NP-MRD: Showing NP-Card for Thromboxane A2 (NP0086790)

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Record Information

Version

2.0

Created at

2022-05-11 16:31:05 UTC

Updated at

2022-05-11 16:31:05 UTC

NP-MRD ID

NP0086790

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Thromboxane A2

Description

Thromboxane A2 belongs to the class of organic compounds known as thromboxanes. These are eicosanoids structurally characterized by the presence of a 6-member ether containing ring. Thromboxane A2 is an extremely weak basic (essentially neutral) compound (based on its pKa). Thromboxane A2 can be biosynthesized from prostaglandin H2 through its interaction with the enzyme thromboxane-a synthase. In humans, thromboxane A2 is involved in diflunisal action pathway. Outside of the human body, Thromboxane A2 has been detected, but not quantified in, several different foods, such as rapinis, conchs, black salsifies, dandelions, and welsh onions. This could make thromboxane A2 a potential biomarker for the consumption of these foods. Most work in the field of TXA2 is done instead with synthetic analogs such as U46619 and I-BOP. Thromboxane A2 (TXA2) is a type of thromboxane that is produced by activated platelets during hemostasis and has prothrombotic properties: It stimulates activation of new platelets as well as increases platelet aggregation. The human TXA2 receptor (TP) is a typical G protein-coupled receptor (GPCR) with seven transmembrane segments. It is also regarded as responsible for Prinzmetal's angina. Thromboxane A2 is also a known vasoconstrictor and is especially important during tissue injury and inflammation. In human studies, 11-dehydrothromboxane B2 levels are used to indirectly measure TXA2 production. Due to its very short half life, TXA2 primarily functions as an autocrine or paracrine mediator in the nearby tissues surrounding its site of production. Circulating fibrinogen binds these receptors on adjacent platelets, further strengthening the clot. Thromboxane A2 is found in Hypericum perforatum and Streptomyces aureus. TXA2 is very unstable in aqueous solution, since it is hydrolyzed within about 30 seconds to the biologically inactive thromboxane B2.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652305221920552D          

 30 31  0  0  1  0            999 V2000
   -3.5724    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6851    6.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724    5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    6.6000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3698    6.0706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3956    5.3085    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8205    7.4242    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  5  4  1  0  0  0  0
  6  3  1  0  0  0  0
  7  4  2  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
  7 10  1  4  0  0  0
 11  8  1  0  0  0  0
 13 12  2  3  0  0  0
 15  9  1  0  0  0  0
 15 12  1  0  0  0  0
 16 10  1  0  0  0  0
 17 13  1  0  0  0  0
 17 16  1  0  0  0  0
 18 14  1  0  0  0  0
 18 16  1  0  0  0  0
 19 11  1  0  0  0  0
 20 14  1  0  0  0  0
 15 21  1  6  0  0  0
 22 19  2  0  0  0  0
 23 19  1  0  0  0  0
 24 17  1  0  0  0  0
 24 20  1  0  0  0  0
 25 18  1  0  0  0  0
 25 20  1  0  0  0  0
 15 26  1  6  0  0  0
 16 27  1  1  0  0  0
 17 28  1  6  0  0  0
 18 29  1  6  0  0  0
 20 30  1  6  0  0  0
M  END

