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Cucurbitacin D

PubChem CID: 5281318

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Compound Synonyms Cucurbitacin D, 3877-86-9, Elatericin A, Elatericine A, Cucurbitacine (D), NSC 308606, NSC 521776, 5I62H4ORC7, CHEBI:3943, CUCURBITACINE D, NSC-308606, NSC-521776, 19-Norlanosta-5,23-diene-3,11,22-trione,2,16,20,25-tetrahydroxy-9-methyl-, (2b,9b,10a,16a,23E)-, DTXSID401032034, NSC308606, (2S,8S,9R,10R,13R,14S,16R,17R)-17-[(E,2R)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-2,16-dihydroxy-4,4,9,13,14-pentamethyl-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-3,11-dione, 19-Nor-9-beta,10-alpha-lanosta-5,23-diene-3,11,22-trione, 9-methyl-2-beta,16-alpha,20,25-tetrahydroxy-, 19-Norlanosta-5,23-diene-3,11,22-trione, 2,16,20,25-tetrahydroxy-9-methyl-, (2.beta.,9.beta.,10.alpha.,16.alpha.,23E)-, 19-Norlanosta-5,23-diene-3,11,22-trione, 2,16,20,25-tetrahydroxy-9-methyl-, (2beta,9beta,10alpha,16alpha,23E)-, 23,24-dihydro-cucurbitacin D, CucurbitacinD, (23E)-2beta,16alpha,20,25-tetrahydroxy-10alpha-cucurbita-5,23-diene-3,11,22-trione, (2S,4R,23E)-2,16,20,25-tetrahydroxy-9beta,10,14-trimethyl-4,9-cyclo-9,10-seco-16alpha-cholesta-5,23-diene-1,11,22-trione, UNII-5I62H4ORC7, (2S,8S,9R,10R,13R,14S,16R,17R)-17-((E,2R)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl)-2,16-dihydroxy-4,4,9,13,14-pentamethyl-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta(a)phenanthrene-3,11-dione, 19-nor-9.beta.,23-diene-3,11,22-trione, 9-methyl-2.beta.,16.alpha.,20,25-tetrahydroxy-, 19-Norlanosta-5,11,22-trione, 2,16,20,25-tetrahydroxy-9-methyl-, (2.beta.,9.beta.,10.alpha.,16.alpha.,23E)-, SCHEMBL230654, Cucurbitacin D (Elatericin A), CHEMBL493646, DTXCID501517035, HY-N1986, LMST01010106, NSC521776, AKOS015896755, FC73908, NCGC00385253-01, AS-79683, DA-62532, CS-0018307, NS00094066, C08796, Q15410915, (23E)-2beta,16alpha,20,25- tetrahydroxy-9beta-methyl-19-nor-10alpha-lanosta-5,23-diene-3,11,22-trione, (23E)-2beta,16alpha,20,25-tetrahydroxy-9beta-methyl-19-nor-10alpha-lanosta-5,23-diene-3,11,22-trione, (2ss,9ss,10a,16a,23E)-2,16,20,25-Tetrahydroxy-9-methyl-19-norlanosta-5,23-diene-3,11,22-trione, Cucurbitacine D, Elatericin A, 19-Norlanosta-5,23-diene-3,11,22-trione, 2,16,20,25-tetrahydroxy-9-methyl-, (2beta,9beta,10alpha,16alpha,23E)-(9CI), NCGC00385253-01_C30H44O7_(2S,4R,9beta,16alpha,23E)-2,16,20,25-Tetrahydroxy-9,10,14-trimethyl-4,9-cyclo-9,10-secocholesta-5,23-diene-1,11,22-trione
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 132.0
Hydrogen Bond Donor Count 4.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CCC2C(CCC3C4CCCC4CC(C)C23)C1
Np Classifier Class Cucurbitane triterpenoids, Lanostane, Tirucallane and Euphane triterpenoids
Deep Smiles O[C@H]C[C@@H]C=CC[C@@H][C@@]6C)C=O)C[C@][C@@]6C)C[C@H][C@@H]5[C@]C=O)/C=C/CO)C)C)))))O)C)))O))))C))))))))CC6=O))C)C
Heavy Atom Count 37.0
Classyfire Class Steroids and steroid derivatives
Scaffold Graph Node Level OC1CCC2C(CCC3C4CCCC4CC(O)C23)C1
Classyfire Subclass Cucurbitacins
Isotope Atom Count 0.0
Molecular Complexity 1100.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 9.0
Uniprot Id P20701, n.a.
Iupac Name (2S,8S,9R,10R,13R,14S,16R,17R)-17-[(E,2R)-2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl]-2,16-dihydroxy-4,4,9,13,14-pentamethyl-2,7,8,10,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthrene-3,11-dione
Prediction Hob 0.0
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Target Id NPT2536
Xlogp 2.1
Gsk 4 400 Rule False
Molecular Formula C30H44O7
Scaffold Graph Node Bond Level O=C1CCC2C(=CCC3C4CCCC4CC(=O)C23)C1
Prediction Swissadme 0.0
Inchi Key SRPHMISUTWFFKJ-QJNWWGCFSA-N
Silicos It Class Soluble
Fcsp3 0.7666666666666667
Logs -4.255
Rotatable Bond Count 4.0
Logd 1.438
Synonyms cucurbitacin d, cucurbitacin-d, curcubitacin d, elatericin a
Esol Class Moderately soluble
Functional Groups C/C=C/C(C)=O, CC(C)=O, CC=C(C)C, CO
Compound Name Cucurbitacin D
Prediction Hob Swissadme 0.0
Exact Mass 516.309
Formal Charge 0.0
Monoisotopic Mass 516.309
Hydrogen Bond Acceptor Count 7.0
Molecular Weight 516.7
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 1.0
Lipinski Rule Of 5 True
Esol -4.077185000000002
Inchi InChI=1S/C30H44O7/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/h9,11-12,17-20,23,31-32,36-37H,10,13-15H2,1-8H3/b12-11+/t17-,18+,19-,20+,23+,27+,28-,29+,30+/m1/s1
Smiles C[C@@]12C[C@H]([C@@H]([C@]1(CC(=O)[C@@]3([C@H]2CC=C4[C@H]3C[C@@H](C(=O)C4(C)C)O)C)C)[C@](C)(C(=O)/C=C/C(C)(C)O)O)O
Nring 4.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 1.0
Egan Rule False
Np Classifier Superclass Triterpenoids

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