NP-MRD: Showing NP-Card for LMA-P2 (NP0010329)

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Record Information

Version

2.0

Created at

2021-01-05 19:53:02 UTC

Updated at

2021-07-15 17:05:47 UTC

NP-MRD ID

NP0010329

Secondary Accession Numbers

None

Natural Product Identification

Common Name

LMA-P2

Provided By

NPAtlas

Description

LMA-P2 belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety. LMA-P2 is found in Phomopsis. LMA-P2 was first documented in 2011 (PMID: 21924749). Based on a literature review very few articles have been published on LMA-P2 (PMID: 23578961).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242107373D          

 38 38  0  0  0  0            999 V2000
   -5.2543    0.2500   -0.3118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8787   -0.1315   -0.7932 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9109   -0.2204    0.3749 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8677    1.1299    1.0300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5812   -0.5891   -0.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5340    0.2155   -0.1076 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7882   -0.1609   -0.6821 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4522    1.0253   -1.0548 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4280    1.6284   -0.2741 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5992    2.8624   -0.3181 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2500    0.7703    0.6028 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7155    1.0529    0.5029 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0164   -0.6725    0.1534 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2216   -0.7265   -1.2424 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5348   -0.9372    0.3667 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2567   -2.4186    0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2729    1.2793    0.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5593   -0.4652    0.4883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9496    0.1605   -1.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8922   -1.0576   -1.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5170    0.7242   -1.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2377   -1.0215    1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8409    1.3177    1.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0848    1.2092    1.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6169    1.8801    0.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4730   -1.5379   -0.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6274    1.1624    0.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6007   -0.7545   -1.5872 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9042    0.8521    1.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9953    1.2095   -0.5580 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9477    1.9205    1.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2600    0.1625    0.8904 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6616   -1.3769    0.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5698    0.1331   -1.5749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2387   -0.5416    1.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4383   -2.7968   -0.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9844   -2.9160    0.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2354   -2.6213    0.6513 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  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
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15  7  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  2 20  1  0  0  0  0
  2 21  1  0  0  0  0
  3 22  1  1  0  0  0
  4 23  1  0  0  0  0
  4 24  1  0  0  0  0
  4 25  1  0  0  0  0
  5 26  1  0  0  0  0
  6 27  1  0  0  0  0
  7 28  1  6  0  0  0
 11 29  1  1  0  0  0
 12 30  1  0  0  0  0
 12 31  1  0  0  0  0
 12 32  1  0  0  0  0
 13 33  1  1  0  0  0
 14 34  1  0  0  0  0
 15 35  1  1  0  0  0
 16 36  1  0  0  0  0
 16 37  1  0  0  0  0
 16 38  1  0  0  0  0
M  END

     RDKit          3D

 38 38  0  0  0  0  0  0  0  0999 V2000
   -5.2543    0.2500   -0.3118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8787   -0.1315   -0.7932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9109   -0.2204    0.3749 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8677    1.1299    1.0300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5812   -0.5891   -0.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5340    0.2155   -0.1076 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7882   -0.1609   -0.6821 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4522    1.0253   -1.0548 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4280    1.6284   -0.2741 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5992    2.8624   -0.3181 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2500    0.7703    0.6028 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7155    1.0529    0.5029 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0164   -0.6725    0.1534 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2216   -0.7265   -1.2424 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5348   -0.9372    0.3667 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2567   -2.4186    0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2729    1.2793    0.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5593   -0.4652    0.4883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9496    0.1605   -1.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8922   -1.0576   -1.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5170    0.7242   -1.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2377   -1.0215    1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8409    1.3177    1.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0848    1.2092    1.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6169    1.8801    0.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4730   -1.5379   -0.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6274    1.1624    0.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6007   -0.7545   -1.5872 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9042    0.8521    1.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9953    1.2095   -0.5580 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9477    1.9205    1.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2600    0.1625    0.8904 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6616   -1.3769    0.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5698    0.1331   -1.5749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2387   -0.5416    1.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4383   -2.7968   -0.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9844   -2.9160    0.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2354   -2.6213    0.6513 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15  7  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  1
  4 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  6
 11 29  1  1
 12 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  1
 14 34  1  0
 15 35  1  1
 16 36  1  0
 16 37  1  0
 16 38  1  0
M  END


