Acebrohol

Acebrohol
IUPAC ime
	[(4S,6R,8S,9S,10R,13R,14S,17R)-4,6-dibromo-10,13-dimetil-17-[(2R)-6-metilheptan-2-il]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradekahidro-1H-ciklopenta[a]fenantren-3-il] acetat
Klinički podaci
Drugs.com	Monografija
Identifikatori
CAS broj	514-50-1
ATC kod	none
PubChem	CID 170366
ChemSpider	148963
UNII	7XZB016MY5
Hemijski podaci
Formula	C29H48Br2O2
Molarna masa	588,498
	SMILES CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3C[C@@H](Br)C4[C@H](Br)C(CC[C@@]4(C)[C@H]3CC[C@@]12C)OC(=O)C; ;
	InChI InChI=1S/C29H48Br2O2/c1-17(2)8-7-9-18(3)21-10-11-22-20-16-24(30)26-27(31)25(33-19(4)32)13-15-29(26,6)23(20)12-14-28(21,22)5/h17-18,20-27H,7-16H2,1-6H3/t18-,20+,21-,22+,23+,24-,25?,26?,27-,28+,29+/m1/s1 ; Key:NJTAPFKGQYWFQM-DDBZPYEZSA-N ;

Acebrohol (INN),^[1] takođe poznat kao holesteril acetat dibromid ili 5a,6b-dibromoholestan-3b-ol acetat, je neuroaktivni steroid koji je opisan kao sedativ i hipnotik, ali nikada nije plasiran na tržište.^[2]

Osobine

Acebrohol je organsko jedinjenje, koje sadrži 29 atoma ugljenika i ima molekulsku masu od 588,498 Da.

Osobina	Vrednost
Broj akceptora vodonika	2
Broj donora vodonika	0
Broj rotacionih veza	7
Particioni koeficijent^[3] (ALogP)	8,6
Rastvorljivost^[4] (logS, log(mol/L))	-12,2
Polarna površina^[5] (PSA, Å²)	26,3

Reference

^ „INN - acebrochol”. Mednet. Whorld Health Organisation (WHO). Приступљено 10. 8. 2015.
^ Hill RA, Makin HL, Kirk DN, Murphy GM (23. 5. 1991). Dictionary of Steroids. CRC Press. стр. 229—. ISBN 978-0-412-27060-4.
^ Ghose, A.K.; Viswanadhan V.N. & 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. PMID 11749573. doi:10.1021/ci000392t.
^ 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. PMID 11020286. doi:10.1021/jm000942e.

Literatura

Hardman JG, Limbird LE, Gilman AG (2001). Goodman & Gilman's The Pharmacological Basis of Therapeutics (10. изд.). New York: McGraw-Hill. ISBN 0071354697. doi:10.1036/0071422803.
Thomas L. Lemke; David A. Williams, ур. (2007). Foye's Principles of Medicinal Chemistry (6. изд.). Baltimore: Lippincott Willams & Wilkins. ISBN 0781768799.

Spoljašnje veze

Acebrochol

[1] „INN - acebrochol”. Mednet. Whorld Health Organisation (WHO). Приступљено 10. 8. 2015.

[HillMakin1991-2] Hill RA, Makin HL, Kirk DN, Murphy GM (23. 5. 1991). Dictionary of Steroids. CRC Press. стр. 229—. ISBN 978-0-412-27060-4.

[3] Ghose, A.K.; Viswanadhan V.N. & 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.

[4] 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. PMID 11749573. doi:10.1021/ci000392t.

[5] 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. PMID 11020286. doi:10.1021/jm000942e.

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