1.0 2010-04-08 22:05:55 UTC 2019-11-26 02:59:31 UTC FDB003695 Saponins Saponins, also known as aescin or opino, is a member of the class of compounds known as triterpene saponins. Triterpene saponins are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton. Saponins is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Saponins can be found in a number of food items such as dandelion, soy bean, fenugreek, and carob, which makes saponins a potential biomarker for the consumption of these food products. Saponins are a class of chemical compounds found in particular abundance in various plant species. More specifically, they are amphipathic glycosides grouped phenomenologically by the soap-like foaming they produce when shaken in aqueous solutions, and structurally by having one or more hydrophilic glycoside moieties combined with a lipophilic triterpene derivative . Beta-aescin Beta-aescinu Beta-aescusan Beta-escin Beta-escin, beta-reparil, beta-aescinu Beta-reparil Escin Saponinum C55H86O24 1131.269 1130.550903649 (2S,3S,4S,5R,6R)-6-{[(3S,4S,6aR,6bS,8R,8aR,9R,10R,14bR)-9-(acetyloxy)-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-{[(2Z)-2-methylbut-2-enoyl]oxy}-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl]oxy}-4-hydroxy-3,5-bis({[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxane-2-carboxylic acid (2S,3S,4S,5R,6R)-6-{[(3S,4S,6aR,6bS,8R,8aR,9R,10R,14bR)-9-(acetyloxy)-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-{[(2Z)-2-methylbut-2-enoyl]oxy}-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-4-hydroxy-3,5-bis({[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxane-2-carboxylic acid 8047-15-2 [H]\C(C)=C(/C)C(=O)O[C@@]1([H])[C@]([H])(OC(C)=O)[C@]2(CO)[C@]([H])(O)C[C@]3(C)C(=CCC4([H])[C@@]5(C)CC[C@]([H])(O[C@]6([H])O[C@]([H])(C(O)=O)[C@@]([H])(O[C@]7([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]7([H])O)[C@]([H])(O)[C@@]6([H])O[C@]6([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]6([H])O)[C@](C)(CO)C5([H])CC[C@@]34C)C2([H])CC1(C)C InChI=1S/C55H86O24/c1-10-23(2)46(71)79-43-44(72-24(3)60)55(22-59)26(17-50(43,4)5)25-11-12-30-51(6)15-14-32(52(7,21-58)29(51)13-16-53(30,8)54(25,9)18-31(55)61)75-49-41(77-48-38(67)36(65)34(63)28(20-57)74-48)39(68)40(42(78-49)45(69)70)76-47-37(66)35(64)33(62)27(19-56)73-47/h10-11,26-44,47-49,56-59,61-68H,12-22H2,1-9H3,(H,69,70)/b23-10-/t26?,27-,28-,29?,30?,31-,32+,33-,34-,35+,36+,37-,38-,39+,40+,41-,42+,43+,44+,47+,48+,49-,51+,52-,53-,54-,55+/m1/s1 AXNVHPCVMSNXNP-ZELRDNAQSA-N belongs to the class of organic compounds known as coumaric acids and derivatives. These are aromatic compounds containing Aromatic compounds containing a cinnamic acid moiety (or a derivative thereof) hydroxylated at the C2 (ortho-), C3 (meta-), or C4 (para-) carbon atom of the benzene ring. Coumaric acids and derivatives Organic compounds Phenylpropanoids and polyketides Cinnamic acids and derivatives Hydroxycinnamic acids and derivatives Aromatic heteromonocyclic compounds 1-hydroxy-2-unsubstituted benzenoids Alkyl aryl ethers Anisoles Carbonyl compounds Cinnamic acid esters Enoate esters Fatty acid esters Hemiacetals Hexoses Hydrocarbon derivatives Methoxybenzenes Methoxyphenols Monocarboxylic acids and derivatives Organic oxides Oxacyclic compounds Oxanes Phenoxy compounds Polyols Primary alcohols Secondary alcohols Styrenes 1-hydroxy-2-unsubstituted benzenoid Alcohol Alkyl aryl ether Alpha,beta-unsaturated carboxylic ester Anisole Aromatic heteromonocyclic compound Benzenoid Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cinnamic acid ester Coumaric acid or derivatives Enoate ester Ether Fatty acid ester Fatty acyl Hemiacetal Hexose monosaccharide Hydrocarbon derivative Methoxybenzene Methoxyphenol Monocarboxylic acid or derivatives Monocyclic benzene moiety Monosaccharide Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Phenol Phenol ether Phenoxy compound Polyol Primary alcohol