Betulinic acid
precursor
Showing entry for Betulinic acid
Identification
- PhytoHub ID
- PHUB000163
- Name
- Betulinic acid
- Systematic Name
- Not Available
- Synonyms
- (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2
- Betulic acid
- Gratiolone
- Mairin
- Melaleucin
- Platanol
- Platanolic acid
- CAS Number
- Not Available
- Average Mass
- 456.711
- Monoisotopic Mass
- 456.360345406
- Chemical Formula
- C30H48O3
- IUPAC Name
- (1R,3aS,5aR,5bR,9S,11aR)-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-icosahydro-1H-cyclopenta[a]chrysene-3a-carboxylic acid
- InChI Key
- QGJZLNKBHJESQX-UOTMTCHLSA-N
- InChI Identifier
InChI=1S/C30H48O3/c1-18(2)19-10-15-30(25(32)33)17-16-28(6)20(24(19)30)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h19-24,31H,1,8-17H2,2-7H3,(H,32,33)/t19-,20?,21?,22?,23-,24?,27-,28+,29+,30-/m0/s1
- SMILES
CC(=C)[C@@H]1CC[C@@]2(CC[C@]3(C)C(CCC4[C@@]5(C)CC[C@H](O)C(C)(C)C5CC[C@@]34C)C12)C(O)=O
- Structure
Structure for Betulinic acid
Calculated Properties
- Solubility (ALOGPS)
- 2.04e-04 g/l
- LogS (ALOGPS)
- -6.35
- LogP (ALOGPS)
- 5.34
- Hydrogen Acceptors
- 3
- Hydrogen Donors
- 2
- Rotatable Bond Count
- 2
- Polar Surface Area
- 57.53
- Refractivity
- 132.62549999999996
- Polarizability
- 54.635514900643784
- Formal Charge
- 0
- Physiological Charge
- -1
- pKa (strongest basic)
- -0.8351229684482064
- pKa (strongest acidic)
- 4.748313577998887
- Number of Rings
- 5
- Rule of Five
- No
- Bioavailability
- Yes
- Ghose Filter
- No
- Veber's Rule
- No
- MDDR-like Rule
- No
Taxonomy as Food Phytochemical
- Family
- Terpenoids
- Class
- Triterpenoids
- Sub-class
- Miscellaneous triterpenoids
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
- ["18-hydroxysteroids", "Carbonyl compounds", "Carboxylic acids", "Cyclic alcohols and derivatives", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides", "Oxosteroids", "Secondary alcohols"]
- External Descriptor Annotations
- Not Available
- Substituent Names
- ["18-hydroxysteroid", "18-oxosteroid", "Alcohol", "Aliphatic homopolycyclic compound", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Cyclic alcohol", "Hydrocarbon derivative", "Hydroxysteroid", "Monocarboxylic acid or derivatives", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Oxosteroid", "Secondary alcohol", "Steroid", "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 | (69.06987671,0.3492054894);(155.1430416,0.4080241545);(167.1066561,0.4487122442);(223.2056419,0.4080241545);(235.1692564,0.4487122442);(291.2682422,0.4080241545);(303.2318567,0.4487122442);(369.2788068,0.3594815769);(369.3151924,0.5914308671);(391.3359278,0.6091369928);(393.3515779,6.13743735);(395.2944569,0.7851060115);(395.3672279,0.9299336865);(397.310107,1.284303696);(399.325757,1.563344159);(409.3464925,0.8365176587);(411.3621425,5.621293489);(413.3050216,0.7817117451);(413.3777926,0.8565575907);(415.3206717,0.8203138073);(417.3363217,1.286995456);(421.3464925,7.408273022);(427.3206717,0.3398291849);(427.3570572,0.528467633);(429.3363217,0.4903935246);(439.3570572,29.11240175);(441.3363217,0.9514316781);(457.3676218,16.09414521) | |
