Np mrd loader

Showing NP-Card for Macrolactin H (NP0003707)

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Record Information
Version2.0
Created at2020-12-09 00:53:02 UTC
Updated at2024-09-12 20:22:39 UTC
NP-MRD IDNP0003707
Secondary Accession NumbersNone
Natural Product Identification
Common NameMacrolactin H
Provided ByNPAtlasNPAtlas Logo
DescriptionMacrolactin H belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. Macrolactin H is found in Bacillus sp. PP19-H3. Macrolactin H was first documented in 2021 (PMID: 34206202). Based on a literature review a significant number of articles have been published on Macrolactin H (PMID: 34899671) (PMID: 38596383) (PMID: 38421449) (PMID: 38386213) (PMID: 37207784).
Structure
Data?1624573883
MOLSDFPDBSMILESInChI

MOL for NP0003707 (Macrolactin H)

NP0003707
  Mrv2104 05272322543D          

 59 59  0  0  0  0            999 V2000
   -3.3023   -0.3678   -1.4578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1391   -0.1662    0.0438 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1940   -0.9142    0.8677 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2056   -2.4446    0.7606 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9351   -3.1399    1.2676 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8730   -3.2676    0.2140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6705   -2.6734    0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3716   -2.7648   -0.7997 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3189   -1.5605   -1.5547 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7699   -2.9771   -0.2092 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8499   -3.0906   -1.2992 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5452   -4.3291   -1.0893 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8827   -1.9501   -1.2467 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3328   -0.6162   -1.6625 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2666    0.4528   -0.8545 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7709    1.7333   -1.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6088    2.8268   -0.5393 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8003    2.9479    0.9452 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1770    3.2616    1.1571 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9470    4.0639    1.5804 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4620    3.8241    1.5415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3871    4.5876    0.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8244    4.4604    0.8359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5979    3.3848    0.6269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1781    1.9955    0.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0460    1.5975    0.1181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3102    1.2405    0.3301 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1693   -1.4124   -1.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5706    0.2337   -2.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2918   -0.0352   -1.7899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1459   -0.4779    0.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0733   -0.6341    1.9230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1892   -0.5397    0.5918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0421   -2.7985    1.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4389   -2.7542   -0.2650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5554   -2.6299    2.1606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1980   -4.1575    1.5821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1234   -3.8727   -0.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4248   -2.0567    1.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1392   -3.5880   -1.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3731   -0.8068   -0.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7593   -3.8838    0.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0075   -2.1423    0.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4017   -3.1505   -2.2981 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1733   -4.4364   -1.8252 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3279   -1.9041   -0.2437 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7187   -2.1937   -1.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9794   -0.5440   -2.6899 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6253    0.3758    0.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5462    1.8227   -2.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2804    3.7331   -1.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5856    1.9970    1.4459 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3449    3.1751    2.1100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2420    4.1767    2.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2010    5.0275    1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0898    2.9927    2.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0015    5.4353    0.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3359    5.4108    0.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6756    3.5235    0.6615 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  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 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
 14 15  2  3  0  0  0
 15 16  1  0  0  0  0
 16 17  2  3  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27  2  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  2 31  1  0  0  0  0
  3 32  1  0  0  0  0
  3 33  1  0  0  0  0
  4 34  1  0  0  0  0
  4 35  1  0  0  0  0
  5 36  1  0  0  0  0
  5 37  1  0  0  0  0
  6 38  1  0  0  0  0
  7 39  1  0  0  0  0
  8 40  1  0  0  0  0
  9 41  1  0  0  0  0
 10 42  1  0  0  0  0
 10 43  1  0  0  0  0
 11 44  1  0  0  0  0
 12 45  1  0  0  0  0
 13 46  1  0  0  0  0
 13 47  1  0  0  0  0
 14 48  1  0  0  0  0
 15 49  1  0  0  0  0
 16 50  1  0  0  0  0
 17 51  1  0  0  0  0
 18 52  1  0  0  0  0
 19 53  1  0  0  0  0
 20 54  1  0  0  0  0
 20 55  1  0  0  0  0
 21 56  1  0  0  0  0
 22 57  1  0  0  0  0
 23 58  1  0  0  0  0
 24 59  1  0  0  0  0
M  END
Download

