Cucurbitacin C
precursor
Showing entry for Cucurbitacin C
Identification
- PhytoHub ID
- PHUB000014
- Name
- Cucurbitacin C
- Systematic Name
- Not Available
- Synonyms
- Not Available
- CAS Number
- Not Available
- Average Mass
- 560.728
- Monoisotopic Mass
- 560.334918506
- Chemical Formula
- C32H48O8
- IUPAC Name
- (3E,6R)-6-[(1R,2R,3aS,3bS,7S,9aR,9bR,11aR)-2,7-dihydroxy-9b-(hydroxymethyl)-3a,6,6,11a-tetramethyl-10-oxo-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl]-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl acetate
- InChI Key
- DGIGXLXLGBAJJN-TUOUHCSQSA-N
- InChI Identifier
InChI=1S/C32H48O8/c1-18(34)40-27(2,3)14-13-24(37)31(8,39)26-21(35)15-29(6)22-11-9-19-20(10-12-23(36)28(19,4)5)32(22,17-33)25(38)16-30(26,29)7/h9,13-14,20-23,26,33,35-36,39H,10-12,15-17H2,1-8H3/b14-13+/t20-,21-,22+,23+,26+,29+,30-,31+,32+/m1/s1
- SMILES
[H][C@@]1([C@H](O)C[C@@]2(C)[C@]3([H])CC=C4[C@@]([H])(CC[C@H](O)C4(C)C)[C@]3(CO)C(=O)C[C@]12C)[C@@](C)(O)C(=O)\C=C\C(C)(C)OC(C)=O
- Structure
Structure for Cucurbitacin C
Calculated Properties
- Solubility (ALOGPS)
- 1.07e-02 g/l
- LogS (ALOGPS)
- -4.72
- LogP (ALOGPS)
- 3.19
- Hydrogen Acceptors
- 7
- Hydrogen Donors
- 4
- Rotatable Bond Count
- 7
- Polar Surface Area
- 141.36
- Refractivity
- 152.14809999999997
- Polarizability
- 62.28740108353742
- Formal Charge
- 0
- Physiological Charge
- 0
- pKa (strongest basic)
- -0.8705403425165059
- pKa (strongest acidic)
- 12.938366656363076
- Number of Rings
- 4
- Rule of Five
- No
- Bioavailability
- Yes
- Ghose Filter
- No
- Veber's Rule
- No
- MDDR-like Rule
- Yes
External Links
- ChEBI
- 3942
- PubChem
- 5281317
- Chemistry Dashboard
- DTXSID90208593
- MetaboLights
- MTBLC3942
- PeakForestCompound
- 000009
Taxonomy as Food Phytochemical
- Family
- Terpenoids
- Class
- Miscellaneous terpenoids
- Sub-class
- Not Available
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Steroids and steroid derivatives
- Super-class
- Lipids and lipid-like molecules
- Sub-class
- Cucurbitacins
- Direct Parent Name
- Cucurbitacins
- Alternative Parent Names
- ["11-oxosteroids", "14-alpha-methylsteroids", "16-alpha-hydroxysteroids", "3-beta-hydroxy delta-5-steroids", "3-beta-hydroxysteroids", "Acryloyl compounds", "Acyloins", "Alpha-hydroxy ketones", "Carboxylic acid esters", "Cyclic alcohols and derivatives", "Delta-5-steroids", "Enones", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides", "Primary alcohols", "Secondary alcohols", "Steroid esters", "Tertiary alcohols", "Triterpenoids"]
- External Descriptor Annotations
- ["Cholesterol and derivatives", "Cycloartane", "cucurbitacin"]
- Substituent Names
