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Brefeldin A

PubChem CID: 5287620

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Compound Synonyms brefeldin A, Ascotoxin, Decumbin, Cyanein, 20350-15-6, Synergisidin, Nectrolide, Cyanaein, (+)-Brefeldin A, Brefeldin A prodrug, Brefeldin-A, Bredfeldin A, NSC-89671, CCRIS 9386, XG0D35F9K6, CHEBI:48080, NSC 56310, NSC 89671, NSC-56310, BREFELDIN A [MI], NSC-107456, NSC-244390, MLS001074108, NSC 107456, NSC 244390, (1R,2E,6S,10E,11aS,13S,14aR)-1,13-dihydroxy-6-methyl-1,6,7,8,9,11a,12,13,14,14a-decahydro-4H-cyclopenta[f]oxacyclotridecin-4-one, SMR000653527, NSC89671, Pfizer B 174987, (1R,2R,3E,7S,11E,13S,15S)-2,15-dihydroxy-7-methyl-6-oxabicyclo[11.3.0]hexadeca-3,11-dien-5-one, (1S,2E,7S,10E,12R,13R,15S)-12,15-dihydroxy-7-methyl-8-oxabicyclo[11.3.0]hexadeca-2,10-dien-9-one, 4H-Cyclopent(f)oxacyclotridecin-4-one,1,6,7,8,9,11a-beta,12,13,14,14a-alpha-decahydro-1-beta-13-alpha-dihydroxy-6-beta-methyl-, 60132-23-2, Antibiotic from Penicillium cyaneum, 4H-Cyclopent(f)oxacyclotridecin-4-one, 1,6,7,8,9,11a-beta,12,13,14,14a-alpha-decahydro-1-beta-13-alpha-dihydroxy-6-beta-methyl-, 4H-Cyclopent[f]oxacyclotridecin-4-one, 1,6,7,8,9,11a,12,13,14,14a-decahydro-1,13-dihydroxy-6-methyl-, (1R,2E,6S,10E,11aS,13S,14aR)-, SR-01000000180, MLS002701937, MLS002702862, DTXSID00880041, UNII-XG0D35F9K6, NSC107456, NSC244390, gamma,4-Dihydroxy-2-(6-hydroxy-1-heptenyl)-4-cyclopentanecrotonic acid lambda-lactone, (1R,2E,6S,10E,11aS,13S,14aR)-1,13-dihydroxy-6-methyl-1,6,7,8,9,11a,12,13,14,14a-decahydro-4H-cyclopenta(f)oxacyclotridecin-4-one, (1R,2R,3E,7S,11E,13S,15S)-2,15-dihydroxy-7-methyl-6-oxabicyclo(11.3.0)hexadeca-3,11-dien-5-one, (1S,2E,7S,10E,12R,13R,15S)-12,15-dihydroxy-7-methyl-8-oxabicyclo(11.3.0)hexadeca-2,10-dien-9-one, 1,6,7,8,9,11a,12,13,14,14a-Decahydro-1,13-dihydroxy-6-methyl-4H-cyclopent[f]oxacyclotridecin-4-one, 4H-CYCLOPENT(F)OXACYCLOTRIDECIN-4-ONE, 1,6,7,8,9,11A,12,13,14,14A-DECAHYDRO-1,13-DIHYDROXY-6-METHYL-, (1R,2E,6S,10E,11AS,13S,14AR)-, B 174987, Probes1_000313, SCHEMBL29267, MLS002153500, CHEMBL19980, PFIZER B174987, BDBM97307, cid_5287620, KQNZDYYTLMIZCT-KQPMLPITSA-N, DTXCID001022598, HMS2233O20, 1,6,7,8,9,11a,12,13,14,14a-Decahydro-1,13-dihydroxy-6-methyl-4H-cyclopent(f)oxacyclotridecin-4-one, 4H-Cyclopent(f)oxacyclotridecin-4-one, 1,6,7,8,9,11a,12,13,14,14a-decahydro-1,13-dihydroxy-6-methyl-, BFA, EX-A5726, s7046, AKOS030526113, AB15917, CCG-208161, CS-3783, DB07348, NCGC00022909-02, HY-16592, SMR000768725, TOXIC SOLID, N.O.S. (BREFELDIN A), SW220015-1, C73840, Q168790, SR-01000000180-5, SR-01000000180-7, BRD-K77841042-001-11-7, BRD-K77841042-001-14-1, Brefeldin A, from Penicillium brefeldianum, >=99% (HPLC and TLC), Brefeldin A, >=99% (HPLC and TLC), BioXtra, for molecular biology, (1S,2E,7S,10E,12R,13R,15S)-7-methyl-12,15-bis(oxidanyl)-8-oxabicyclo[11.3.0]hexadeca-2,10-dien-9-one, 11006-23-8, 4H-Cyclopent[f]oxacyclotridecin-4-one,6,7,8,9,11a,12,13, 14,14a-decahydro-1,13-dihydroxy-6-methyl-, [1R-(1R*,2E,6S*, 10E,11aS*,13S*,14aR*)]-, 4H-Cyclopent[f]oxacyclotridecin-4-one,6,7,8,9,11a.beta.,12,13,14,14a.alpha.