Antrahinon

Identifikacija

CAS registarski broj

84-65-1^Y

ChemSpider^[1]

6522^Y

KEGG^[2]

C16207

ChEMBL^[3]

CHEMBL55659^Y

Jmol-3D slike

Slika 1

SMILES

O=C1c2ccccc2C(=O)c3ccccc13

InChI
InChI=1S/C14H8O2/c15-13-9-5-1-2-6-10(9)14(16)12-8-4-3-7-11(12)13/h1-8H^Y Kod: RZVHIXYEVGDQDX-UHFFFAOYSA-N^Y

Svojstva

Molekulska formula

C₁₄H₈O₂

Molarna masa

208.21 g mol⁻¹

Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala

Infobox references

Antrahinon je organsko jedinjenje, koje sadrži 14 atoma ugljenika i ima molekulsku masu od 208,212 Da.

Osobine

Osobina	Vrednost
Broj akceptora vodonika	2
Broj donora vodonika	0
Broj rotacionih veza	0
Particioni koeficijent^[4] (ALogP)	2,8
Rastvorljivost^[5] (logS, log(mol/L))	-3,4
Polarna površina^[6] (PSA, Å²)	34,1

Reference

↑ Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit
↑ Joanne Wixon, Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast 17 (1): 48–55. DOI:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.
↑ Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit
↑ Ghose, A.K., Viswanadhan V.N., and Wendoloski, J.J. (1998). „Prediction of Hydrophobic (Lipophilic) Properties of Small Organic Molecules Using Fragment Methods: An Analysis of AlogP and CLogP Methods”. J. Phys. Chem. A 102: 3762-3772. DOI:10.1021/jp980230o.
↑ Tetko IV, Tanchuk VY, Kasheva TN, Villa AE. (2001). „Estimation of Aqueous Solubility of Chemical Compounds Using E-State Indices”. Chem Inf. Comput. Sci. 41: 1488-1493. DOI:10.1021/ci000392t. PMID 11749573.
↑ Ertl P., Rohde B., Selzer P. (2000). „Fast calculation of molecular polar surface area as a sum of fragment based contributions and its application to the prediction of drug transport properties”. J. Med. Chem. 43: 3714-3717. DOI:10.1021/jm000942e. PMID 11020286.

Literatura

Clayden Jonathan, Nick Greeves, Stuart Warren, Peter Wothers (2001). Organic chemistry. Oxford, Oxfordshire: Oxford University Press. ISBN 0-19-850346-6.
Smith, Michael B.; March, Jerry (2007). Advanced Organic Chemistry: Reactions, Mechanisms, and Structure (6th izd.). New York: Wiley-Interscience. ISBN 0-471-72091-7.
Katritzky A.R., Pozharskii A.F. (2000). Handbook of Heterocyclic Chemistry. Academic Press. ISBN 0080429882.

Spoljašnje veze

Portal Hemija

Antrahinon na Wikimedijinoj ostavi

Anthraquinone

Intracelularni hemoterapijski lekovi/Antineoplastični lekovi (L01)

SP/MI
(M faza)

Blokiranje formiranja microtubule	Vinca alkaloidi (Vinblastin, Vinkristin, Vinflunin, Vindesin, Vinorelbin)
Blokiranje rasformiranja microtubule	Taksani (Cabazitaksel, Docetaksel, Larotaksel, Ortataksel, Paclitaksel, Tesetaksel) • Epotiloni (Iksabepilon)

Inhibitori
DNK replikacije

DNA prekursori/
antimetaboliti
(S faza)

Folna kiselina	inhibitor dihidrofolat reduktaze (Aminopterin, Metotreksat, Pemetreksed, Pralatreksat) • inhibitor timidilat sintaze (Raltitreksed, Pemetreksed)
Purin	inhibitor adenozin deaminaze (Pentostatin) halogenisani/inhibitori ribonukleotid reduktaze (Kladribin, Klofarabin, Fludarabin) tiopurin (Tioguanin, Merkaptopurin)
Pirimidin	inhibitor timidilat sintaze (Fluorouracil, Kapecitabin, Tegafur, Karmofur, Floksuridin) Inhibitor DNK polimeraze (Citarabin) Inhibitor ribonukleotid reduktaze (Gemcitabin) Inhibitor DNK metilacije (Azacitidin, Decitabin)
Dezoksiribonukleotid	inhibitor ribonukleotidne reduktaze (Hidroksikarbamid)

Inhibitori topoizomeraze
(S faza)

I	Camptotheca (Kamptotecin, Topotekan, Irinotekan, Rubitekan, Belotekan)
II	Podophyllum (Etoposid, Teniposid)
II+Interkalacija	Antraciklini (Aklarubicin, Daunorubicin, Doksorubicin, Epirubicin, Idarubicin, Amrubicin, Pirarubicin, Valrubicin, Zorubicin) • Antracenedions (Mitoksantron, Piksantron)

DNK umrežavanje
(CCNS)

Alkilirajući	Azotni iperiti: Mehlortamin • Ciklofosfamid (Ifosfamid, Trofosfamid) • Hlorambucil (Melfalan, Prednimustin) • Bendamustin • Uramustin • Estramustin Nitrozoureje: Karmustin • Lomustin (Semustin) • Fotemustin • Nimustin • Ranimustin • Streptozocin Alkil sulfonati: Busulfan (Manosulfan, Treosulfan) Aziridini: Karbokuon • TioTEPA • Triazikuon • Trietilenmelamin
Poput alkilirajućih	Platina (Karboplatin, Cisplatin, Nedaplatin, Oksaliplatin, Triplatin tetranitrat, Satraplatin)
Non-klasični	Hidrazini (Prokarbazin) • Triazenes (Dakarbazin, Temozolomid) • Altretamin • Mitobronitol
Interkalacija	Streptomices (Actinomicin, Bleomicin, Mitomicin, Plicamicin)

Fotosensitizeri/PDT

Aminolevulinska acid/Metil aminolevulinat • Efaproksiral • Porfirin derivati (Porfimer natrijum, Talaporfin, Temoporfin, Verteporfin)

Drugi

Inhibitori enzima	FI (Tipifarnib) • CDK inhibitori (Alvocidib, Seliciklib) • PrI (Bortezomib) • PhI (Anagrelid) • IMPDI (Tiazofurin) • LI (Masoprokol) • PARP inhibitor (Olaparib) • HDAC (Vorinostat, Romidepsin)
Receptorski antagonisti	ERA (Atrasentan) • retinoid X receptor (Beksaroten) • seks steroid (Testolakton)
Drugi/negrupisani	Amsakrin • Trabektedin • retinoidi (Alitretinoin, Tretinoin) • Arsen trioksid • asparaginski iscrpljivači (Asparaginaza/Pegaspargaza) • Celekoksib • Demekolcin • Elesklomol • Elsamitrucin • Etoglucid • Lonidamin • Lukanton • Mitoguazon • Mitotan • Oblimersen • mTOR inhibitori (Everolimus, Temsirolimus)