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Showing metabocard for 3-Hydroxybutyryl-CoA (HMDB0001166)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (4) Show 4 proteinsXML
enzymes (4) Show 4 proteins
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2021-09-14 15:16:01 UTC
HMDB IDHMDB0001166
Secondary Accession Numbers
  • HMDB0002383
  • HMDB01166
  • HMDB02383
Metabolite Identification
Common Name3-Hydroxybutyryl-CoA
Description(R)-3-hydroxybutanoyl-CoA belongs to the class of organic compounds known as (r)-3-hydroxyacyl coas. These are organic compounds containing a (R)-3-hydroxyl acylated coenzyme A derivative. Thus, (R)-3-hydroxybutanoyl-CoA is considered to be a fatty ester lipid molecule (R)-3-hydroxybutanoyl-CoA is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Data?1593117032
MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0001166 (3-Hydroxybutyryl-CoA)


  Mrv1652306252022302D          

 54 56  0  0  1  0            999 V2000
   24.5695   -1.8111    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   23.9021   -1.3263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3146   -2.5958    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.2346   -1.8111    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.4896   -2.5958    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.7994   -3.2633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8237   -5.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5666   -6.2647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1093   -6.2647    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3949   -5.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6804   -6.2647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1377   -4.6147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3949   -5.0272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1377   -3.7897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7088   -3.7897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4232   -3.3771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8522   -2.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7252   -1.4252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1377   -2.1396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5502   -1.4252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4232   -2.5520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.7087   -2.1396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5666   -2.1396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2166   -2.1396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8665   -2.1396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3916   -1.3146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3916   -2.9646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0415   -1.3146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0415   -2.9646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3916   -2.1396    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   21.0415   -2.1396    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.4500   -1.5563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0046   -3.2633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1796   -4.0883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8296   -4.0883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0046   -4.0883    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.0046   -4.9132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3541   -1.5563    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9673   -2.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6896   -0.8026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6817   -1.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9673   -2.9333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5102   -0.8888    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3962   -2.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6818   -3.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3962   -2.9331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1106   -1.6957    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2811   -5.8522    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.9956   -7.0897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9956   -6.2647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7101   -5.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1390   -5.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4244   -6.2647    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.4244   -7.0897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 38  1  1  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  3  6  1  6  0  0  0
  4 32  1  1  0  0  0
  5  4  1  0  0  0  0
  5 33  1  6  0  0  0
  9  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8 48  1  0  0  0  0
 10  9  1  0  0  0  0
 13 10  1  0  0  0  0
 10 11  2  0  0  0  0
 12 14  1  0  0  0  0
 13 12  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  2  0  0  0  0
 16 21  1  0  0  0  0
 19 17  1  0  0  0  0
 17 23  1  0  0  0  0
 19 18  1  0  0  0  0
 21 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  6  0  0  0
 23 30  1  0  0  0  0
 30 24  1  0  0  0  0
 24 31  1  0  0  0  0
 31 25  1  0  0  0  0
 32 25  1  0  0  0  0
 30 26  2  0  0  0  0
 30 27  1  0  0  0  0
 31 28  2  0  0  0  0
 31 29  1  0  0  0  0
 33 36  1  0  0  0  0
 36 34  1  0  0  0  0
 36 35  1  0  0  0  0
 36 37  2  0  0  0  0
 39 38  1  0  0  0  0
 40 38  1  0  0  0  0
 41 39  2  0  0  0  0
 42 39  1  0  0  0  0
 43 40  2  0  0  0  0
 44 41  1  0  0  0  0
 43 41  1  0  0  0  0
 45 42  2  0  0  0  0
 46 44  2  0  0  0  0
 47 44  1  0  0  0  0
 46 45  1  0  0  0  0
 48 50  1  0  0  0  0
 50 49  2  0  0  0  0
 50 51  1  0  0  0  0
 51 53  1  0  0  0  0
 53 52  1  0  0  0  0
 53 54  1  1  0  0  0
M  END
Download

3D MOL for HMDB0001166 (3-Hydroxybutyryl-CoA)

Download
3D SDF for HMDB0001166 (3-Hydroxybutyryl-CoA)

