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| irinotecan |
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| CHEBI:80630 |
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| A member of the class of pyranoindolizinoquinolines that is the carbamate ester obtained by formal condensation of the carboxy group of [1,4'-bipiperidine]-1'-carboxylic acid with the phenolic hydroxy group of (4S)-4,11-diethyl-4,9-dihydroxy-1H-pyrano[3',4':6,7]indolizino[1,2- hydrochloride]quinoline-3,14-dione. Used (in the form of its hydrochloride salt trihydrate) in combination with fluorouracil and leucovorin, for the treatment of patients with metastatic adenocarcinoma of the pancreas after disease progression following gemcitabine-based therapy. It is converted via hydrolysis of the carbamate linkage to its active metabolite, SN-38, which is ~1000 times more active. |
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This entity has been manually annotated by the ChEBI Team.
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| ChemicalBook:CB9131644, ChemicalBook:CB2200244, ChemicalBook:CB05477612, eMolecules:491839, eMolecules:29549878, Selleckchem:Estradiol, ZINC000013520815 |
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| Estradiol (E2), also called oestrogen, oestradiol, is an estrogen steroid hormone and the major female sex hormone. It is involved in the regulation of female reproductive cycles such as estrous and menstrual cycles. Estradiol is responsible for the development of female secondary sexual characteristics such as the breasts, widening of the hips and a female pattern of fat distribution. It is also important in the development and maintenance of female reproductive tissues such as the mammary glands, uterus and vagina during puberty, adulthood and pregnancy. It also has important effects in many other tissues including bone, fat, skin, liver, and the brain.
Though estradiol levels in males are much lower than in females, estradiol has important roles in males as well. Apart from humans and other mammals, estradiol is also found in most vertebrates and crustaceans, insects, fish, and other animal species.
Estradiol is produced within the follicles of the ovaries and in other tissues including the testicles, the adrenal glands, fat, liver, the breasts, and the brain. Estradiol is produced in the body from cholesterol through a series of reactions and intermediates. The major pathway involves the formation of androstenedione, which is then converted by aromatase into estrone and is subsequently converted into estradiol. Alternatively, androstenedione can be converted into testosterone, which can then be converted into estradiol. Upon menopause in females, production of estrogens by the ovaries stops and estradiol levels decrease to very low levels.
In addition to its role as a natural hormone, estradiol is used as a medication, for instance in menopausal hormone therapy, and feminizing hormone therapy for transgender women and other genderqueer individuals; for information on estradiol as a medication, see the estradiol (medication) article. |
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Read full article at Wikipedia
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InChI=1S/C33H38N4O6/c1- 3-22-23-16-21(43-32(40)36-14-10-20(11-15-36)35-12-6-5-7-13-35)8-9-27(23)34-29-24(22)18-37-28(29)17-26-25(30(37)38)19-42-31(39)33(26,41)4-2/h8-9,16-17,20,41H,3-7,10-15,18-19H2,1-2H3/t33-/m0/s1 |
| UWKQSNNFCGGAFS-XIFFEERXSA-N |
| C1(=CC=C2C(=C1)C(=C3C(=N2)C=4N(C3)C(C5=C(C4)[C@](C(OC5)=O)(CC)O)=O)CC)OC(=O)N6CCC(CC6)N7CCCCC7 |
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Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
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apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
EC 5.99.1.2 (DNA topoisomerase) inhibitor
A topoisomerase inhibitor that inhibits the bacterial enzymes of the DNA topoisomerases, Type I class (EC 5.99.1.2) that catalyze ATP-independent breakage of one of the two strands of DNA, passage of the unbroken strand through the break, and rejoining of the broken strand. These bacterial enzymes reduce the topological stress in the DNA structure by relaxing negatively, but not positively, supercoiled DNA.
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antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
prodrug
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
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View more via ChEBI Ontology
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(4S)-4,11-diethyl-4-hydroxy-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-9-yl [1,4'-bipiperidine]-1'-carboxylate
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irinotecan
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ChemIDplus
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irinotecanum
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ChemIDplus
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(+)-Irinotecan
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ChemIDplus
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HSDB 7607
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ChemIDplus
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Irinophore C
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ChemIDplus
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Irinotecan lactone
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ChemIDplus
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Irinotecan mylan
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ChemIDplus
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1482
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DrugCentral
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C16641
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KEGG COMPOUND
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CP0
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PDBeChem
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D08086
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KEGG DRUG
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DB00762
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DrugBank
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HMDB0014900
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HMDB
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Irinotecan
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Wikipedia
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LSM-2167
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LINCS
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| View more database links |
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4839096
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Reaxys Registry Number
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Reaxys
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97682-44-5
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CAS Registry Number
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KEGG COMPOUND
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97682-44-5
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CAS Registry Number
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ChemIDplus
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26081596
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PubMed citation
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Europe PMC
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26352218
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PubMed citation
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Europe PMC
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26381420
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PubMed citation
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Europe PMC
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26487578
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PubMed citation
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Europe PMC
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26503200
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PubMed citation
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Europe PMC
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26526067
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PubMed citation
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Europe PMC
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26541586
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PubMed citation
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Europe PMC
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26574999
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PubMed citation
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Europe PMC
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26580826
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PubMed citation
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Europe PMC
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26739304
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PubMed citation
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Europe PMC
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