Cas no 19545-26-7 (Wortmannin)

Wortmannin is a potent and selective inhibitor of phosphoinositide 3-kinases (PI3Ks), exhibiting irreversible binding to the enzyme's catalytic subunit. It demonstrates high specificity for PI3K isoforms, particularly PI3Kα, PI3Kβ, and PI3Kγ, with IC50 values in the low nanomolar range. Wortmannin is widely utilized in biochemical and cellular research to investigate PI3K-mediated signaling pathways, including cell proliferation, survival, and vesicular trafficking. Its ability to cross cell membranes efficiently makes it a valuable tool for in vitro and ex vivo studies. However, its instability in aqueous solutions necessitates careful handling. Researchers favor Wortmannin for its well-characterized mechanism of action and reliability in modulating PI3K activity.
Wortmannin structure
Wortmannin structure
Product Name:Wortmannin
CAS No:19545-26-7
MF:C23H24O8
MW:428.431867599487
MDL:MFCD00133927
CID:154542
PubChem ID:253659701
Update Time:2025-10-18

Wortmannin Chemical and Physical Properties

Names and Identifiers

    • 3H-Furo[4,3,2-de]indeno[4,5-h]-2-benzopyran-3,6,9-trione,11-(acetyloxy)-1,6b,7,8,9a,10,11,11b-octahydro-1-(methoxymethyl)-9a,11b-dimethyl-,(1S,6bR,9aS,11R,11bR)-
    • WortMannin
    • 3H-Furo[4,3,2-de]indeno[4,5-h]-2-benzopyran-3,6,9-trione,11-(acetyloxy)-1,6b,7,8,9a,10,11,11b-...
    • Wortmannin (KY 12420 ,Antibiotic SL-2052)
    • Wortmannin solution
    • WR 1065
    • Antibiotic SL-2052
    • KY-12420
    • SL-2052
    • Wartmannin
    • WORTMANNINWORTMANN
    • (+)-Wortmannin
    • KY 1242
    • [1S-(1alpha,6balpha,9abeta,11alpha,11bbeta)]-11-(Acetyloxy)-1,6b,7,8,9a,10,11,11b-octahydro-1-(methoxymethyl)-9a,11b-dimethyl-3H-furo[4,3,2-de]indeno[4,5-h]-2-benzopyran-3,6,9-trione
    • KY 12420
    • Wortmammin
    • WORTMANNINTOXIN
    • Wortmannin,KY 12420
    • Wortmannin,98%
    • antibioticsl-2052
    • NSC221019
    • XVA4O219QW
    • MLS002703028
    • Wortmannin, 98%
    • Pi 3-Kinase Inhibitor
    • GTPL6060
    • EX-A1930
    • W0007
    • 3,2-DE]INDENO[4,5-H][2]BENZOPYRAN-11-YL ACETATE
    • CU-00000000011-1
    • AC-35862
    • NSC-627609
    • SCHEMBL4531
    • 3H-Furo[4,2-de]indeno[4,5,-h]-2-benzopyran-3,6,9-trione, 11-(Acetyloxy)-1,6b,7,8,9a,10,11,11b-octahydro-1-(methoxymethyl)-9a,11b-dimethyl-, (1S,6br,9aS,11R,11bR)
    • 3H-Furo[4,2-de]indeno[4,5-h]-2-benzopyran-3,6,9-trione, 11-(acetyloxy)-1,6b,7,8,9a,10,11,11b-octahydro-1-(methoxymethyl)-9a,11b-dimethyl-, (1S,6br,9aS,11R,11bR)
    • 3H-FURO(4,3,2-DE)INDENO(4,5-H)-2-BENZOPYRAN-3,6,9-TRIONE, 11-(ACETYLOXY)-1,6B,7,8,9A,10,11,11B-OCTAHYDRO-1-(METHOXYMETHYL)-9A,11B-DIMETHYL-, (1S,6BR,9AS,11R,11BR)-
    • WORTMANNIN [MI]
    • BS-16306
    • CHEBI:52289
    • CHEMBL428496
    • nchembio866-comp1
    • 3H-Furo[4,3,2-de]indeno[4,5-h]-2-benzopyran-3,6,9-trione,11-(acetyloxy)-1,6b,7,8,9a,10,11,11b-octahydro-1-(methoxymethyl)-9a,11b-dimethyl-, (1S,6bR,9aS,11R,11bR)-
    • [(1R,3R,5S,9R,18S)-18-(methoxymethyl)-1,5-dimethyl-6,11,16-trioxo-13,17-dioxapentacyclo[10.6.1.02,10.05,9.015,19]nonadeca-2(10),12(19),14-trien-3-yl] acetate
    • NCGC00163485-01
    • 19545-26-7
    • Wortmannin, from Penicillium funiculosum, >=98% (HPLC and TLC)
    • BDBM15234
