Diosgenin
precursor
Showing entry for Diosgenin
Identification
- PhytoHub ID
- PHUB001915
- Name
- Diosgenin
- Systematic Name
- Not Available
- Synonyms
- Not Available
- CAS Number
- 512-04-9
- Average Mass
- 414.63
- Monoisotopic Mass
- 414.313395212
- Chemical Formula
- C27H42O3
- IUPAC Name
- (1'S,2R,2'S,4'S,5R,7'S,8'R,9'S,12'S,13'R,16'S)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosan]-18'-en-16'-ol
- InChI Key
- WQLVFSAGQJTQCK-VKROHFNGSA-N
- InChI Identifier
InChI=1S/C27H42O3/c1-16-7-12-27(29-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(28)8-10-25(18,3)21(20)9-11-26(22,24)4/h5,16-17,19-24,28H,6-15H2,1-4H3/t16-,17+,19+,20-,21+,22+,23+,24+,25+,26+,27-/m1/s1
- SMILES
[H][C@]12C[C@@]3([H])[C@]4([H])CC=C5C[C@@H](O)CC[C@]5(C)[C@@]4([H])CC[C@]3(C)[C@@]1([H])[C@H](C)[C@@]1(CC[C@@H](C)CO1)O2
- Structure
Structure for Diosgenin
Calculated Properties
- Solubility (ALOGPS)
- 5.52e-04 g/l
- LogS (ALOGPS)
- -5.88
- LogP (ALOGPS)
- 4.15
- Hydrogen Acceptors
- 3
- Hydrogen Donors
- 1
- Rotatable Bond Count
- 0
- Polar Surface Area
- 38.69
- Refractivity
- 120.2659
- Polarizability
- 50.68247270493238
- Formal Charge
- 0
- Physiological Charge
- 0
- pKa (strongest basic)
- -1.3962771891939112
- pKa (strongest acidic)
- 18.204289505503816
- Number of Rings
- 6
- Rule of Five
- Yes
- Bioavailability
- Yes
- Ghose Filter
- No
- Veber's Rule
- Yes
- MDDR-like Rule
- No
External Links
No external links
Taxonomy as Food Phytochemical
- Family
- Terpenoids
- Class
- Triterpenoids
- Sub-class
- Saponins
Taxonomy as Metabolite
- Metabolite Family
- Terpenoid metabolites
- Metabolite Class
- Triterpenoid metabolites
- Metabolite Sub-class
- Saponins (parent, host and microbial metabolites)
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Prenol lipids
- Super-class
- Lipids and lipid-like molecules
- Sub-class
- Triterpenoids
- Direct Parent Name
- Triterpenoids
- Alternative Parent Names
- ["3-beta-hydroxy delta-5-steroids", "3-beta-hydroxysteroids", "Cyclic alcohols and derivatives", "Delta-5-steroids", "Hydrocarbon derivatives", "Ketals", "Oxacyclic compounds", "Oxanes", "Secondary alcohols", "Spirostanes and derivatives", "Tetrahydrofurans"]
- External Descriptor Annotations
- ["3beta-sterol", "Spirostan and derivatives", "Spirostanols and derivatives", "hexacyclic triterpenoid", "sapogenin", "spiroketal", "spirostan"]
- Substituent Names
- ["3-beta-hydroxy-delta-5-steroid", "3-beta-hydroxysteroid", "3-hydroxy-delta-5-steroid", "3-hydroxysteroid", "Acetal", "Alcohol", "Aliphatic heteropolycyclic compound", "Cyclic alcohol", "Delta-5-steroid", "Hydrocarbon derivative", "Hydroxysteroid", "Ketal", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Secondary alcohol", "Spirostane skeleton", "Steroid", "Tetrahydrofuran", "Triterpenoid"]
Spectra from Phytohub
| Spectrum Type | Instrument Type | Ion Mode | Collision Energy Level | View | Peaks | |
|---|---|---|---|---|---|---|
| LC-MS/MS | LC-ESI-ITFT | Positive | high | View Spectrum | (69.0698,0.22822823);(95.086,0.04704705);(107.085,0.07107107);(109.1011,0.12812813);(121.1014,0.12412412);(133.1016,0.08108108);(145.1013,0.07907908);(147.1168,0.14414414);(157.1011,0.26126126);(159.1166,0.15815816);(171.1171,0.06406406);(175.1119,0.15115115);(197.1325,0.05005005);(253.1949,1.0);(271.2055,0.69069069) | |
| LC-MS/MS | LC-ESI-ITFT | Positive | medium | View Spectrum | (69.0698,0.15515516);(107.0856,0.06306306);(109.1009,0.07107107);(121.101,0.06906907);(133.1013,0.04004004);(145.1016,0.04704705);(147.117,0.08808809);(157.1012,0.15215215);(159.1165,0.05905906);(171.1172,0.02802803);(173.1327,0.02702703);(175.1116,0.06306306);(253.1951,0.70570571);(271.2056,1.0) | |
| LC-MS/MS | LC-ESI-ITFT | Positive | high | View Spectrum | (69.07,0.65365365);(79.0543,0.27927928);(81.0701,0.32132132);(93.0697,0.57257257);(95.0859,0.39039039);(105.07,0.79179179);(107.0857,0.44244244);(131.085,0.40640641);(133.1013,0.78378378);(142.0772,0.36236236);(143.0857,0.38838839);(145.1008,0.52952953);(147.117,0.42942943);(157.1011,1.0);(159.1166,0.70670671) | |
| LC-MS/MS | LC-ESI-ITFT | Positive | high | View Spectrum | (69.0699,0.47147147);(73.0648,0.14314314);(79.0542,0.1031031);(81.07,0.13813814);(93.07,0.23323323);(95.0857,0.24924925);(105.0698,0.16316316);(107.0856,0.21021021);(109.1013,0.28428428);(119.0855,0.12112112);(121.1012,0.36836837);(131.0854,0.24624625);(133.1013,0.43743744);(143.0857,0.10910911);(145.1014,0.32832833);(147.1171,0.50750751);(157.1013,1.0);(159.117,0.63863864);(171.1168,0.20820821);(175.1115,0.16616617);(197.132,0.12612613);(253.1955,0.45545546) | |
| LC-MS/MS | LC-ESI-ITFT | Positive | high | View Spectrum | (69.0697,0.2032032);(107.0856,0.1031031);(109.1012,0.14314314);(121.1012,0.19319319);(133.1012,0.16416416);(145.1013,0.06706707);(147.1169,0.21821822);(157.1011,0.36936937);(159.1171,0.21821822);(171.1172,0.09009009);(173.1322,0.04804805);(175.1118,0.15015015);(185.1319,0.04904905);(197.1321,0.05905906);(253.1951,1.0);(271.2057,0.55055055) | |
| LC-MS/MS | LC-ESI-ITFT | Positive | medium | View Spectrum | (253.1951,0.14514515);(271.2055,1.0);(415.3196,0.24824825) | |
| LC-MS/MS | LC-ESI-ITFT | Positive | high | View Spectrum | (69.0698,0.45545546);(95.0856,0.15715716);(107.0855,0.19019019);(109.1014,0.26226226);(121.101,0.1981982);(133.1013,0.31931932);(145.101,0.27427427);(147.1167,0.48748749);(157.1012,0.7997998);(159.1168,0.45345345);(253.1952,1.0) | |
| LC-MS/MS | LC-ESI-ITFT | Positive | high | View Spectrum | (69.0697,0.36936937);(107.0854,0.18718719);(109.1007,0.20520521);(121.1011,0.26626627);(133.1013,0.20920921);(147.1167,0.37337337);(157.1011,0.54954955);(159.1167,0.3033033);(171.1175,0.15015015);(175.1119,0.16216216);(185.132,0.09309309);(197.1323,0.10610611);(253.195,1.0);(271.2055,0.26926927) | |
| LC-MS/MS | LC-ESI-ITFT | Positive | high | View Spectrum | (69.0698,0.42942943);(81.0701,0.11011011);(93.0698,0.2032032);(95.0856,0.12512513);(105.0697,0.13113113);(107.0857,0.26626627);(109.1011,0.35235235);(119.0855,0.12812813);(121.1011,0.36936937);(131.0854,0.16016016);(133.1012,0.49149149);(143.0855,0.13513514);(145.1013,0.29429429);(147.1169,0.46546547);(157.1011,1.0);(159.117,0.50950951);(175.1119,0.2042042);(197.1324,0.11811812);(253.1951,0.65465465) | |
| LC-MS/MS | LC-ESI-ITFT | Positive | high | View Spectrum | (67.054,0.47347347);(79.0542,0.54154154);(81.0698,0.58858859);(91.0541,0.88388388);(93.0698,0.53053053);(95.0853,0.54154154);(105.0699,1.0);(129.0698,0.42042042);(142.0773,0.99499499);(143.085,0.42542543);(157.1006,0.39139139) | |
