KEGG   ORTHOLOGY: K16050
Entry
K16050                      KO                                     

Name
hsaD
Definition
4,5:9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oate hydrolase [EC:3.7.1.17]
Pathway
ko00984  Steroid degradation
ko01100  Metabolic pathways
ko01120  Microbial metabolism in diverse environments
ko01220  Degradation of aromatic compounds
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09111 Xenobiotics biodegradation and metabolism
   00984 Steroid degradation
    K16050  hsaD; 4,5:9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oate hydrolase
Enzymes [BR:ko01000]
 3. Hydrolases
  3.7  Acting on carbon-carbon bonds
   3.7.1  In ketonic substances
    3.7.1.17  4,5:9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oate hydrolase
     K16050  hsaD; 4,5:9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oate hydrolase
Other DBs
RN: R09883
COG: COG0596
Genes
RGL: CS053_01755
VAF: D1115_22495
PRE: PCA10_13810
PPUT: L483_14175
PPUN: PP4_27040(mhpC)
PVR: PverR02_11710
PPUU: PputUW4_01659(mhpC)
PKC: PKB_4240
PFZ: AV641_10660
PLQ: AA042_19905
PSET: THL1_1432
PSIL: PMA3_11770
SPL: Spea_2147
SHL: Shal_2118
PHA: PSHAa0893(tesD)
PTN: PTRA_a1026(hsaD)
PNG: PNIG_a1077(hsaD)
GPB: HDN1F_27100(tesD)
REH: H16_B0600(bphD)
CNC: CNE_2c05450(fabG2)
CTI: RALTA_B0404(mhpC)
BCJ: BCAM1609
BCEN: DM39_3387
BCEO: I35_5469
BCT: GEM_4115
BCED: DM42_6349
BCON: NL30_04160
BTEI: WS51_05675
BPSL: WS57_06065
BMEC: WJ16_26770
BUL: BW21_2676(hsaD)
BPH: Bphy_3515
BFN: OI25_4585
CABA: SBC2_49060(mhpC)
DAC: Daci_1886
CTES: O987_07745
VGO: GJW-30_1_00664(hsaD_1)
SNO: Snov_4169
MMED: Mame_00364(hsaD)
NAR: Saro_3690
SSAN: NX02_12715
SPKC: KC8_19645
SPHB: EP837_03392(hsaD)
SVC: STVA_05510(menH)
RCH: RUM_03650
MTU: Rv3569c(hsaD)
MTC: MT3674(bphD)
MRA: MRA_3608(bphD)
MTUR: CFBS_3786(bphD)
MTO: MTCTRI2_3634(bphD)
MTD: UDA_3569c(bphD)
MTN: ERDMAN_3916(bphD)
MTUC: J113_24995
MTUE: J114_19090
MTUH: I917_25075
MTUL: TBHG_03510
MTUT: HKBT1_3771(bphD)
MTUU: HKBT2_3780(bphD)
MTQ: HKBS1_3783(bphD)
MBO: BQ2027_MB3600C(hsad)
MBB: BCG_3634c(bphD)
MBT: JTY_3635(bphD)
MBM: BCGMEX_3632c(bphD)
MBX: BCGT_3436
MAF: MAF_35820(bphD)
MMIC: RN08_3946
MCE: MCAN_35821(bphD)
MCQ: BN44_110064(bphD)
MCV: BN43_90070(bphD)
MCX: BN42_90067(bphD)
MCZ: BN45_100083(bphD)
MPA: MAP_0498
MAO: MAP4_3369
MAVI: RC58_16710
MAVU: RE97_16745
MAV: MAV_0592
MIT: OCO_05010
MIA: OCU_05050
MID: MIP_00941
MYO: OEM_05070
MIR: OCQ_05160
MLP: MLM_0736
MUL: MUL_4140(bphD)
MMC: Mmcs_4708
MKM: Mkms_4794
MJL: Mjls_5093
MMI: MMAR_5064(bphD)
MMAE: MMARE11_48790(bphD)
