NP-MRD: Showing NP-Card for Carneic acid B (NP0006536)

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Record Information

Version

2.0

Created at

2020-12-09 03:31:30 UTC

Updated at

2021-07-15 16:55:05 UTC

NP-MRD ID

NP0006536

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Carneic acid B

Provided By

NPAtlas

Description

CARNEIC ACID B, also known as carneate b, 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. Carneic acid B is found in Hypoxylon carneum. Carneic acid B was first documented in 2006 (PMID: 16933875). Based on a literature review very few articles have been published on CARNEIC ACID B.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118283D          

 55 56  0  0  0  0            999 V2000
   -0.4126    1.9513   -2.4416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8521    0.9871   -1.4173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1987   -0.2710   -1.8671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6308   -1.2157   -0.8448 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7181   -2.6448   -1.3456 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3779   -2.7643   -2.5417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5275   -3.3841   -0.2711 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9497   -3.2440    1.0964 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6168   -1.8227    1.4956 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9028   -1.8465    2.8095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7076   -1.2869    0.3731 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0919    0.0189    0.6955 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3034    0.2160    0.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914   -0.6075   -0.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4829   -0.2922   -0.6632 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2758   -1.1052   -1.3010 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6543   -0.7052   -1.5896 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0714    0.4221   -1.2218 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4676   -1.5954   -2.2692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9844    1.1165    0.0207 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8462    2.3785    0.7096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1416    2.3326    2.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5543    3.5746    0.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4658    4.7304    1.1783 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8591    5.2315    1.0621 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6620   -0.9786   -0.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4735   -4.4538   -0.5542 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
  2  3  2  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
  5  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
  9 11  1  0  0  0  0
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 13 14  2  0  0  0  0
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 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
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 20  2  1  0  0  0  0
 11  4  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
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M  END

     RDKit          3D

 55 56  0  0  0  0  0  0  0  0999 V2000
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   -1.6168   -1.8227    1.4956 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9028   -1.8465    2.8095 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306242118283D          

 55 56  0  0  0  0            999 V2000
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   -0.8521    0.9871   -1.4173 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2221   -2.7643    3.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2039   -0.9872    3.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1878   -1.8554    2.6045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0271   -2.1206    0.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1682    0.2129    1.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7840    1.1743    0.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7160   -1.5639   -0.6400 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8520    0.6719   -0.3529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8828   -2.0626   -1.6002 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4850   -1.5629   -2.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0241    0.7314    0.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9534    3.0602    2.4396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2204    2.5244    2.7681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5418    1.3482    2.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3775    3.7277   -0.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7223    4.5494    2.2170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1529    5.5239    0.7969 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8133    6.2304    1.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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
  5  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
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 12 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 20  2  1  0  0  0  0
 11  4  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  3 29  1  0  0  0  0
  4 30  1  1  0  0  0
  5 31  1  6  0  0  0
  6 32  1  0  0  0  0
  7 33  1  0  0  0  0
  7 34  1  0  0  0  0
  8 35  1  0  0  0  0
  8 36  1  0  0  0  0
  9 37  1  1  0  0  0
 10 38  1  0  0  0  0
 10 39  1  0  0  0  0
 10 40  1  0  0  0  0
 11 41  1  6  0  0  0
 12 42  1  1  0  0  0
 13 43  1  0  0  0  0
 14 44  1  0  0  0  0
 15 45  1  0  0  0  0
 16 46  1  0  0  0  0
 19 47  1  0  0  0  0
 20 48  1  6  0  0  0
 22 49  1  0  0  0  0
 22 50  1  0  0  0  0
 22 51  1  0  0  0  0
 23 52  1  0  0  0  0
 24 53  1  0  0  0  0
 24 54  1  0  0  0  0
 25 55  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0006536

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C(\[H])=C(/[H])\C(\[H])=C(/[H])[C@@]1([H])[C@@]([H])(C(=C(/[H])C([H])([H])O[H])\C([H])([H])[H])C(=C([H])[C@@]2([H])[C@]([H])(O[H])C([H])([H])C([H])([H])[C@@]([H])(C([H])([H])[H])[C@]12[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O4/c1-13-8-9-18(23)17-12-15(3)20(14(2)10-11-22)16(21(13)17)6-4-5-7-19(24)25/h4-7,10,12-13,16-18,20-23H,8-9,11H2,1-3H3,(H,24,25)/b6-4+,7-5+,14-10+/t13-,16+,17+,18-,20+,21-/m1/s1

