Q27105045

[object Object]
Name4-o-sinapoylquinic acid
WikidataQ27105045
Mol. formulaC18H22O10
CAS registry number-
Mol. weight398.362

Representations

Temporary LOTUS idLTS0045601
Name4-o-sinapoylquinic acid
Canonical SMILESCOc1cc(/C=C/C(=O)O[C@H]2[C@H](O)C[C@](O)(C(=O)O)C[C@H]2O)cc(OC)c1O
2D SMILESCOc1cc(C=CC(=O)OC2C(O)CC(O)(C(=O)O)CC2O)cc(OC)c1O
IUPAC name(1S,3R,4S,5R)-1,3,5-trihydroxy-4-{[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid
InChIInChI=1S/C18H22O10/c1-26-12-5-9(6-13(27-2)15(12)22)3-4-14(21)28-16-10(19)7-18(25,17(23)24)8-11(16)20/h3-6,10-11,16,19-20,22,25H,7-8H2,1-2H3,(H,23,24)/b4-3+/t10-,11-,16-,18+/m1/s1
InChIKeyWKRKXTOYTASIOP-RKTLJHTASA-N
Deep SMILEScould not be computed
Murcko FrameworkO(CC=Cc1ccccc1)C2CCCCC2

Organism taxonomy


DomainKingdomPhylumFamilyGenusSpeciesLink to taxonomyLink to Wikidata
 Eukaryota  Archaeplastida  Streptophyta  Rosaceae  Malus  Malus domestica Wikidata logo
 Eukaryota  Archaeplastida  Streptophyta  Rosaceae  Prunus  Prunus armeniaca Wikidata logo
 Eukaryota  Archaeplastida  Streptophyta  Rosaceae  Malus  Malus pumila Wikidata logo
 Eukaryota  Archaeplastida  Streptophyta  Rosaceae  Pyrus  Pyrus communis Wikidata logo
 Eukaryota  Archaeplastida  Streptophyta  Rosaceae  Prunus  Prunus avium Wikidata logo
 Eukaryota  Archaeplastida  Streptophyta  Rosaceae  Prunus  Prunus domestica Wikidata logo
 Eukaryota  Archaeplastida  Streptophyta  Rosaceae  Prunus  Prunus persica Wikidata logo
 Eukaryota  Archaeplastida  Streptophyta  Rosaceae  Prunus  Prunus cerasus Wikidata logo
Ref:
Wikidata logo

Chemical ontology


PathwaySuperclassClass
Shikimates and PhenylpropanoidsPhenylpropanoids (C6-C3)Cinnamic acids and derivatives

Molecular Properties

Total atom number50
Heavy atom number28
Bond count29
Number of carbons18
Minimal number of rings2
Maximal number of rings2

Molecular Descriptors

NP-likeness score 1.45
Alogp-0.18
Alogp20.03
Apol 54.3694
Bpol 31.7146
EccentricConnectivityIndexDescriptor 639
FmfDescriptor 0.5714
Fsp3 0.4444
FragmentComplexityDescriptor 1845.1
PetitjeanNumber 0.5
LipinskiRuleOf5Failures 0
WienerPathNumber2274
Xlogp -0.952
ZagrebIndex 142
TopoPSA 162.98