  Mrv1652306252022302D          

 54 56  0  0  1  0            999 V2000
   24.5695   -1.8111    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   23.9021   -1.3263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3146   -2.5958    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.2346   -1.8111    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.4896   -2.5958    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.7994   -3.2633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8237   -5.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5666   -6.2647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1093   -6.2647    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3949   -5.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6804   -6.2647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1377   -4.6147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3949   -5.0272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1377   -3.7897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7088   -3.7897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4232   -3.3771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8522   -2.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7252   -1.4252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1377   -2.1396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5502   -1.4252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4232   -2.5520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.7087   -2.1396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5666   -2.1396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2166   -2.1396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8665   -2.1396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3916   -1.3146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3916   -2.9646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0415   -1.3146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0415   -2.9646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3916   -2.1396    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   21.0415   -2.1396    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.4500   -1.5563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0046   -3.2633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1796   -4.0883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8296   -4.0883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0046   -4.0883    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.0046   -4.9132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3541   -1.5563    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9673   -2.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6896   -0.8026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6817   -1.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9673   -2.9333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5102   -0.8888    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3962   -2.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6818   -3.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3962   -2.9331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1106   -1.6957    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2811   -5.8522    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.9956   -7.0897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9956   -6.2647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7101   -5.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1390   -5.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4244   -6.2647    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.4244   -7.0897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 38  1  1  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  3  6  1  6  0  0  0
  4 32  1  1  0  0  0
  5  4  1  0  0  0  0
  5 33  1  6  0  0  0
  9  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8 48  1  0  0  0  0
 10  9  1  0  0  0  0
 13 10  1  0  0  0  0
 10 11  2  0  0  0  0
 12 14  1  0  0  0  0
 13 12  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  2  0  0  0  0
 16 21  1  0  0  0  0
 19 17  1  0  0  0  0
 17 23  1  0  0  0  0
 19 18  1  0  0  0  0
 21 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  6  0  0  0
 23 30  1  0  0  0  0
 30 24  1  0  0  0  0
 24 31  1  0  0  0  0
 31 25  1  0  0  0  0
 32 25  1  0  0  0  0
 30 26  2  0  0  0  0
 30 27  1  0  0  0  0
 31 28  2  0  0  0  0
 31 29  1  0  0  0  0
 33 36  1  0  0  0  0
 36 34  1  0  0  0  0
 36 35  1  0  0  0  0
 36 37  2  0  0  0  0
 39 38  1  0  0  0  0
 40 38  1  0  0  0  0
 41 39  2  0  0  0  0
 42 39  1  0  0  0  0
 43 40  2  0  0  0  0
 44 41  1  0  0  0  0
 43 41  1  0  0  0  0
 45 42  2  0  0  0  0
 46 44  2  0  0  0  0
 47 44  1  0  0  0  0
 46 45  1  0  0  0  0
 48 50  1  0  0  0  0
 50 49  2  0  0  0  0
 50 51  1  0  0  0  0
 51 53  1  0  0  0  0
 53 52  1  0  0  0  0
 53 54  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0001166

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N

> <INCHI_IDENTIFIER>
InChI=1S/C25H42N7O18P3S/c1-13(33)8-16(35)54-7-6-27-15(34)4-5-28-23(38)20(37)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-19(49-51(39,40)41)18(36)24(48-14)32-12-31-17-21(26)29-11-30-22(17)32/h11-14,18-20,24,33,36-37H,4-10H2,1-3H3,(H,27,34)(H,28,38)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/t13-,14-,18-,19-,20+,24-/m1/s1

> <INCHI_KEY>
QHHKKMYHDBRONY-WZZMXTMRSA-N

> <FORMULA>
C25H42N7O18P3S

> <MOLECULAR_WEIGHT>
853.62

> <EXACT_MASS>
853.151989708

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_ATOM_COUNT>
96

> <JCHEM_AVERAGE_POLARIZABILITY>
77.22945135181149

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-3-({2-[(2-{[(3R)-3-hydroxybutanoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)-2,2-dimethylpropoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-0.62

> <JCHEM_LOGP>
-6.04527939814796

> <ALOGPS_LOGS>
-2.32

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.9001207347761846

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8209787813398228

> <JCHEM_PKA_STRONGEST_BASIC>
4.006053268556904

> <JCHEM_POLAR_SURFACE_AREA>
383.8599999999999

> <JCHEM_REFRACTIVITY>
183.0284

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.07e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(R)-3-hydroxybutanoyl-coa