  Mrv1652306242107373D          

 38 38  0  0  0  0            999 V2000
   -5.2543    0.2500   -0.3118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8787   -0.1315   -0.7932 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9109   -0.2204    0.3749 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8677    1.1299    1.0300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5812   -0.5891   -0.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5340    0.2155   -0.1076 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7882   -0.1609   -0.6821 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4522    1.0253   -1.0548 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4280    1.6284   -0.2741 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5992    2.8624   -0.3181 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2500    0.7703    0.6028 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7155    1.0529    0.5029 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0164   -0.6725    0.1534 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2216   -0.7265   -1.2424 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5348   -0.9372    0.3667 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2567   -2.4186    0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2729    1.2793    0.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5593   -0.4652    0.4883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9496    0.1605   -1.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8922   -1.0576   -1.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5170    0.7242   -1.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2377   -1.0215    1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8409    1.3177    1.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0848    1.2092    1.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6169    1.8801    0.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4730   -1.5379   -0.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6274    1.1624    0.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6007   -0.7545   -1.5872 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9042    0.8521    1.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9953    1.2095   -0.5580 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9477    1.9205    1.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2600    0.1625    0.8904 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6616   -1.3769    0.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5698    0.1331   -1.5749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2387   -0.5416    1.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4383   -2.7968   -0.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9844   -2.9160    0.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2354   -2.6213    0.6513 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  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
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15  7  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  2 20  1  0  0  0  0
  2 21  1  0  0  0  0
  3 22  1  1  0  0  0
  4 23  1  0  0  0  0
  4 24  1  0  0  0  0
  4 25  1  0  0  0  0
  5 26  1  0  0  0  0
  6 27  1  0  0  0  0
  7 28  1  6  0  0  0
 11 29  1  1  0  0  0
 12 30  1  0  0  0  0
 12 31  1  0  0  0  0
 12 32  1  0  0  0  0
 13 33  1  1  0  0  0
 14 34  1  0  0  0  0
 15 35  1  1  0  0  0
 16 36  1  0  0  0  0
 16 37  1  0  0  0  0
 16 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0010329

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C13H22O3/c1-5-8(2)6-7-11-9(3)12(14)10(4)13(15)16-11/h6-12,14H,5H2,1-4H3/b7-6+/t8-,9+,10+,11+,12+/m0/s1

> <INCHI_KEY>
ILDJSXPOMKNCOL-YIEQHGPISA-N

> <FORMULA>
C13H22O3

> <MOLECULAR_WEIGHT>
226.316

> <EXACT_MASS>
226.156894568

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
25.90938356578366

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R,4R,5S,6R)-4-hydroxy-3,5-dimethyl-6-[(1E,3S)-3-methylpent-1-en-1-yl]oxan-2-one

> <ALOGPS_LOGP>
2.53

> <JCHEM_LOGP>
2.6666330496666664

> <ALOGPS_LOGS>
-2.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.36124582480915

