R18

(17BETA)-17-HYDROXY-17-METHYLESTRA-4,9,11-TRIEN-3-ONE

Created:	2000-06-15
Last modified:	2020-06-05

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5 entries where R18 is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	45
Chiral Atom Count	4
Bond Count	48
Aromatic Bond Count	0

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Chemical Component Summary
Name	(17BETA)-17-HYDROXY-17-METHYLESTRA-4,9,11-TRIEN-3-ONE
Synonyms	METHYLTRIENOLONE; 17BETA-HYDROXY-17METHYL-19NORANDROSTA-4,9,11-TRIEN-3-ONE; R1881
Systematic Name (OpenEye OEToolkits)	(8S,13S,14S,17S)-17-hydroxy-13,17-dimethyl-1,2,6,7,8,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
Formula	C₁₉ H₂₄ O₂
Molecular Weight	284.393
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C4C=C3C(=C2C=CC1(C(CCC1(O)C)C2CC3)C)CC4
SMILES	CACTVS	3.341	C[C]1(O)CC[CH]2[CH]3CCC4=CC(=O)CCC4=C3C=C[C]12C
SMILES	OpenEye OEToolkits	1.5.0	CC1(CCC2C1(C=CC3=C4CCC(=O)C=C4CCC23)C)O
Canonical SMILES	CACTVS	3.341	C[C@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CCC4=C3C=C[C@]12C
Canonical SMILES	OpenEye OEToolkits	1.5.0	C[C@@]1(CC[C@@H]2[C@@]1(C=CC3=C4CCC(=O)C=C4CC[C@@H]23)C)O
InChI	InChI	1.03	InChI=1S/C19H24O2/c1-18-9-7-15-14-6-4-13(20)11-12(14)3-5-16(15)17(18)8-10-19(18,2)21/h7,9,11,16-17,21H,3-6,8,10H2,1-2H3/t16-,17+,18+,19+/m1/s1
InChIKey	InChI	1.03	CCCIJQPRIXGQOE-XWSJACJDSA-N

Drug Info: DrugBank

DrugBank ID	DB02998
Name	Metribolone
Groups	experimental
Description	A synthetic non-aromatizable androgen and anabolic steroid. It binds strongly to the androgen receptor and has therefore also been used as an affinity label for this receptor in the prostate and in prostatic tumors.
Synonyms	Metribolone Metribolonum 17-beta-Hydroxy-17-methylestra-4,9,11-trien-3-one 17alpha-Methyltrienolone Methyltrienolone Metribolona
Categories	Estranes Estrenes Fused-Ring Compounds Steroids
CAS number	965-93-5

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Androgen receptor	MEVQLGLGRVYPRPPSKTYRGAFQNLFQSVREVIQNPGPRHPEAASAAPP...	unknown	activator
Nuclear receptor coactivator 2	MSGMGENTSDPSRAETRKRKECPDQLGPSPKRNTEKRNREQENKYIEELA...	unknown
Mineralocorticoid receptor	METKGYHSLPEGLDMERRWGQVSQAVERSSLGPTERTDENNYMEIVNVSC...	unknown
Progesterone receptor	MTELKAKGPRAPHVAGGPPSPEVGSPLLCRPAAGPFPGSQTSDTLPEVSA...	unknown
Prostate-specific antigen	MWVPVVFLTLSVTWIGAAPLILSRIVGGWECEKHSQPWQVLVASRGRAVC...	unknown	activator

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682