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for HMDB0001166 (3-Hydroxybutyryl-CoA)
https://cactus.nci.nih.gov/chemical/structure/C%5BC@@H%5D(O)CC(=O)SCCNC(=O)CC...
 OpenBabel09142113213D
Jmol version 14.31.45  2021-07-21 05:08 EXTRACT: ({0:95})
 96 98  0  0  0  0  0  0  0  0999 V2000
  -17.1795    4.7317    0.1827 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.0339    3.7924    0.5652 C   0  0  1  0  0  0  0  0  0  0  0  0
  -15.3768    4.2920    1.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
  -16.5676    2.6078    1.1598 O   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2392    3.4205   -0.6882 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0401    2.5962   -0.2965 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8406    2.3319    0.8708 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9592    2.0323   -1.4984 S   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7727    1.1417   -0.4615 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6804    0.5335   -1.3435 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6837   -4.8224    1.6655 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4702   -2.4331    1.4567 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5707   -3.8276    1.3365 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7602   -1.3956    0.6876 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1770   -1.2618    0.5581 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4950   -0.1494   -0.4431 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9826   -0.3418   -1.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0797    1.1199    0.0886 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.8175    2.3743   -1.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3897    1.3741   -0.2722 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.7684    1.4074    0.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3396    1.9297   -1.1839 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.5351   -0.7953   -0.0460 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3272   -0.3051   -2.0546 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3340   -1.4619   -2.5446 P   0  0  0  0  0  0  0  0  0  0  0  0
    9.3469   -1.5160   -4.1536 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8180   -1.1453   -2.0064 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8835   -2.7667   -2.0107 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0038    3.2917    0.4761 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5905    3.3422    1.7740 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7048    4.5557    2.2300 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1972    5.3587    1.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4000    4.5563    0.1211 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8840    5.1125   -0.9849 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1705    6.3966   -1.0200 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9968    7.1905    0.0211 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5217    6.7235    1.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3427    7.5632    2.2563 N   0  0  0  0  0  0  0  0  0  0  0  0
  -17.7457    4.9966    1.0756 H   0  0  0  0  0  0  0  0  0  0  0  0
  -16.7724    5.6354   -0.2710 H   0  0  0  0  0  0  0  0  0  0  0  0
  -17.8366    4.2321   -0.5292 H   0  0  0  0  0  0  0  0  0  0  0  0
  -17.0845    2.7683    1.9611 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.8724    2.8434   -1.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.9070    4.3290   -1.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3219    1.8329    0.2505 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2873    0.3475    0.0792 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1313   -0.1577   -2.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1658    1.3279   -1.8842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8436   -0.2179    0.4574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2263   -0.8582    0.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1917   -2.3438    0.3360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0357   -2.8490   -1.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0703   -1.3633   -1.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7481   -2.9091    0.7141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1925   -3.3406    1.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3403   -2.8943   -2.1058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6958   -2.8427   -1.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4984   -4.4083   -1.6969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9674   -1.8198    1.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6355   -1.2689    0.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2736   -1.4563   -0.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6374   -3.8385    2.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9961   -4.9132    0.7407 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6030   -2.2863    3.6217 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1199   -1.2478    3.4738 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6086   -1.0125    1.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5998   -2.2019    0.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5375    2.8628   -1.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9335   -2.1920   -4.5198 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1779   -0.3035   -2.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2223    2.4995    2.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5625    6.8169   -1.9344 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5649    8.5045    2.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9951    7.2103    3.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 61  1  0  0  0  0
  1 62  1  0  0  0  0
  1 63  1  0  0  0  0
  2  3  1  1  0  0  0
  2  4  1  0  0  0  0
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  4 64  1  0  0  0  0
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 10 11  1  0  0  0  0
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 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
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 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
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 26 27  1  0  0  0  0
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 27 29  2  6  0  0  0
 27 30  1  0  0  0  0
 28 86  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  6  0  0  0
 31 34  1  0  0  0  0
 32 87  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 88  1  0  0  0  0
 35 89  1  0  0  0  0
 36 37  1  6  0  0  0
 36 38  1  0  0  0  0
 36 44  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  6  0  0  0
 39 41  1  0  0  0  0
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 41 42  1  1  0  0  0
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 41 44  1  0  0  0  0
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 44 45  1  1  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
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 48 91  1  0  0  0  0
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 51 52  1  0  0  0  0
 51 55  1  0  0  0  0
 52 53  2  0  0  0  0
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 53 54  1  0  0  0  0
 54 55  2  0  0  0  0
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 56 57  2  0  0  0  0
 57 58  1  0  0  0  0
 57 94  1  0  0  0  0
 58 59  2  0  0  0  0
 59 60  1  0  0  0  0
 60 95  1  0  0  0  0
 60 96  1  0  0  0  0
M  END
$$$$

Download
PDB for HMDB0001166 (3-Hydroxybutyryl-CoA)
HEADER    PROTEIN                                 25-JUN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-JUN-20         0                                  
HETATM    1  C   UNK     0      45.863  -3.381   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      44.617  -2.476   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      45.387  -4.845   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      43.371  -3.381   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      43.847  -4.845   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      46.292  -6.091   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      33.271 -10.924   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      34.658 -11.694   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      31.937 -11.694   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      30.604 -10.924   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      29.270 -11.694   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      31.990  -8.614   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      30.604  -9.384   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      31.990  -7.074   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0      29.323  -7.074   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      30.657  -6.304   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      33.324  -4.764   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      31.220  -2.660   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      31.990  -3.994   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      32.760  -2.660   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      30.657  -4.764   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      29.323  -3.994   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      34.658  -3.994   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      37.738  -3.994   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      40.817  -3.994   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      36.198  -2.454   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      36.198  -5.534   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      39.277  -2.454   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      39.277  -5.534   0.000  0.00  0.00           O+0
HETATM   30  P   UNK     0      36.198  -3.994   0.000  0.00  0.00           P+0
HETATM   31  P   UNK     0      39.277  -3.994   0.000  0.00  0.00           P+0
HETATM   32  C   UNK     0      41.907  -2.905   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      42.942  -6.091   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      41.402  -7.631   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      44.482  -7.631   0.000  0.00  0.00           O+0
HETATM   36  P   UNK     0      42.942  -7.631   0.000  0.00  0.00           P+0
HETATM   37  O   UNK     0      42.942  -9.171   0.000  0.00  0.00           O+0
HETATM   38  N   UNK     0      47.328  -2.905   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0      48.472  -3.935   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      47.954  -1.498   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      49.806  -3.165   0.000  0.00  0.00           C+0
HETATM   42  N   UNK     0      48.472  -5.475   0.000  0.00  0.00           N+0
HETATM   43  N   UNK     0      49.486  -1.659   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0      51.140  -3.935   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      49.806  -6.245   0.000  0.00  0.00           C+0
HETATM   46  N   UNK     0      51.140  -5.475   0.000  0.00  0.00           N+0
HETATM   47  N   UNK     0      52.473  -3.165   0.000  0.00  0.00           N+0
HETATM   48  S   UNK     0      35.991 -10.924   0.000  0.00  0.00           S+0
HETATM   49  O   UNK     0      37.325 -13.234   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      37.325 -11.694   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      38.659 -10.924   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      41.326 -10.924   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      39.992 -11.694   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      39.992 -13.234   0.000  0.00  0.00           O+0
CONECT    1   38    2    3                                                  
CONECT    2    1    4                                                       
CONECT    3    1    5    6                                                  
CONECT    4    2   32    5                                                  
CONECT    5    3    4   33                                                  
CONECT    6    3                                                            
CONECT    7    9    8                                                       
CONECT    8    7   48                                                       
CONECT    9    7   10                                                       
CONECT   10    9   13   11                                                  
CONECT   11   10                                                            
CONECT   12   14   13                                                       
CONECT   13   10   12                                                       
CONECT   14   12   16                                                       
CONECT   15   16                                                            
CONECT   16   14   15   21                                                  
CONECT   17   19   23                                                       
CONECT   18   19                                                            
CONECT   19   17   18   21   20                                             
CONECT   20   19                                                            
CONECT   21   16   19   22                                                  
CONECT   22   21                                                            
CONECT   23   17   30                                                       
CONECT   24   30   31                                                       
CONECT   25   31   32                                                       
CONECT   26   30                                                            
CONECT   27   30                                                            
CONECT   28   31                                                            
CONECT   29   31                                                            
CONECT   30   23   24   26   27                                             
CONECT   31   24   25   28   29                                             
CONECT   32    4   25                                                       
CONECT   33    5   36                                                       
CONECT   34   36                                                            
CONECT   35   36                                                            
CONECT   36   33   34   35   37                                             
CONECT   37   36                                                            
CONECT   38    1   39   40                                                  
CONECT   39   38   41   42                                                  
CONECT   40   38   43                                                       
CONECT   41   39   44   43                                                  
CONECT   42   39   45                                                       
CONECT   43   40   41                                                       
CONECT   44   41   46   47                                                  
CONECT   45   42   46                                                       
CONECT   46   44   45                                                       
CONECT   47   44                                                            
CONECT   48    8   50                                                       
CONECT   49   50                                                            
CONECT   50   48   49   51                                                  
CONECT   51   50   53                                                       
CONECT   52   53                                                            
CONECT   53   51   52   54                                                  
CONECT   54   53                                                            
MASTER        0    0    0    0    0    0    0    0   54    0  112    0
END

