Standard Compound Records

Database Entry: cq_02185

2D-Structure

3D-Structure

(Powered by ChemAxon Marvin)

Basic Information

Name:5alpha-Pregnane-3,20-dione
Synonyms:5alpha-Pregnane-3,20-dione;3,20-Allopregnanedione;3,20-Dioxo-5alpha-pregnane;4-07-00-02199 (Beilstein Handbook Reference);5-alpha-Dihydroprogesterone;5-alpha-Pregnane-3,20-dione;566-65-4;5alpha-Dihydroprogesterone;5alpha-Pregnane-3,20-dione (8CI);5beta-Pregnane-3,20-dione;BRN 2058506;EINECS 209-297-3;NSC 18319;Pregnane-3,20-dione, (5-alpha)- (9CI);Pregnane-3,20-dione, (5alpha)- (9CI);(5S,8S,9R,10S,13S,14R,17R)-17-acetyl-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one;(5S,8S,9R,10S,13S,14R,17R)-17-ethanoyl-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one;3,20-Dioxo-5a-pregnane;5a-Dihydroprogesterone;5a-Pregnan-3,20-dione;5a-Pregnane-3,20-dione;5alpha-pregnan-3,20-dione;5b-Pregnane-3,20-dione;Allopregnan-3,20-dione;Pregnane-3,20-dione;(5S,8R,9S,10S,13R,14S,17S)-17-acetyl-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one
Molecular Weight:316.47758
Formula:C21H32O2
CAS:566-65-4
Isomeric SMILES:CC(=O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(CCC(=O)C4)C)C
Canonical SMILES:CC(=O)C1CCC2C1(CCC3C2CCC4C3(CCC(=O)C4)C)C
InChI:InChI=1/C21H32O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h14,16-19H,4-12H2,1-3H3/t14-,16-,17+,18-,19-,20-,21+/m0/s1
Experimental Water Solubility:
Predicted Water Solubility:0.00184 mg/mL at 25 oC [MEYLAN,WM et al. (1996)]; 0.00127 mg/mL [Predicted by ALOGPS]
Experimental LogP(octanol-water):
Predicted LogP(octanol-water):4.06 [Predicted by ALOGPS]; 4.4 [Predicted by PubChem via XLOGP]; 3.46 [MEYLAN,WM & HOWARD,PH (1995)]

Biology and Chemistry related

KEGG Compound ID:C03681
PubChem SID:669729
PubChem CID:92810
ChemIDplus:000566654
CHEBI:28952
HMDB:|HMDB03759|
PDB Component ID:|CI2|
MetaCyc ID:|CPD-293|
UM-BBD ID:
BMRB ID:|5_alpha_pregnane_3_20_dione|

NMR related

MMCD Experimental_NMR: expnmr_00514 ||

Atom IDAtom TypeSMILES Canonical IDSMILES Symmetry ClassNeighborsInChI Canonical IDInChI Symmetry ClassEmpirical Chemical ShiftTheoretical Chemical ShiftExperimental Chemical ShiftLiterature NMR Data
1C3533851,55,47,32191952.3N_AN_AN_A
2C3513653,52,46,30161635.3N_AN_AN_A
3C4554053,50,43,39202044.5N_AN_AN_A
4C2473253,48,24,259922.3N_AN_AN_A
5C3523751,54,44,31181855.6N_AN_AN_A
6C2463151,45,22,235527.6N_AN_AN_A
7C3503555,45,41,29141444.2N_AN_AN_A
8C2432855,40,16,17101037.1N_AN_AN_A
9C1392455,7,8,92220.4N_AN_AN_A
10C2483347,54,26,27111136.3N_AN_AN_A
11C4543952,48,49,38212141.9N_AN_AN_A
12C2442952,42,18,197726.8N_AN_AN_A
13C2453046,50,20,214426.5N_AN_AN_A
14C2412650,36,12,13121244.6N_AN_AN_A
15C2402543,36,10,118839.1N_AN_AN_A
16C3493454,42,35,28171763.6N_AN_AN_A
17C1382354,4,5,63319.9N_AN_AN_A
18C2422744,49,14,156623.4N_AN_AN_A
19C4362141,40,341515211.0N_AN_AN_A
20C4352049,37,331313209.5N_AN_AN_A
21O3419362323N_AN_AN_AN_A
22C1372235,1,2,31129.3N_AN_AN_A
23O3318352222N_AN_AN_AN_A
24H321753N_AN_A1.4N_AN_AN_A
25H301551N_AN_A1.41N_AN_AN_A
26H311652N_AN_A1.4N_AN_AN_A
27H291450N_AN_A1.64N_AN_AN_A
28H281349N_AN_A2.35N_AN_AN_A
29H241147N_AN_A1.275N_AN_AN_A
30H251147N_AN_A1.525N_AN_AN_A
31H221046N_AN_A1.275N_AN_AN_A
32H231046N_AN_A1.525N_AN_AN_A
33H16743N_AN_A1.595N_AN_AN_A
34H17743N_AN_A1.845N_AN_AN_A
35H7339N_AN_A1.16N_AN_AN_A
36H8339N_AN_A1.16N_AN_AN_A
37H9339N_AN_A1.16N_AN_AN_A
38H261248N_AN_A1.235N_AN_AN_A
39H271248N_AN_A1.485N_AN_AN_A
40H18844N_AN_A1.345N_AN_AN_A
41H19844N_AN_A1.595N_AN_AN_A
42H20945N_AN_A1.275N_AN_AN_A
43H21945N_AN_A1.525N_AN_AN_A
44H12541N_AN_A2.055N_AN_AN_A
45H13541N_AN_A2.305N_AN_AN_A
46H10440N_AN_A2.17N_AN_AN_A
47H11440N_AN_A2.27N_AN_AN_A
48H4238N_AN_A1.16N_AN_AN_A
49H5238N_AN_A1.16N_AN_AN_A
50H6238N_AN_A1.16N_AN_AN_A
51H14642N_AN_A1.625N_AN_AN_A
52H15642N_AN_A1.875N_AN_AN_A
53H1137N_AN_A2.09N_AN_AN_A
54H2137N_AN_A2.09N_AN_AN_A
55H3137N_AN_A2.09N_AN_AN_A

Mass Spectra related

C12N14 Mass data:316.240230271
C13N14 Mass data:337.310681865
C12N15 Mass data:316.240230271
C13N15 Mass data:337.310681865

Miscellanea

Order_Status:DONE
Organism:map; ko; hsa
Location:Fridge C UW Box 3 I4
Isomer:
Salt:
Data Source:kegg;pdb;hmdb;biocyc
Similar Structure:|cq_18020||cq_03074|
Comments: drug