NP-MRD: Showing NP-Card for Sphaeric acid (NP0001574)

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Record Information

Version

1.0

Created at

2020-09-23 01:57:04 UTC

Updated at

2021-08-10 02:55:21 UTC

NP-MRD ID

NP0001574

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Sphaeric acid

Provided By

NPAtlas

Description

(2S,3S)-2-methyl-3-octylbutanedioic acid belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. Sphaeric acid is found in Sphaeropsis. It was first documented in 1999 (PMID: 10075787). Based on a literature review a significant number of articles have been published on (2S,3S)-2-methyl-3-octylbutanedioic acid (PMID: 34347485) (PMID: 34217688) (PMID: 34080035) (PMID: 34067439) (PMID: 33392496) (PMID: 34570641).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117433D          

 41 40  0  0  0  0            999 V2000
   -5.7041   -0.1273   -0.7511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1491   -0.7148    0.5212 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6796   -1.0445    0.3283 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9850    0.2315   -0.0084 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4978    0.0914   -0.2415 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8618   -0.4395    0.9881 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6390   -0.6291    0.8951 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3268    0.6409    0.6129 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7833    0.6811    0.5045 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1760    2.0786    0.2188 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8979    2.7010    1.0115 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7339    2.6827   -0.9327 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4610   -0.1709   -0.5259 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2595   -1.6395   -0.4058 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9136    0.1105   -0.3929 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6783   -0.8310   -0.0757 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4720    1.3602   -0.6004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5787    0.9588   -0.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1283   -0.5070   -1.6322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7712   -0.4155   -0.8160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2477    0.0525    1.3178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7245   -1.5974    0.8681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5616   -1.7770   -0.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3280   -1.4819    1.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1736    0.9768    0.8131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5029    0.6586   -0.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3768   -0.5757   -1.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1456    1.0852   -0.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3076   -1.4598    1.1775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1594    0.1764    1.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7785   -1.3025    0.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9383   -1.1049    1.8495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0437    1.3690    1.4311 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8665    1.0764   -0.3217 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2633    0.3840    1.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3180    2.9599   -1.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1970    0.1576   -1.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2504   -2.1690   -0.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9694   -1.9902    0.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6325   -2.0835   -1.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2846    1.6282   -0.0621 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
  4  5  1  0  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
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  2 21  1  0  0  0  0
  2 22  1  0  0  0  0
  3 23  1  0  0  0  0
  3 24  1  0  0  0  0
  4 25  1  0  0  0  0
  4 26  1  0  0  0  0
  5 27  1  0  0  0  0
  5 28  1  0  0  0  0
  6 29  1  0  0  0  0
  6 30  1  0  0  0  0
  7 31  1  0  0  0  0
  7 32  1  0  0  0  0
  8 33  1  0  0  0  0
  8 34  1  0  0  0  0
  9 35  1  1  0  0  0
 12 36  1  0  0  0  0
 13 37  1  6  0  0  0
 14 38  1  0  0  0  0
 14 39  1  0  0  0  0
 14 40  1  0  0  0  0
 17 41  1  0  0  0  0
M  END

     RDKit          3D

 41 40  0  0  0  0  0  0  0  0999 V2000
   -5.7041   -0.1273   -0.7511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1491   -0.7148    0.5212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6796   -1.0445    0.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9850    0.2315   -0.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4978    0.0914   -0.2415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8618   -0.4395    0.9881 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6390   -0.6291    0.8951 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3268    0.6409    0.6129 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7833    0.6811    0.5045 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1760    2.0786    0.2188 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8979    2.7010    1.0115 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7339    2.6827   -0.9327 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4610   -0.1709   -0.5259 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2595   -1.6395   -0.4058 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9136    0.1105   -0.3929 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6783   -0.8310   -0.0757 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4720    1.3602   -0.6004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5787    0.9588   -0.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1283   -0.5070   -1.6322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7712   -0.4155   -0.8160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2477    0.0525    1.3178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7245   -1.5974    0.8681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5616   -1.7770   -0.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3280   -1.4819    1.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1736    0.9768    0.8131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5029    0.6586   -0.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3768   -0.5757   -1.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1456    1.0852   -0.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3076   -1.4598    1.1775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1594    0.1764    1.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7785   -1.3025    0.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9383   -1.1049    1.8495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0437    1.3690    1.4311 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8665    1.0764   -0.3217 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2633    0.3840    1.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3180    2.9599   -1.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1970    0.1576   -1.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2504   -2.1690   -0.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9694   -1.9902    0.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6325   -2.0835   -1.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2846    1.6282   -0.0621 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  1
 12 36  1  0
 13 37  1  6
 14 38  1  0
 14 39  1  0
 14 40  1  0
 17 41  1  0
M  END