Download
3D PDB for HMDB0001166 (3-Hydroxybutyryl-CoA)
COMPND    https://cactus.nci.nih.gov/chemical/structure/C%5BC@@H%5D(O)CC(=O)SCCNC(=O)CC... 
AUTHOR    GENERATED BY OPEN BABEL 3.1.0
HETATM    1  C   UNL     1     -17.180   4.732   0.183  1.00  0.00           C  
HETATM    2  C   UNL     1     -16.034   3.792   0.565  1.00  0.00           C  
HETATM    3  H   UNL     1     -15.377   4.292   1.277  1.00  0.00           H  
HETATM    4  O   UNL     1     -16.568   2.608   1.160  1.00  0.00           O  
HETATM    5  C   UNL     1     -15.239   3.421  -0.688  1.00  0.00           C  
HETATM    6  C   UNL     1     -14.040   2.596  -0.296  1.00  0.00           C  
HETATM    7  O   UNL     1     -13.841   2.332   0.871  1.00  0.00           O  
HETATM    8  S   UNL     1     -12.959   2.032  -1.498  1.00  0.00           S  
HETATM    9  C   UNL     1     -11.773   1.142  -0.462  1.00  0.00           C  
HETATM   10  C   UNL     1     -10.680   0.533  -1.343  1.00  0.00           C  
HETATM   11  N   UNL     1      -9.720  -0.187  -0.504  1.00  0.00           N  
HETATM   12  C   UNL     1      -8.665  -0.808  -1.068  1.00  0.00           C  
HETATM   13  O   UNL     1      -8.511  -0.770  -2.271  1.00  0.00           O  
HETATM   14  C   UNL     1      -7.677  -1.550  -0.205  1.00  0.00           C  
HETATM   15  C   UNL     1      -6.585  -2.158  -1.087  1.00  0.00           C  
HETATM   16  N   UNL     1      -5.625  -2.878  -0.247  1.00  0.00           N  
HETATM   17  C   UNL     1      -4.569  -3.499  -0.811  1.00  0.00           C  
HETATM   18  O   UNL     1      -4.465  -3.540  -2.019  1.00  0.00           O  
HETATM   19  C   UNL     1      -3.520  -4.142   0.058  1.00  0.00           C  
HETATM   20  H   UNL     1      -3.317  -5.150  -0.302  1.00  0.00           H  
HETATM   21  O   UNL     1      -3.991  -4.204   1.406  1.00  0.00           O  
HETATM   22  C   UNL     1      -2.235  -3.312   0.005  1.00  0.00           C  
HETATM   23  C   UNL     1      -1.650  -3.368  -1.408  1.00  0.00           C  
HETATM   24  C   UNL     1      -2.551  -1.860   0.369  1.00  0.00           C  
HETATM   25  C   UNL     1      -1.221  -3.879   1.000  1.00  0.00           C  
HETATM   26  O   UNL     1      -0.021  -3.104   0.950  1.00  0.00           O  
HETATM   27  P   UNL     1       1.264  -3.417   1.868  1.00  0.00           P  
HETATM   28  O   UNL     1       0.887  -3.187   3.416  1.00  0.00           O  
HETATM   29  O   UNL     1       1.684  -4.822   1.665  1.00  0.00           O  
HETATM   30  O   UNL     1       2.470  -2.433   1.457  1.00  0.00           O  
HETATM   31  P   UNL     1       4.067  -2.474   1.661  1.00  0.00           P  
HETATM   32  O   UNL     1       4.421  -2.122   3.191  1.00  0.00           O  
HETATM   33  O   UNL     1       4.571  -3.828   1.337  1.00  0.00           O  
HETATM   34  O   UNL     1       4.760  -1.396   0.688  1.00  0.00           O  
HETATM   35  C   UNL     1       6.177  -1.262   0.558  1.00  0.00           C  
HETATM   36  C   UNL     1       6.495  -0.149  -0.443  1.00  0.00           C  
HETATM   37  H   UNL     1       5.983  -0.342  -1.386  1.00  0.00           H  
HETATM   38  O   UNL     1       6.080   1.120   0.089  1.00  0.00           O  
HETATM   39  C   UNL     1       7.027   2.104  -0.381  1.00  0.00           C  
HETATM   40  H   UNL     1       6.817   2.374  -1.416  1.00  0.00           H  
HETATM   41  C   UNL     1       8.390   1.374  -0.272  1.00  0.00           C  
HETATM   42  H   UNL     1       8.768   1.407   0.749  1.00  0.00           H  
HETATM   43  O   UNL     1       9.340   1.930  -1.184  1.00  0.00           O  
HETATM   44  C   UNL     1       8.016  -0.075  -0.679  1.00  0.00           C  
HETATM   45  H   UNL     1       8.535  -0.795  -0.046  1.00  0.00           H  
HETATM   46  O   UNL     1       8.327  -0.305  -2.055  1.00  0.00           O  
HETATM   47  P   UNL     1       9.334  -1.462  -2.545  1.00  0.00           P  
HETATM   48  O   UNL     1       9.347  -1.516  -4.154  1.00  0.00           O  
HETATM   49  O   UNL     1      10.818  -1.145  -2.006  1.00  0.00           O  
HETATM   50  O   UNL     1       8.883  -2.767  -2.011  1.00  0.00           O  
HETATM   51  N   UNL     1       7.004   3.292   0.476  1.00  0.00           N  
HETATM   52  C   UNL     1       6.590   3.342   1.774  1.00  0.00           C  
HETATM   53  N   UNL     1       6.705   4.556   2.230  1.00  0.00           N  
HETATM   54  C   UNL     1       7.197   5.359   1.256  1.00  0.00           C  
HETATM   55  C   UNL     1       7.400   4.556   0.121  1.00  0.00           C  
HETATM   56  N   UNL     1       7.884   5.112  -0.985  1.00  0.00           N  
HETATM   57  C   UNL     1       8.171   6.397  -1.020  1.00  0.00           C  
HETATM   58  N   UNL     1       7.997   7.191   0.021  1.00  0.00           N  
HETATM   59  C   UNL     1       7.522   6.723   1.171  1.00  0.00           C  
HETATM   60  N   UNL     1       7.343   7.563   2.256  1.00  0.00           N  
HETATM   61  H   UNL     1     -17.746   4.997   1.076  1.00  0.00           H  
HETATM   62  H   UNL     1     -16.772   5.635  -0.271  1.00  0.00           H  
HETATM   63  H   UNL     1     -17.837   4.232  -0.529  1.00  0.00           H  
HETATM   64  H   UNL     1     -17.084   2.768   1.961  1.00  0.00           H  
HETATM   65  H   UNL     1     -15.872   2.843  -1.362  1.00  0.00           H  
HETATM   66  H   UNL     1     -14.907   4.329  -1.191  1.00  0.00           H  
HETATM   67  H   UNL     1     -11.322   1.833   0.251  1.00  0.00           H  
HETATM   68  H   UNL     1     -12.287   0.347   0.079  1.00  0.00           H  
HETATM   69  H   UNL     1     -11.131  -0.158  -2.055  1.00  0.00           H  
HETATM   70  H   UNL     1     -10.166   1.328  -1.884  1.00  0.00           H  
HETATM   71  H   UNL     1      -9.844  -0.218   0.457  1.00  0.00           H  
HETATM   72  H   UNL     1      -7.226  -0.858   0.507  1.00  0.00           H  
HETATM   73  H   UNL     1      -8.192  -2.344   0.336  1.00  0.00           H  
HETATM   74  H   UNL     1      -7.036  -2.849  -1.799  1.00  0.00           H  
HETATM   75  H   UNL     1      -6.070  -1.363  -1.627  1.00  0.00           H  
HETATM   76  H   UNL     1      -5.748  -2.909   0.714  1.00  0.00           H  
HETATM   77  H   UNL     1      -4.192  -3.341   1.792  1.00  0.00           H  
HETATM   78  H   UNL     1      -2.340  -2.894  -2.106  1.00  0.00           H  
HETATM   79  H   UNL     1      -0.696  -2.843  -1.427  1.00  0.00           H  
HETATM   80  H   UNL     1      -1.498  -4.408  -1.697  1.00  0.00           H  
HETATM   81  H   UNL     1      -2.967  -1.820   1.375  1.00  0.00           H  
HETATM   82  H   UNL     1      -1.635  -1.269   0.331  1.00  0.00           H  
HETATM   83  H   UNL     1      -3.274  -1.456  -0.340  1.00  0.00           H  
HETATM   84  H   UNL     1      -1.637  -3.838   2.006  1.00  0.00           H  
HETATM   85  H   UNL     1      -0.996  -4.913   0.741  1.00  0.00           H  
HETATM   86  H   UNL     1       0.603  -2.286   3.622  1.00  0.00           H  
HETATM   87  H   UNL     1       4.120  -1.248   3.474  1.00  0.00           H  
HETATM   88  H   UNL     1       6.609  -1.012   1.527  1.00  0.00           H  
HETATM   89  H   UNL     1       6.600  -2.202   0.203  1.00  0.00           H  
HETATM   90  H   UNL     1       9.537   2.863  -1.025  1.00  0.00           H  
HETATM   91  H   UNL     1       9.934  -2.192  -4.520  1.00  0.00           H  