     RDKit          3D

 57 58  0  0  0  0  0  0  0  0999 V2000
    8.6999    0.7246    1.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2535    0.2184    1.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6239    0.5381   -0.3064 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1922    0.0670   -0.4092 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3883    0.7402    0.6560 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9201    0.3377    0.6271 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8899   -1.0418    0.8208 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2560    0.7656   -0.6066 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9804    0.7460   -0.8939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0187    0.2513    0.0678 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1801    0.9041    1.2854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8791    0.7315    2.1543 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0662    1.5965    1.7963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3054    0.4436    0.8707 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6666   -0.3817    1.8206 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4296    0.6285   -0.3483 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9643   -0.2111   -1.4640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3344    0.2640   -1.7824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4368   -0.4981   -1.7039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7249    0.1187   -2.0532 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7759    0.1666   -1.0227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3294   -1.0906   -0.4873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3126   -1.9351    0.1564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1158   -3.1224   -0.2193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5548   -1.4153    1.1989 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9662    1.2132    1.9735 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8019    1.4747    0.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4054   -0.1211    0.8454 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2732   -0.8605    1.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7496    0.7166    1.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2338    0.0911   -1.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6959    1.6528   -0.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7549    0.2764   -1.3884 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2234   -1.0298   -0.1817 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5126    1.8256    0.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7709    0.3551    1.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4700    0.8934    1.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9498   -1.4866   -0.0382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9299    1.1574   -1.3979 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6265    1.0958   -1.8555 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0808   -0.8266    0.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5626    0.7667    3.2018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7998    2.5398    1.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7576    1.6795    2.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3592    0.1769    0.6716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4017    1.6774   -0.6805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9554   -1.2950   -1.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3452   -0.0686   -2.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4563    1.2854   -2.0968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3850   -1.5268   -1.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5855    1.1852   -2.4218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1580   -0.3847   -2.9626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5018    0.8731   -0.1665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6501    0.7287   -1.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0964   -0.8773    0.3234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9009   -1.6477   -1.2744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9990   -0.9585    1.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 25  1  0
 23 24  2  0
 16 10  1  0
 15 12  1  0
  6 37  1  1
  7 38  1  0
  5 35  1  0
  5 36  1  0
  4 33  1  0
  4 34  1  0
  3 31  1  0
  3 32  1  0
  2 29  1  0
  2 30  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  1
 12 42  1  1
 13 43  1  0
 13 44  1  0
 14 45  1  6
 16 46  1  6
 17 47  1  0
 17 48  1  0
 18 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 22 55  1  0
 22 56  1  0
 25 57  1  0
M  END


  Mrv1652305221920552D          

 30 31  0  0  1  0            999 V2000
   -3.5724    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6851    6.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724    5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    6.6000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3698    6.0706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    5.7750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3956    5.3085    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8205    7.4242    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  5  4  1  0  0  0  0
  6  3  1  0  0  0  0
  7  4  2  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
  7 10  1  4  0  0  0
 11  8  1  0  0  0  0
 13 12  2  3  0  0  0
 15  9  1  0  0  0  0
 15 12  1  0  0  0  0
 16 10  1  0  0  0  0
 17 13  1  0  0  0  0
 17 16  1  0  0  0  0
 18 14  1  0  0  0  0
 18 16  1  0  0  0  0
 19 11  1  0  0  0  0
 20 14  1  0  0  0  0
 15 21  1  6  0  0  0
 22 19  2  0  0  0  0
 23 19  1  0  0  0  0
 24 17  1  0  0  0  0
 24 20  1  0  0  0  0
 25 18  1  0  0  0  0
 25 20  1  0  0  0  0
 15 26  1  6  0  0  0
 16 27  1  1  0  0  0
 17 28  1  6  0  0  0
 18 29  1  6  0  0  0
 20 30  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0086790

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@](O)(CCCCC)C=C[C@@]1([H])O[C@@]2([H])C[C@]([H])(O2)[C@]1([H])CC=CCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18-14-20(24-17)25-18)10-7-4-5-8-11-19(22)23/h4,7,12-13,15-18,20-21H,2-3,5-6,8-11,14H2,1H3,(H,22,23)/t15-,16+,17+,18-,20+/m0/s1

> <INCHI_KEY>
DSNBHJFQCNUKMA-ILRSOXBSSA-N

> <FORMULA>
C20H32O5

> <MOLECULAR_WEIGHT>
352.4651

> <EXACT_MASS>
352.224974134

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
40.43735635473039

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-[(1S,3R,4S,5S)-3-[(3S)-3-hydroxyoct-1-en-1-yl]-2,6-dioxabicyclo[3.1.1]heptan-4-yl]hept-5-enoic acid

> <ALOGPS_LOGP>
4.31

> <JCHEM_LOGP>
4.084688313999998

> <ALOGPS_LOGS>
-3.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.890087909070239