  Mrv1652306242117433D          

 41 40  0  0  0  0            999 V2000
   -5.7041   -0.1273   -0.7511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1491   -0.7148    0.5212 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6796   -1.0445    0.3283 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9850    0.2315   -0.0084 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4978    0.0914   -0.2415 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8618   -0.4395    0.9881 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6390   -0.6291    0.8951 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3268    0.6409    0.6129 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7833    0.6811    0.5045 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1760    2.0786    0.2188 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8979    2.7010    1.0115 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7339    2.6827   -0.9327 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4610   -0.1709   -0.5259 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2595   -1.6395   -0.4058 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9136    0.1105   -0.3929 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6783   -0.8310   -0.0757 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4720    1.3602   -0.6004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5787    0.9588   -0.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1283   -0.5070   -1.6322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7712   -0.4155   -0.8160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2477    0.0525    1.3178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7245   -1.5974    0.8681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5616   -1.7770   -0.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3280   -1.4819    1.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1736    0.9768    0.8131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5029    0.6586   -0.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3768   -0.5757   -1.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1456    1.0852   -0.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3076   -1.4598    1.1775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1594    0.1764    1.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7785   -1.3025    0.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9383   -1.1049    1.8495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0437    1.3690    1.4311 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8665    1.0764   -0.3217 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2633    0.3840    1.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3180    2.9599   -1.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1970    0.1576   -1.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2504   -2.1690   -0.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9694   -1.9902    0.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6325   -2.0835   -1.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2846    1.6282   -0.0621 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
  4  5  1  0  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
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  2 21  1  0  0  0  0
  2 22  1  0  0  0  0
  3 23  1  0  0  0  0
  3 24  1  0  0  0  0
  4 25  1  0  0  0  0
  4 26  1  0  0  0  0
  5 27  1  0  0  0  0
  5 28  1  0  0  0  0
  6 29  1  0  0  0  0
  6 30  1  0  0  0  0
  7 31  1  0  0  0  0
  7 32  1  0  0  0  0
  8 33  1  0  0  0  0
  8 34  1  0  0  0  0
  9 35  1  1  0  0  0
 12 36  1  0  0  0  0
 13 37  1  6  0  0  0
 14 38  1  0  0  0  0
 14 39  1  0  0  0  0
 14 40  1  0  0  0  0
 17 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001574

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@@]([H])(C([H])([H])[H])[C@@]([H])(C(=O)O[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C13H24O4/c1-3-4-5-6-7-8-9-11(13(16)17)10(2)12(14)15/h10-11H,3-9H2,1-2H3,(H,14,15)(H,16,17)/t10-,11-/m0/s1

> <INCHI_KEY>
CFXMOECYUQUKMY-QWRGUYRKSA-N

> <FORMULA>
C13H24O4

> <MOLECULAR_WEIGHT>
244.331

> <EXACT_MASS>
244.167459253

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
27.810007880657626

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3S)-2-methyl-3-octylbutanedioic acid

> <ALOGPS_LOGP>
2.75

> <JCHEM_LOGP>
3.799470244333333

> <ALOGPS_LOGS>
-3.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.956922846149493