- ["11-oxosteroid", "14-alpha-methylsteroid", "16-alpha-hydroxysteroid", "16-hydroxysteroid", "20-hydroxysteroid", "21-oxosteroid", "22-oxosteroid", "3-beta-hydroxy-delta-5-steroid", "3-beta-hydroxysteroid", "3-hydroxy-delta-5-steroid", "3-hydroxysteroid", "Acryloyl-group", "Acyloin", "Alcohol", "Aliphatic homopolycyclic compound", "Alpha,beta-unsaturated ketone", "Alpha-hydroxy ketone", "Carbonyl group", "Carboxylic acid derivative", "Carboxylic acid ester", "Cucurbitacin skeleton", "Cyclic alcohol", "Delta-5-steroid", "Enone", "Hydrocarbon derivative", "Hydroxysteroid", "Ketone", "Monocarboxylic acid or derivatives", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Oxosteroid", "Primary alcohol", "Secondary alcohol", "Steroid ester", "Tertiary alcohol", "Triterpenoid"]
Spectra from Phytohub
| Spectrum Type | Instrument Type | Ion Mode | Collision Energy Level | View | Peaks | |
|---|---|---|---|---|---|---|
| Predicted LC-MS/MS | Not Available | Positive | low | View Spectrum | (43.01838972,1.139819735);(61.0289544,2.146650115);(127.0759046,0.9373753799);(155.0708192,0.8879832685);(199.097034,1.156319635);(317.2116698,0.4901333349);(341.2116698,0.9158334791);(343.2273199,4.745622571);(345.2429699,2.892759281);(361.2378845,1.492208083);(363.2535346,0.6295863951);(385.2378845,0.6094044295);(387.2535346,2.429960974);(389.2691847,0.4735271953);(405.2640993,1.136119879);(427.2484492,0.508609013);(441.2640993,0.8199116198);(443.2433638,0.4645287208);(445.2590139,1.048459226);(461.290314,0.778155879);(481.2953994,1.278812714);(483.3110495,4.829976692);(499.3059641,0.9557369738);(501.3216142,8.648917384);(519.3321788,3.558104671);(525.3216142,13.47595578);(525.3216142,7.258923351);(543.3321788,10.10087796);(543.3321788,15.12769155);(545.3114434,0.5286676848);(561.3427435,8.533367025) | |
| Predicted LC-MS/MS | Not Available | Positive | med | View Spectrum | (61.0289544,2.952935979);(67.05477522,1.722531313);(123.08099,1.33743563);(127.0759046,2.525187598);(137.0602545,1.476394354);(139.0759046,3.172774591);(155.0708192,1.77246907);(199.097034,2.691798671);(297.185455,1.341301686);(299.2011051,1.473891509);(341.2116698,2.023190165);(343.2273199,5.926376531);(345.2429699,3.814698638);(361.2378845,2.293118509);(363.2535346,1.339908681);(387.2535346,2.666087726);(405.2640993,1.315769816);(415.2484492,2.0672912);(425.2327992,1.372706028);(427.2484492,2.711181855);(427.2484492,1.462498264);(445.2590139,1.606990006);(481.2953994,2.320468915);(483.3110495,1.467988587);(483.3110495,13.26553812);(501.3216142,12.20818129);(519.3321788,1.529130455);(525.3216142,7.892831935);(525.3216142,5.340469624);(543.3321788,2.20161221);(543.3321788,4.707241042) | |
| Predicted LC-MS/MS | Not Available | Positive | high | View Spectrum | (43.01838972,2.559794345);(67.05477522,2.318020868);(85.06533991,5.674677953);(113.0602545,1.734774967);(127.0759046,3.17576666);(151.1122901,1.854222986);(283.169805,2.320536494);(285.185455,2.402165106);(297.185455,3.198000532);(299.2011051,1.736377918);(311.1647196,1.74651234);(317.2116698,1.764447924);(341.2116698,2.709183292);(343.2273199,6.528085285);(345.2429699,4.861132142);(383.2222345,2.219755034);(385.2378845,4.595053114);(387.2535346,8.893399549);(389.2691847,3.966172014);(405.2640993,3.660581679);(427.2484492,2.545036259);(427.2484492,2.305097425);(441.2640993,1.723193759);(469.2590139,2.493250757);(483.3110495,1.773189136);(501.3216142,8.275842949);(517.3165288,2.436290273);(525.3216142,4.013444076);(525.3216142,2.847290862);(531.3321788,1.68846792);(545.3114434,1.980236382) | |