| LC-MS/MS | LC-ESI-Q | Positive | medium | View Spectrum | (253.195,0.146);(271.206,1.0);(415.32,0.249) | |
| LC-MS/MS | LC-ESI-Q | Positive | medium | View Spectrum | (69.07,0.156);(107.086,0.063);(109.101,0.072);(121.101,0.07);(133.101,0.041);(145.102,0.048);(147.117,0.089);(157.101,0.153);(159.116,0.06);(171.117,0.029);(173.133,0.028);(175.112,0.063);(253.195,0.706);(271.206,1.0) | |
| LC-MS/MS | LC-ESI-Q | Positive | high | View Spectrum | (69.07,0.229);(95.086,0.048);(107.085,0.071);(109.101,0.128);(121.101,0.125);(133.102,0.081);(145.101,0.08);(147.117,0.145);(157.101,0.262);(159.117,0.159);(171.117,0.065);(175.112,0.151);(197.132,0.05);(253.195,1.0);(271.206,0.691) | |
| LC-MS/MS | LC-ESI-Q | Positive | high | View Spectrum | (69.07,0.204);(107.086,0.103);(109.101,0.144);(121.101,0.194);(133.101,0.165);(145.101,0.067);(147.117,0.219);(157.101,0.37);(159.117,0.219);(171.117,0.09);(173.132,0.049);(175.112,0.151);(185.132,0.049);(197.132,0.059);(253.195,1.0);(271.206,0.551) | |
| LC-MS/MS | LC-ESI-Q | Positive | high | View Spectrum | (69.07,0.37);(107.085,0.188);(109.101,0.206);(121.101,0.267);(133.101,0.21);(147.117,0.374);(157.101,0.55);(159.117,0.304);(171.118,0.15);(175.112,0.163);(185.132,0.093);(197.132,0.107);(253.195,1.0);(271.206,0.27) | |
| LC-MS/MS | LC-ESI-Q | Positive | high | View Spectrum | (69.07,0.456);(95.086,0.158);(107.086,0.191);(109.101,0.263);(121.101,0.199);(133.101,0.32);(145.101,0.275);(147.117,0.488);(157.101,0.801);(159.117,0.454);(253.195,1.0) | |
| LC-MS/MS | LC-ESI-Q | Positive | high | View Spectrum | (69.07,0.43);(81.07,0.11);(93.07,0.203);(95.086,0.125);(105.07,0.132);(107.086,0.267);(109.101,0.353);(119.086,0.128);(121.101,0.37);(131.085,0.161);(133.101,0.492);(143.086,0.136);(145.101,0.294);(147.117,0.466);(157.101,1.0);(159.117,0.51);(175.112,0.205);(197.132,0.119);(253.195,0.656) | |
| LC-MS/MS | LC-ESI-Q | Positive | high | View Spectrum | (69.07,0.472);(73.065,0.144);(79.054,0.104);(81.07,0.138);(93.07,0.233);(95.086,0.25);(105.07,0.164);(107.086,0.21);(109.101,0.285);(119.086,0.121);(121.101,0.368);(131.085,0.246);(133.101,0.438);(143.086,0.109);(145.101,0.328);(147.117,0.508);(157.101,1.0);(159.117,0.639);(171.117,0.209);(175.112,0.167);(197.132,0.127);(253.196,0.456) | |
| LC-MS/MS | LC-ESI-Q | Positive | high | View Spectrum | (69.07,0.654);(79.054,0.28);(81.07,0.322);(93.07,0.573);(95.086,0.391);(105.07,0.792);(107.086,0.443);(131.085,0.407);(133.101,0.784);(142.077,0.363);(143.086,0.389);(145.101,0.531);(147.117,0.43);(157.101,1.0);(159.117,0.707) | |
| LC-MS/MS | LC-ESI-Q | Positive | high | View Spectrum | (67.054,0.474);(79.054,0.542);(81.07,0.589);(91.054,0.884);(93.07,0.531);(95.085,0.542);(105.07,1.0);(129.07,0.421);(142.077,0.996);(143.085,0.426);(157.101,0.392) |
Food Sources
| Name | Group | |||
|---|---|---|---|---|
| Carrot | Vegetables, Root vegetables | Publications | Show | |
| Yam | Vegetables, Tubers | Publications | Show |
Food Sources of its Food Phytochemical(s)
No food source information available of its precursor(s)
Role as Biomarker of intake
No roles as Biomarker of intake found
Metabolism
No metabolism information available
Inter-Individual Variations in Metabolism
No data on inter-individual variations available