> <INCHI_KEY>
YGIXVFNOSSPFLR-RYAGCBDWSA-N

> <FORMULA>
C21H30O4

> <MOLECULAR_WEIGHT>
346.467

> <EXACT_MASS>
346.214409446

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
39.70939030573727

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,4E)-5-[(1R,2R,4aS,5R,8R,8aR)-5-hydroxy-2-[(2E)-4-hydroxybut-2-en-2-yl]-3,8-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]penta-2,4-dienoic acid

> <ALOGPS_LOGP>
3.38

> <JCHEM_LOGP>
2.6843342333333333

> <ALOGPS_LOGS>
-3.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
16.36296384968947

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.765840930467262

> <JCHEM_PKA_STRONGEST_BASIC>
-0.9899666655165372

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
103.39449999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.21e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E,4E)-5-[(1R,2R,4aS,5R,8R,8aR)-5-hydroxy-2-[(2E)-4-hydroxybut-2-en-2-yl]-3,8-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]penta-2,4-dienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 55 56  0  0  0  0  0  0  0  0999 V2000
   -0.4126    1.9513   -2.4416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8521    0.9871   -1.4173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1987   -0.2710   -1.8671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6308   -1.2157   -0.8448 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7181   -2.6448   -1.3456 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3779   -2.7643   -2.5417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5275   -3.3841   -0.2711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9497   -3.2440    1.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6168   -1.8227    1.4956 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9028   -1.8465    2.8095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7076   -1.2869    0.3731 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0919    0.0189    0.6955 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3034    0.2160    0.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914   -0.6075   -0.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4829   -0.2922   -0.6632 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2758   -1.1052   -1.3010 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6543   -0.7052   -1.5896 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0714    0.4221   -1.2218 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4676   -1.5954   -2.2692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9844    1.1165    0.0207 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8462    2.3785    0.7096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1416    2.3326    2.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5543    3.5746    0.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4658    4.7304    1.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8591    5.2315    1.0621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2867    1.3908   -3.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1330    2.7268   -2.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6347    2.3037   -2.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1441   -0.5097   -2.9074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6620   -0.9786   -0.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7031   -3.0758   -1.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7391   -2.6627   -3.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4735   -4.4538   -0.5542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5982   -3.0876   -0.3256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7105   -3.6025    1.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0543   -3.8725    1.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5190   -1.1896    1.4776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2221   -2.7643    3.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2039   -0.9872    3.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1878   -1.8554    2.6045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0271   -2.1206    0.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1682    0.2129    1.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7840    1.1743    0.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7160   -1.5639   -0.6400 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8520    0.6719   -0.3529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8828   -2.0626   -1.6002 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4850   -1.5629   -2.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0241    0.7314    0.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9534    3.0602    2.4396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2204    2.5244    2.7681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5418    1.3482    2.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3775    3.7277   -0.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7223    4.5494    2.2170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1529    5.5239    0.7969 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8133    6.2304    1.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 12 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  1  0
 20  2  1  0
 11  4  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  4 30  1  1
  5 31  1  6
  6 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  1
 10 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  6
 12 42  1  1
 13 43  1  0
 14 44  1  0
 15 45  1  0
 16 46  1  0
 19 47  1  0
 20 48  1  6
 22 49  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  0
 24 53  1  0
 24 54  1  0
 25 55  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      -0.413   1.951  -2.442  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.852   0.987  -1.417  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.199  -0.271  -1.867  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.631  -1.216  -0.845  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.718  -2.645  -1.346  0.00  0.00           C+0
HETATM    6  O   UNK     0      -2.378  -2.764  -2.542  0.00  0.00           O+0
HETATM    7  C   UNK     0      -2.527  -3.384  -0.271  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.950  -3.244   1.096  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.617  -1.823   1.496  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.903  -1.847   2.809  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.708  -1.287   0.373  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.092   0.019   0.696  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.303   0.216   0.309  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.091  -0.608  -0.332  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.483  -0.292  -0.663  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.276  -1.105  -1.301  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.654  -0.705  -1.590  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.071   0.422  -1.222  0.00  0.00           O+0