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.27300301294041

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8468755485772634

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
97.6743

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.69e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-[(1S,3R,4S,5S)-3-[(3S)-3-hydroxyoct-1-en-1-yl]-2,6-dioxabicyclo[3.1.1]heptan-4-yl]hept-5-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 22-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-MAY-19         0                                  
HETATM    1  C   UNK     0      -6.668  10.010   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.335   9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.001  10.010   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.668   5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002   3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  10.010   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   7.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  10.010   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.879  11.606   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  10.010   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  10.010   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.336   0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335  12.320   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.000   7.700   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      10.669   0.000   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.001  11.550   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       6.290  11.332   0.000  0.00  0.00           O+0
HETATM   26  H   UNK     0       0.000  10.780   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0       6.668   8.470   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0       4.001   8.470   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0       8.205   9.909   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0       5.265  13.858   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    6                                                       
CONECT    4    5    7                                                       
CONECT    5    4    8                                                       
CONECT    6    3    9                                                       
CONECT    7    4   10                                                       
CONECT    8    5   11                                                       
CONECT    9    6   15                                                       
CONECT   10    7   16                                                       
CONECT   11    8   19                                                       
CONECT   12   13   15                                                       
CONECT   13   12   17                                                       
CONECT   14   18   20                                                       
CONECT   15    9   12   21   26                                             
CONECT   16   10   17   18   27                                             
CONECT   17   13   16   24   28                                             
CONECT   18   14   16   25   29                                             
CONECT   19   11   22   23                                                  
CONECT   20   14   24   25   30                                             
CONECT   21   15                                                            
CONECT   22   19                                                            
CONECT   23   19                                                            
CONECT   24   17   20                                                       
CONECT   25   18   20                                                       
CONECT   26   15                                                            
CONECT   27   16                                                            
CONECT   28   17                                                            
CONECT   29   18                                                            
CONECT   30   20                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₃₂O₅

Average Mass

352.4651 Da

Monoisotopic Mass

352.22497 Da

IUPAC Name

7-[(1S,3R,4S,5S)-3-[(3S)-3-hydroxyoct-1-en-1-yl]-2,6-dioxabicyclo[3.1.1]heptan-4-yl]hept-5-enoic acid

Traditional Name

7-[(1S,3R,4S,5S)-3-[(3S)-3-hydroxyoct-1-en-1-yl]-2,6-dioxabicyclo[3.1.1]heptan-4-yl]hept-5-enoic acid

CAS Registry Number

Not Available

SMILES

[H][C@](O)(CCCCC)C=C[C@@]1([H])O[C@@]2([H])C[C@]([H])(O2)[C@]1([H])CC=CCCCC(O)=O

InChI Identifier

InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18-14-20(24-17)25-18)10-7-4-5-8-11-19(22)23/h4,7,12-13,15-18,20-21H,2-3,5-6,8-11,14H2,1H3,(H,22,23)/t15-,16+,17+,18-,20+/m0/s1

InChI Key

DSNBHJFQCNUKMA-ILRSOXBSSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Hypericum perforatum	LOTUS Database	35616633
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Streptomyces aureus	LOTUS Database	35616633
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as thromboxanes. These are eicosanoids structurally characterized by the presence of a 6-member ether containing ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Thromboxanes

Alternative Parents

Substituents

Thromboxane
Long-chain fatty acid
Hydroxy fatty acid
Heterocyclic fatty acid
Fatty acid
Unsaturated fatty acid
Oxane
Meta-dioxane
Secondary alcohol
Oxetane
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.31	ALOGPS
logP	4.08	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	4.27	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	97.67 m³·mol⁻¹	ChemAxon
Polarizability	40.44 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB022632

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Thromboxane A2

METLIN ID

Not Available

PubChem Compound

42475

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Thromboxane A2 (NP0086790)

MOL for NP0086790 (Thromboxane A2)

3D MOL for NP0086790 (Thromboxane A2)

3D SDF for NP0086790 (Thromboxane A2)

3D-SDF for NP0086790 (Thromboxane A2)

PDB for NP0086790 (Thromboxane A2)

3D PDB for NP0086790 (Thromboxane A2)

SMILES for NP0086790 (Thromboxane A2)

INCHI for NP0086790 (Thromboxane A2)

Structure for NP0086790 (Thromboxane A2)

3D Structure for NP0086790 (Thromboxane A2)