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.442310942096954

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
64.89300000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.51e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S)-2-methyl-3-octylbutanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 41 40  0  0  0  0  0  0  0  0999 V2000
   -5.7041   -0.1273   -0.7511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1491   -0.7148    0.5212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6796   -1.0445    0.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9850    0.2315   -0.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4978    0.0914   -0.2415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8618   -0.4395    0.9881 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6390   -0.6291    0.8951 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3268    0.6409    0.6129 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7833    0.6811    0.5045 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1760    2.0786    0.2188 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8979    2.7010    1.0115 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7339    2.6827   -0.9327 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4610   -0.1709   -0.5259 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2595   -1.6395   -0.4058 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9136    0.1105   -0.3929 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6783   -0.8310   -0.0757 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4720    1.3602   -0.6004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5787    0.9588   -0.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1283   -0.5070   -1.6322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7712   -0.4155   -0.8160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2477    0.0525    1.3178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7245   -1.5974    0.8681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5616   -1.7770   -0.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.1736    0.9768    0.8131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5029    0.6586   -0.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3768   -0.5757   -1.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1456    1.0852   -0.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3076   -1.4598    1.1775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1594    0.1764    1.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7785   -1.3025    0.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9383   -1.1049    1.8495 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3180    2.9599   -1.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2504   -2.1690   -0.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
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  3  4  1  0
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  9 35  1  1
 12 36  1  0
 13 37  1  6
 14 38  1  0
 14 39  1  0
 14 40  1  0
 17 41  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      -5.704  -0.127  -0.751  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.149  -0.715   0.521  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.680  -1.044   0.328  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.985   0.232  -0.008  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.498   0.091  -0.242  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.862  -0.440   0.988  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.639  -0.629   0.895  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.327   0.641   0.613  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.783   0.681   0.504  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.176   2.079   0.219  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.898   2.701   1.012  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.734   2.683  -0.933  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.461  -0.171  -0.526  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.260  -1.640  -0.406  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.914   0.111  -0.393  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.678  -0.831  -0.076  0.00  0.00           O+0
HETATM   17  O   UNK     0       5.472   1.360  -0.600  0.00  0.00           O+0
HETATM   18  H   UNK     0      -5.579   0.959  -0.720  0.00  0.00           H+0
HETATM   19  H   UNK     0      -5.128  -0.507  -1.632  0.00  0.00           H+0
HETATM   20  H   UNK     0      -6.771  -0.416  -0.816  0.00  0.00           H+0
HETATM   21  H   UNK     0      -5.248   0.053   1.318  0.00  0.00           H+0
HETATM   22  H   UNK     0      -5.724  -1.597   0.868  0.00  0.00           H+0
HETATM   23  H   UNK     0      -3.562  -1.777  -0.490  0.00  0.00           H+0
HETATM   24  H   UNK     0      -3.328  -1.482   1.290  0.00  0.00           H+0
HETATM   25  H   UNK     0      -3.174   0.977   0.813  0.00  0.00           H+0
HETATM   26  H   UNK     0      -3.503   0.659  -0.912  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.377  -0.576  -1.127  0.00  0.00           H+0
HETATM   28  H   UNK     0      -1.146   1.085  -0.558  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.308  -1.460   1.178  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.159   0.176   1.860  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.779  -1.303   0.013  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.938  -1.105   1.849  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.044   1.369   1.431  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.867   1.076  -0.322  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.263   0.384   1.489  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.318   2.960  -1.709  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.197   0.158  -1.562  0.00  0.00           H+0
HETATM   38  H   UNK     0       4.250  -2.169  -0.583  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.969  -1.990   0.600  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.632  -2.083  -1.233  0.00  0.00           H+0
HETATM   41  H   UNK     0       6.285   1.628  -0.062  0.00  0.00           H+0
CONECT    1    2   18   19   20                                             
CONECT    2    1    3   21   22                                             
CONECT    3    2    4   23   24                                             
CONECT    4    3    5   25   26                                             
CONECT    5    4    6   27   28                                             
CONECT    6    5    7   29   30                                             
CONECT    7    6    8   31   32                                             
CONECT    8    7    9   33   34                                             
CONECT    9    8   10   13   35                                             
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   36                                                       
CONECT   13    9   14   15   37                                             
CONECT   14   13   38   39   40                                             
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   41                                                       
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    2                                                            
CONECT   22    2                                                            
CONECT   23    3                                                            
CONECT   24    3                                                            
CONECT   25    4                                                            
CONECT   26    4                                                            
CONECT   27    5                                                            
CONECT   28    5                                                            
CONECT   29    6                                                            
CONECT   30    6                                                            
CONECT   31    7                                                            
CONECT   32    7                                                            
CONECT   33    8                                                            
CONECT   34    8                                                            
CONECT   35    9                                                            
CONECT   36   12                                                            
CONECT   37   13                                                            
CONECT   38   14                                                            
CONECT   39   14                                                            
CONECT   40   14                                                            
CONECT   41   17                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   80    0
END

