KEGG COMPOUND: C01227

COMPOUND: C01227

Entry

C01227                      Compound

Name

Dehydroepiandrosterone;
3beta-Hydroxyandrost-5-en-17-one;
Dehydroisoandrosterone;
DHA;
DHEA

Formula

C19H28O2

Exact mass

288.2089

Mol weight

288.42

Structure

Remark

Same as:

D08409

Reaction

R01837 R03404 R03405 R03406 R03407 R03408 R08517 R08961
R09957

Pathway

map00140

Steroid hormone biosynthesis

map00984

Steroid degradation

map01100

Metabolic pathways

map01120

Microbial metabolism in diverse environments

map04913

Ovarian steroidogenesis

map05200

Pathways in cancer

map05215

Prostate cancer

Module

M00110

C19/C18-Steroid hormone biosynthesis, pregnenolone => androstenedione => estrone

M00976

C19-Steroid hormone biosynthesis, pregnenolone => testosterone => dihydrotestosterone

Network

nt06227 Nuclear receptor signaling (cancer)
nt06272 Prostate cancer

Enzyme

1.1.1.51 1.1.1.145 1.14.14.1 1.14.14.23
1.14.14.32 1.14.14.- 2.8.2.2 3.1.6.2
5.3.3.1

Brite

Compounds with biological roles [BR:br08001]
Steroids
  19-Carbon atoms
   Androstane derivatives
    C01227  Dehydroepiandrosterone
Hormones and transmitters
  Steroid hormones
   Androgens
    C01227  Dehydroepiandrosterone
Lipids [BR:br08002]
ST  Sterol lipids
  ST02 Steroids
   ST0202 C19 steroids (androgens) and derivatives
    C01227  3beta-Hydroxyandrost-5-en-17-one
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
A ALIMENTARY TRACT AND METABOLISM
  A14 ANABOLIC AGENTS FOR SYSTEMIC USE
   A14A ANABOLIC STEROIDS
    A14AA Androstan derivatives
     A14AA07 Prasterone
      D08409  Prasterone (USAN/INN) <US>
G GENITO URINARY SYSTEM AND SEX HORMONES
  G03 SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM
   G03X OTHER SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM
    G03XX Other sex hormones and modulators of the genital system
     G03XX01 Prasterone
      D08409  Prasterone (USAN/INN) <US>
USP drug classification [BR:br08302]
Sexual Disorder Agents
  Sexual Disorder Agents (Female)
   Prasterone
    D08409  Prasterone (USAN/INN)
Drug groups [BR:br08330]
Hormonal agent
  DG01590  Androgen receptor agonist
   DG01605  Anabolic steroid
    DG00141  Prasterone
     D08409  Prasterone
Target-based classification of drugs [BR:br08310]
Nuclear receptors
  Estrogen like receptors
   Estrogen receptor
    NR3A (ESR)
     D08409  Prasterone (USAN/INN) <US>
   3-Ketosteroid receptor
    NR3C4 (AR)
     D08409  Prasterone (USAN/INN) <US>
New drug approvals in Europe [br08329.html]
European public assessment reports (EPAR) authorised medicine
  D08409

Other DBs

CAS:

53-43-0

PubChem:

4449

ChEBI:

28689

LIPIDMAPS:

LMST02020021

PDB-CCD:

AND[PDBj]

NIKKAJI:

J4.147E

KCF data

ATOM        21
            1   C1y C    30.0061  -18.0011
            2   C1y C    28.8345  -17.3309
            3   C1y C    31.1833  -17.3076
            4   C1x C    30.0177  -19.3592
            5   C1z C    27.6745  -18.0070
            6   C1x C    28.8577  -15.9611
            7   C1z C    31.1192  -15.9554
            8   C1x C    33.5380  -17.2900
            9   C2x C    28.8462  -20.0237
            10  C2y C    27.6745  -19.3533
            11  C1x C    26.5206  -17.3483
            12  C1a C    27.6921  -16.4975
            13  C1x C    30.0001  -15.2734
            14  C5x C    32.3724  -15.2676
            15  C1a C    31.1833  -14.3001
            16  C1x C    33.5497  -15.9611
            17  C1x C    26.5089  -20.0237
            18  C1x C    25.3491  -18.0070
            19  O5x O    32.3665  -13.9445
            20  C1y C    25.3491  -19.3533
            21  O1a O    24.2066  -20.0061
BOND        24
            1     1   2 1
            2     1   3 1
            3     1   4 1
            4     2   5 1
            5     2   6 1
            6     3   7 1
            7     3   8 1
            8     4   9 1
            9     5  10 1
            10    5  11 1
            11    5  12 1 #Up
            12    6  13 1
            13    7  14 1
            14    7  15 1 #Up
            15    8  16 1
            16   10  17 1
            17   11  18 1
            18   14  19 2
            19   17  20 1
            20   20  21 1 #Up
            21    7  13 1
            22    9  10 2
            23   14  16 1
            24   18  20 1

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