> <JCHEM_PKA_STRONGEST_BASIC>
-3.078191076228479

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
63.62890000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.22e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,4R,5S,6R)-4-hydroxy-3,5-dimethyl-6-[(1E,3S)-3-methylpent-1-en-1-yl]oxan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 38  0  0  0  0  0  0  0  0999 V2000
   -5.2543    0.2500   -0.3118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8787   -0.1315   -0.7932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9109   -0.2204    0.3749 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8677    1.1299    1.0300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5812   -0.5891   -0.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5340    0.2155   -0.1076 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7882   -0.1609   -0.6821 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4522    1.0253   -1.0548 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4280    1.6284   -0.2741 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5992    2.8624   -0.3181 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2500    0.7703    0.6028 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7155    1.0529    0.5029 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0164   -0.6725    0.1534 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2216   -0.7265   -1.2424 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5348   -0.9372    0.3667 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2567   -2.4186    0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2729    1.2793    0.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5593   -0.4652    0.4883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9496    0.1605   -1.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8922   -1.0576   -1.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5170    0.7242   -1.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2377   -1.0215    1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8409    1.3177    1.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0848    1.2092    1.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6169    1.8801    0.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4730   -1.5379   -0.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6274    1.1624    0.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6007   -0.7545   -1.5872 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9042    0.8521    1.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9953    1.2095   -0.5580 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9477    1.9205    1.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2600    0.1625    0.8904 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6616   -1.3769    0.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5698    0.1331   -1.5749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2387   -0.5416    1.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4383   -2.7968   -0.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9844   -2.9160    0.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2354   -2.6213    0.6513 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15  7  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  1
  4 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  6
 11 29  1  1
 12 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  1
 14 34  1  0
 15 35  1  1
 16 36  1  0
 16 37  1  0
 16 38  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -5.254   0.250  -0.312  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.879  -0.132  -0.793  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.911  -0.220   0.375  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.868   1.130   1.030  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.581  -0.589  -0.198  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.534   0.216  -0.108  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.788  -0.161  -0.682  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.452   1.025  -1.055  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.428   1.628  -0.274  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.599   2.862  -0.318  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.250   0.770   0.603  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.715   1.053   0.503  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.016  -0.673   0.153  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.222  -0.727  -1.242  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.535  -0.937   0.367  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.257  -2.419   0.308  0.00  0.00           C+0
HETATM   17  H   UNK     0      -5.273   1.279   0.063  0.00  0.00           H+0
HETATM   18  H   UNK     0      -5.559  -0.465   0.488  0.00  0.00           H+0
HETATM   19  H   UNK     0      -5.950   0.161  -1.171  0.00  0.00           H+0
HETATM   20  H   UNK     0      -3.892  -1.058  -1.377  0.00  0.00           H+0
HETATM   21  H   UNK     0      -3.517   0.724  -1.427  0.00  0.00           H+0
HETATM   22  H   UNK     0      -3.238  -1.022   1.051  0.00  0.00           H+0
HETATM   23  H   UNK     0      -3.841   1.318   1.515  0.00  0.00           H+0
HETATM   24  H   UNK     0      -2.085   1.209   1.815  0.00  0.00           H+0
HETATM   25  H   UNK     0      -2.617   1.880   0.252  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.473  -1.538  -0.699  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.627   1.162   0.388  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.601  -0.755  -1.587  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.904   0.852   1.646  0.00  0.00           H+0
HETATM   30  H   UNK     0       4.995   1.210  -0.558  0.00  0.00           H+0
HETATM   31  H   UNK     0       4.948   1.921   1.142  0.00  0.00           H+0
HETATM   32  H   UNK     0       5.260   0.163   0.890  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.662  -1.377   0.673  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.570   0.133  -1.575  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.239  -0.542   1.361  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.438  -2.797  -0.713  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.984  -2.916   0.983  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.235  -2.621   0.651  0.00  0.00           H+0
CONECT    1    2   17   18   19                                             
CONECT    2    1    3   20   21                                             
CONECT    3    2    4    5   22                                             
CONECT    4    3   23   24   25                                             
CONECT    5    3    6   26                                                  
CONECT    6    5    7   27                                                  
CONECT    7    6    8   15   28                                             
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13   29                                             
CONECT   12   11   30   31   32                                             
CONECT   13   11   14   15   33                                             
CONECT   14   13   34                                                       
CONECT   15   13   16    7   35                                             
CONECT   16   15   36   37   38                                             
CONECT   17    1                                                            
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    2                                                            
CONECT   21    2                                                            
CONECT   22    3                                                            
CONECT   23    4                                                            
CONECT   24    4                                                            
CONECT   25    4                                                            
CONECT   26    5                                                            
CONECT   27    6                                                            
CONECT   28    7                                                            
CONECT   29   11                                                            
CONECT   30   12                                                            
CONECT   31   12                                                            
CONECT   32   12                                                            
CONECT   33   13                                                            
CONECT   34   14                                                            
CONECT   35   15                                                            
CONECT   36   16                                                            
CONECT   37   16                                                            
CONECT   38   16                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   76    0
END

