1.0
2010-04-08 22:10:38 UTC
2019-11-26 03:08:16 UTC
FDB013297
Ligustroside
Found in olives (Olea europaea)
Ligstroside
Ligustroside
C25H32O12
524.5144
524.189376488
methyl (2S,3Z,4S)-3-ethylidene-4-{2-[2-(4-hydroxyphenyl)ethoxy]-2-oxoethyl}-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate
ligstroside
35897-92-8
[H][C@]1(CC(=O)OCCC2=CC=C(O)C=C2)\C(=C\C)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)OC=C1C(=O)OC
InChI=1S/C25H32O12/c1-3-15-16(10-19(28)34-9-8-13-4-6-14(27)7-5-13)17(23(32)33-2)12-35-24(15)37-25-22(31)21(30)20(29)18(11-26)36-25/h3-7,12,16,18,20-22,24-27,29-31H,8-11H2,1-2H3/b15-3-/t16-,18+,20+,21-,22+,24-,25-/m0/s1
GMQXOLRKJQWPNB-FAWHCFPASA-N
belongs to the class of organic compounds known as terpene glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically bound to a terpene backbone.
Terpene glycosides
Organic compounds
Lipids and lipid-like molecules
Prenol lipids
Terpene glycosides
Aromatic heteromonocyclic compounds
1-hydroxy-2-unsubstituted benzenoids
Acetals
Aromatic monoterpenoids
Benzene and substituted derivatives
Carbonyl compounds
Dicarboxylic acids and derivatives
Enoate esters
Hydrocarbon derivatives
Iridoids and derivatives
Methyl esters
Monocyclic monoterpenoids
Monosaccharides
O-glycosyl compounds
Organic oxides
Oxacyclic compounds
Oxanes
Polyols
Primary alcohols
Secondary alcohols
Sugar acids and derivatives
Tyrosols and derivatives
Vinylogous esters
1-hydroxy-2-unsubstituted benzenoid
Acetal
Alcohol
Alpha,beta-unsaturated carboxylic ester
Aromatic heteromonocyclic compound
Aromatic monoterpenoid
Benzenoid
Carbonyl group
Carboxylic acid derivative
Carboxylic acid ester
Dicarboxylic acid or derivatives
Enoate ester
Glycosyl compound
Hydrocarbon derivative
Methyl ester
Monocyclic benzene moiety
Monocyclic monoterpenoid
Monosaccharide
Monoterpenoid
O-glycosyl compound
Organic oxide
Organic oxygen compound
Organoheterocyclic compound
Organooxygen compound
Oxacycle
Oxane
Phenol
Polyol
Primary alcohol
Secoiridoid-skeleton
Secondary alcohol
Sugar acid
Terpene glycoside
Tyrosol derivative
Vinylogous ester
logp
0.77
logs
-2.86
solubility
7.24e-01 g/l
logp
0.41
pka_strongest_acidic
4.94
pka_strongest_basic
-3
iupac
methyl (2S,3Z,4S)-3-ethylidene-4-{2-[2-(4-hydroxyphenyl)ethoxy]-2-oxoethyl}-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate
average_mass
524.5144
mono_mass
524.189376488
smiles
[H][C@]1(CC(=O)OCCC2=CC=C(O)C=C2)\C(=C\C)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)OC=C1C(=O)OC
formula
C25H32O12
inchi
InChI=1S/C25H32O12/c1-3-15-16(10-19(28)34-9-8-13-4-6-14(27)7-5-13)17(23(32)33-2)12-35-24(15)37-25-22(31)21(30)20(29)18(11-26)36-25/h3-7,12,16,18,20-22,24-27,29-31H,8-11H2,1-2H3/b15-3-/t16-,18+,20+,21-,22+,24-,25-/m0/s1
inchikey
GMQXOLRKJQWPNB-FAWHCFPASA-N
polar_surface_area
181.44
refractivity
126.24
polarizability
52.48
rotatable_bond_count
11
acceptor_count
10
donor_count
5
physiological_charge
0
formal_charge
0
Specdb::CMs
16627
Specdb::CMs
44028
Specdb::MsMs
79251
Specdb::MsMs
79252
Specdb::MsMs
79253
Specdb::MsMs
139800
Specdb::MsMs
139801
Specdb::MsMs
139802
Specdb::MsMs
2315972
Specdb::MsMs
2315973
Specdb::MsMs
2315974
Specdb::MsMs
2623049
Specdb::MsMs
2623050
Specdb::MsMs
2623051
HMDB34751
#<Reference:0x0000555673310348>
Fruits
Unknown
generic
Olive
Type 1
specific
Olea europaea
4146
1.56
1.559999943
1.559999943
mg/100 g
Rape
Type 1
specific
Brassica napus var. napus
138011
0.0
0.0
0.0
mg/100 g