ONTOLOGY REPORT - ANNOTATIONS
Term: 22,23-dihydroavermectin B1a
Accession: CHEBI:63941
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Definition: A macrocyclic lactone that is avermectin B1a in which the double bond present in the spirocyclic ring system has been reduced to a single bond. It is the major component of ivermectin.
Synonyms: exact_synonym: (2aE,4E,5'S,6S,6'R,7S,8E,11R,13R,15S,17aR,20R,20aR,20bS)-6'-[(2S)-butan-2-yl]-20,20b-dihydroxy-5',6,8,19-tetramethyl-17-oxo-3',4',5',6,6',10,11,14,15,17,17a,20,20a,20b-tetradecahydro-2H,7H-spiro[11,15-methanofuro[4,3,2-pq][2,6]benzodioxacyclooctadecine-13,2'-pyran]-7-yl 2,6-dideoxy-4-O-(2,6-dideoxy-3-O-methyl-alpha-L-arabino-hexopyranosyl)-3-O-methyl-alpha-L-arabino-hexopyranoside
related_synonym: 5-O-demethyl-22,23-dihydroavermectin A1a; Formula=C48H74O14; H2B1a; InChI=1S/C48H74O14/c1-11-25(2)43-28(5)17-18-47(62-43)23-34-20-33(61-47)16-15-27(4)42(26(3)13-12-14-32-24-55-45-40(49)29(6)19-35(46(51)58-34)48(32,45)52)59-39-22-37(54-10)44(31(8)57-39)60-38-21-36(53-9)41(50)30(7)56-38/h12-15,19,25-26,28,30-31,33-45,49-50,52H,11,16-18,20-24H2,1-10H3/b13-12+,27-15+,32-14+/t25-,26-,28-,30-,31-,33+,34-,35-,36-,37-,38-,39-,40+,41-,42-,43+,44-,45+,47+,48+/m0/s1; InChIKey=AZSNMRSAGSSBNP-XPNPUAGNSA-N; SMILES=[H][C@@]12C\\C=C(C)\\[C@@H](O[C@H]3C[C@H](OC)[C@@H](O[C@H]4C[C@H](OC)[C@@H](O)[C@H](C)O4)[C@H](C)O3)[C@@H](C)\\C=C\\C=C3/CO[C@]4([H])[C@H](O)C(C)=C[C@@]([H])(C(=O)O[C@@H](C1)C[C@]1(CC[C@H](C)[C@]([H])(O1)[C@@H](C)CC)O2)[C@]34O; avermectin H2B1a; dihydroavermectin B1a; ivermectin B1a
xref: CAS:71827-03-7 "ChemIDplus"
xref_mesh: MESH:C052102
xref: PDBeChem:IVM; PMID:2411323 "Europe PMC"; PMID:6125361 "Europe PMC"; PMID:6148214 "Europe PMC"; PMID:6547280 "Europe PMC"; Reaxys:4643153 "Reaxys"; VSDB:1455
G
Ncoa2
nuclear receptor coactivator 2
5
5,466,544
5,696,540
RGD:6480464
G
Nr1h4
nuclear receptor subfamily 1, group H, member 4
7
30,003,429
30,162,095
RGD:6480464
G
Abcb1a
ATP binding cassette subfamily B member 1A
4
22,339,829
22,517,642
RGD:6480464
G
Abcb1b
ATP-binding cassette, subfamily B (MDR/TAP), member 1B
4
22,225,123
22,307,577
RGD:6480464
G
Abcc1
ATP binding cassette subfamily C member 1
10
549,537
672,235
RGD:6480464
G
Abcc2
ATP binding cassette subfamily C member 2
1
263,554,426
263,612,556
RGD:6480464
G
Abcg2
ATP binding cassette subfamily G member 2
4
88,765,441
88,890,268
RGD:6480464
G
Acaca
acetyl-CoA carboxylase alpha
10
71,519,392
71,719,910
RGD:6480464
G
Adcy7
adenylate cyclase 7
19
19,702,307
19,762,973
RGD:6480464
G
Adm
adrenomedullin
1
175,443,189
175,447,260
RGD:6480464
G
Aldh1l2
aldehyde dehydrogenase 1 family, member L2
7
26,375,866
26,425,838
RGD:6480464
G
Angptl6
angiopoietin-like 6
8
21,895,523
21,902,002
RGD:6480464
G
Arl4c
ADP ribosylation factor like GTPase 4C
9
95,783,651
95,787,092
RGD:6480464
G
Atf4
activating transcription factor 4
7
121,480,723
121,482,781
RGD:6480464
G
Atf5
activating transcription factor 5
1
100,807,821
100,812,410
RGD:6480464
G
Atf6
activating transcription factor 6
13
89,053,457
89,242,531
RGD:6480464
G
Bag3
BAG cochaperone 3
1
199,941,258
199,965,191
RGD:6480464
G
Bax
BCL2 associated X, apoptosis regulator
1
101,451,801
101,457,207
RGD:6480464
G
Bbc3
Bcl-2 binding component 3
1
78,261,491
78,267,802
RGD:6480464
G
Bnip3
BCL2 interacting protein 3
1
211,248,098
211,265,282
RGD:6480464
G
Camp
cathelicidin antimicrobial peptide
8
117,930,557
117,932,371
RGD:6480464
G
Cat
catalase
3
93,379,872