MMM: W7S_02445
MLI: MULP_05322(bphD)
MHAD: B586_04450
MSHG: MSG_04562(hsaD)
MFJ: MFLOJ_40660(hsaD)
MSG: MSMEI_5876(bphD)
MVA: Mvan_5307
MGI: Mflv_1464
MPHL: MPHLCCUG_00492(hsaD_1) MPHLCCUG_02158(hsaD_2)
MVQ: MYVA_5217
MTHN: 4412656_04093(hsaD_3)
MHAS: MHAS_03778(hsaD_5)
ASD: AS9A_0925(mhpC)
NFA: NFA_4730
NFR: ERS450000_03763(hsaD_1)
RHA: RHA1_ro04540(hsaD)
RER: RER_07560
REY: O5Y_03675
ROP: ROP_44550
RRT: 4535765_00583(hsaD_1) 4535765_04568(hsaD_4)
TPR: Tpau_3844
SALU: DC74_7446
SALL: SAZ_38435
SALF: SMD44_02218(hsaD)
SLX: SLAV_27435(hsaD)
MPH: MLP_47050
NCA: Noca_2775
NDK: I601_3469(hsaD_2)
PSIM: KR76_14475
AMD: AMED_2523(mhpC)
AMM: AMES_2495(mhpC) AMES_7076
AMZ: B737_2496(mhpC) B737_7076
AOI: AORI_2485(mhpC)
AJA: AJAP_26400(hsaD)
AMQ: AMETH_4837(mhpC)
AMYY: YIM_14455(hsaD1)
KAL: KALB_5123
ALO: CRK59593
SAQ: Sare_2878
AFS: AFR_13045
TBW: NCTC13354_00777(hsaD_1)
CPI: Cpin_5402
 » show all
Reference
  Authors
Lack NA, Yam KC, Lowe ED, Horsman GP, Owen RL, Sim E, Eltis LD
  Title
Characterization of a carbon-carbon hydrolase from Mycobacterium tuberculosis involved in cholesterol metabolism.
  Journal
J Biol Chem 285:434-43 (2010)
DOI:10.1074/jbc.M109.058081
  Sequence
[mtu:Rv3569c]
Reference
  Authors
Ouellet H, Johnston JB, de Montellano PR
  Title
Cholesterol catabolism as a therapeutic target in Mycobacterium tuberculosis.
  Journal
Trends Microbiol 19:530-9 (2011)
DOI:10.1016/j.tim.2011.07.009

KEGG   ENZYME: 3.7.1.17
Entry
EC 3.7.1.17                 Enzyme                                 

Name
4,5:9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oate hydrolase;
tesD (gene name);
hsaD (gene name)
Class
Hydrolases;
Acting on carbon-carbon bonds;
In ketonic substances
Sysname
4,5:9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oate hydrolase ( (2Z,4Z)-2-hydroxyhexa-2,4-dienoate-forming)
Reaction(IUBMB)
(1E,2Z)-3-hydroxy-5,9,17-trioxo-4,5:9,10-disecoandrosta-1(10),2-dien-4-oate + H2O = 3-[(3aS,4S,7aS)-7a-methyl-1,5-dioxo-octahydro-1H-inden-4-yl]propanoate + (2Z,4Z)-2-hydroxyhexa-2,4-dienoate [RN:R09883]
Reaction(KEGG)
R09883
Substrate
(1E,2Z)-3-hydroxy-5,9,17-trioxo-4,5:9,10-disecoandrosta-1(10),2-dien-4-oate [CPD:C04844];
H2O [CPD:C00001]
Product
3-[(3aS,4S,7aS)-7a-methyl-1,5-dioxo-octahydro-1H-inden-4-yl]propanoate [CPD:C20199];
(2Z,4Z)-2-hydroxyhexa-2,4-dienoate [CPD:C20240]
Comment
The enzyme is involved in the bacterial degradation of the steroid ring structure, and is involved in degradation of multiple steroids, such as testosterone [1], cholesterol [2], and sitosterol.
