NP-MRD: Showing NP-Card for (2r,5s)-5-hydroxy-2-[(s)-hydroxy[(2r,3r)-2-methyl-3-[(2s,3z)-pent-3-en-2-yl]oxiran-2-yl]methyl]-4-methylidene-3,7-dioxononyl acetate (NP0247099)

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Record Information

Version

2.0

Created at

2022-09-07 08:47:32 UTC

Updated at

2022-09-07 08:47:33 UTC

NP-MRD ID

NP0247099

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,5s)-5-hydroxy-2-[(s)-hydroxy[(2r,3r)-2-methyl-3-[(2s,3z)-pent-3-en-2-yl]oxiran-2-yl]methyl]-4-methylidene-3,7-dioxononyl acetate

Description

(2R,5S)-5-hydroxy-2-[(S)-hydroxy[(2R,3R)-2-methyl-3-[(2S,3Z)-pent-3-en-2-yl]oxiran-2-yl]methyl]-4-methylidene-3,7-dioxononyl acetate belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. (2r,5s)-5-hydroxy-2-[(s)-hydroxy[(2r,3r)-2-methyl-3-[(2s,3z)-pent-3-en-2-yl]oxiran-2-yl]methyl]-4-methylidene-3,7-dioxononyl acetate is found in Myriapora truncata. Based on a literature review very few articles have been published on (2R,5S)-5-hydroxy-2-[(S)-hydroxy[(2R,3R)-2-methyl-3-[(2S,3Z)-pent-3-en-2-yl]oxiran-2-yl]methyl]-4-methylidene-3,7-dioxononyl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072210472D          

 28 28  0  0  1  0            999 V2000
    1.7996   -0.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9977    0.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4033    0.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6014    1.5533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6106    0.5237    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4125   -0.2772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3802   -0.5060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5783   -1.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0162   -1.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3710   -1.5357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0162    1.0957    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2143    1.8965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7765    0.8669    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1395    1.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6888    0.0466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4431    0.3808    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2634    0.2931    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7495    0.9596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5976   -0.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1115   -1.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2912   -1.0401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7904    0.4092    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9885    1.2101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3849   -0.1628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1775    0.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3756    0.8669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7720   -0.5060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5646   -0.2772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  1  0  0  0
 13 11  1  1  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
  2 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END

     RDKit          3D

 60 60  0  0  0  0  0  0  0  0999 V2000
    1.4648    0.0725   -3.2143 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8221    0.1588   -1.9649 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3004    1.1546   -1.0837 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7464    1.1446    0.1255 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3068    2.2047   -1.3557 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3118    3.2538   -0.2446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6302    4.2448   -0.5406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8766    5.3412    0.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8847    6.3473   -0.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1997    5.4492    1.3348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0874    1.7032   -1.5961 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9045    2.8267   -1.8137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6929    0.8341   -0.5609 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9040    1.3912    0.8106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0396    0.4027   -1.1083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9620   -0.5385   -0.8771 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4034   -1.6103    0.0911 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5693   -2.9242   -0.7065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4147   -1.9132    1.1331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5940   -1.8584    2.4374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8815   -1.4658    3.0212 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8053   -0.8417   -1.4448 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9322   -0.2011   -0.9245 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2321   -1.6879   -0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3029   -2.6625    0.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3968   -2.6916   -0.4827 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0614   -3.6560    1.1491 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2531   -4.5250    1.3876 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7799    0.6962   -3.7556 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9205   -0.7500   -3.8104 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6167    2.7463   -2.2729 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3219    3.7533   -0.3472 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2867    2.8486    0.7572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5735    5.8863   -0.8354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3984    6.6883    0.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3434    7.1884   -0.6045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0839    1.2043   -2.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7888    2.5790   -2.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1082    1.0984    1.5435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1071    2.4776    0.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8397    0.9595    1.2955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5919   -0.9179   -1.8518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3785   -1.4111    0.5645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9989   -3.7161   -0.0801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1647   -2.7470   -1.6284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5620   -3.2444   -1.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4124   -2.2209    0.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7593   -2.1125    3.1222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7515   -1.8258    2.4720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8963   -0.3675    3.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9663   -1.9406    4.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1573   -1.5193   -2.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6331   -0.0412   -1.5943 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9305   -1.1486    0.5507 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3880   -2.3078   -0.7520 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7609   -3.1797    2.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2335   -4.3193    0.8026 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7371   -4.8638    0.4463 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0581   -4.0006    1.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0091   -5.4453    1.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 27  1  0
 27 25  1  0
 25 26  2  0
 25 24  1  0
 24 22  1  0
 22 23  1  0
 22  2  1  0
  2  1  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  5 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  1
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 16 13  1  0
 28 58  1  0
 28 59  1  0
 28 60  1  0
 27 56  1  0
 27 57  1  0
 24 54  1  0
 24 55  1  0
 22 52  1  6
 23 53  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  6
  6 32  1  0
  6 33  1  0
  9 34  1  0
  9 35  1  0
  9 36  1  0
 11 37  1  6
 12 38  1  0
 14 39  1  0
 14 40  1  0
 14 41  1  0
 16 42  1  6
 17 43  1  1
 18 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 21 51  1  0
M  END