RDKit          3D

41 40  0  0  0  0  0  0  0  0999 V2000
   -5.7041   -0.1273   -0.7511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1491   -0.7148    0.5212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6796   -1.0445    0.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9850    0.2315   -0.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4978    0.0914   -0.2415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8618   -0.4395    0.9881 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6390   -0.6291    0.8951 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3268    0.6409    0.6129 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7833    0.6811    0.5045 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1760    2.0786    0.2188 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8979    2.7010    1.0115 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7339    2.6827   -0.9327 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4610   -0.1709   -0.5259 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2595   -1.6395   -0.4058 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9136    0.1105   -0.3929 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6783   -0.8310   -0.0757 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4720    1.3602   -0.6004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5787    0.9588   -0.7200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1283   -0.5070   -1.6322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7712   -0.4155   -0.8160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2477    0.0525    1.3178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7245   -1.5974    0.8681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5616   -1.7770   -0.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3280   -1.4819    1.2904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1736    0.9768    0.8131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5029    0.6586   -0.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3768   -0.5757   -1.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1456    1.0852   -0.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3076   -1.4598    1.1775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1594    0.1764    1.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7785   -1.3025    0.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9383   -1.1049    1.8495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0437    1.3690    1.4311 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8665    1.0764   -0.3217 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2633    0.3840    1.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3180    2.9599   -1.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1970    0.1576   -1.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2504   -2.1690   -0.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9694   -1.9902    0.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6325   -2.0835   -1.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2846    1.6282   -0.0621 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  1
 12 36  1  0
 13 37  1  6
 14 38  1  0
 14 39  1  0
 14 40  1  0
 17 41  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(2S,3S)-2-Methyl-3-octylbutanedioate	Generator
Sphaerate	Generator

Chemical Formula

C₁₃H₂₄O₄

Average Mass

244.3310 Da

Monoisotopic Mass

244.16746 Da

IUPAC Name

(2S,3S)-2-methyl-3-octylbutanedioic acid

Traditional Name

(2S,3S)-2-methyl-3-octylbutanedioic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)[C@@]([H])(C([H])([H])[H])[C@@]([H])(C(=O)O[H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]

InChI Identifier

InChI=1S/C13H24O4/c1-3-4-5-6-7-8-9-11(13(16)17)10(2)12(14)15/h10-11H,3-9H2,1-2H3,(H,14,15)(H,16,17)/t10-,11-/m0/s1

InChI Key

CFXMOECYUQUKMY-QWRGUYRKSA-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
Sphaeropsis	NPAtlas	10075787

Species Where Detected

Species Name	Source	Reference
Sphaeropsis sp.	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Medium-chain fatty acids

Alternative Parents

Substituents

Medium-chain fatty acid
Methyl-branched fatty acid
Branched fatty acid
Dicarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	2.75	ALOGPS
logP	3.8	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	4.44	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	64.89 m³·mol⁻¹	ChemAxon
Polarizability	27.81 Å³	ChemAxon
Number of Rings	0	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

