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  1. General Info
  2. Effects Info
  3. Reference
Drug Details
01. General Information
Name Daunorubicin
PubChem CID 30323
Molecular Weight 527.5g/mol
Synonyms

daunorubicin, Daunomycin, 20830-81-3, Acetyladriamycin, Leukaemomycin C, Rubidomycin, Cerubidine, (+)-Daunomycin, DaunoXome, Daunorubicinum, Daunorubicine, Cerubidin, RP 13057, Rubomycin C, FI 6339, Daunorubicin (INN), NSC-82151, Daunarubicinum, Daunorrubicina, DaunoXome (TN), Daunamycin, FI-6339, FI6339, ZS7284E0ZP, (7S,9S)-9-acetyl-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione, (8S-cis)-8-Acetyl-10-((3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyrannosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-5,12-napthacenedione, DTXSID7022883, CHEBI:41977, RP-13057, 5,12-Naphthacenedione,8-acetyl-10-[(3-amino-2,3,6-trideoxy-a-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S,10S)-, NCGC00024246-05, Anthracycline, Anthracyline, NDC-0082-4155, DAUNORUBICIN [INN], Daunorubicinum [INN-Latin], DTXCID402883, MLS000069508, Daunorubicin [INN:BAN], NSC-83142, RCRA waste no. U059, (1S,3S)-3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranoside, (8S,10S)-8-acetyl-10-(((2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-6,8,11-trihydroxy-1-methoxy-7,8,9,10-tetrahydrotetracene-5,12-dione, (8S,10S)-8-acetyl-10-{[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-6,8,11-trihydroxy-1-methoxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione, CAS-20830-81-3, NSC82151, SMR000058559, CCRIS 914, SR-01000000033, SR-05000001600, HSDB 5095, NCI-C04693, EINECS 244-069-7, NSC 83142, VS-103, BRN 1445583, Tocris-1467, Daunorubicin(Daunomycin), AI3-52942, Prestwick3_000487, DAUNOMYCIN [IARC], DAUNORUBICIN [MI], CHEMBL178, DAUNORUBICIN [HSDB], SCHEMBL3041, DAUNORUBICIN [VANDF], EPIRUBICIN IMPURITY D, UNII-ZS7284E0ZP, BSPBio_000353, DAUNORUBICIN [MART.], 5,12-Naphthacenedione, 8-acetyl-10-((3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S-cis)-, cid_62770, DAUNORUBICIN [WHO-DD], BPBio1_000389, GTPL7063, BDBM32017, EX-A1337A, Valrubicin impurity, daunorubicin, Daunomycin;RP 13057;Rubidomycin, DAUNORUBICIN [ORANGE BOOK], HMS2089H04, HMS2091K06, Pharmakon1600-01500223, VYXEOS COMPONENT DAUNORUBICIN, Tox21_110896, BDBM50368352, GR-318, HY-13062A, LMPK13050002, MFCD00866340, NSC756717, Tox21_110896_1, CCG-212559, CS-2004, DB00694, NSC-756717, NCGC00024246-06, NCGC00024246-07, NCGC00024246-09, NCGC00024246-10, NCGC00024246-12, NCGC00024246-15, NCGC00024246-18, NCGC00025173-01, (1S,3S)-3-acetyl-3,5,12-trihydroxy-10-(methyloxy)-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranoside, (1S,3S)-3-acetyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-a-L-lyxo-hexopyranoside, (7S,9R)-9-Acetyl-7-[(2S,4S,5S,6S)-4-amino-5-hydroxy-6-methyl-oxan-2-yl]oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione, (7S,9S)-9-acetyl-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione, 5,12-Naphthacenedione, 8-acetyl-10-((3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranosyl)oxy)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S,10S)-, SBI-0206677.P002, AB00514669, C01907, D07776, Epirubicin hydrochloride impurity, daunorubicin-, AB00514669-09, AB01644616_09, AB01644616_10, EN300-7479232, A814957, Q411659, SR-01000000033-4, SR-05000001600-1, SR-05000001600-2, BRD-K43389675-001-01-3, BRD-K43389675-003-02-7, BRD-K43389675-003-03-5, BRD-K43389675-003-20-9, EPIRUBICIN HYDROCHLORIDE IMPURITY D [EP IMPURITY], VALRUBICIN IMPURITY, DAUNORUBICIN [USP IMPURITY], DOXORUBICIN HYDROCHLORIDE IMPURITY A [EP IMPURITY], EPIRUBICIN HYDROCHLORIDE IMPURITY, DAUNORUBICIN- [USP IMPURITY], (1S,3S)-3-ACETYL-1,2,3,4,6,11-HEXAHYDRO-3,5,12-TRIHYDROXY-10-METHOXY-6,11-DIOXO-1-NAPHTHACENYL 3-AMINO-2,3,6-TRIDEOXY-.ALPHA.