ONTOLOGY REPORT - ANNOTATIONS
Term: alvocidib
Accession: CHEBI:47344
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Definition: A synthetic dihydroxyflavone that is 5,7-dihydroxyflavone which is substituted by a 3-hydroxy-1-methylpiperidin-4-yl group at position 8 and by a chlorine at the 2' position (the (-)-3S,4R stereoisomer). A cyclin-dependent kinase 9 (CDK9) inhibitor, it has been studied for the treatment of acute myeloid leukaemia, arthritis and atherosclerotic plaque formation.
Synonyms: related_synonym: (-)-cis-5,7-dihydroxy-2-(2-chlorophenyl)-8-(4-(3-hydroxy-1-methyl)piperidinyl)-4H-1-benzopyran-4-one; 2-(2-chlorophenyl)-5,7-dihydroxy-8-[(3S,4R)-3-hydroxy-1-methylpiperidin-4-yl]-4H-chromen-4-one; Flavopiridol; Formula=C21H20ClNO5; HMR-1274; InChI=1S/C21H20ClNO5/c1-23-7-6-12(17(27)10-23)19-14(24)8-15(25)20-16(26)9-18(28-21(19)20)11-4-2-3-5-13(11)22/h2-5,8-9,12,17,24-25,27H,6-7,10H2,1H3/t12-,17+/m0/s1; InChIKey=BIIVYFLTOXDAOV-YVEFUNNKSA-N; L 86-8275; L 868275; L86-8275; SMILES=C=12OC(=CC(C1C(=CC(=C2[C@@H]3[C@@H](CN(CC3)C)O)O)O)=O)C4=C(C=CC=C4)Cl; alvocidibum
xref: CAS:146426-40-6 "ChemIDplus"; DrugBank:DB03496; KEGG:D09868; LINCS:LSM-1011
xref_mesh: MESH:C077990
xref: PDBeChem:CPB; PMID:10441105 "Europe PMC"; PMID:1279187 "Europe PMC"; PMID:18209094 "Europe PMC"; PMID:21541623 "Europe PMC"; PMID:23959599 "Europe PMC"; PMID:25118834 "Europe PMC"; PMID:25216351 "Europe PMC"; PMID:25351763 "Europe PMC"; PMID:25623777 "Europe PMC"; PMID:25860066 "Europe PMC"; PMID:25989942 "Europe PMC"; PMID:26022709 "Europe PMC"; PMID:26521988 "Europe PMC"; PMID:26599132 "Europe PMC"; PMID:8002990 "Europe PMC"; PMID:9269999 "Europe PMC"; PMID:9815683 "Europe PMC"; Patent:EP241003; Patent:US4900727; Wikipedia:Alvocidib
cyclic_relationship: is_conjugate_base_of CHEBI:90997
G
Abl1
ABL proto-oncogene 1, non-receptor tyrosine kinase
3
10,041,820
10,145,076
RGD:6480464
G
Aifm1
apoptosis inducing factor, mitochondria associated 1
X
135,304,063
135,343,062
RGD:6480464
G
Akt1
AKT serine/threonine kinase 1
6
137,218,398
137,239,970
RGD:6480464
G
Bad
BCL2-associated agonist of cell death
1
222,198,516
222,207,459
RGD:6480464
G
Bag1
BAG cochaperone 1
5
57,254,421
57,267,002
RGD:6480464
G
Bax
BCL2 associated X, apoptosis regulator
1
101,451,801
101,457,207
RGD:6480464
G
Bcl2
BCL2, apoptosis regulator
13
26,605,426
26,769,374
RGD:6480464
G
Bcl2l1
Bcl2-like 1
3
148,259,594
148,314,191
RGD:6480464
G
Bid
BH3 interacting domain death agonist
4
153,439,812
153,465,247
RGD:6480464
G
Birc3
baculoviral IAP repeat-containing 3
8
6,048,590
6,076,828
RGD:6480464
G
Birc5
baculoviral IAP repeat-containing 5
10
106,856,097
106,864,419
RGD:6480464
G
Btg2
BTG anti-proliferation factor 2
13
50,913,185
50,916,944
RGD:6480464
G
Casp3
caspase 3
16
48,845,011
48,863,249
RGD:6480464
G
Casp8
caspase 8
9
65,614,142
65,662,624
RGD:6480464
G
Casp9
caspase 9
5
160,356,211
160,373,774
RGD:6480464
G
Cbr3
carbonyl reductase 3
11
33,909,417
33,917,674
RGD:6480464
G
Ccna2
cyclin A2
2
123,274,727
123,282,266
RGD:6480464
G
Ccnb1
cyclin B1
2
30,782,133
30,791,106
RGD:6480464
G
Ccnd1
cyclin D1
1
218,090,750
218,100,447
RGD:6480464
G
Ccne1
cyclin E1
1
94,485,830
94,495,112
RGD:6480464
G
Cdk1
cyclin-dependent kinase 1
20
20,576,341
20,591,510
RGD:6480464
G
Cdk2
cyclin dependent kinase 2
7
3,124,953
3,132,533
RGD:6480464
G
Cdk4
cyclin-dependent kinase 4
7
70,345,971
70,352,689
RGD:6480464
G
Cdk5
cyclin-dependent kinase 5
4
7,282,945