| Predicted LC-MS/MS | Not Available | Positive | med | View Spectrum | (55.05422664,0.7627172056);(81.06987671,0.9020364372);(83.08552677,0.5552065989);(155.1430416,0.5763741957);(223.2056419,0.5763741957);(285.2576775,0.5652041087);(291.2682422,0.5763741957);(339.3046277,0.7912733831);(355.2631568,1.229794224);(357.2788068,0.6139291955);(365.2838922,0.7367925972);(367.2995423,0.7988777734);(369.2788068,0.820600361);(369.3151924,1.341311831);(371.2944569,0.6520378866);(375.2893715,0.5630170393);(383.2944569,1.316429124);(391.3359278,1.138539941);(393.3515779,6.215248033);(395.2944569,1.219155355);(395.3672279,1.77598166);(397.310107,1.46577455);(399.325757,1.532910427);(409.3464925,0.9044870155);(411.3621425,5.577070325);(413.3050216,0.7985921844);(413.3777926,0.8565888446);(421.3464925,5.945771936);(439.3570572,10.00094203);(441.3363217,1.017173231);(457.3676218,2.915685829) | |
| Predicted LC-MS/MS | Not Available | Positive | high | View Spectrum | (55.05422664,0.7970269475);(65.03857658,1.854675845);(67.05422664,0.8490550998);(79.05422664,1.256490958);(81.06987671,1.06422291);(121.1011768,1.042431789);(135.1168269,1.018200311);(163.1117415,0.9565624104);(203.1430416,0.9565624104);(203.1794272,1.018200311);(231.1743418,0.9565624104);(271.2056419,0.9565624104);(283.2420274,0.9174601002);(285.2576775,1.358158548);(299.236942,1.091179417);(303.2682422,0.9567903723);(311.2733275,1.14980613);(325.2889776,0.8261162026);(339.3046277,1.788584062);(359.2944569,0.8300581804);(369.2788068,0.8003371744);(381.3515779,1.696810505);(383.2944569,1.030899599);(391.3359278,1.080235597);(393.3515779,1.704853786);(395.3672279,1.008128787);(409.3464925,1.047329958);(413.3414071,0.8309310885);(427.3206717,1.595612074);(429.3363217,1.420366163);(441.3363217,2.785472008) | |
| Predicted LC-MS/MS | Not Available | Negative | low | View Spectrum | (393.352675,8.141990548);(411.3632397,15.78449567);(419.3319396,0.7835300735);(437.3425043,13.2738902);(439.3217688,0.971719808);(455.3530689,54.00962903) | |
| Predicted LC-MS/MS | Not Available | Negative | med | View Spectrum | (393.352675,20.9093387);(409.3475896,1.957337996);(411.3632397,24.19822237);(437.3425043,14.24657125);(439.3217688,1.795729349);(455.3530689,23.82810577) | |
| Predicted LC-MS/MS | Not Available | Negative | high | View Spectrum | (41.00328823,0.6666846583);(43.0189383,1.958905127);(44.99820285,3.11016731);(67.0553238,0.6711670469);(71.05023842,0.8459573274);(99.08153855,0.7101818812);(139.1128387,0.6426471308);(235.2067391,0.6426471308);(275.2380392,0.6426471308);(329.2849894,0.6538125989);(367.2642539,0.6462005428);(369.3162895,1.109950477);(371.3319396,1.007185274);(381.352675,2.670468801);(383.3319396,1.019580431);(393.3162895,2.805682421);(393.352675,3.829123859);(395.3319396,15.11579023);(397.3112041,0.6504363739);(407.3319396,2.590109871);(409.3475896,1.769301544);(411.2904687,0.6550073345);(411.3632397,6.518544608);(421.3112041,3.348989137);(423.3268542,1.757057341);(425.3061188,1.555552811);(425.3425043,0.9006459146);(427.3217688,1.282416502);(437.3425043,2.034769548);(439.3217688,8.44883945);(455.3530689,1.414719149) |
Food Sources
| Name | Group | |||
|---|---|---|---|---|
| Common oregano | Herbs and Spices | Publications | Show | |
| Jujube | Fruit, Other fruits | 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