chempirical

Geniposidic acid

C16H22O10CAS 27741-01-1374.34 g/mol

Open in Covalent MOL file
OHOOOOOHOHOHOHOH
AcetalAlcoholAlkeneCarboxylic acidEther

Properties

Molecular formula
C16H22O10
Molar mass
374.34 g/mol
Exact mass
374.1213 Da
Melting point
138–140 °C
logP
-2.32Crippen estimate
Polar surface area
166.1 Ų
H-bond donors / acceptors
6 / 9
Rotatable bonds
5
Stereocentres
S, S, R, S, S, R, S, Sin SMILES atom order

Hazards

Warning
Irritant (GHS07)

Aggregated from 2 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P264, P270, P301+P317, P330, P501

Identifiers

CAS number
27741-01-1
SMILES
O=C(O)C1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H]2C(CO)=CC[C@H]12
InChIKey
ZJDOESGVOWAULF-OGJQONSISA-N
InChI
InChI=1S/C16H22O10/c17-3-6-1-2-7-8(14(22)23)5-24-15(10(6)7)26-16-13(21)12(20)11(19)9(4-18)25-16/h1,5,7,9-13,15-21H,2-4H2,(H,22,23)/t7-,9-,10-,11-,12+,13-,15+,16+/m1/s1

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

4 names
  • Cyclopenta[c]pyran-4-carboxylic acid, 1-(β-D-glucopyranosyloxy)-1,4a,5,7a-tetrahydro-7-(hydroxymethyl)-, (1S,4aS,7aS)-
  • Cyclopenta[c]pyran-4-carboxylic acid, 1α-(β-D-glucopyranosyloxy)-1,4aα,5,7aα-tetrahydro-7-(hydroxymethyl)-
  • Cyclopenta[c]pyran-4-carboxylic acid, 1-(β-D-glucopyranosyloxy)-1,4a,5,7a-tetrahydro-7-(hydroxymethyl)-, [1S-(1α,4aα,7aα)]-
  • (1S,4aS,7aS)-1-(β-D-Glucopyranosyloxy)-1,4a,5,7a-tetrahydro-7-(hydroxymethyl)cyclopenta[c]pyran-4-carboxylic acid

Work with Geniposidic acid

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Similar compounds

Geniposide24512-63-874 % similar Genipin gentiobioside29307-60-667 % similar 8-Epideoxyloganic acid88668-99-962 % similar Loganic acid22255-40-960 % similar Feretoside27530-67-254 % similar Deacetyl asperulosidic acid methyl ester52613-28-254 % similar Monotropein5945-50-654 % similar Aucubin479-98-147 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue. All similar compounds

Same formula

Swertiamarin17388-39-5

Elsewhere

PubChem CAS Common Chemistry NIST WebBook Wikipedia