93,412,058
RGD:6480464
G
Ccl3
C-C motif chemokine ligand 3
10
70,869,516
70,871,066
RGD:6480464
G
Ccr7
C-C motif chemokine receptor 7
10
87,057,335
87,067,444
RGD:6480464
G
Cct3
chaperonin containing TCP1 subunit 3
2
187,669,051
187,693,610
RGD:6480464
G
Cd36
CD36 molecule
4
14,150,309
14,191,498
RGD:6480464
G
Cdh1
cadherin 1
19
38,768,467
38,838,395
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
Cebpa
CCAAT/enhancer binding protein alpha
1
91,363,492
91,366,164
RGD:6480464
G
Cox6a2
cytochrome c oxidase subunit 6A2
1
199,624,037
199,626,255
RGD:6480464
G
Cpt1a
carnitine palmitoyltransferase 1A
1
218,568,157
218,629,679
RGD:6480464
G
Crp
C-reactive protein
13
91,080,448
91,081,358
RGD:6480464
G
Ctsl
cathepsin L
17
1,873,105
1,879,266
RGD:6480464
G
Cyp1a1
cytochrome P450, family 1, subfamily a, polypeptide 1
8
62,472,087
62,478,122
RGD:6480464
G
Cyp1a2
cytochrome P450, family 1, subfamily a, polypeptide 2
8
62,451,360
62,458,244
RGD:6480464
G
Cyp1b1
cytochrome P450, family 1, subfamily b, polypeptide 1
6
2,308,179
2,316,739
RGD:6480464
G
Cyp2b1
cytochrome P450, family 2, subfamily b, polypeptide 1
7
99,142,431
99,183,540
RGD:6480464
G
Cyp2c79
cytochrome P450, family 2, subfamily c, polypeptide 79
1
147,236,480
147,307,988
RGD:6480464
G
Cyp2d4
cytochrome P450, family 2, subfamily d, polypeptide 4
7
123,599,264
123,608,436
RGD:6480464
G
Cyp2e1
cytochrome P450, family 2, subfamily e, polypeptide 1
1
213,511,892
213,522,195
RGD:6480464
G
Ddit3
DNA-damage inducible transcript 3
7
70,578,564
70,585,074
RGD:6480464
G
Dnajb1
DnaJ heat shock protein family (Hsp40) member B1
19
24,747,178
24,750,919
RGD:6480464
G
Dpysl2
dihydropyrimidinase-like 2
15
43,475,640
43,581,725
RGD:6480464
G
Edem1
ER degradation enhancing alpha-mannosidase like protein 1
4
140,886,644
140,918,654
RGD:6480464
G
Edn1
endothelin 1
17
22,136,814
22,143,745
RGD:6480464
G
Egln3
egl-9 family hypoxia-inducible factor 3
6
75,050,329
75,075,795
RGD:6480464
G
Esr1
estrogen receptor 1
1
41,192,029
41,594,799
RGD:6480464
G
Fabp4
fatty acid binding protein 4
2
93,792,666
93,797,267
RGD:6480464
G
Fasn
fatty acid synthase
10
109,987,735
110,005,901
RGD:6480464
G
Gdf15
growth differentiation factor 15
16
20,555,395
20,557,978
RGD:6480464
G
Gem
GTP binding protein overexpressed in skeletal muscle
5
25,339,479
25,353,661
RGD:6480464
G
Glra1
glycine receptor, alpha 1
10
40,851,955
40,954,364
RGD:6480464
G
Glra3
glycine receptor, alpha 3
16
37,676,959
37,908,221
RGD:6480464
G
Glrb
glycine receptor, beta
2
179,768,040
179,842,612
RGD:6480464
G
Gpr183
G protein-coupled receptor 183
15
108,364,701
108,376,221
RGD:6480464
G
Hsp90aa1
heat shock protein 90 alpha family class A member 1
6
135,107,262
135,112,793
RGD:6480464
G
Hsp90ab1
heat shock protein 90 alpha family class B member 1
9
17,817,791
17,823,163
RGD:6480464
G
Hspa1a
heat shock protein family A (Hsp70) member 1A
20
4,875,834
4,881,751
RGD:6480464
G
Hspa4
heat shock protein family A (Hsp70) member 4
10
38,601,624
38,642,397
RGD:6480464
G
Hspa5
heat shock protein family A (Hsp70) member 5
3
13,838,304
13,842,763
RGD:6480464
G
Hspa8
heat shock protein family A (Hsp70) member 8
8
44,989,401
44,993,261
RGD:6480464
G
Hspa9
heat shock protein family A (Hsp70) member 9
18
27,731,072
27,749,235
RGD:6480464
G
Hspd1
heat shock protein family D (Hsp60) member 1
9
61,680,529
61,691,202
RGD:6480464
G
Hspe1
heat shock protein family E (Hsp10) member 1
9
61,691,246
61,724,948
RGD:6480464
G
Hsph1