-decahydro- 1.beta.,13.alpha.-dihydroxy-6.beta.-methyl-, 606-528-3, 951-399-1, Pfizer B 174987 4H-Cyclopent[f]oxacyclotridecin-4-one,6,7,8,9,11a,12,13,14,14a-decahydro-1,13-dihydroxy-6-methyl-, (1R,2E,6S,10E,11aS,13S,14aR)-
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 66.8
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CCCCCCCC2CCCC2CCC1
Np Classifier Class Macrolide lactones
Deep Smiles O[C@@H]C[C@@H][C@@H]C5)/C=C/CCC[C@@H]OC=O)/C=C/[C@H]%13O))))))C
Heavy Atom Count 20.0
Classyfire Class Macrolides and analogues
Scaffold Graph Node Level OC1CCCC2CCCC2CCCCCCO1
Isotope Atom Count 0.0
Molecular Complexity 388.0
Database Name imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 5.0
Uniprot Id n.a., P51151, P10828, Q962Y6, O15118, Q16236, Q96QE3, Q96KQ7, P83916, O89049, P84022, O75496, Q99700, O42275, P81908, Q9NUW8, P51843, O75874, Q06710, O94782, P04156, P28482, P27361, P31749, P0DTD1
Iupac Name (1R,2R,3E,7S,11E,13S,15S)-2,15-dihydroxy-7-methyl-6-oxabicyclo[11.3.0]hexadeca-3,11-dien-5-one
Veber Rule True
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp 2.0
Gsk 4 400 Rule True
Molecular Formula C16H24O4
Scaffold Graph Node Bond Level O=C1C=CCC2CCCC2C=CCCCCO1
Inchi Key KQNZDYYTLMIZCT-KQPMLPITSA-N
Silicos It Class Soluble
Rotatable Bond Count 0.0
Synonyms brefeldin a
Esol Class Soluble
Functional Groups C/C=C/C, C/C=C/C(=O)OC, CO
Compound Name Brefeldin A
Exact Mass 280.167
Formal Charge 0.0
Monoisotopic Mass 280.167
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 280.36
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 2.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C16H24O4/c1-11-5-3-2-4-6-12-9-13(17)10-14(12)15(18)7-8-16(19)20-11/h4,6-8,11-15,17-18H,2-3,5,9-10H2,1H3/b6-4+,8-7+/t11-,12+,13-,14+,15+/m0/s1
Smiles C[C@H]1CCC/C=C/[C@@H]2C[C@@H](C[C@H]2[C@@H](/C=C/C(=O)O1)O)O
Np Classifier Biosynthetic Pathway Polyketides
Defined Bond Stereocenter Count 2.0
Egan Rule True
Np Classifier Superclass Macrolides

  • 1. Outgoing r'ship FOUND_IN to/from Angelica Sinensis (Plant) Rel Props:Reference:ISBN:9780896038776
  • 2. Outgoing r'ship FOUND_IN to/from Eurycoma Sp (Plant) Rel Props:Reference:
  • 3. Outgoing r'ship FOUND_IN to/from Glycyrrhiza Sp (Plant) Rel Props:Reference:
  • 4. Outgoing r'ship FOUND_IN to/from Pterocaulon Sp (Plant) Rel Props:Reference:
  • 5. Outgoing r'ship FOUND_IN to/from Rheum Sp (Plant) Rel Props:Reference: