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ONTOLOGY REPORT - ANNOTATIONS


Term:icariin
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Accession:CHEBI:78420 term browser browse the term
Definition:A member of the class of flavonols that is kaempferol which is substituted at position 8 by a 3-methylbut-2-en-1-yl group and in which the hydroxy groups at positions 3, 4', and 7 have been converted to the corresponding 6-deoxy-alpha-L-mannopyranoside, methyl ether, and beta-D-glucopyranoside, respectively. A phoshphodiesterase-5 inhibitor, it is obtained from several species of plants in the genus Epimedium and is thought to be the main active ingredient of the Chinese herbal medicine Herba Epimedii (yinyanghuo).
Synonyms:exact_synonym: 3-[(6-deoxy-alpha-L-mannopyranosyl)oxy]-5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-en-1-yl)-4-oxo-4H-chromen-7-yl beta-D-glucopyranoside
 related_synonym: Formula=C33H40O15;   InChI=1S/C33H40O15/c1-13(2)5-10-17-19(45-33-28(42)26(40)23(37)20(12-34)46-33)11-18(35)21-24(38)31(48-32-27(41)25(39)22(36)14(3)44-32)29(47-30(17)21)15-6-8-16(43-4)9-7-15/h5-9,11,14,20,22-23,25-28,32-37,39-42H,10,12H2,1-4H3/t14-,20+,22-,23+,25+,26-,27+,28+,32-,33+/m0/s1;   InChIKey=TZJALUIVHRYQQB-XLRXWWTNSA-N;   SMILES=COc1ccc(cc1)-c1oc2c(CC=C(C)C)c(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc(O)c2c(=O)c1O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O;   ieariline
 xref: CAS:489-32-7;   KEGG:C17555;   LINCS:LSM-3462;   LIPID_MAPS_instance:LMPK12112009
 xref_mesh: MESH:C056599
 xref: PMID:16380159;   PMID:16751992;   PMID:17120748;   PMID:17142971;   PMID:17169663;   PMID:17355822;   PMID:17419678;   PMID:17482445;   PMID:17499557;   PMID:17509675;   PMID:17557750;   PMID:17600559;   PMID:17613817;   PMID:17764702;   PMID:18053336;   PMID:18398927;   PMID:18501540;   PMID:18778098;   PMID:22216122;   PMID:23772748;   PMID:23824956;   PMID:23975599;   PMID:24265111;   PMID:24295650;   PMID:24311544;   PMID:24435883;   PMID:24462390;   PMID:24552978;   PMID:24590261;   PMID:24619236;   PMID:24710854;   PMID:24748177;   Reaxys:76280;   Wikipedia:Icariin


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icariin term browser
Symbol Object Name JBrowse Chr Start Stop Reference
G Adrb1 adrenergic receptor, beta 1 JBrowse link 19 56,722,117 56,725,150 RGD:6480464
G App amyloid beta (A4) precursor protein JBrowse link 16 84,952,666 85,175,255 RGD:6480464
G Bace1 beta-site APP cleaving enzyme 1 JBrowse link 9 45,838,545 45,862,484 RGD:6480464
G Bcl2 B cell leukemia/lymphoma 2 JBrowse link 1 106,538,176 106,714,290 RGD:6480464
G Bcl2l11 BCL2-like 11 (apoptosis facilitator) JBrowse link 2 128,126,038 128,162,547 RGD:6480464
G Bglap bone gamma carboxyglutamate protein JBrowse link 3 88,383,495 88,384,466 RGD:6480464
G Bmp2 bone morphogenetic protein 2 JBrowse link 2 133,552,159 133,562,896 RGD:6480464
G Bmp4 bone morphogenetic protein 4 JBrowse link 14 46,383,525 46,390,669 RGD:6480464
G Cartpt CART prepropeptide JBrowse link 13 99,898,483 99,910,179 RGD:6480464
G Cyp11a1 cytochrome P450, family 11, subfamily a, polypeptide 1 JBrowse link 9 57,998,024 58,027,031 RGD:6480464
G Fos FBJ osteosarcoma oncogene JBrowse link 12 85,473,890 85,477,274 RGD:6480464
G Foxo3 forkhead box O3 JBrowse link 10 42,181,845 42,276,695 RGD:6480464
G Gata4 GATA binding protein 4 JBrowse link 14 63,198,914 63,271,712 RGD:6480464
G Hsd3b1 hydroxy-delta-5-steroid dehydrogenase, 3 beta- and steroid delta-isomerase 1 JBrowse link 3 98,842,356 98,859,794 RGD:6480464
G Id1 inhibitor of DNA binding 1, HLH protein JBrowse link 2 152,736,251 152,737,410 RGD:6480464
G Igf1 insulin-like growth factor 1 JBrowse link 10 87,858,265 87,937,047 RGD:6480464
G Il6 interleukin 6 JBrowse link 5 30,013,114 30,019,975 RGD:6480464
G Jun jun proto-oncogene JBrowse link 4 95,049,036 95,052,222 RGD:6480464
G Mapk1 mitogen-activated protein kinase 1 JBrowse link 16 16,983,382 17,047,453 RGD:6480464
G Mapk3 mitogen-activated protein kinase 3 JBrowse link 7 126,759,626 126,765,816 RGD:6480464
G Mef2c myocyte enhancer factor 2C JBrowse link 13 83,504,017 83,667,079 RGD:6480464
G Mir1224 microRNA 1224 JBrowse link 16 20,604,452 20,604,536 RGD:6480464
G Mir139 microRNA 139 JBrowse link 7 101,475,376 101,475,443 RGD:6480464
G Mir140 microRNA 140 JBrowse link 8 107,551,244 107,551,313 RGD:6480464
G Mir146b microRNA 146b JBrowse link 19 46,342,762 46,342,870 RGD:6480464
G Mir150 microRNA 150 JBrowse link 7 45,121,757 45,121,821 RGD:6480464
G Mir183 microRNA 183 JBrowse link 6 30,169,668 30,169,737 RGD:6480464
G Mir1931 microRNA 1931 JBrowse link 10 93,162,785 93,162,903 RGD:6480464
G Mir1971 microRNA 1971 JBrowse link 14 78,191,373 78,191,478 RGD:6480464
G Mir199b microRNA 199b JBrowse link 2 32,318,460 32,318,569 RGD:6480464
G Mir200a microRNA 200a JBrowse link 4 156,054,896 156,054,985 RGD:6480464
G Mir200b microRNA 200b JBrowse link 4 156,055,681 156,055,750 RGD:6480464
G Mir203 microRNA 203 JBrowse link 12 112,130,880 112,130,955 RGD:6480464
G Mir205 microRNA 205 JBrowse link 1 193,507,463 193,507,530 RGD:6480464
G Mir2137 microRNA 2137 JBrowse link X 72,992,079 72,992,144 RGD:6480464
G Mir21a microRNA 21a JBrowse link 11 86,584,067 86,584,158 RGD:6480464
G Mir2861 microRNA 2861 JBrowse link 2 32,712,807 32,712,888 RGD:6480464
G Mir3072 microRNA 3072 JBrowse link 12 109,747,878 109,747,960 RGD:6480464
G Mir3077 microRNA 3077 JBrowse link 14 57,798,424 57,798,487 RGD:6480464
G Mir30e microRNA 30e JBrowse link 4 120,772,606 120,772,697 RGD:6480464
G Mir3547 microRNA 3547 JBrowse link 17 25,245,551 25,245,638 RGD:6480464
G Mir429 microRNA 429 JBrowse link 4 156,053,905 156,053,987 RGD:6480464
G Mir455 microRNA 455 JBrowse link 4 63,256,851 63,256,932 RGD:6480464
G Mir5107 microRNA 5107 JBrowse link 18 60,812,076 60,812,163 RGD:6480464
G Mir511 microRNA 511 JBrowse link 2 14,261,003 14,261,081 RGD:6480464
G Mir5126 microRNA 5126 JBrowse link 1 84,695,839 84,695,915 RGD:6480464
G Mir5130 microRNA 5130 JBrowse link 14 102,982,549 102,982,632 RGD:6480464
G Mir6366 microRNA 6366 JBrowse link 16 18,165,089 18,165,170 RGD:6480464
G Mir6368 microRNA 6368 JBrowse link 13 28,710,781 28,710,873 RGD:6480464
G Mir674 microRNA 674 JBrowse link 2 117,185,127 117,185,226 RGD:6480464
G Mir6906 microRNA 6906 JBrowse link 10 60,126,776 60,126,833 RGD:6480464
G Mir6931 microRNA 6931 JBrowse link 11 102,999,848 102,999,921 RGD:6480464
G Mir6968 microRNA 6968 JBrowse link 17 26,935,472 26,935,539 RGD:6480464
G Mir7001 microRNA 7001 JBrowse link 2 93,421,929 93,422,007 RGD:6480464
G Mir7030 microRNA 7030 JBrowse link 5 115,645,573 115,645,632 RGD:6480464
G Mir7045 microRNA 7045 JBrowse link 6 125,097,024 125,097,086 RGD:6480464
G Mir705 microRNA 705 JBrowse link 6 85,336,292 85,336,373 RGD:6480464
G Mir7070 microRNA 7070 JBrowse link 8 85,062,086 85,062,171 RGD:6480464
G Mir7082 microRNA 7082 JBrowse link 9 21,075,497 21,075,588 RGD:6480464
G Mir7118 microRNA 7118 JBrowse link 15 89,162,848 89,162,908 RGD:6480464
G Mir7j microRNA 7j JBrowse link 3 140,028,249 140,028,370 RGD:6480464
G Mir8101 microRNA 8101 JBrowse link 11 102,230,040 102,230,150 RGD:6480464
G Mir8110 microRNA 8110 JBrowse link 8 89,024,735 89,024,831 RGD:6480464
G Myh6 myosin, heavy polypeptide 6, cardiac muscle, alpha JBrowse link 14 54,941,921 54,968,017 RGD:6480464
G Myl2 myosin, light polypeptide 2, regulatory, cardiac, slow JBrowse link 5 122,092,724 122,113,473 RGD:6480464
G Nfe2l1 nuclear factor, erythroid derived 2,-like 1 JBrowse link 11 96,817,414 96,829,968 RGD:6480464
G Nfkbia nuclear factor of kappa light polypeptide gene enhancer in B cells inhibitor, alpha JBrowse link 12 55,489,409 55,492,647 RGD:6480464
G Nkx2-5 NK2 homeobox 5 JBrowse link 17 26,838,664 26,844,988 RGD:6480464
G Nog noggin JBrowse link 11 89,300,638 89,302,559 RGD:6480464
G Nos1 nitric oxide synthase 1, neuronal JBrowse link 5 117,866,839 117,958,840 RGD:6480464
G Nos2 nitric oxide synthase 2, inducible JBrowse link 11 78,920,787 78,960,226 RGD:6480464
G Nos3 nitric oxide synthase 3, endothelial cell JBrowse link 5 24,364,816 24,384,474 RGD:6480464
G Nr5a1 nuclear receptor subfamily 5, group A, member 1 JBrowse link 2 38,692,656 38,714,542 RGD:6480464
G Pde5a phosphodiesterase 5A, cGMP-specific JBrowse link 3 122,729,158 122,859,374 RGD:6480464
G Pgr progesterone receptor JBrowse link 9 8,898,900 8,968,611 RGD:6480464
G Ppara peroxisome proliferator activated receptor alpha JBrowse link 15 85,734,910 85,806,851 RGD:6480464
G Ppargc1a peroxisome proliferative activated receptor, gamma, coactivator 1 alpha JBrowse link 5 51,454,249 52,115,853 RGD:6480464
G Ptgs2 prostaglandin-endoperoxide synthase 2 JBrowse link 1 150,100,031 150,108,234 RGD:6480464
G Rela v-rel reticuloendotheliosis viral oncogene homolog A (avian) JBrowse link 19 5,637,442 5,648,134 RGD:6480464
G Runx2 runt related transcription factor 2 JBrowse link 17 44,495,987 44,814,797 RGD:6480464
G Sirt1 sirtuin 1 JBrowse link 10 63,319,005 63,339,035 RGD:6480464
G Sirt3 sirtuin 3 JBrowse link 7 140,863,663 140,882,309 RGD:6480464
G Slco1b2 solute carrier organic anion transporter family, member 1b2 JBrowse link 6 141,629,452 141,686,646 RGD:6480464
G Slco2b1 solute carrier organic anion transporter family, member 2b1 JBrowse link 7 99,657,804 99,711,340 RGD:6480464
G Smad4 SMAD family member 4 JBrowse link 18 73,634,790 73,703,791 RGD:6480464
G Smad6 SMAD family member 6 JBrowse link 9 63,953,076 64,022,085 RGD:6480464
G Sod2 superoxide dismutase 2, mitochondrial JBrowse link 17 13,007,839 13,018,119 RGD:6480464
G Spp1 secreted phosphoprotein 1 JBrowse link 5 104,435,111 104,441,053 RGD:6480464
G Tff1 trefoil factor 1 JBrowse link 17 31,161,395 31,165,060 RGD:6480464
G Tgfb1 transforming growth factor, beta 1 JBrowse link 7 25,687,002 25,705,077 RGD:6480464
G Th tyrosine hydroxylase JBrowse link 7 142,892,779 142,899,995 RGD:6480464
G Tnf tumor necrosis factor JBrowse link 17 35,199,367 35,202,007 RGD:6480464
G Tnfrsf11b tumor necrosis factor receptor superfamily, member 11b (osteoprotegerin) JBrowse link 15 54,250,619 54,278,484 RGD:6480464
G Tnfsf11 tumor necrosis factor (ligand) superfamily, member 11 JBrowse link 14 78,277,446 78,308,043 RGD:6480464
G Trp53 transformation related protein 53 JBrowse link 11 69,580,348 69,591,873 RGD:6480464

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 21322
    role 21309
      chemical role 20654
        antioxidant 14392
          icariin 95
Path 2
Term Annotations click to browse term
  CHEBI ontology 21322
    subatomic particle 21318
      composite particle 21318
        hadron 21318
          baryon 21318
            nucleon 21318
              atomic nucleus 21318
                atom 21318
                  main group element atom 21193
                    p-block element atom 21193
                      carbon group element atom 20991
                        carbon atom 20881
                          organic molecular entity 20881
                            organic molecule 20763
                              organic cyclic compound 20250
                                organic heterocyclic compound 19058
                                  oxacycle 17313
                                    benzopyran 9611
                                      1-benzopyran 9315
                                        flavonoid 6468
                                          flavones 4228
                                            hydroxyflavone 4217
                                              flavonols 4134
                                                icariin 95
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.