | 10.003 | C18H30O3 | 294.2198 | 4.116 | ZFVKKBAQVWQQHP-ALADIWIOSA-N |
| 7 | Hexadecanedioic acid | 7.541 | C16H30O4 | 286.2146 | 3.969 | QQHJDPROMQRDLA-UHFFFAOYSA-N |
| 8 | (9Z)-(13S)-12,13-Epoxyoctadeca-9,11-dienoicacid | 10.084 | C18H30O3 | 294.2198 | 3.547 | ZFVKKBAQVWQQHP-ALADIWIOSA-N |
| 9 | (7S,8S,9Z,12Z)-7,8-dihydroxyoctadeca-9,12-dienoic acid | 10.804 | C18H32O4 | 312.2304 | 3.513 | NMONGVDUESEHOK-MPOZZNMKSA-N |
| Dichloromethane/methanol extract | ||||||
| 1 | (9Z)-(12S,13R)-12,13-epoxyoctadecenoic acid | 10.583 | C18H32O3 | 296.2354 | 13.566 | CCPPLLJZDQAOHD-GJGKEFFFSA-N |
| 2 | (9Z)-(13S)-12,13-Epoxyoctadeca-9,11-dienoicacid | 10.812 | C18H30O3 | 294.2198 | 10.277 | ZFVKKBAQVWQQHP-ALADIWIOSA-N |
| 3 | 8-Hydroxyluteolin 4′-methyl ether 7-(6′-acetylallosyl) (1->2) (6′-acetylglucoside) | 9.18 | C32H36O19 | 724.183 | 9.5114 | ZXQCHXLLIKMUTB-WIFPZZFDSA-N |
| 4 | 9,10,13-trihydroxy-11-octadecenoicacid | 7.424 | C18H34O5 | 330.2411 | 7.2406 | NTVFQBIHLSPEGQ-BUHFOSPRSA-N |
| 5 | (9Z,15Z)-(13S)-12,13-Epoxyoctadeca-9,11,15-trienoicacid | 10.279 | C18H28O3 | 292.2042 | 5.3214 | YZBZORUZOSCZRN-DCUPSMFCSA-N |
| 6 | (7S,8S,9Z,12Z)-7,8-dihydroxyoctadeca-9,12-dienoic acid | 10.814 | C18H32O4 | 312.2305 | 3.017 | NMONGVDUESEHOK-MPOZZNMKSA-N |
| 7 | Hexadecanedioic acid | 7.544 | C16H30O4 | 286.2146 | 2.5871 | QQHJDPROMQRDLA-UHFFFAOYSA-N |
| 8 | (9Z)-(13S)-12,13-Epoxyoctadeca-9,11-dienoicacid | 10.083 | C18H30O3 | 294.2198 | 2.5798 | ZFVKKBAQVWQQHP-ALADIWIOSA-N |
| (b) ESI+ | ||||||
| S. No. | Compound Name | RT (Min) | Formula | M/Z | Peak Area (%) 1 | InChI Key |
| Methanol extract | ||||||
| 1 | 2-Hydroxy-N,N,N-trimethylethan-1-aminium | 0.583 | C5H13NO | 103.0995 | 8.911 | OEYIOHPDSNJKLS-UHFFFAOYSA-N |
| 2 | 3-[(3S,4S,21R)-14-Ethyl-21-(methoxycarbonyl)-4,8,13,18-tetramethyl-20-oxo-9-vinyl-3-phorbinyl]propanoic acid | 12.36 | C35H36N4O5 | 592.2683 | 7.014 | RKEBXTALJSALNU-LDCXZXNSSA-N |
| 3 | Hexadecanoic acid | 8.206 | C16H32O2 | 273.2665 | 4.653 | IPCSVZSSVZVIGE-UHFFFAOYSA-N |
| 4 | (2R,3S,4S,5S,6R)-2-({7-hydroxy-4-[(3Z)-5-hydroxy-3-methylpent-3-en-1-yl]-4a,8,8-trimethyl-3-methylidene-decahydronaphthalen-2-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol | 4.895 | C26H44O8 | 506.2886 | 3.283 | |
| 5 | (9Z)-Hexadec-9-enoic acid | 10.037 | C16H30O2 | 276.2089 | 2.004 | SECPZKHBENQXJG-UHFFFAOYSA-N |
| Acetone extract | ||||||
| 1 | 3-[(3S,4S,21R)-14-Ethyl-21-(methoxycarbonyl)-4,8,13,18-tetramethyl-20-oxo-9-vinyl-3-phorbinyl]propanoic acid | 12.365 | C35H36N4O5 | 592.2684 | 9.229 | RKEBXTALJSALNU-LDCXZXNSSA-N |
| 2 | methyl (3β,16β,17α,18β,20α)-11,17-dimethoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carboxylate | 12.152 | C33H40N2O9 | 608.2622 | 5.105 | QEVHRUUCFGRFIF-MDEJGZGSSA-N |