HETATM   92  H   UNL     1      11.178  -0.303  -2.317  1.00  0.00           H  
HETATM   93  H   UNL     1       6.222   2.499   2.340  1.00  0.00           H  
HETATM   94  H   UNL     1       8.562   6.817  -1.934  1.00  0.00           H  
HETATM   95  H   UNL     1       7.565   8.505   2.183  1.00  0.00           H  
HETATM   96  H   UNL     1       6.995   7.210   3.090  1.00  0.00           H  
CONECT    1    2   61   62   63                                       
CONECT    2    1    3    4    5                                       
CONECT    3    2                                                      
CONECT    4    2   64                                                 
CONECT    5    2    6   65   66                                       
CONECT    6    5    7    7    8                                       
CONECT    7    6    6                                                 
CONECT    8    6    9                                                 
CONECT    9    8   10   67   68                                       
CONECT   10    9   11   69   70                                       
CONECT   11   10   12   71                                            
CONECT   12   11   13   13   14                                       
CONECT   13   12   12                                                 
CONECT   14   12   15   72   73                                       
CONECT   15   14   16   74   75                                       
CONECT   16   15   17   76                                            
CONECT   17   16   18   18   19                                       
CONECT   18   17   17                                                 
CONECT   19   17   20   21   22                                       
CONECT   20   19                                                      
CONECT   21   19   77                                                 
CONECT   22   19   23   24   25                                       
CONECT   23   22   78   79   80                                       
CONECT   24   22   81   82   83                                       
CONECT   25   22   26   84   85                                       
CONECT   26   25   27                                                 
CONECT   27   26   28   29   29                                       
CONECT   27   30                                                      
CONECT   28   27   86                                                 
CONECT   29   27   27                                                 
CONECT   30   27   31                                                 
CONECT   31   30   32   33   33                                       
CONECT   31   34                                                      
CONECT   32   31   87                                                 
CONECT   33   31   31                                                 
CONECT   34   31   35                                                 
CONECT   35   34   36   88   89                                       
CONECT   36   35   37   38   44                                       
CONECT   37   36                                                      
CONECT   38   36   39                                                 
CONECT   39   38   40   41   51                                       
CONECT   40   39                                                      
CONECT   41   39   42   43   44                                       
CONECT   42   41                                                      
CONECT   43   41   90                                                 
CONECT   44   41   45   36   46                                       
CONECT   45   44                                                      
CONECT   46   44   47                                                 
CONECT   47   46   48   49   50                                       
CONECT   47   50                                                      
CONECT   48   47   91                                                 
CONECT   49   47   92                                                 
CONECT   50   47   47                                                 
CONECT   51   39   52   55                                            
CONECT   52   51   53   53   93                                       
CONECT   53   52   52   54                                            
CONECT   54   53   55   55   59                                       
CONECT   55   54   54   51   56                                       
CONECT   56   55   57   57                                            
CONECT   57   56   56   58   94                                       
CONECT   58   57   59   59                                            
CONECT   59   58   58   54   60                                       
CONECT   60   59   95   96                                            
CONECT   61    1                                                      
CONECT   62    1                                                      
CONECT   63    1                                                      
CONECT   64    4                                                      
CONECT   65    5                                                      
CONECT   66    5                                                      
CONECT   67    9                                                      
CONECT   68    9                                                      
CONECT   69   10                                                      
CONECT   70   10                                                      
CONECT   71   11                                                      
CONECT   72   14                                                      
CONECT   73   14                                                      
CONECT   74   15                                                      
CONECT   75   15                                                      
CONECT   76   16                                                      
CONECT   77   21                                                      
CONECT   78   23                                                      
CONECT   79   23                                                      
CONECT   80   23                                                      
CONECT   81   24                                                      
CONECT   82   24                                                      
CONECT   83   24                                                      
CONECT   84   25                                                      
CONECT   85   25                                                      
CONECT   86   28                                                      
CONECT   87   32                                                      
CONECT   88   35                                                      
CONECT   89   35                                                      
CONECT   90   43                                                      
CONECT   91   48                                                      
CONECT   92   49                                                      
CONECT   93   52                                                      
CONECT   94   57                                                      
CONECT   95   60                                                      
CONECT   96   60                                                      
MASTER        0    0    0    0    0    0    0    0   96    0   96    0
END