3D MOL for NP0003707 (Macrolactin H)

Download
3D SDF for NP0003707 (Macrolactin H)
NP0003707
  Mrv2104 05272322543D          

 59 59  0  0  0  0            999 V2000
   -3.3023   -0.3678   -1.4578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1391   -0.1662    0.0438 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1940   -0.9142    0.8677 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2056   -2.4446    0.7606 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9351   -3.1399    1.2676 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8730   -3.2676    0.2140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6705   -2.6734    0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3716   -2.7648   -0.7997 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3189   -1.5605   -1.5547 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7699   -2.9771   -0.2092 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8499   -3.0906   -1.2992 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5452   -4.3291   -1.0893 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8827   -1.9501   -1.2467 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3328   -0.6162   -1.6625 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2666    0.4528   -0.8545 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7709    1.7333   -1.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6088    2.8268   -0.5393 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8003    2.9479    0.9452 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1770    3.2616    1.1571 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9470    4.0639    1.5804 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4620    3.8241    1.5415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3871    4.5876    0.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8244    4.4604    0.8359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5979    3.3848    0.6269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1781    1.9955    0.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0460    1.5975    0.1181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3102    1.2405    0.3301 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1693   -1.4124   -1.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5706    0.2337   -2.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2918   -0.0352   -1.7899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1459   -0.4779    0.3683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0733   -0.6341    1.9230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1892   -0.5397    0.5918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0421   -2.7985    1.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4389   -2.7542   -0.2650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5554   -2.6299    2.1606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1980   -4.1575    1.5821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1234   -3.8727   -0.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4248   -2.0567    1.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1392   -3.5880   -1.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3731   -0.8068   -0.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7593   -3.8838    0.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0075   -2.1423    0.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4017   -3.1505   -2.2981 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1733   -4.4364   -1.8252 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3279   -1.9041   -0.2437 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7187   -2.1937   -1.9159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9794   -0.5440   -2.6899 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6253    0.3758    0.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5462    1.8227   -2.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2804    3.7331   -1.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5856    1.9970    1.4459 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3449    3.1751    2.1100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2420    4.1767    2.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2010    5.0275    1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0898    2.9927    2.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0015    5.4353    0.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3359    5.4108    0.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6756    3.5235    0.6615 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  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 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
 14 15  2  3  0  0  0
 15 16  1  0  0  0  0
 16 17  2  3  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27  2  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  2 31  1  0  0  0  0
  3 32  1  0  0  0  0
  3 33  1  0  0  0  0
  4 34  1  0  0  0  0
  4 35  1  0  0  0  0
  5 36  1  0  0  0  0
  5 37  1  0  0  0  0
  6 38  1  0  0  0  0
  7 39  1  0  0  0  0
  8 40  1  0  0  0  0
  9 41  1  0  0  0  0
 10 42  1  0  0  0  0
 10 43  1  0  0  0  0
 11 44  1  0  0  0  0
 12 45  1  0  0  0  0
 13 46  1  0  0  0  0
 13 47  1  0  0  0  0
 14 48  1  0  0  0  0
 15 49  1  0  0  0  0
 16 50  1  0  0  0  0
 17 51  1  0  0  0  0
 18 52  1  0  0  0  0
 19 53  1  0  0  0  0
 20 54  1  0  0  0  0
 20 55  1  0  0  0  0
 21 56  1  0  0  0  0
 22 57  1  0  0  0  0
 23 58  1  0  0  0  0
 24 59  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0003707

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])C([H])=C([H])C([H])=C([H])C([H])([H])[C@@]([H])(O[H])C([H])([H])[C@]([H])(O[H])\C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])[C@]([H])(OC(=O)\C([H])=C(\[H])/C(/[H])=C([H])/C1([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1/C22H32O5/c1-18-11-5-2-8-14-20(24)17-21(25)15-9-3-6-12-19(23)13-7-4-10-16-22(26)27-18/h3-4,6-10,12,14,16,18-21,23-25H,2,5,11,13,15,17H2,1H3/b7-4+,9-3+,12-6-,14-8+,16-10-/t18-,19-,20-,21-/s2