| 3 | 2-Hydroxy-N,N,N-trimethylethan-1-aminium | 0.583 | C5H13NO | 103.0995 | 3.663 | OEYIOHPDSNJKLS-UHFFFAOYSA-N |
| 4 | Hexadecanoic acid | 8.206 | C16H32O2 | 273.2668 | 3.301 | IPCSVZSSVZVIGE-UHFFFAOYSA-N |
| 5 | 3-[(3S,4S,21R)-14-Ethyl-21-(methoxycarbonyl)-4,8,13,18-tetramethyl-20-oxo-9-vinyl-3-phorbinyl]propanoic acid | 12.549 | C35H36N4O5 | 592.2684 | 2.713 | RKEBXTALJSALNU-LDCXZXNSSA-N |
| 6 | (2R,3S,4S,5S,6R)-2-({7-hydroxy-4-[(3Z)-5-hydroxy-3-methylpent-3-en-1-yl]-4a,8,8-trimethyl-3-methylidene-decahydronaphthalen-2-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol | 4.887 | C26H44O8 | 506.2885 | 2.119 | |
| Ethyl acetate extract | ||||||
| 1 | 3-[(3S,4S,21R)-14-Ethyl-21-(methoxycarbonyl)-4,8,13,18-tetramethyl-20-oxo-9-vinyl-3-phorbinyl]propanoic acid | 12.367 | C35H36N4O5 | 592.2681 | 12.56 | RKEBXTALJSALNU-LDCXZXNSSA-N |
| 2 | methyl (3β,16β,17α,18β,20α)-11,17-dimethoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carboxylate | 12.152 | C33H40N2O9 | 608.2624 | 5.663 | QEVHRUUCFGRFIF-MDEJGZGSSA-N |
| 3 | Hexadecanoic acid | 8.208 | C16H32O2 | 273.2667 | 5.587 | IPCSVZSSVZVIGE-UHFFFAOYSA-N |
| 4 | Bis(methylbenzylidene)sorbitol | 7.809 | C22H26O6 | 386.1725 | 3.821 | WOOQSKAMMPIQIW-HCXPZJNHSA-N |
| 5 | Unknown | 12.549 | C35H36N4O5 | 592.2681 | 3.169 | OINDWIFDMFYGDX-LDCXZXNSSA-N |
| Ethanol extract | ||||||
| 1 | Unknown | 12.363 | C38H35F3N2O | 592.2682 | 8.414 | |
| 2 | 2-Hydroxy-N,N,N-trimethylethan-1-aminium | 0.584 | C5H13NO | 103.0995 | 6.534 | OEYIOHPDSNJKLS-UHFFFAOYSA-N |
| 3 | (2R,3S,4S,5S,6R)-2-({7-hydroxy-4-[(3Z)-5-hydroxy-3-methylpent-3-en-1-yl]-4a,8,8-trimethyl-3-methylidene-decahydronaphthalen-2-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol | 4.898 | C26H44O8 | 506.2887 | 4.339 | |
| 4 | Hexadecanoic acid | 8.21 | C16H32O2 | 273.2668 | 3.981 | IPCSVZSSVZVIGE-UHFFFAOYSA-N |
| 5 | methyl (3β,16β,17α,18β,20α)-11,17-dimethoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carboxylate | 12.152 | C33H40N2O9 | 608.2623 | 3.057 | QEVHRUUCFGRFIF-MDEJGZGSSA-N |
| 6 | 3-[(3S,4S,21R)-14-Ethyl-21-(methoxycarbonyl)-4,8,13,18-tetramethyl-20-oxo-9-vinyl-3-phorbinyl]propanoic acid | 12.55 | C35H36N4O5 | 592.2682 | 2.644 | RKEBXTALJSALNU-LDCXZXNSSA-N |
| Dichloromethane/methanol extract | ||||||
| 1 | Unknown | 13.965 | C23H30ClN7O2S2 | 535.1584 | 23.76 | |
| 2 | (Z)-docos-13-enamide | 12.806 | C22H43NO | 337.3346 | 4.218 | UAUDZVJPLUQNMU-KTKRTIGZSA-N |
| 3 | 2-[[(5S,6R,9S)-14-[[(2-fluoroanilino)-oxomethyl]amino]-5-methoxy-3,6,9-trimethyl-2-oxo-11-oxa-3,8-diazabicyclo[10.4.0]hexadeca-1(12),13,15-trien-8-yl]methyl]benzoic acid | 11.623 | C32H37FN4O6 | 592.2678 | 2.383 | |
| 4 | Unknown | 13.966 | C21H35ClFN7S3 | 535.1805 | 2.087 | |
1 Peak area (%) is based on the total sum.