7,287,427
RGD:6480464
G
Cdkn1a
cyclin-dependent kinase inhibitor 1A
20
6,348,422
6,358,864
RGD:6480464
G
Cdkn1b
cyclin-dependent kinase inhibitor 1B
4
168,689,043
168,694,159
RGD:6480464
G
Cflar
CASP8 and FADD-like apoptosis regulator
9
65,534,608
65,586,395
RGD:6480464
G
Crkl
CRK like proto-oncogene, adaptor protein
11
87,338,606
87,356,644
RGD:6480464
G
Cycs
cytochrome c, somatic
4
80,331,226
80,333,326
RGD:6480464
G
Diablo
diablo, IAP-binding mitochondrial protein
12
38,490,230
38,503,344
RGD:6480464
G
E2f1
E2F transcription factor 1
3
150,062,895
150,073,721
RGD:6480464
G
H2ax
H2A.X variant histone
8
48,665,652
48,666,981
RGD:6480464
G
Hmga1
high mobility group AT-hook 1
20
7,132,501
7,140,155
RGD:6480464
G
Htra2
HtrA serine peptidase 2
4
113,883,671
113,886,833
RGD:6480464
G
Ifnb1
interferon beta 1
5
106,865,192
106,865,746
RGD:6480464
G
Isg15
ISG15 ubiquitin-like modifier
5
173,624,862
173,629,124
RGD:6480464
G
Jun
Jun proto-oncogene, AP-1 transcription factor subunit
5
114,011,184
114,014,277
RGD:6480464
G
Kit
KIT proto-oncogene receptor tyrosine kinase
14
35,072,131
35,149,638
RGD:6480464
G
Lyn
LYN proto-oncogene, Src family tyrosine kinase
5
16,526,058
16,642,648
RGD:6480464
G
Map2k4
mitogen activated protein kinase kinase 4
10
52,196,121
52,301,887
RGD:6480464
G
Mapk1
mitogen activated protein kinase 1
11
88,203,863
88,273,301
RGD:6480464
G
Mapk14
mitogen activated protein kinase 14
20
5,933,290
5,995,137
RGD:6480464
G
Mapk3
mitogen activated protein kinase 3
1
198,192,773
198,198,975
RGD:6480464
G
Mapk8
mitogen-activated protein kinase 8
16
9,620,854
9,709,342
RGD:6480464
G
Mcl1
MCL1 apoptosis regulator, BCL2 family member
2
197,786,212
197,788,992
RGD:6480464
G
Mdm2
MDM2 proto-oncogene
7
60,719,060
60,743,618
RGD:6480464
G
Mx2
MX dynamin like GTPase 2
11
38,035,306
38,066,185
RGD:6480464
G
Nelfa
negative elongation factor complex member A
14
82,093,837
82,117,913
RGD:6480464
G
Nfkbia
NFKB inhibitor alpha
6
76,267,227
76,270,457
RGD:6480464
G
Nr1h4
nuclear receptor subfamily 1, group H, member 4
7
30,003,429
30,162,095
RGD:6480464
G
Parp1
poly (ADP-ribose) polymerase 1
13
98,857,255
98,889,444
RGD:6480464
G
Pawr
pro-apoptotic WT1 regulator
7
51,273,764
51,353,700
RGD:6480464
G
Pcna
proliferating cell nuclear antigen
3
124,880,698
124,884,570
RGD:6480464
G
Perp
PERP, TP53 apoptosis effector
1
14,224,392
14,236,838
RGD:6480464
G
Polr2a
RNA polymerase II subunit A
10
56,339,277
56,364,888
RGD:6480464
G
Pygb
glycogen phosphorylase B
3
146,581,063
146,629,504
RGD:6480464
G
Pygl
glycogen phosphorylase L
6
92,597,759
92,643,734
RGD:6480464
G
Rb1
RB transcriptional corepressor 1
15
55,081,582
55,209,060
RGD:6480464
G
Rbl1
RB transcriptional corepressor like 1
3
153,263,692
153,321,351
RGD:6480464
G
Stat3
signal transducer and activator of transcription 3
10
88,790,401
88,842,263
RGD:6480464
G
Supt5h
SPT5 homolog, DSIF elongation factor subunit
1
85,437,780
85,466,854
RGD:6480464
G
Tnf
tumor necrosis factor
20
5,189,382
5,192,000
RGD:6480464
G
Tnfrsf10b
tumor necrosis factor receptor superfamily, member 10b
15
51,433,853
51,464,215
RGD:6480464
G
Tnfsf10
TNF superfamily member 10
2
113,008,008
113,026,899
RGD:6480464
G
Tp53
tumor protein p53
10
56,186,299
56,198,449
RGD:6480464
G
Vegfa
vascular endothelial growth factor A
9
17,340,341
17,355,681
RGD:6480464
G
Xiap
X-linked inhibitor of apoptosis
X
128,409,425
128,455,786
RGD:6480464
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