Q105005759

[object Object]
NameMethyl (1s,4r,4ar,7r,7as)-4'-[(1r)-1-hydroxyethyl]-5'-oxo-1-{[(2r,3s,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4,4a,7a-tetrahydro-1h-spiro[cyclopenta[c]pyran-7,2'-furan]-4-carboxylate
WikidataQ105005759
Mol. formulaC21H28O12
CAS registry number-
Mol. weight472.4407

Representations

Temporary LOTUS idLTS0239551
NameMethyl (1s,4r,4ar,7r,7as)-4'-[(1r)-1-hydroxyethyl]-5'-oxo-1-{[(2r,3s,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4,4a,7a-tetrahydro-1h-spiro[cyclopenta[c]pyran-7,2'-furan]-4-carboxylate
Canonical SMILESCOC(=O)[C@H]1CO[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@H]2[C@H]1C=C[C@@]21C=C([C@@H](C)O)C(=O)O1
2D SMILESCOC(=O)C1COC(OC2OC(CO)C(O)C(O)C2O)C2C1C=CC21C=C(C(C)O)C(=O)O1
IUPAC namemethyl (1S,4R,4aR,7R,7aS)-4'-[(1R)-1-hydroxyethyl]-5'-oxo-1-{[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4,4a,7a-tetrahydro-1H,5'H-spiro[cyclopenta[c]pyran-7,2'-furan]-4-carboxylate
InChIInChI=1S/C21H28O12/c1-8(23)10-5-21(33-18(10)28)4-3-9-11(17(27)29-2)7-30-19(13(9)21)32-20-16(26)15(25)14(24)12(6-22)31-20/h3-5,8-9,11-16,19-20,22-26H,6-7H2,1-2H3/t8-,9+,11+,12-,13-,14-,15+,16+,19+,20-,21-/m1/s1
InChIKeyGBCAZNAWDUIISE-NYEFWXDXSA-N
Deep SMILEScould not be computed
Murcko FrameworkO1CCC2C=CC3(OCC=C3)C2C1

Organism taxonomy


DomainKingdomPhylumFamilyGenusSpeciesLink to taxonomyLink to Wikidata
 Eukaryota  Archaeplastida  Streptophyta  Apocynaceae  Allamanda  Allamanda schottii Wikidata logo
Ref:
Wikidata logo

Chemical ontology


PathwaySuperclassClass
TerpenoidsMonoterpenoidsIridoids monoterpenoids

Molecular Properties

Total atom number61
Heavy atom number33
Bond count36
Number of carbons21
Minimal number of rings4
Maximal number of rings5

Molecular Descriptors

NP-likeness score 1.07
Alogp-2.03
Alogp24.11
Apol 65.2542
Bpol 42.1058
EccentricConnectivityIndexDescriptor 670
FmfDescriptor 0.6061
Fsp3 0.7143
FragmentComplexityDescriptor 3040.12
PetitjeanNumber 0.5
LipinskiRuleOf5Failures 1
WienerPathNumber2923
Xlogp -1.299
ZagrebIndex 182
TopoPSA 181.44