Q105367480

[object Object]
Name(2s,3s,4r,5r,6s)-3-(acetyloxy)-6-[5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenoxy]-4,5-dihydroxyoxane-2-carboxylic acid
WikidataQ105367480
Mol. formulaC23H20O13
CAS registry number-
Mol. weight504.398

Representations

Temporary LOTUS idLTS0082556
Name(2s,3s,4r,5r,6s)-3-(acetyloxy)-6-[5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenoxy]-4,5-dihydroxyoxane-2-carboxylic acid
Canonical SMILESCC(=O)O[C@@H]1[C@@H](C(=O)O)O[C@@H](Oc2cc(-c3cc(=O)c4c(O)cc(O)cc4o3)ccc2O)[C@H](O)[C@H]1O
2D SMILESCC(=O)OC1C(C(=O)O)OC(Oc2cc(-c3cc(=O)c4c(O)cc(O)cc4o3)ccc2O)C(O)C1O
IUPAC name(2S,3S,4R,5R,6S)-3-(acetyloxy)-6-[5-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)-2-hydroxyphenoxy]-4,5-dihydroxyoxane-2-carboxylic acid
InChIInChI=1S/C23H20O13/c1-8(24)33-20-18(29)19(30)23(36-21(20)22(31)32)35-15-4-9(2-3-11(15)26)14-7-13(28)17-12(27)5-10(25)6-16(17)34-14/h2-7,18-21,23,25-27,29-30H,1H3,(H,31,32)/t18-,19-,20+,21+,23-/m1/s1
InChIKeyYXAMANJJQIUXMQ-UNRHHUQTSA-N
Deep SMILEScould not be computed
Murcko FrameworkO1c2ccccc2CC=C1c3ccccc3

Organism taxonomy


KingdomPhylumFamilyGenusSpeciesLink to taxonomy
 Plantae  Tracheophyta  Lamiaceae  Rosmarinus  Rosmarinus officinalis 
Ref:

Chemical ontology


PathwaySuperclassClass
Shikimates and PhenylpropanoidsFlavonoidsFlavones

Molecular Properties

Total atom number56
Heavy atom number36
Bond count39
Number of carbons23
Minimal number of rings4
Maximal number of rings5

Molecular Descriptors

NP-likeness score 1
Alogp1.44
Alogp22.08
Apol 64.2419
Bpol 32.4021
EccentricConnectivityIndexDescriptor 959
FmfDescriptor 0.6389
Fsp3 0.2609
FragmentComplexityDescriptor 2221.13
PetitjeanNumber 0.5
LipinskiRuleOf5Failures 2
WienerPathNumber4145
Xlogp 1.727
ZagrebIndex 194
TopoPSA 213.42