    • (1R,3R,5S,9R,18S)-18-(methoxymethyl)-1,5-dimethyl-6,11,16-trioxo-13,17-dioxapentacyclo[10.6.1.0^{2,10}.0^{5,9}.0^{15,19}]nonadeca-2(10),12(19),14-trien-3-yl acetate
    • BSPBio_001232
    • BRD-K87343924-001-02-4
    • (1S,6bR,9aS,11R,11bR)-1-(methoxymethyl)-9a,11b-dimethyl-3,6,9-trioxo-1,6,6b,7,8,9,9a,10,11,11b-decahydro-3H-furo[4,3,2-de]indeno[4,5-h]isochromen-11-ylacetate
    • CS-5073
    • NSC627609
    • MFCD00133927
    • 3H-Furo[4,3,2-de]indeno[4,5-h]-2-benzopyran-3,6,9-trione, 11-(acetyloxy)-1,6b,7,8,9a,10,11,11b-octahydro-1-(methoxymethyl)-9a,11b-dimethyl-, (1S,6bR,9aS,11R,11bR)-
    • (1S,6BR,9AS,11R,11BR)-9A,11B-DIMETHYL-1-[(METHYLOXY)METHYL]-3,6,9-TRIOXO-1,6,6B,7,8,9,9A,10,11,11B-DECAHYDRO-3H-FURO[4,
    • CCG-208290
    • NSC 627609
    • NCGC00163485-02
    • SL-2052;KY-12420
    • 3H-furo[4,3,2-de]indeno[4,5-h]-2-benzopyran-3,6,9-trione, 11-(acetyloxy)-1,
    • Wortmannin, from Penicillium funiculosum
    • BRN 0067676
    • Wortmannin,Penicillium wortmannin
    • (1S,6bR,9aS,11R,11bR)-1-(methoxymethyl)-9a,11b-dimethyl-3,6,9-trioxo-1,6,6b,7,8,9,9a,10,11,11b-decahydro-3H-furo[4,3,2-de]indeno[4,5-h]isochromen-11-yl acetate
    • 2-Oxaandrosta-5,5,4-bc]furan-3,7,17-trione, 11-(acetyloxy)-1-(methoxymethyl)-, (1.alpha.,11.alpha.)-
    • HMS1990N13
    • NSC-221019
    • J-012661
    • HY-10197
    • QDLHCMPXEPAAMD-QAIWCSMKSA-N
    • C23H24O8
    • wortmanin
    • Wortmannin, Wm
    • ST-415
    • (1S,6bR,9aS,11R,11bR)-1-(methoxymethyl)-9a,11b-dimethyl-3,6,9-trioxo-3,6,6b,7,8,9,9a,10,11,11b-decahydro-1H-furo[4,3,2-de]indeno[4,5-h]isochromen-11-yl acetate
    • 3H-Furo[4,3,2-de]indeno[4,5-h]-2-benzopyran-3,6,9-trione, 11-(acetyloxy)-1,6b,7,8,9a,10,11,11b-
    • 6b,7,8,9a,10,11,11b-octahydro-1-(methoxymethyl)-9a,11b-dimethyl-, (1S,6bR,9aS,11R,11bR)-
    • DB08059
    • KY12420
    • (1alpha,11alpha)-11-(Acetyloxy)-1-(methoxymethyl)-2-oxaandrosta-5,8-dieno(6,5,4-bc)furan-3,7,17-trione
    • UNII-XVA4O219QW
    • octahydro-1-(methoxymethyl)-9a,11b-dimethyl-, [1S-(1alpha,6baalpha,9abeta,11alpha,11bbeta)]-
    • (1R,6bR,9aS,11R,11bR)-1-(methoxymethyl)-9a,11b-dimethyl-3,6,9-trioxo-1,6,6b,7,8,9,9a,10,11,11b- decahydro-3H-furo[4,3,2-de]indeno[4,5-h]isochromen-11-yl acetate
    • NCI60_001835
    • Wortmannin; SL-2052; KY-12420
    • ACon0_000951
    • s2758
    • SMR001566836
    • DTXSID8040642
    • HMS1792N13
    • 4-19-00-03134 (Beilstein Handbook Reference)
    • (1S,6bR,9aS,11R,11bR)-1-(methoxymethyl)-9a,11b-dimethyl-3,6,9-trioxo-3,6,6b,7,8,9,9a,10,11,11b-decahydro-1H-furo[4,3,2-de]indeno[4,5-h]isochromen-11-yl acetate.
    • (1S,6bR,9aS,11R,11bR)-9a,11b-dimethyl-1-[(methyloxy)methyl]-3,6,9-trioxo-1,6,6b,7,8,9,9a,10,11,11b-decahydro-3H-furo[4,3,2-de]indeno[4,5-h]isochromen-11-yl acetate
    • HMS3403N13
    • cid_312145
    • MEGxm0_000446
    • AKOS027327288
    • Wortmannin, Penicillium funiculosum
    • Wortmannin - CAS 19545-26-7
    • BRD-K87343924-001-12-3
    • Wortmannin?
    • Wortmannin
    • MDL: MFCD00133927
    • Inchi: 1S/C23H24O8/c1-10(24)30-13-7-22(2)12(5-6-14(22)25)16-18(13)23(3)15(9-28-4)31-21(27)11-8-29-20(17(11)23)19(16)26/h8,12-13,15H,5-7,9H2,1-4H3/t12-,13+,15+,22-,23-/m0/s1
    • InChI Key: QDLHCMPXEPAAMD-QAIWCSMKSA-N
    • SMILES: O(C(C)=O)[C@@H]1C[C@]2(C)C(CC[C@H]2C2C(C3=C4C(=CO3)C(=O)O[C@H](COC)[C@]4(C)C=21)=O)=O
    • BRN: 0067676