Secondary alcohol Styrene logp 1.17 ALOGPS logs -3.17 ALOGPS solubility 7.73e-01 g/l ALOGPS logp -0.88 ChemAxon pka_strongest_acidic 3.35 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac (2S,3S,4S,5R,6R)-6-{[(3S,4S,6aR,6bS,8R,8aR,9R,10R,14bR)-9-(acetyloxy)-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-{[(2Z)-2-methylbut-2-enoyl]oxy}-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl]oxy}-4-hydroxy-3,5-bis({[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxane-2-carboxylic acid ChemAxon average_mass 1131.269 ChemAxon mono_mass 1130.550903649 ChemAxon smiles [H]\C(C)=C(/C)C(=O)O[C@@]1([H])[C@]([H])(OC(C)=O)[C@]2(CO)[C@]([H])(O)C[C@]3(C)C(=CCC4([H])[C@@]5(C)CC[C@]([H])(O[C@]6([H])O[C@]([H])(C(O)=O)[C@@]([H])(O[C@]7([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]7([H])O)[C@]([H])(O)[C@@]6([H])O[C@]6([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]6([H])O)[C@](C)(CO)C5([H])CC[C@@]34C)C2([H])CC1(C)C ChemAxon formula C55H86O24 ChemAxon inchi InChI=1S/C55H86O24/c1-10-23(2)46(71)79-43-44(72-24(3)60)55(22-59)26(17-50(43,4)5)25-11-12-30-51(6)15-14-32(52(7,21-58)29(51)13-16-53(30,8)54(25,9)18-31(55)61)75-49-41(77-48-38(67)36(65)34(63)28(20-57)74-48)39(68)40(42(78-49)45(69)70)76-47-37(66)35(64)33(62)27(19-56)73-47/h10-11,26-44,47-49,56-59,61-68H,12-22H2,1-9H3,(H,69,70)/b23-10-/t26?,27-,28-,29?,30?,31-,32+,33-,34-,35+,36+,37-,38-,39+,40+,41-,42+,43+,44+,47+,48+,49-,51+,52-,53-,54-,55+/m1/s1 ChemAxon inchikey AXNVHPCVMSNXNP-ZELRDNAQSA-N ChemAxon polar_surface_area 388.04 ChemAxon refractivity 269.78 ChemAxon polarizability 118.36 ChemAxon rotatable_bond_count 16 ChemAxon acceptor_count 22 ChemAxon donor_count 13 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 71556 Specdb::MsMs 71557 Specdb::MsMs 71558 Specdb::MsMs 130257 Specdb::MsMs 130258 Specdb::MsMs 130259 Specdb::MsMs 3599420 Specdb::MsMs 3599421 Specdb::MsMs 3599422 Specdb::MsMs 3599423 Specdb::MsMs 3599424 Specdb::MsMs 3599425 Borage Type 1 specific Borago officinalis 13363 Broad bean Type 1 specific Vicia faba 3906 Calabash Type 1 specific Lagenaria siceraria 3668 Capers Type 1 specific Capparis spinosa 65558 Carob Type 1 specific Ceratonia siliqua 20340 Chickpea Type 1 specific Cicer arietinum 3827 Chives Type 1 specific Allium schoenoprasum 74900 Common bean Type 1 specific Phaseolus vulgaris 3885 Common sage Type 1 specific Salvia officinalis 38868 Common thyme Type 1 specific Thymus vulgaris 49992 Corn Type 1 specific Zea mays 4577 2750.0 2750.0 2750.0 mg/100 g Dandelion Type 1 specific Taraxacum officinale 50225 Fenugreek Type 1 specific Trigonella foenum-graecum 78534 Garden onion Type 1 specific Allium cepa 4679 Jute Type 1 specific Corchorus olitorius 93759 Lemon grass Type 1 specific Cymbopogon citratus 66014 Lentils Type 1 generic Lens culinaris 3864 Linden Type 1 specific Tilia 64580 Mung bean Type 1 specific Vigna radiata 157791 Oat Type 1 specific Avena sativa 4498 Purslane Type 1 specific Portulaca oleracea 46147 Red beetroot Type 1 specific Beta vulgaris var. rubra Roselle Type 1 specific Hibiscus sabdariffa 183260 Sapodilla Type 1 specific Manilkara zapota 3741 1000.0 1000.0 1000.0 mg/100 g Sesame Type 1 specific Sesamum orientale 4182 Soft-necked garlic Type 1 specific Allium sativum L. var. sativum 4682 Soy bean Type 1 specific Glycine max 3847 5000.0 5000.0 5000.0 mg/100 g Spinach Type 1 specific Spinacia oleracea 3562 Sweet basil Type 1 specific Ocimum basilicum 39350 Sweet marjoram Type 1 specific Origanum majorana 268884 Taro Type 1 specific Colocasia esculenta 4460 Wild leek Type 1 specific Allium ampeloprasum 4681 Anti hepatomic 326 A substance that inhibits or prevents the proliferation of neoplasms. Anti-mutagenic 451 Antitumor 672 A substance that inhibits or prevents the proliferation of neoplasms. Immunomodulator 1031 Biologically active substance whose activity affects or plays a role in the functioning of the immune system.