HETATM   19  O   UNK     0       6.468  -1.595  -2.269  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.984   1.117   0.021  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.846   2.378   0.710  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.142   2.333   2.207  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.554   3.575   0.262  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.466   4.730   1.178  0.00  0.00           C+0
HETATM   25  O   UNK     0       0.859   5.231   1.062  0.00  0.00           O+0
HETATM   26  H   UNK     0      -0.287   1.391  -3.438  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.133   2.727  -2.694  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.635   2.304  -2.251  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.144  -0.510  -2.907  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.662  -0.979  -0.482  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.703  -3.076  -1.330  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.739  -2.663  -3.283  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.474  -4.454  -0.554  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.598  -3.088  -0.326  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.711  -3.603   1.817  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.054  -3.873   1.204  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.519  -1.190   1.478  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.222  -2.764   3.364  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.204  -0.987   3.457  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.188  -1.855   2.604  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.027  -2.121   0.227  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.168   0.213   1.774  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.784   1.174   0.578  0.00  0.00           H+0
HETATM   44  H   UNK     0       1.716  -1.564  -0.640  0.00  0.00           H+0
HETATM   45  H   UNK     0       3.852   0.672  -0.353  0.00  0.00           H+0
HETATM   46  H   UNK     0       3.883  -2.063  -1.600  0.00  0.00           H+0
HETATM   47  H   UNK     0       7.485  -1.563  -2.175  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.024   0.731   0.287  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.953   3.060   2.440  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.220   2.524   2.768  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.542   1.348   2.506  0.00  0.00           H+0
HETATM   52  H   UNK     0      -0.378   3.728  -0.789  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.722   4.549   2.217  0.00  0.00           H+0
HETATM   54  H   UNK     0      -1.153   5.524   0.797  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.813   6.230   1.192  0.00  0.00           H+0
CONECT    1    2   26   27   28                                             
CONECT    2    1    3   20                                                  
CONECT    3    2    4   29                                                  
CONECT    4    3    5   11   30                                             
CONECT    5    4    6    7   31                                             
CONECT    6    5   32                                                       
CONECT    7    5    8   33   34                                             
CONECT    8    7    9   35   36                                             
CONECT    9    8   10   11   37                                             
CONECT   10    9   38   39   40                                             
CONECT   11    9   12    4   41                                             
CONECT   12   11   13   20   42                                             
CONECT   13   12   14   43                                                  
CONECT   14   13   15   44                                                  
CONECT   15   14   16   45                                                  
CONECT   16   15   17   46                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   47                                                       
CONECT   20   12   21    2   48                                             
CONECT   21   20   22   23                                                  
CONECT   22   21   49   50   51                                             
CONECT   23   21   24   52                                                  
CONECT   24   23   25   53   54                                             
CONECT   25   24   55                                                       
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    3                                                            
CONECT   30    4                                                            
CONECT   31    5                                                            
CONECT   32    6                                                            
CONECT   33    7                                                            
CONECT   34    7                                                            
CONECT   35    8                                                            
CONECT   36    8                                                            
CONECT   37    9                                                            
CONECT   38   10                                                            
CONECT   39   10                                                            
CONECT   40   10                                                            
CONECT   41   11                                                            
CONECT   42   12                                                            
CONECT   43   13                                                            
CONECT   44   14                                                            
CONECT   45   15                                                            
CONECT   46   16                                                            
CONECT   47   19                                                            
CONECT   48   20                                                            
CONECT   49   22                                                            
CONECT   50   22                                                            
CONECT   51   22                                                            
CONECT   52   23                                                            
CONECT   53   24                                                            
CONECT   54   24                                                            
CONECT   55   25                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  112    0
END