Computed Properties

  • Exact Mass: 428.14700
  • Monoisotopic Mass: 428.147
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 8
  • Heavy Atom Count: 31
  • Rotatable Bond Count: 4
  • Complexity: 921
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 5
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: 2
  • XLogP3: 1.2
  • Topological Polar Surface Area: 109

Experimental Properties

  • Color/Form: Off white powder
  • Density: 1.39±0.1 g/cm3 (20 oC 760 Torr),
  • Melting Point: 235.0 to 239.0 deg-C
  • Boiling Point: 615.6±55.0°C at 760 mmHg
  • Flash Point: 2℃
  • Refractive Index: 1.4480 (estimate)
  • Solubility: Almost insoluble (0.051 g/l) (25 o C),
  • PSA: 109.11000
  • LogP: 2.53640
  • λmax: 296(lit.)
  • Merck: 10053
  • Sensitiveness: Light Sensitive
  • Solubility: DMSO
  • Specific Rotation: +80.0~+105.0゜(20℃/D)(c=0.1,C2H5OH)

Wortmannin Security Information

  • Symbol: GHS06
  • Prompt:dangerous
  • Signal Word:Danger
  • Hazard Statement: H300,H310,H330
  • Warning Statement: P260,P264,P280,P284,P302+P350,P310
  • Hazardous Material transportation number:UN 3462
  • WGK Germany:3
  • Hazard Category Code: R11;R20/21/22;R36
  • Safety Instruction: 28-36/37-45
  • FLUKA BRAND F CODES:3-8-10
  • RTECS:CB9641000
  • Hazardous Material Identification: T+
  • Safety Term:S28-36/37-45
  • Risk Phrases:R26/27/28
  • HazardClass:6.1
  • PackingGroup:I
  • Storage Condition:Powder -20°C 3 years ? 4°C 2 years In solvent -80°C 6 months ? -20°C 1 month

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