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Isocucurbitacin B

PubChem CID: 5352014

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Compound Synonyms Isocucurbitacin B, 17278-28-3, epi-Isocucurbitacin B, 2-EPICUCURBITICIN B, [(E,6R)-6-[(3S,8S,9R,10R,13R,14S,16R,17R)-3,16-dihydroxy-4,4,9,13,14-pentamethyl-2,11-dioxo-3,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl] acetate, NSC106400, CUCURBITCIN B, 2-EPI-, NSC 106400, ((E,6R)-6-((3S,8S,9R,10R,13R,14S,16R,17R)-3,16-dihydroxy-4,4,9,13,14-pentamethyl-2,11-dioxo-3,7,8,10,12,15,16,17-octahydro-1H-cyclopenta(a)phenanthren-17-yl)-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl) acetate, CUCURBITCIN B,2-EPI-, SCHEMBL10307348, DTXSID101316518, 19-Norlanosta-5,23-diene-2,11,22-trione, 25-(acetyloxy)-3,16,20-trihydroxy-9-methyl-, (3alpha,9beta,10alpha,16alpha,23E)-, HY-N4189, AKOS040760471, NSC-106400, DA-74551, CS-0032382
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 138.0
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCC2CCC3C4CCCC4CC(C)C3C2C1
Np Classifier Class Cucurbitane triterpenoids
Deep Smiles CC=O)OC/C=C/C=O)[C@@][C@H][C@H]O)C[C@@][C@]5C)CC=O)[C@@][C@H]6CC=C[C@H]6CC=O)[C@H]C6C)C))O)))))))))C)))))C)))))O)C)))))C)C
Heavy Atom Count 40.0
Classyfire Class Steroids and steroid derivatives
Scaffold Graph Node Level OC1CCC2CCC3C4CCCC4CC(O)C3C2C1
Classyfire Subclass Cucurbitacins
Isotope Atom Count 0.0
Molecular Complexity 1210.0
Database Name imppat_phytochem;pubchem
Defined Atom Stereocenter Count 9.0
Iupac Name [(E,6R)-6-[(3S,8S,9R,10R,13R,14S,16R,17R)-3,16-dihydroxy-4,4,9,13,14-pentamethyl-2,11-dioxo-3,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl] acetate
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 2.5
Gsk 4 400 Rule False
Molecular Formula C32H46O8
Scaffold Graph Node Bond Level O=C1CCC2=CCC3C4CCCC4CC(=O)C3C2C1
Inchi Key WTBZNVRBNJWSPF-DZEACCAPSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 6.0
Synonyms isocucurbitacin b
Esol Class Moderately soluble
Functional Groups C/C=C/C(C)=O, CC(C)=O, CC=C(C)C, CO, COC(C)=O
Compound Name Isocucurbitacin B
Exact Mass 558.319
Formal Charge 0.0
Monoisotopic Mass 558.319
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 558.7
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C32H46O8/c1-17(33)40-27(2,3)13-12-23(36)32(9,39)25-21(35)15-29(6)22-11-10-18-19(14-20(34)26(38)28(18,4)5)31(22,8)24(37)16-30(25,29)7/h10,12-13,19,21-22,25-26,35,38-39H,11,14-16H2,1-9H3/b13-12+/t19-,21-,22+,25+,26-,29+,30-,31+,32+/m1/s1
Smiles CC(=O)OC(C)(C)/C=C/C(=O)[C@@](C)([C@H]1[C@@H](C[C@@]2([C@@]1(CC(=O)[C@@]3([C@H]2CC=C4[C@H]3CC(=O)[C@H](C4(C)C)O)C)C)C)O)O
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 1.0
Egan Rule False
Np Classifier Superclass Triterpenoids

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