Standard Compound Records

Database Entry: cq_04577

2D-Structure

3D-Structure

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Basic Information

Name:Mestranol
Synonyms:Mestranol;(+)-17-alpha-Ethynyl-17-beta-hydroxy-3-methoxy-1,3,5(10)-estratriene;(+)-17-alpha-Ethynyl-17-beta-hydroxy-3-methoxy-1,3,5(10)-oestratriene;(17-alpha)-3-Methoxy-19-norpregna-1,3,5(10)-trien-20-yn-17-ol;17-Ethynyl-3-methoxy-1,3,5(10)-oestratien-17-beta-ol;17-Ethynylestradiol 3-methyl ether;17-Ethynyloestradiol 3-methyl ether;17-alpha-19-Norpregna-1,3,5(10)-trien-20-yn-17-ol, 3-methoxy-;17-alpha-Ethinyl estradiol 3-methyl ether;17-alpha-Ethinyl oestradiol 3-methyl ether;17-alpha-Ethynyl-3-methoxy-1,3,5(10)-estratrien-17-beta-ol;17-alpha-Ethynyl-3-methoxy-17-beta-hydroxy-delta-1,3,5(10)-estratriene;17-alpha-Ethynyl-3-methoxy-17-beta-hydroxy-delta-1,3,5(10)-oestratriene;17-alpha-Ethynyloestradiol methyl ether;17alpha-19-Norpregna-1,3,5(10)-trien-20-yn-17-ol, 3-methoxy-;17alpha-Ethinyl estradiol 3-methyl ether;17alpha-Ethinyl oestradiol 3-methyl ether;17alpha-Ethinylestradiol 3-methyl ether;17alpha-Ethynylestradiol 3-methyl ether;17alpha-Ethynylestradiol methyl ether;17alpha-Ethynyloestradiol 3-methyl ether;17beta-Estradiol, 17-ethynyl-, 3-(methyl ether);19-Nor-17alpha-pregna-1,3,5(10)-trien-20-yn-17-ol, 3-methoxy-;19-Norpregna-1,3,5(10)-trien-20-yn-17-ol, 3-methoxy-, (17alpha)-;3,17-beta-Dihydroxy-17-alpha-ethynyl-1,3,5(10)-estratriene-3-methyl ether;3-Methoxy-17-alpha-19-norpregna-1,3,5(10)-trien-20-yn-17-ol;3-Methoxy-17-alpha-ethinylestradiol;3-Methoxy-17-alpha-ethinyloestradiol;3-Methoxy-17-alpha-ethynyl-1,3,5(10)-estratrien-17-beta-ol;3-Methoxy-17-alpha-ethynyl-1,3,5(10)-oestratrien-17-beta-ol;3-Methoxy-17-alpha-ethynylestradiol;3-Methoxy-17-alpha-ethynyloestradiol;3-Methoxy-17-ethynyloestradiol-17-beta;3-Methoxy-17alpha-ethinylestradiol;3-Methoxy-17alpha-ethinyloestradiol;3-Methoxy-17alpha-ethynyl-1,3,5(10)-estratrien-17beta-ol;3-Methoxy-17alpha-ethynyl-1,3,5(10)-oestratrien-17beta-ol;3-Methoxy-17alpha-ethynylestradiol;3-Methoxy-17alpha-ethynyloestradiol;3-Methoxy-19-nor-17-alpha-pregna-1,3,5(10)-trien-20-yn-17-ol;3-Methoxy-19-nor-17alpha-pregna-1,3,5(10)-trien-20-yn-17-ol;3-Methoxyethynylestradiol;3-Methoxyethynyloestradiol;3-Methylethynylestradiol;3-Methylethynyloestradiol;3-O-Methylethynylestradiol;4-06-00-06877 (Beilstein Handbook Reference);43085-54-7;53445-46-8;72-33-3;8027 C. B.;AI3-51798;BRN 2625905;CCRIS 377;Caswell No. 547A;Compound 33355;Devocin;EE(sub3)ME;EE3ME;EINECS 200-777-8;EPA Pesticide Chemical Code 115401;Enovid;Estra-1,3,5(10)-trien-17-beta-ol, 17-alpha-ethynyl-3-methoxy-;Estra-1,3,5(10)-trien-17beta-ol, 17-ethynyl-3-methoxy-;Ethinylestradiol 3-methyl ether;Ethinyloestradiol 3-methyl ether;Ethynylestradiol 3-methyl ether;Ethynylestradiol methyl ether;Ethynyloestradiol 3-methyl ether;HSDB 3588;Inostral;MESTRANOL;Menophase;Mestranol [Steroidal oestrogens];Mestranol [USAN:BAN:INN:JAN];Mestranolo [DCIT];Mestranolum [INN-Latin];NSC 84032;Norethin 1/50 M;Norinyl;Norquen;Ortho-Novum;Ovastol;Ovulen;SC 4725;delta-MVE;(8S,9R,13S,14R,17R)-17-ethynyl-3-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-ol
Molecular Weight:310.42994
Formula:C21H26O2
CAS:43085-54-7;53445-46-8;72-33-3
Isomeric SMILES:C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C#C)O)CCC4=C3C=CC(=C4)OC
Canonical SMILES:CC12CCC3C(C1CCC2(C#C)O)CCC4=C3C=CC(=C4)OC
InChI:InChI=1/C21H26O2/c1-4-21(22)12-10-19-18-7-5-14-13-15(23-3)6-8-16(14)17(18)9-11-20(19,21)2/h1,6,8,13,17-19,22H,5,7,9-12H2,2-3H3/t17-,18-,19+,20+,21+/m1/s1
Experimental Water Solubility:
Predicted Water Solubility:0.977 mg/L [MEYLAN,WM ET AL. (1996)]
Experimental LogP(octanol-water):
Predicted LogP(octanol-water):4.68 [MEYLAN,WM & HOWARD,PH (1995)]