History
EC 3.7.1.17 created 2012
Pathway
ec00984  Steroid degradation
Orthology
K16050  4,5:9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oate hydrolase
Genes
RGL: CS053_01755
VAF: D1115_22495
PRE: PCA10_13810
PPUT: L483_14175
PPUN: PP4_27040(mhpC)
PVR: PverR02_11710
PPUU: PputUW4_01659(mhpC)
PKC: PKB_4240
PFZ: AV641_10660
PLQ: AA042_19905
PSET: THL1_1432
PSIL: PMA3_11770
SPL: Spea_2147
SHL: Shal_2118
PHA: PSHAa0893(tesD)
PTN: PTRA_a1026(hsaD)
PNG: PNIG_a1077(hsaD)
GPB: HDN1F_27100(tesD)
REH: H16_B0600(bphD)
CNC: CNE_2c05450(fabG2)
CTI: RALTA_B0404(mhpC)
BCJ: BCAM1609
BCEN: DM39_3387
BCEO: I35_5469
BCT: GEM_4115
BCED: DM42_6349
BCON: NL30_04160
BTEI: WS51_05675
BPSL: WS57_06065
BMEC: WJ16_26770
BUL: BW21_2676(hsaD)
BPH: Bphy_3515
BFN: OI25_4585
CABA: SBC2_49060(mhpC)
DAC: Daci_1886
CTES: O987_07745
VGO: GJW-30_1_00664(hsaD_1)
SNO: Snov_4169
MMED: Mame_00364(hsaD)
NAR: Saro_3690
SSAN: NX02_12715
SPKC: KC8_19645
SPHB: EP837_03392(hsaD)
SVC: STVA_05510(menH)
RCH: RUM_03650
MTU: Rv3569c(hsaD)
MTC: MT3674(bphD)
MRA: MRA_3608(bphD)
MTUR: CFBS_3786(bphD)
MTO: MTCTRI2_3634(bphD)
MTD: UDA_3569c(bphD)
MTN: ERDMAN_3916(bphD)
MTUC: J113_24995
MTUE: J114_19090
MTUH: I917_25075
MTUL: TBHG_03510
MTUT: HKBT1_3771(bphD)
MTUU: HKBT2_3780(bphD)
MTQ: HKBS1_3783(bphD)
MBO: BQ2027_MB3600C(hsad)
MBB: BCG_3634c(bphD)
MBT: JTY_3635(bphD)
MBM: BCGMEX_3632c(bphD)
MBX: BCGT_3436
MAF: MAF_35820(bphD)
MMIC: RN08_3946
MCE: MCAN_35821(bphD)
MCQ: BN44_110064(bphD)
MCV: BN43_90070(bphD)
MCX: BN42_90067(bphD)
MCZ: BN45_100083(bphD)
MPA: MAP_0498
MAO: MAP4_3369
MAVI: RC58_16710
MAVU: RE97_16745
MAV: MAV_0592
MIT: OCO_05010
MIA: OCU_05050
MID: MIP_00941
MYO: OEM_05070
MIR: OCQ_05160
MLP: MLM_0736
MUL: MUL_4140(bphD)
MMC: Mmcs_4708
MKM: Mkms_4794
MJL: Mjls_5093
MMI: MMAR_5064(bphD)
MMAE: MMARE11_48790(bphD)
MMM: W7S_02445
MLI: MULP_05322(bphD)
MHAD: B586_04450
MSHG: MSG_04562(hsaD)
MFJ: MFLOJ_40660(hsaD)
MSG: MSMEI_5876(bphD)
MVA: Mvan_5307
MGI: Mflv_1464
MPHL: MPHLCCUG_00492(hsaD_1) MPHLCCUG_02158(hsaD_2)
MVQ: MYVA_5217
MTHN: 4412656_04093(hsaD_3)
MHAS: MHAS_03778(hsaD_5)
ASD: AS9A_0925(mhpC)
NFA: NFA_4730
NFR: ERS450000_03763(hsaD_1)
RHA: RHA1_ro04540(hsaD)
RER: RER_07560
REY: O5Y_03675
ROP: ROP_44550
RRT: 4535765_00583(hsaD_1) 4535765_04568(hsaD_4)
TPR: Tpau_3844
SALU: DC74_7446
SALL: SAZ_38435
SALF: SMD44_02218(hsaD)
SLX: SLAV_27435(hsaD)
MPH: MLP_47050
NCA: Noca_2775
NDK: I601_3469(hsaD_2)
PSIM: KR76_14475
AMD: AMED_2523(mhpC)
AMM: AMES_2495(mhpC) AMES_7076
AMZ: B737_2496(mhpC) B737_7076
AOI: AORI_2485(mhpC)
AJA: AJAP_26400(hsaD)
AMQ: AMETH_4837(mhpC)
AMYY: YIM_14455(hsaD1)
KAL: KALB_5123
ALO: CRK59593
SAQ: Sare_2878
AFS: AFR_13045
TBW: NCTC13354_00777(hsaD_1)
CPI: Cpin_5402
 » show all
Reference
1  [PMID:16151114]
  Authors
Horinouchi M, Hayashi T, Koshino H, Kurita T, Kudo T
  Title
Identification of 9,17-dioxo-1,2,3,4,10,19-hexanorandrostan-5-oic acid, 4-hydroxy-2-oxohexanoic acid, and 2-hydroxyhexa-2,4-dienoic acid and related enzymes involved in testosterone degradation in Comamonas testosteroni TA441.