| Predicted LC-MS/MS | Not Available | Negative | low | View Spectrum | (41.00273965,3.58787084);(59.01330434,7.449069233);(71.01330434,2.107264848);(99.04460446,0.5106249258);(101.0602545,0.663771487);(127.0759046,3.063243554);(139.0759046,4.166144817);(153.0551691,0.733573655);(155.0708192,4.122781426);(181.0864693,0.7272718515);(183.0657338,0.8071282648);(197.0813839,9.101790384);(199.097034,6.979100764);(343.2273199,1.134501125);(361.2378845,0.7524866654);(387.2535346,1.473880539);(405.2640993,1.190672189);(415.2484492,1.02953647);(415.2484492,0.5606249688);(431.2433638,0.6099393341);(433.2590139,1.019053821);(481.2953994,1.216229122);(499.3059641,7.967867422);(511.3059641,0.8416237003);(511.3059641,0.8495780946);(517.3165288,5.154878068);(523.3059641,2.90442645);(529.3165288,2.633012175);(541.3165288,2.800587807);(541.3165288,7.284107398);(559.3270935,16.5573586) | |
| Predicted LC-MS/MS | Not Available | Negative | med | View Spectrum | (41.00273965,2.986969645);(59.01330434,19.12051602);(71.01330434,1.747570701);(127.0759046,1.948037698);(137.0602545,0.5390644716);(139.0759046,2.723659069);(153.0551691,3.935138294);(155.0708192,8.259991638);(157.0864693,1.833264777);(181.0864693,1.92986015);(183.0657338,0.9500143144);(197.0813839,8.966648143);(199.097034,7.929404856);(201.112684,0.6815176846);(329.2116698,0.6004603941);(331.2273199,2.015440331);(343.2273199,6.854048976);(345.2429699,0.619901241);(361.2378845,3.214927938);(387.2535346,1.562872237);(405.2640993,0.6807163118);(487.3059641,1.169333748);(499.3059641,4.811473204);(511.3059641,1.538965359);(511.3059641,1.595795837);(517.3165288,2.343106296);(523.3059641,0.6799173755);(529.3165288,2.184978083);(541.3165288,1.020393785);(541.3165288,3.128538433);(559.3270935,2.427472985) | |
| Predicted LC-MS/MS | Not Available | Negative | high | View Spectrum | (41.00273965,10.89123279);(59.01330434,29.62895034);(71.01330434,2.072036256);(111.0446045,0.9813134236);(139.0759046,1.172075812);(155.0708192,2.989813369);(157.0864693,0.7424058536);(183.0657338,0.9179502328);(329.2116698,2.514149682);(331.2273199,5.653009752);(343.2273199,1.98818159);(345.2065844,0.8316755375);(357.2065844,1.328843098);(359.2222345,0.8343313595);(361.2378845,10.2664908);(373.2378845,1.425244075);(375.2535346,1.872138531);(387.2535346,0.7236830238);(401.2327992,1.178339937);(405.2640993,2.302173957);(431.2433638,1.893432706);(433.2590139,1.163277631);(469.2953994,0.9148034992);(485.290314,2.438949386);(487.3059641,4.206490064);(499.3059641,2.399702478);(501.2852287,2.038729912);(501.2852287,2.043495996);(517.3165288,0.8591631096);(529.3165288,0.8964587697);(543.2957933,0.8314570284) |
Food Sources
| Name | Group | |||
|---|---|---|---|---|
| Cucumber | Vegetables, Gourds | Publications | Show |
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