Biology and Chemistry related

KEGG Compound ID:C07618
PubChem SID:149229
PubChem CID:6291
ChemIDplus:000072333
CHEBI:
HMDB:
PDB Component ID:
MetaCyc ID:
UM-BBD ID:
BMRB ID:

NMR related

Atom IDAtom TypeSMILES Canonical IDSMILES Symmetry ClassNeighborsInChI Canonical IDInChI Symmetry ClassEmpirical Chemical ShiftTheoretical Chemical ShiftExperimental Chemical ShiftLiterature NMR Data
1H241445N_AN_A2.83N_AN_AN_A
2H251547N_AN_A1.57N_AN_AN_A
3H261648N_AN_A1.4N_AN_AN_A
4C1382849,9,10,112213.0N_AN_AN_A
5C1372728,6,7,83355.8N_AN_AN_A
6C3291930,21168.6N_AN_AN_A
7C3312132,34,366111.0N_AN_AN_A
8C3322231,36,488127.5N_AN_AN_A
9C3332334,35,51313112.0N_AN_AN_A
10C2392941,35,12,135534.2N_AN_AN_A
11C2413139,47,16,177726.3N_AN_AN_A
12C2403044,45,14,159926.4N_AN_AN_A
13C2433342,48,20,21101019.9N_AN_AN_A
14C2443440,49,22,23111128.4N_AN_AN_A
15C2423243,46,18,19121237.1N_AN_AN_A
16C4302029,464482.1N_AN_AN_A
17C4342431,33,281515157.5N_AN_AN_A
18C4362632,35,451616133.5N_AN_AN_A
19C4352533,39,361414135.0N_AN_AN_A
20C3453524,40,36,47171748.4N_AN_AN_A
21C3473725,41,45,48181838.0N_AN_AN_A
22C3483826,43,47,49191947.7N_AN_AN_A
23C4493938,44,48,46202050.2N_AN_AN_A
24C4463642,30,49,27212179.9N_AN_AN_A
25O271746,12222N_AN_AN_AN_A
26O281837,342323N_AN_AN_AN_A
27H9738N_AN_A1.16N_AN_AN_A
28H10738N_AN_A1.16N_AN_AN_A
29H11738N_AN_A1.16N_AN_AN_A
30H6637N_AN_A3.73N_AN_AN_A
31H7637N_AN_A3.73N_AN_AN_A
32H8637N_AN_A3.73N_AN_AN_A
33H12839N_AN_A2.8N_AN_AN_A
34H13839N_AN_A2.9N_AN_AN_A
35H161041N_AN_A1.435N_AN_AN_A
36H171041N_AN_A1.685N_AN_AN_A
37H14940N_AN_A1.605N_AN_AN_A
38H15940N_AN_A1.855N_AN_AN_A
39H201243N_AN_A1.345N_AN_AN_A
40H211243N_AN_A1.595N_AN_AN_A
41H221344N_AN_A1.235N_AN_AN_A
42H231344N_AN_A1.485N_AN_AN_A
43H181142N_AN_A1.665N_AN_AN_A
44H191142N_AN_A1.915N_AN_AN_A
45H2229N_AN_A2.51N_AN_AN_A
46H3331N_AN_A6.44N_AN_AN_A
47H4432N_AN_A6.9N_AN_AN_A
48H5533N_AN_A6.52N_AN_AN_A
49H1127N_AN_A5.45N_AN_AN_A

Mass Spectra related

C12N14 Mass data:310.193280079
C13N14 Mass data:331.263731673
C12N15 Mass data:310.193280079
C13N15 Mass data:331.263731673

Miscellanea

Order_Status:DONE
Organism:
Location:
Isomer:
Salt:
Data Source:kegg
Similar Structure:
Comments: drug