-L-LYXO-HEXOPYRANOSIDE, (7S,9S)-7-[(2R,4S,5S,6S)-4-azanyl-6-methyl-5-oxidanyl-oxan-2-yl]oxy-9-ethanoyl-4-methoxy-6,9,11-tris(oxidanyl)-8,10-dihydro-7H-tetracene-5,12-dione;hydrochloride, (7S,9S)-9-acetyl-7-(4-amino-5-hydroxy-6-methyl-tetrahydropyran-2-yl)oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione chloride, (7S,9S)-9-acetyl-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-quinone;hydrochloride, (7S,9S)-9-acetyl-7-[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione;hydrochloride, (7S,9S)-9-acetyl-7-[[(2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyl-2-oxanyl]oxy]-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione;hydrochloride, (8S,10S)-8-ACETYL-10-((3-AMINO-2,3,6-TRIDEOXY-.ALPHA.-L-LYXO-HEXOPYRANOSYL)OXY)-6,8,11-TRIHYDROXY-1-METHOXY-7,8,9,10-TETRAHYDROTETRACENE-5,12-DIONE, (8S-cis)-8-Acetyl-10-[(3-amino-2,3,6-trideoxy-.alpha.-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro--6,8,11-trihydroxy-1-methoxy-5,12-naphthacenedione, 5,12-NAPHTHACENEDIONE, 8-ACETYL-10-((3-AMINO-2,3,6-TRIDEOXY-.ALPHA.-L-LYXO-HEXOPYRANOSYL))OXY)-7,8,9,10-TETRAHYDRO-6,8,11-TRIHYDROXY-1-METHOXY-, (8S-CIS)-

Drug Type Small molecule
Formula C₂₇H₂₉NO₁₀
SMILES CC1C(C(CC(O1)OC2CC(CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)(C(=O)C)O)N)O
InChI 1S/C27H29NO10/c1-10-22(30)14(28)7-17(37-10)38-16-9-27(35,11(2)29)8-13-19(16)26(34)21-20(24(13)32)23(31)12-5-4-6-15(36-3)18(12)25(21)33/h4-6,10,14,16-17,22,30,32,34-35H,7-9,28H2,1-3H3/t10-,14-,16-,17-,22+,27-/m0/s1
InChIKey STQGQHZAVUOBTE-VGBVRHCVSA-N
CAS Number 20830-81-3
ChEMBL ID CHEMBL178
ChEBI ID CHEBI:41977
TTD ID D01XWG
Drug Bank ID DB00694
KEGG ID C01907
Toxicity Organism Test Type Route(Dose)
rat LD50 intraperitoneal(165 mg/kg)
mouse LD50 intraperitoneal(254 mg/kg)
rat LD50 oral(322 mg/kg)
Structure 2D-img
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2D MOL 3D MOL
03. Combinatorial Therapeutic Effect(s)
Synergistic Effect
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Enhancing Drug Efficacy
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Combination Pair ID: 147
Pair Name Flavokawain B, Daunorubicin
Partner Name Flavokawain B
Disease Info [ICD-11: 2B33.4] Leukemia Investigative
Biological Phenomena Induction-->Apoptosis
Gene Regulation Up-regulation Activity NFKB1 hsa4790
In Vitro Model HL-60 Adult acute myeloid leukemia Homo sapiens (Human) CVCL_0002
K-562 Blast phase chronic myelogenous leukemia Homo sapiens (Human) CVCL_0004
MOLT-4 Adult T acute lymphoblastic leukemia Homo sapiens (Human) CVCL_0013
Result A combination treatment of DNR and FKB may improve the anticancer effects of DNR in DNR-resistant acute myeloid leukemia.
Decreasing Drug Toxicity
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Combination Pair ID: 968
Pair Name Homoharringtonine, Daunorubicin
Partner Name Homoharringtonine
Disease Info [ICD-11: 2A60.Z] Acute myeloid leukemia Investigative
Biological Phenomena Induction-->Blockade of cell cycle in S phase
In Vitro Model HL‐60 Adult acute myeloid leukemia Homo sapiens (Human) CVCL_0002
K-562 Blast phase chronic myelogenous leukemia Homo sapiens (Human) CVCL_0004
In Vivo Model 6–8 weeks old female BALB/c nude mice were injected with 1.0 × 107 HL60 cells subcutaneously in the right flank. When the solid tumor volume reached about 100 mm3, the mice were randomly assigned into 4 groups (7 mice per group): saline group, free DNR+HHT group, DH-LP group, FA-DH-LP group.
Result FA-DH-LP might present a promising delivery strategy to improve the efficacy of the two combinational chemotherapeutics while reducing toxicity
04. Reference
No. Title Href
1 Co-Delivery of Daunorubicin and Homoharringtonine in Folic Acid Modified-Liposomes for Enhancing Therapeutic Effect on Acute Myeloid Leukemia. J Pharm Sci. 2023 Jan;112(1):123-131. doi: 10.1016/j.xphs.2022.04.014. Click
2 The Combination of Flavokawain B and Daunorubicin Induces Apoptosis in Human Myeloid Leukemic Cells by Modifying NF-κB. Anticancer Res. 2018 May;38(5):2771-2778. doi: 10.21873/anticanres.12520. Click
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