RDKit          3D

38 38  0  0  0  0  0  0  0  0999 V2000
   -5.2543    0.2500   -0.3118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8787   -0.1315   -0.7932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9109   -0.2204    0.3749 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8677    1.1299    1.0300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5812   -0.5891   -0.1979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5340    0.2155   -0.1076 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7882   -0.1609   -0.6821 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4522    1.0253   -1.0548 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4280    1.6284   -0.2741 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5992    2.8624   -0.3181 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2500    0.7703    0.6028 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7155    1.0529    0.5029 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0164   -0.6725    0.1534 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2216   -0.7265   -1.2424 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5348   -0.9372    0.3667 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2567   -2.4186    0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2729    1.2793    0.0625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5593   -0.4652    0.4883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9496    0.1605   -1.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8922   -1.0576   -1.3765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5170    0.7242   -1.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2377   -1.0215    1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8409    1.3177    1.5148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0848    1.2092    1.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6169    1.8801    0.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4730   -1.5379   -0.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6274    1.1624    0.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6007   -0.7545   -1.5872 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9042    0.8521    1.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9953    1.2095   -0.5580 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9477    1.9205    1.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2600    0.1625    0.8904 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6616   -1.3769    0.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5698    0.1331   -1.5749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2387   -0.5416    1.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4383   -2.7968   -0.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9844   -2.9160    0.9829 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2354   -2.6213    0.6513 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15  7  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  1
  4 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  6
 11 29  1  1
 12 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  1
 14 34  1  0
 15 35  1  1
 16 36  1  0
 16 37  1  0
 16 38  1  0
M  END

View in JSmol View NMR Assignments View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₁₃H₂₂O₃

Average Mass

226.3160 Da

Monoisotopic Mass

226.15689 Da

IUPAC Name

(3R,4R,5S,6R)-4-hydroxy-3,5-dimethyl-6-[(1E,3S)-3-methylpent-1-en-1-yl]oxan-2-one

Traditional Name

(3R,4R,5S,6R)-4-hydroxy-3,5-dimethyl-6-[(1E,3S)-3-methylpent-1-en-1-yl]oxan-2-one

CAS Registry Number

Not Available

SMILES

CC[C@H](C)\C=C\[C@H]1OC(=O)[C@H](C)[C@H](O)[C@@H]1C

InChI Identifier

InChI=1S/C13H22O3/c1-5-8(2)6-7-11-9(3)12(14)10(4)13(15)16-11/h6-12,14H,5H2,1-4H3/b7-6+/t8-,9+,10+,11+,12+/m0/s1

InChI Key

ILDJSXPOMKNCOL-YIEQHGPISA-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
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Phomopsis	NPAtlas	21924749

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Delta valerolactones

Direct Parent

Delta valerolactones

Alternative Parents

Substituents

Delta_valerolactone
Delta valerolactone
Oxane
Secondary alcohol
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
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	2.53	ALOGPS
logP	2.67	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	14.36	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	63.63 m³·mol⁻¹	ChemAxon
Polarizability	25.91 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

NPAtlas ID

NPA009869

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

28289217

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101542392

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Adelin E, Servy C, Cortial S, Levaique H, Martin MT, Retailleau P, Le Goff G, Bussaban B, Lumyong S, Ouazzani J: Isolation, structure elucidation and biological activity of metabolites from Sch-642305-producing endophytic fungus Phomopsis sp. CMU-LMA. Phytochemistry. 2011 Dec;72(18):2406-12. doi: 10.1016/j.phytochem.2011.08.010. Epub 2011 Sep 15. [PubMed:21924749 ]
Adelin E, Martin MT, Cortial S, Retailleau P, Lumyong S, Ouazzani J: Bioactive polyketides isolated from agar-supported fermentation of Phomopsis sp. CMU-LMA, taking advantage of the scale-up device, Platotex. Phytochemistry. 2013 Sep;93:170-5. doi: 10.1016/j.phytochem.2013.02.012. Epub 2013 Apr 9. [PubMed:23578961 ]

Showing NP-Card for LMA-P2 (NP0010329)

MOL for NP0010329 (LMA-P2)

3D MOL for NP0010329 (LMA-P2)

3D SDF for NP0010329 (LMA-P2)

3D-SDF for NP0010329 (LMA-P2)

PDB for NP0010329 (LMA-P2)

3D PDB for NP0010329 (LMA-P2)

SMILES for NP0010329 (LMA-P2)

INCHI for NP0010329 (LMA-P2)

Structure for NP0010329 (LMA-P2)

3D Structure for NP0010329 (LMA-P2)