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17-[(E)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-2,16-dihydroxy-4,4,9,13,14-pentamethyl-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthrene-3,11-dione

PubChem CID: 5353548

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Compound Synonyms MLS002702902, SCHEMBL8738868, CHEMBL1717364, SMR001566719
Topological Polar Surface Area 132.0
Hydrogen Bond Donor Count 4.0
Inchi Key NISPVUDLMHQFRQ-VAWYXSNFSA-N
Rotatable Bond Count 4.0
Synonyms Cucurbitacin, Cucurbitacin I, Elatericin B
Heavy Atom Count 37.0
Compound Name 17-[(E)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-2,16-dihydroxy-4,4,9,13,14-pentamethyl-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthrene-3,11-dione
Description Cucurbitacin i is a member of the class of compounds known as cucurbitacins. Cucurbitacins are polycyclic compounds containing the tetracyclic cucurbitane nucleus skeleton, 19-(10->9b)-abeo-10alanost-5-ene (also known as 9b-methyl-19-nor lanosta-5-ene), with a variety of oxygenation functionalities at different positions. Cucurbitacin i is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Cucurbitacin i can be found in cucumber, which makes cucurbitacin i a potential biomarker for the consumption of this food product.
Exact Mass 514.293
Formal Charge 0.0
Monoisotopic Mass 514.293
Isotope Atom Count 0.0
Molecular Complexity 1160.0
Hydrogen Bond Acceptor Count 7.0
Molecular Weight 514.6
Database Name fooddb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 0.0
Iupac Name 17-[(E)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-2,16-dihydroxy-4,4,9,13,14-pentamethyl-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthrene-3,11-dione
Total Atom Stereocenter Count 8.0
Total Bond Stereocenter Count 1.0
Inchi InChI=1S/C30H42O7/c1-25(2,36)12-11-21(33)30(8,37)23-19(32)14-27(5)20-10-9-16-17(13-18(31)24(35)26(16,3)4)29(20,7)22(34)15-28(23,27)6/h9,11-13,17,19-20,23,31-32,36-37H,10,14-15H2,1-8H3/b12-11+
Smiles CC1(C2=CCC3C4(CC(C(C4(CC(=O)C3(C2C=C(C1=O)O)C)C)C(C)(C(=O)/C=C/C(C)(C)O)O)O)C)C
Xlogp 2.7
Defined Bond Stereocenter Count 1.0
Molecular Formula C30H42O7

  • 1. Outgoing r'ship FOUND_IN to/from Cucumis Sativus (Plant) Rel Props:Source_db:fooddb_chem_all