Download
SMILES for HMDB0001166 (3-Hydroxybutyryl-CoA)
C[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N
Download
INCHI for HMDB0001166 (3-Hydroxybutyryl-CoA)
InChI=1S/C25H42N7O18P3S/c1-13(33)8-16(35)54-7-6-27-15(34)4-5-28-23(38)20(37)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-19(49-51(39,40)41)18(36)24(48-14)32-12-31-17-21(26)29-11-30-22(17)32/h11-14,18-20,24,33,36-37H,4-10H2,1-3H3,(H,27,34)(H,28,38)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/t13-,14-,18-,19-,20+,24-/m1/s1
Download
View in JSmolView Stereo Labels
Synonyms
ValueSource
(3R)-3-Hydroxybutanoyl-CoAChEBI
(R)-3-Hydroxy-butanoyl-CoAHMDB
(R)-3-Hydroxy-butanoyl-coenzyme AHMDB
(R)-3-Hydroxybutyryl CoAHMDB
3-Hydroxybutyryl-CoAHMDB
3-Hydroxybutyryl-coenzyme AHMDB
D-(-)-beta-Hydroxybutyryl-CoAHMDB
D-(-)-beta-Hydroxybutyryl-coenzyme AHMDB
D-(-)-β-Hydroxybutyryl-CoAHMDB
D-(-)-β-Hydroxybutyryl-coenzyme AHMDB
D-3-Hydroxybutyryl-CoAHMDB
D-3-Hydroxybutyryl-coenzyme AHMDB
D-beta-Hydroxybutyryl-CoAHMDB
D-beta-Hydroxybutyryl-coenzyme AHMDB
D-β-Hydroxybutyryl-CoAHMDB
D-β-Hydroxybutyryl-coenzyme AHMDB
R-(-)-3-Hydroxybutyryl-CoAHMDB
R-(-)-3-Hydroxybutyryl-coenzyme AHMDB
beta-Hydroxybutyryl CoAHMDB
beta-Hydroxybutyryl coenzyme AHMDB
β-Hydroxybutyryl CoAHMDB
β-Hydroxybutyryl coenzyme AHMDB
Chemical FormulaC25H42N7O18P3S
Average Molecular Weight853.62
Monoisotopic Molecular Weight853.151989708
IUPAC Name{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-3-({2-[(2-{[(3R)-3-hydroxybutanoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)-2,2-dimethylpropoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid
Traditional Name(R)-3-hydroxybutanoyl-coa
CAS Registry Number21804-29-5
SMILES
C[C@@H](O)CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N
InChI Identifier
InChI=1S/C25H42N7O18P3S/c1-13(33)8-16(35)54-7-6-27-15(34)4-5-28-23(38)20(37)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-19(49-51(39,40)41)18(36)24(48-14)32-12-31-17-21(26)29-11-30-22(17)32/h11-14,18-20,24,33,36-37H,4-10H2,1-3H3,(H,27,34)(H,28,38)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/t13-,14-,18-,19-,20+,24-/m1/s1
InChI KeyQHHKKMYHDBRONY-WZZMXTMRSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as (r)-3-hydroxyacyl coas. These are organic compounds containing a (R)-3-hydroxyl acylated coenzyme A derivative.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassFatty Acyls  
Sub ClassFatty acyl thioesters  
Direct Parent(R)-3-hydroxyacyl CoAs  
Alternative Parents
Substituents
  • Coenzyme a or derivatives
    • 