  Journal
Appl Environ Microbiol 71:5275-81 (2005)
DOI:10.1128/AEM.71.9.5275-5281.2005
Reference
2  [PMID:17264217]
  Authors
Van der Geize R, Yam K, Heuser T, Wilbrink MH, Hara H, Anderton MC, Sim E, Dijkhuizen L, Davies JE, Mohn WW, Eltis LD
  Title
A gene cluster encoding cholesterol catabolism in a soil actinomycete provides insight into Mycobacterium tuberculosis survival in macrophages.
  Journal
Proc Natl Acad Sci U S A 104:1947-52 (2007)
DOI:10.1073/pnas.0605728104
  Sequence
[mtu:Rv3569c]
Reference
3  [PMID:18097091]
  Authors
Lack N, Lowe ED, Liu J, Eltis LD, Noble ME, Sim E, Westwood IM
  Title
Structure of HsaD, a steroid-degrading hydrolase, from Mycobacterium tuberculosis.
  Journal
Acta Crystallogr Sect F Struct Biol Cryst Commun 64:2-7 (2008)
DOI:10.1107/S1744309107065931
  Sequence
[mtu:Rv3569c]
Reference
4  [PMID:19875455]
  Authors
Lack NA, Yam KC, Lowe ED, Horsman GP, Owen RL, Sim E, Eltis LD
  Title
Characterization of a carbon-carbon hydrolase from Mycobacterium tuberculosis involved in cholesterol metabolism.
  Journal
J Biol Chem 285:434-43 (2010)
DOI:10.1074/jbc.M109.058081
  Sequence
[mtu:Rv3569c]
Other DBs
ExplorEnz - The Enzyme Database: 3.7.1.17
IUBMB Enzyme Nomenclature: 3.7.1.17
ExPASy - ENZYME nomenclature database: 3.7.1.17
UM-BBD (Biocatalysis/Biodegradation Database): 3.7.1.17
BRENDA, the Enzyme Database: 3.7.1.17

KEGG   REACTION: R09883
Entry
R09883                      Reaction                               

Name
4,5:9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oate hydrolase ( (2Z,4Z)-2-hydroxyhexa-2,4-dienoate-forming)
Definition
3-Hydroxy-5,9,17-trioxo-4,5:9,10-disecoandrosta-1(10),2-dien-4-oate + H2O <=> 3-[(3aS,4S,7aS)-7a-Methyl-1,5-dioxo-octahydro-1H-inden-4-yl]propanoate + (2Z,4Z)-2-Hydroxyhexa-2,4-dienoate
Equation
Reaction class
RC02018  C04844_C20199
RC02740  C04844_C20240
Enzyme
Pathway
rn00984  Steroid degradation
rn01100  Metabolic pathways
rn01120  Microbial metabolism in diverse environments
rn01220  Degradation of aromatic compounds
Orthology
K16050  4,5:9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oate hydrolase [EC:3.7.1.17]
Other DBs
RHEA: 32038

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