  Mrv1652309072210472D          

 28 28  0  0  1  0            999 V2000
    1.7996   -0.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9977    0.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4033    0.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6014    1.5533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6106    0.5237    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4125   -0.2772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3802   -0.5060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5783   -1.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0162   -1.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3710   -1.5357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0162    1.0957    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2143    1.8965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7765    0.8669    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1395    1.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6888    0.0466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4431    0.3808    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2634    0.2931    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7495    0.9596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5976   -0.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1115   -1.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2912   -1.0401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7904    0.4092    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9885    1.2101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3849   -0.1628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1775    0.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3756    0.8669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7720   -0.5060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5646   -0.2772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  1  0  0  0
 13 11  1  1  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
  2 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0247099

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(=O)C[C@H](O)C(=C)C(=O)[C@H](COC(C)=O)[C@H](O)[C@@]1(C)O[C@@H]1[C@@H](C)\C=C/C

> <INCHI_IDENTIFIER>
InChI=1S/C21H32O7/c1-7-9-12(3)20-21(6,28-20)19(26)16(11-27-14(5)22)18(25)13(4)17(24)10-15(23)8-2/h7,9,12,16-17,19-20,24,26H,4,8,10-11H2,1-3,5-6H3/b9-7-/t12-,16-,17-,19-,20+,21+/m0/s1

> <INCHI_KEY>
INTXVVAAMVADFD-YLZVMCIXSA-N

> <FORMULA>
C21H32O7

> <MOLECULAR_WEIGHT>
396.48

> <EXACT_MASS>
396.21480337

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
42.47827381540484

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,5S)-5-hydroxy-2-[(S)-hydroxy[(2R,3R)-2-methyl-3-[(2S,3Z)-pent-3-en-2-yl]oxiran-2-yl]methyl]-4-methylidene-3,7-dioxononyl acetate

> <JCHEM_LOGP>
1.9182781306666663

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.241033967022581

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.053711800776409

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1298591580538337

> <JCHEM_POLAR_SURFACE_AREA>
113.43

> <JCHEM_REFRACTIVITY>
104.29489999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2R,5S)-5-hydroxy-2-[(S)-hydroxy[(2R,3R)-2-methyl-3-[(2S,3Z)-pent-3-en-2-yl]oxiran-2-yl]methyl]-4-methylidene-3,7-dioxononyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       3.359  -1.158   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.729   0.337   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.619   1.405   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.989   2.900   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.140   0.977   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.770  -0.517   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.710  -0.945   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.080  -2.439   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.030  -3.507   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.559  -2.867   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.030   2.045   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.400   3.540   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.449   1.618   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.127   3.001   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.286   0.087   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -2.694   0.711   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.225   0.547   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.132   1.791   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.849  -0.861   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.941  -2.105   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.410  -1.941   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.209   0.764   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.579   2.259   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       6.318  -0.304   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.798   0.123   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       8.168   1.618   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       8.908  -0.945   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.387  -0.517   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   22                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    5   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   13   17                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22    2   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   56    0
END

View in JSmol

Synonyms

Value	Source
(2R,5S)-5-Hydroxy-2-[(S)-hydroxy[(2R,3R)-2-methyl-3-[(2S,3Z)-pent-3-en-2-yl]oxiran-2-yl]methyl]-4-methylidene-3,7-dioxononyl acetic acid	Generator

Chemical Formula

C₂₁H₃₂O₇

Average Mass

396.4800 Da

Monoisotopic Mass

396.21480 Da

IUPAC Name

(2R,5S)-5-hydroxy-2-[(S)-hydroxy[(2R,3R)-2-methyl-3-[(2S,3Z)-pent-3-en-2-yl]oxiran-2-yl]methyl]-4-methylidene-3,7-dioxononyl acetate

Traditional Name

(2R,5S)-5-hydroxy-2-[(S)-hydroxy[(2R,3R)-2-methyl-3-[(2S,3Z)-pent-3-en-2-yl]oxiran-2-yl]methyl]-4-methylidene-3,7-dioxononyl acetate