NPA014168

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8928148

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10752825

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wilkinson RA, Strobel G, Stierle A: Sphaeric acid, a new succinic acid derivative from a Sphaeropsis sp. J Nat Prod. 1999 Feb;62(2):358-60. doi: 10.1021/np980372+. [PubMed:10075787 ]
Wang P, Lindsey JS: Synthesis of AD-Dihydrodipyrrins Equipped with Latent Substituents of Native Chlorophylls and Bacteriochlorophylls. J Org Chem. 2021 Aug 4. doi: 10.1021/acs.joc.1c01239. [PubMed:34347485 ]
Zhao WY, Yan JJ, Zhang M, Wang C, Feng L, Lv X, Huo XK, Sun CP, Chen LX, Ma XC: Natural soluble epoxide hydrolase inhibitors from Inula britanica and their potential interactions with soluble epoxide hydrolase: Insight from inhibition kinetics and molecular dynamics. Chem Biol Interact. 2021 Aug 25;345:109571. doi: 10.1016/j.cbi.2021.109571. Epub 2021 Jul 1. [PubMed:34217688 ]
Akter S, Lamminmaki U: A 15-min non-competitive homogeneous assay for microcystin and nodularin based on time-resolved Forster resonance energy transfer (TR-FRET). Anal Bioanal Chem. 2021 Jun 3. pii: 10.1007/s00216-021-03375-8. doi: 10.1007/s00216-021-03375-8. [PubMed:34080035 ]
Salgado MM, Manchado A, Nieto CT, Diez D, Garrido NM: Synthesis and Modeling of Ezetimibe Analogues. Molecules. 2021 May 22;26(11). pii: molecules26113107. doi: 10.3390/molecules26113107. [PubMed:34067439 ]
Foss AJ, Miles CO, Wilkins AL, Rise F, Trovik KW, Cieslik K, Aubel MT: Analysis of total microcystins and nodularins by oxidative cleavage of their ADMAdda, DMAdda, and Adda moieties. Anal Chim Acta X. 2020 Sep 2;6:100060. doi: 10.1016/j.acax.2020.100060. eCollection 2020 Nov. [PubMed:33392496 ]
Missi MB, Evina JN, Zintchem AAA, October N, Bona A, Moela P, Betote Diboue PH, Ngono Bikobo DS, Pegnyemb DE: Antibacterial and cytotoxic activities of undescribed cassiaric acid and other constituents from Cassia arereh stem barks. Nat Prod Res. 2021 Sep 27:1-10. doi: 10.1080/14786419.2021.1981313. [PubMed:34570641 ]
Tchamadeu Keugwa CV, Essoung Ehawa FR, Mouthe Happi G, Dongmo Tekapi Tsopgni W, Kamdem Waffo AF, Ndom JC, Wansi JD: Three new 30-norfriedelane and a new friedelane triterpenes from the trunk bark of Caloncoba welwitschii (Oliv.) Gilg (Achariaceae). Nat Prod Res. 2021 Sep 27:1-10. doi: 10.1080/14786419.2021.1981314. [PubMed:34570603 ]
Ono M, Taketomi S, Kakiki Y, Yasuda S, Okawa M, Kinjo J, Miyashita H, Yoshimitsu H, Nohara T: A New Glycosidic Acid, Muricatic Acid D, and Resin Glycosides, Muricatins X and XI, from the Crude Resin Glycoside Fraction of the Seeds of Ipomoea muricata. Chem Pharm Bull (Tokyo). 2021;69(3):291-297. doi: 10.1248/cpb.c20-00905. [PubMed:33642479 ]

Showing NP-Card for Sphaeric acid (NP0001574)

MOL for NP0001574 (Sphaeric acid)

3D MOL for NP0001574 (Sphaeric acid)

3D SDF for NP0001574 (Sphaeric acid)

3D-SDF for NP0001574 (Sphaeric acid)

PDB for NP0001574 (Sphaeric acid)

3D PDB for NP0001574 (Sphaeric acid)

SMILES for NP0001574 (Sphaeric acid)

INCHI for NP0001574 (Sphaeric acid)

Structure for NP0001574 (Sphaeric acid)

3D Structure for NP0001574 (Sphaeric acid)