tacrolimus

Details

Instance of

type of chemical entity

Subclass of

alkaloid, macrolides

Part of

FK506 binding

canonical SMILES

CC1CC(C2C(CC(C(O2)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C(CC(=O)C(C=C(C1)C)CC=C)O)C)C(=CC4CCC(C(C4)OC)O)C)O)C)OC)OC

chemical formula

C₄₄H₆₉NO₁₂

defined daily dose

5, 5

found in taxon

Streptomyces hygroscopicus, Streptomyces tacrolimicus, Streptomyces clavuligerus, Penicillium

has use

medication, chemical probe

isomeric SMILES

C[C@@H]1C[C@@H]([C@@H]2[C@H](C[C@H]([C@@](O2)(C(=O)C(=O)N3CCCC[C@H]3C(=O)O[C@@H]([C@@H]([C@H](CC(=O)[C@@H](/C=C(/C1)\C)CC=C)O)C)/C(=C/[C@@H]4CC[C@H]([C@@H](C4)OC)O)/C)O)C)OC)OC

legal status (medicine)

boxed warning

manufacturer

Pfizer

mass

803.482

medical condition treated

atopic dermatitis, graft-versus-host disease, lupus nephritis, interstitial lung disease, conjunctivitis, acute graft versus host disease, lichen planus, autoimmune hepatitis, ulcerative colitis, nephrotic syndrome, polymyositis, myasthenia gravis

molecular function

FK506 binding

physically interacts with

FKBP prolyl isomerase 1A

pregnancy category

Australian pregnancy category C, US pregnancy category C

route of administration

oral administration, intravenous infusion and defusion

significant drug interaction

valganciclovir, ganciclovir, cyclosporine, nabumetone, naproxen, celecoxib, Diclofenac, piroxicam, meloxicam, (RS)-fenoprofen, (±)-flurbiprofen, ibuprofen

stereoisomer of

Q108730784, LSM-3557, Q63398962, LSM-5735

subject has role

enzyme inhibitor, immunosuppressive drug

World Health Organisation international non-proprietary name

tacrolimus, tacrolimusum, tacrolimus, tacrólimus, такролимус, تاكروليموس, 他克莫司

Authority files