CAS Registry Number

Not Available

SMILES

CCC(=O)C[C@H](O)C(=C)C(=O)[C@H](COC(C)=O)[C@H](O)[C@@]1(C)O[C@@H]1[C@@H](C)\C=C/C

InChI Identifier

InChI=1S/C21H32O7/c1-7-9-12(3)20-21(6,28-20)19(26)16(11-27-14(5)22)18(25)13(4)17(24)10-15(23)8-2/h7,9,12,16-17,19-20,24,26H,4,8,10-11H2,1-3,5-6H3/b9-7-/t12-,16-,17-,19-,20+,21+/m0/s1

InChI Key

INTXVVAAMVADFD-YLZVMCIXSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Myriapora truncata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohol esters

Direct Parent

Fatty alcohol esters

Alternative Parents

Substituents

Fatty alcohol ester
Fatty alcohol
B'-hydroxy-alpha,beta-unsaturated-ketone
Alpha-branched alpha,beta-unsaturated-ketone
Beta-hydroxy ketone
Alpha,beta-unsaturated ketone
Enone
Acryloyl-group
Secondary alcohol
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	1.92	ChemAxon
pKa (Strongest Acidic)	13.05	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	113.43 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	104.29 m³·mol⁻¹	ChemAxon
Polarizability	42.48 Å³	ChemAxon
Number of Rings	1	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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

29213314

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

147951913

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r,5s)-5-hydroxy-2-[(s)-hydroxy[(2r,3r)-2-methyl-3-[(2s,3z)-pent-3-en-2-yl]oxiran-2-yl]methyl]-4-methylidene-3,7-dioxononyl acetate (NP0247099)

MOL for NP0247099 ((2r,5s)-5-hydroxy-2-[(s)-hydroxy[(2r,3r)-2-methyl-3-[(2s,3z)-pent-3-en-2-yl]oxiran-2-yl]methyl]-4-methylidene-3,7-dioxononyl acetate)

3D MOL for NP0247099 ((2r,5s)-5-hydroxy-2-[(s)-hydroxy[(2r,3r)-2-methyl-3-[(2s,3z)-pent-3-en-2-yl]oxiran-2-yl]methyl]-4-methylidene-3,7-dioxononyl acetate)

3D SDF for NP0247099 ((2r,5s)-5-hydroxy-2-[(s)-hydroxy[(2r,3r)-2-methyl-3-[(2s,3z)-pent-3-en-2-yl]oxiran-2-yl]methyl]-4-methylidene-3,7-dioxononyl acetate)

3D-SDF for NP0247099 ((2r,5s)-5-hydroxy-2-[(s)-hydroxy[(2r,3r)-2-methyl-3-[(2s,3z)-pent-3-en-2-yl]oxiran-2-yl]methyl]-4-methylidene-3,7-dioxononyl acetate)

PDB for NP0247099 ((2r,5s)-5-hydroxy-2-[(s)-hydroxy[(2r,3r)-2-methyl-3-[(2s,3z)-pent-3-en-2-yl]oxiran-2-yl]methyl]-4-methylidene-3,7-dioxononyl acetate)

3D PDB for NP0247099 ((2r,5s)-5-hydroxy-2-[(s)-hydroxy[(2r,3r)-2-methyl-3-[(2s,3z)-pent-3-en-2-yl]oxiran-2-yl]methyl]-4-methylidene-3,7-dioxononyl acetate)

SMILES for NP0247099 ((2r,5s)-5-hydroxy-2-[(s)-hydroxy[(2r,3r)-2-methyl-3-[(2s,3z)-pent-3-en-2-yl]oxiran-2-yl]methyl]-4-methylidene-3,7-dioxononyl acetate)

INCHI for NP0247099 ((2r,5s)-5-hydroxy-2-[(s)-hydroxy[(2r,3r)-2-methyl-3-[(2s,3z)-pent-3-en-2-yl]oxiran-2-yl]methyl]-4-methylidene-3,7-dioxononyl acetate)

Structure for NP0247099 ((2r,5s)-5-hydroxy-2-[(s)-hydroxy[(2r,3r)-2-methyl-3-[(2s,3z)-pent-3-en-2-yl]oxiran-2-yl]methyl]-4-methylidene-3,7-dioxononyl acetate)

3D Structure for NP0247099 ((2r,5s)-5-hydroxy-2-[(s)-hydroxy[(2r,3r)-2-methyl-3-[(2s,3z)-pent-3-en-2-yl]oxiran-2-yl]methyl]-4-methylidene-3,7-dioxononyl acetate)