heat shock protein family H (Hsp110) member 1
12
6,322,685
6,341,898
RGD:6480464
G
Igfbp3
insulin-like growth factor binding protein 3
14
87,457,647
87,465,374
RGD:6480464
G
Il10
interleukin 10
13
47,738,933
47,743,392
RGD:6480464
G
Il1a
interleukin 1 alpha
3
121,824,712
121,836,122
RGD:6480464
G
Il1r1
interleukin 1 receptor type 1
9
46,962,291
47,038,139
RGD:6480464
G
Lonp1
lon peptidase 1, mitochondrial
9
10,428,853
10,441,180
RGD:6480464
G
Map3k8
mitogen-activated protein kinase kinase kinase 8
17
56,109,403
56,129,925
RGD:6480464
G
Mapk1
mitogen activated protein kinase 1
11
88,203,863
88,273,301
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
Mxd1
max dimerization protein 1
4
118,451,752
118,472,150
RGD:6480464
G
Nanog
Nanog homeobox
4
155,531,906
155,539,268
RGD:6480464
G
Ncoa2
nuclear receptor coactivator 2
5
5,466,544
5,696,540
RGD:6480464
G
Ndrg1
N-myc downstream regulated 1
7
107,734,326
107,775,701
RGD:6480464
G
Nos2
nitric oxide synthase 2
10
66,188,290
66,221,621
RGD:6480464
G
Nppb
natriuretic peptide B
5
164,796,176
164,797,538
RGD:6480464
G
Nqo1
NAD(P)H quinone dehydrogenase 1
19
38,422,210
38,437,103
RGD:6480464
G
Nr1h4
nuclear receptor subfamily 1, group H, member 4
7
30,003,429
30,162,095
RGD:6480464
G
Nupr1
nuclear protein 1, transcriptional regulator
1
194,767,484
194,769,519
RGD:6480464
G
P2rx4
purinergic receptor P2X 4
12
39,308,022
39,325,673
RGD:6480464
G
Parp1
poly (ADP-ribose) polymerase 1
13
98,857,255
98,889,444
RGD:6480464
G
Pfkl
phosphofructokinase, liver type
20
11,393,860
11,415,889
RGD:6480464
G
Pou5f1
POU class 5 homeobox 1
20
3,747,231
3,751,994
RGD:6480464
G
Ppara
peroxisome proliferator activated receptor alpha
7
126,618,872
126,687,282
RGD:6480464
G
Pparg
peroxisome proliferator-activated receptor gamma
4
147,274,055
147,399,383
RGD:6480464
G
Ppid
peptidylprolyl isomerase D
2
178,354,830
178,366,843
RGD:6480464
G
Ppif
peptidylprolyl isomerase F
16
1,979,191
1,985,912
RGD:6480464
G
Ptges3
prostaglandin E synthase 3
7
2,479,267
2,497,024
RGD:6480464
G
Ptgs2
prostaglandin-endoperoxide synthase 2
13
67,351,230
67,356,920
RGD:6480464
G
Rpp14
ribonuclease P/MRP subunit p14
15
18,625,963
18,636,157
RGD:6480464
G
Serpine1
serpin family E member 1
12
22,641,104
22,651,482
RGD:6480464
G
Sin3a
SIN3 transcription regulator family member A
8
61,748,590
61,803,314
RGD:6480464
G
Skap2
src kinase associated phosphoprotein 2
4
81,816,778
81,968,832
RGD:6480464
G
Slc2a1
solute carrier family 2 member 1
5
138,154,677
138,182,897
RGD:6480464
G
Slc2a4
solute carrier family 2 member 4
10
56,552,921
56,558,562
RGD:6480464
G
Sox2
SRY-box transcription factor 2
2
121,165,137
121,167,545
RGD:6480464
G
Sphk1
sphingosine kinase 1
10
105,498,728
105,504,401
RGD:6480464
G
St13
ST13, Hsp70 interacting protein
7
122,585,770
122,635,731
RGD:6480464
G
Tcp1
t-complex 1
1
48,025,664
48,033,343
RGD:6480464
G
Tfrc
transferrin receptor
11
71,397,423
71,419,263
RGD:6480464
G
Tgif1
TGFB-induced factor homeobox 1
9
119,181,079
119,190,698
RGD:6480464
G
Tlr2
toll-like receptor 2
2
182,840,171
182,846,061
RGD:6480464
G
Tlr4
toll-like receptor 4
5
82,587,424
82,601,056
RGD:6480464
G
Tnf
tumor necrosis factor
20
5,189,382
5,192,000
RGD:6480464
G
Tp53
tumor protein p53
10
56,186,299
56,198,449
RGD:6480464
G
Trib3
tribbles pseudokinase 3
3
147,814,056
147,819,650
RGD:6480464
G
Tsc22d1
TSC22 domain family, member 1
15
58,554,358
58,658,156
RGD:6480464
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