  • Purine ribonucleoside 3',5'-bisphosphate
    • 

  • Purine ribonucleoside bisphosphate
    • 

  • Purine ribonucleoside diphosphate
    • 

  • Ribonucleoside 3'-phosphate
    • 

  • Pentose phosphate
    • 

  • Pentose-5-phosphate
    • 

  • Beta amino acid or derivatives
    • 

  • Glycosyl compound
    • 

  • N-glycosyl compound
    • 

  • 6-aminopurine
    • 

  • Monosaccharide phosphate
    • 

  • Organic pyrophosphate
    • 

  • Pentose monosaccharide
    • 

  • Imidazopyrimidine
    • 

  • Purine
    • 

  • Monoalkyl phosphate
    • 

  • Aminopyrimidine
    • 

  • Imidolactam
    • 

  • N-acyl-amine
    • 

  • N-substituted imidazole
    • 

  • Organic phosphoric acid derivative
    • 

  • Monosaccharide
    • 

  • Pyrimidine
    • 

  • Alkyl phosphate
    • 

  • Fatty amide
    • 

  • Phosphoric acid ester
    • 

  • Tetrahydrofuran
    • 

  • Imidazole
    • 

  • Azole
    • 

  • Heteroaromatic compound
    • 

  • Carbothioic s-ester
    • 

  • Secondary alcohol
    • 

  • Thiocarboxylic acid ester
    • 

  • Carboxamide group
    • 

  • Secondary carboxylic acid amide
    • 

  • Amino acid or derivatives
    • 

  • Sulfenyl compound
    • 

  • Thiocarboxylic acid or derivatives
    • 

  • Organoheterocyclic compound
    • 

  • Azacycle
    • 

  • Oxacycle
    • 

  • Carboxylic acid derivative
    • 

  • Organosulfur compound
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Carbonyl group
    • 

  • Organic nitrogen compound
    • 

  • Primary amine
    • 

  • Organopnictogen compound
    • 

  • Organic oxide
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Alcohol
    • 