RDKit          3D

55 56  0  0  0  0  0  0  0  0999 V2000
   -0.4126    1.9513   -2.4416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8521    0.9871   -1.4173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1987   -0.2710   -1.8671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6308   -1.2157   -0.8448 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7181   -2.6448   -1.3456 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3779   -2.7643   -2.5417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5275   -3.3841   -0.2711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9497   -3.2440    1.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6168   -1.8227    1.4956 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9028   -1.8465    2.8095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7076   -1.2869    0.3731 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0919    0.0189    0.6955 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3034    0.2160    0.3090 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914   -0.6075   -0.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4829   -0.2922   -0.6632 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2758   -1.1052   -1.3010 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6543   -0.7052   -1.5896 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0714    0.4221   -1.2218 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4676   -1.5954   -2.2692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9844    1.1165    0.0207 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8462    2.3785    0.7096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1416    2.3326    2.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5543    3.5746    0.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4658    4.7304    1.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8591    5.2315    1.0621 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2867    1.3908   -3.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1330    2.7268   -2.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6347    2.3037   -2.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1441   -0.5097   -2.9074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6620   -0.9786   -0.4818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7031   -3.0758   -1.3296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7391   -2.6627   -3.2831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4735   -4.4538   -0.5542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5982   -3.0876   -0.3256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7105   -3.6025    1.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0543   -3.8725    1.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5190   -1.1896    1.4776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2221   -2.7643    3.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2039   -0.9872    3.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1878   -1.8554    2.6045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0271   -2.1206    0.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1682    0.2129    1.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7840    1.1743    0.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7160   -1.5639   -0.6400 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8520    0.6719   -0.3529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8828   -2.0626   -1.6002 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4850   -1.5629   -2.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0241    0.7314    0.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9534    3.0602    2.4396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2204    2.5244    2.7681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5418    1.3482    2.5055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3775    3.7277   -0.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7223    4.5494    2.2170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1529    5.5239    0.7969 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8133    6.2304    1.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 12 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  1  0
 20  2  1  0
 11  4  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  4 30  1  1
  5 31  1  6
  6 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  1
 10 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  6
 12 42  1  1
 13 43  1  0
 14 44  1  0
 15 45  1  0
 16 46  1  0
 19 47  1  0
 20 48  1  6
 22 49  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  0
 24 53  1  0
 24 54  1  0
 25 55  1  0
M  END

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

Synonyms

Value	Source
CARNEate b	Generator
(2E)-5-[(1R,2R,4AS,5R,8R,8ar)-5-hydroxy-2-[(2E)-4-hydroxybut-2-en-2-yl]-3,8-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]penta-2,4-dienoate	Generator

Chemical Formula

C₂₁H₃₀O₄

Average Mass

346.4670 Da

Monoisotopic Mass

346.21441 Da

IUPAC Name

(2E,4E)-5-[(1R,2R,4aS,5R,8R,8aR)-5-hydroxy-2-[(2E)-4-hydroxybut-2-en-2-yl]-3,8-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]penta-2,4-dienoic acid

Traditional Name

(2E,4E)-5-[(1R,2R,4aS,5R,8R,8aR)-5-hydroxy-2-[(2E)-4-hydroxybut-2-en-2-yl]-3,8-dimethyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]penta-2,4-dienoic acid

CAS Registry Number

Not Available

SMILES

C[C@@H]1CC[C@@H](O)[C@@H]2C=C(C)[C@@H]([C@H](\C=C\C=C\C(O)=O)[C@@H]12)C(\C)=C\CO

InChI Identifier

InChI=1S/C21H30O4/c1-13-8-9-18(23)17-12-15(3)20(14(2)10-11-22)16(21(13)17)6-4-5-7-19(24)25/h4-7,10,12-13,16-18,20-23H,8-9,11H2,1-3H3,(H,24,25)/b6-4+,7-5+,14-10+/t13-,16+,17+,18-,20+,21-/m1/s1

InChI Key

YGIXVFNOSSPFLR-RYAGCBDWSA-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
Hypoxylon carneum	NPAtlas	16933875

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
Hydroxy fatty acid
Unsaturated fatty acid
Cyclic alcohol
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Carbonyl group
Organic oxide
Organic oxygen compound
Alcohol
Organooxygen compound
Primary alcohol
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	3.38	ALOGPS
logP	2.68	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	4.77	ChemAxon
pKa (Strongest Basic)	-0.99	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	103.39 m³·mol⁻¹	ChemAxon
Polarizability	39.71 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA001379

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

17241835

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16083153

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Quang DN, Stadler M, Fournier J, Asakawa Y: Carneic acids A and B, chemotaxonomically significant antimicrobial agents from the xylariaceous ascomycete Hypoxylon carneum. J Nat Prod. 2006 Aug;69(8):1198-202. doi: 10.1021/np0602057. [PubMed:16933875 ]

Showing NP-Card for Carneic acid B (NP0006536)

MOL for NP0006536 (Carneic acid B)

3D MOL for NP0006536 (Carneic acid B)

3D SDF for NP0006536 (Carneic acid B)

3D-SDF for NP0006536 (Carneic acid B)

PDB for NP0006536 (Carneic acid B)

3D PDB for NP0006536 (Carneic acid B)

SMILES for NP0006536 (Carneic acid B)

INCHI for NP0006536 (Carneic acid B)

Structure for NP0006536 (Carneic acid B)

3D Structure for NP0006536 (Carneic acid B)