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Rocaglamide

PubChem CID: 331783

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Compound Synonyms Rocaglamide, 84573-16-0, Roc-A, CHEBI:66309, (-)-ROCAGLAMIDE, NSC 326408, NSC-326408, MLS002701812, Rocaglamide A, CHEMBL438139, FRG4N852F7, DTXSID101004852, NSC326408, (1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-N,N-dimethyl-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxamide, 1H-Cyclopenta(b)benzofuran-2-carboxamide, 2,3,3a,8b-tetrahydro-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-N,N-dimethyl-3-phenyl-, (1R,2R,3S,3aR,8bS)-, (-)-(1alpha,2alpha,3beta,3abeta,8bbeta)-2,3,3a,8b-tetrahydro-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-N,N-dimethyl-3-phenyl-1H-cyclopenta(b)benzofuran-2-carboxamide, (1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-N,N-dimethyl-3-phenyl-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-2-carboxamide, (1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-N,N-dimethyl-3-phenyl-2,3,3a,8b-tetrahydro-1H-cyclopenta[b]benzofuran-2-carboxamide, (1R,2R,3S,3aR,8bS)-6,8-dimethoxy-3a-(4-methoxyphenyl)-N,N-dimethyl-1,8b-bis(oxidanyl)-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxamide, C29H31NO7, (1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-N,N-dimethyl-3-phenyl-2,3,3a,8b-tetrahydro-1H-benzo(b)cyclopenta(d)furan-2-carboxamide, (1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-N,N-dimethyl-3-phenyl-2,3-dihydro-1H-cyclopenta(b)(1)benzofuran-2-carboxamide, 1H-Cyclopenta[b]benzofuran-2-carboxamide, 2,3,3a,8b-tetrahydro-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-N,N-dimethyl-3-phenyl-, (1R,2R,3S,3aR,8bS)-, 2,3,3a,8b-Tetrahydro-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-N,N-dimethyl-3-phenyl-1H-cyclopenta(b)benzofuran-2-carboxamide (1alpha,2alpha,3beta,3abeta,8bbeta)-(-)-, Rocaglamide, Rocaglamide A, SCHEMBL752144, DTXCID901431744, EX-A3220, BDBM50196926, s7428, AT25539, CS-5246, DB15495, AC-36727, AS-79589, DA-67269, HY-19356, NCI60_002832, SMR001565405, B603847K064, Q3437403, BRD-K97248244-001-01-8, BRD-K97248244-001-02-6, (1R,2R,3S,3aR,8bS)-2,3,3a,8b-Tetrahydro-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-N,N-dimethyl-3-phenyl-1H-cyclopenta[b]benzofuran-2-carboxamide, (2S,3R,4R,5S,6R)-2,3-dihydroxy-10,12-dimethoxy-6-(4-methoxyphenyl)-N,N-dimethyl-5-phenyl-7-oxatricyclo[6.4.0.0(2),?]dodeca-1(8),9,11-triene-4-carboxamide, 117894-34-5, 1H-Cyclopenta[b]benzofuran-2-carboxamide,3,3a,8b-tetrahydro-1,8b-dihydroxy-6,8-dimethoxy- 3a-(4-methoxyphenyl)-N,N-dimethyl-3-phenyl-, [1R-(1.alpha.,2.alpha.,3.beta.,3a.beta.,8b.beta.)]-, 1H-Cyclopenta[b]benzofuran-2-carboxamide,3,3a,8b-tetrahydro-1,8b-dihydroxy-6,8-dimethoxy- 3a-(4-methoxyphenyl)-N,N-dimethyl-3-phenyl-,(1R,2R,3S,3aR,8bS)-, RCG
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 97.7
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC(C2CCC3C4CCCCC4CC23C2CCCCC2)CC1
Deep Smiles COcccccc6))[C@@]Occ[C@]5O)[C@@H][C@@H][C@H]8cccccc6)))))))C=O)NC)C))))O)))cOC))ccc6)OC
Heavy Atom Count 37.0
Classyfire Class Benzofurans
Scaffold Graph Node Level C1CCC(C2CCC3C4CCCCC4OC23C2CCCCC2)CC1
Classyfire Subclass Flavaglines
Isotope Atom Count 0.0
Molecular Complexity 810.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 5.0
Uniprot Id n.a., Q04206, P19838, Q16236, O75496, Q99700, P01215, Q9NUW8, O75874, Q13148, P37840, P60842
Iupac Name (1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-N,N-dimethyl-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxamide
Prediction Hob 0.0
Veber Rule True
Classyfire Superclass Organoheterocyclic compounds
Target Id NPT721, NPT163, NPT3820
Xlogp 2.8
Gsk 4 400 Rule False
Molecular Formula C29H31NO7
Scaffold Graph Node Bond Level c1ccc(C2CCC3c4ccccc4OC23c2ccccc2)cc1
Prediction Swissadme 0.0
Inchi Key DAPAQENNNINUPW-IDAMAFBJSA-N
Silicos It Class Poorly soluble
Fcsp3 0.3448275862068966
Logs -4.695
Rotatable Bond Count 6.0
Logd 3.208
Synonyms rocaglamide
Esol Class Moderately soluble
Functional Groups CN(C)C(C)=O, CO, cOC
Compound Name Rocaglamide
Prediction Hob Swissadme 0.0
Exact Mass 505.21
Formal Charge 0.0
Monoisotopic Mass 505.21
Hydrogen Bond Acceptor Count 7.0
Molecular Weight 505.6
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -4.6554154000000025
Inchi InChI=1S/C29H31NO7/c1-30(2)27(32)23-24(17-9-7-6-8-10-17)29(18-11-13-19(34-3)14-12-18)28(33,26(23)31)25-21(36-5)15-20(35-4)16-22(25)37-29/h6-16,23-24,26,31,33H,1-5H3/t23-,24-,26-,28+,29+/m1/s1
Smiles CN(C)C(=O)[C@@H]1[C@H]([C@]2([C@@]([C@@H]1O)(C3=C(O2)C=C(C=C3OC)OC)O)C4=CC=C(C=C4)OC)C5=CC=CC=C5
Nring 5.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Stilbenoids

  • 1. Outgoing r'ship FOUND_IN to/from Aglaia Elliptifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Aglaia Odorata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Dioscorea Dumetorum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Streptocaulon Juventas (Plant) Rel Props:Source_db:cmaup_ingredients