  • Amine
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition
Route of exposure:
Source:
Biological location:
Process
Naturally occurring process:
Role
Industrial application:
Biological role:
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility4.07 g/LALOGPS
logP-0.62ALOGPS
logP-6ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)0.82ChemAxon
pKa (Strongest Basic)4.01ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count18ChemAxon
Hydrogen Donor Count10ChemAxon
Polar Surface Area383.86 ŲChemAxon
Rotatable Bond Count22ChemAxon
Refractivity183.03 m³·mol⁻¹ChemAxon
Polarizability77.23 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Spectral Properties
Collision Cross Sections
NameAdductTypeData SourceValueReference
Retention Indices
Underivatized
Not Available
Derivatized
Not Available
Spectra
GC-MS
Spectrum TypeDescriptionSplash KeyDeposition DateView
MSMass Spectrum (Electron Ionization)splash10-01ot-9021163010-9437c9aebd1f6a8690302021-09-05View Spectrum
LC-MS/MS
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  10V, Positivesplash10-000i-1912000140-eba415fd46f47c10a0452019-02-23View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  20V, Positivesplash10-000i-1914000000-aae3b11040f7ee3ffbb42019-02-23View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  40V, Positivesplash10-000i-1910000000-5c259b64dc19ad3be2722019-02-23View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  10V, Negativesplash10-053r-9720140460-7f9422084aa5ef2f6c4e2019-02-23View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  20V, Negativesplash10-001i-5920120010-46ef6c69443d2b7286e22019-02-23View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  40V, Negativesplash10-0a7i-5900100000-5010983cc099f69bf8f02019-02-23View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  10V, Negativesplash10-0udi-0000000190-d473b36a9239d68c39682021-09-08View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  20V, Negativesplash10-0fv0-7500104960-d5a9b05839a7099bb9c82021-09-08View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  40V, Negativesplash10-0fvs-6002504910-fcc4f9405d0cdb56506c2021-09-08View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  10V, Positivesplash10-0udi-0000000190-10a5a939008a51384a4d2021-09-08View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  20V, Positivesplash10-000i-0901001470-a6ff0d6eff5b7a93c01a2021-09-08View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum -  40V, Positivesplash10-0002-0029000000-3cbf971409e55f5f2d9b2021-09-08View Spectrum
Biological Properties
Cellular Locations
  • Extracellular
    • 

  • Membrane
    • 

  • Mitochondria
    • 

  • Peroxisome
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022460  
KNApSAcK IDNot Available
Chemspider ID10140140  
KEGG Compound IDC03561  
BioCyc IDCPD-650  
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID456  
PubChem Compound11966146  
PDB IDNot Available
ChEBI ID15452  
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Gerngross TU, Snell KD, Peoples OP, Sinskey AJ, Csuhai E, Masamune S, Stubbe J: Overexpression and purification of the soluble polyhydroxyalkanoate synthase from Alcaligenes eutrophus: evidence for a required posttranslational modification for catalytic activity. Biochemistry. 1994 Aug 9;33(31):9311-20. [PubMed:8049232  ] 
  2. Kraak MN, Kessler B, Witholt B: In vitro activities of granule-bound poly[(R)-3-hydroxyalkanoate]polymerase C1 of Pseudomonas oleovorans--development of an activity test for medium-chain-length-poly(3-hydroxyalkanoate) polymerases. Eur J Biochem. 1997 Dec 1;250(2):432-9. [PubMed:9428695  ] 
  3. Emmett B, Hochachka PW: Scaling of oxidative and glycolytic enzymes in mammals. Respir Physiol. 1981 Sep;45(3):261-72. [PubMed:7036306  ] 
Enzymes
  Enzyme Details
1. Peroxisomal bifunctional enzyme
General function:
Involved in oxidoreductase activity
Specific function:
Not Available
Gene Name:
EHHADH
Uniprot ID:
Q08426  
Molecular weight:
69153.26
Reactions
3-Hydroxybutyryl-CoA + NAD → Acetoacetyl-CoA + NADH + Hydrogen Iondetails
3-Hydroxybutyryl-CoA → Crotonoyl-CoA + Waterdetails
Crotonoyl-CoA + Water → 3-Hydroxybutyryl-CoAdetails
  Enzyme Details
2. Hydroxyacyl-coenzyme A dehydrogenase, mitochondrial
General function:
Involved in 3-hydroxyacyl-CoA dehydrogenase activity
Specific function:
Plays an essential role in the mitochondrial beta-oxidation of short chain fatty acids. Exerts it highest activity toward 3-hydroxybutyryl-CoA.

Gene Name:
HADH
Uniprot ID:
Q16836  
Molecular weight:
36035.11
Reactions
3-Hydroxybutyryl-CoA + NAD → Acetoacetyl-CoA + NADH + Hydrogen Iondetails
  Enzyme Details
3. Enoyl-CoA hydratase, mitochondrial
General function:
Involved in catalytic activity
Specific function:
Straight-chain enoyl-CoA thioesters from C4 up to at least C16 are processed, although with decreasing catalytic rate.

Gene Name:
ECHS1
Uniprot ID:
P30084  
Molecular weight:
31387.085
Reactions
3-Hydroxybutyryl-CoA → Crotonoyl-CoA + Waterdetails
Crotonoyl-CoA + Water → 3-Hydroxybutyryl-CoAdetails
  Enzyme Details
4. Trifunctional enzyme subunit alpha, mitochondrial
General function:
Involved in oxidoreductase activity
Specific function:
Bifunctional subunit.

Gene Name:
HADHA
Uniprot ID:
P40939  
Molecular weight:
82998.97
Reactions
3-Hydroxybutyryl-CoA → Crotonoyl-CoA + Waterdetails
Crotonoyl-CoA + Water → 3-Hydroxybutyryl-CoAdetails