> <INCHI_KEY>
OUBHFOBEGNBZID-SXJFCDILNA-N

> <FORMULA>
C22H32O5

> <MOLECULAR_WEIGHT>
376.493

> <EXACT_MASS>
376.22497413

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
42.42708231503574

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3Z,5E,8S,14R,16S,17E,22R)-8,14,16-trihydroxy-22-methyl-1-oxacyclodocosa-3,5,9,11,17-pentaen-2-one

> <JCHEM_LOGP>
2.9861291646666652

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.39231687243892

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.640494303149232

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5775923958996727

> <JCHEM_POLAR_SURFACE_AREA>
86.99

> <JCHEM_REFRACTIVITY>
113.16049999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3Z,5E,8S,14R,16S,17E,22R)-8,14,16-trihydroxy-22-methyl-1-oxacyclodocosa-3,5,9,11,17-pentaen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0003707 (Macrolactin H)
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PDB for NP0003707 (Macrolactin H)
HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: NP0003707                                         
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0      -3.302  -0.368  -1.458  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.139  -0.166   0.044  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.194  -0.914   0.868  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.206  -2.445   0.761  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.935  -3.140   1.268  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.873  -3.268   0.214  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.671  -2.673   0.279  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.372  -2.765  -0.800  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.319  -1.561  -1.555  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.770  -2.977  -0.209  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.850  -3.091  -1.299  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.545  -4.329  -1.089  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.883  -1.950  -1.247  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.333  -0.616  -1.663  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.267   0.453  -0.855  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.771   1.733  -1.302  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.609   2.827  -0.539  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.800   2.948   0.945  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.177   3.262   1.157  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.947   4.064   1.580  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.462   3.824   1.542  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.387   4.588   0.838  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.824   4.460   0.836  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.598   3.385   0.627  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.178   1.996   0.326  0.00  0.00           C+0
HETATM   26  O   UNK     0      -1.046   1.597   0.118  0.00  0.00           O+0
HETATM   27  O   UNK     0      -3.310   1.240   0.330  0.00  0.00           O+0
HETATM   28  H   UNK     0      -3.169  -1.412  -1.750  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.571   0.234  -2.008  0.00  0.00           H+0
HETATM   30  H   UNK     0      -4.292  -0.035  -1.790  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.146  -0.478   0.368  0.00  0.00           H+0
HETATM   32  H   UNK     0      -4.073  -0.634   1.923  0.00  0.00           H+0
HETATM   33  H   UNK     0      -5.189  -0.540   0.592  0.00  0.00           H+0
HETATM   34  H   UNK     0      -5.042  -2.799   1.378  0.00  0.00           H+0
HETATM   35  H   UNK     0      -4.439  -2.754  -0.265  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.555  -2.630   2.161  0.00  0.00           H+0
HETATM   37  H   UNK     0      -3.198  -4.157   1.582  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.123  -3.873  -0.657  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.425  -2.057   1.141  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.139  -3.588  -1.486  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.373  -0.807  -0.937  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.759  -3.884   0.411  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.007  -2.142   0.463  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.402  -3.151  -2.298  0.00  0.00           H+0
HETATM   45  H   UNK     0       4.173  -4.436  -1.825  0.00  0.00           H+0
HETATM   46  H   UNK     0       4.328  -1.904  -0.244  0.00  0.00           H+0
HETATM   47  H   UNK     0       4.719  -2.194  -1.916  0.00  0.00           H+0
HETATM   48  H   UNK     0       2.979  -0.544  -2.690  0.00  0.00           H+0
HETATM   49  H   UNK     0       3.625   0.376   0.168  0.00  0.00           H+0
HETATM   50  H   UNK     0       2.546   1.823  -2.364  0.00  0.00           H+0
HETATM   51  H   UNK     0       2.280   3.733  -1.044  0.00  0.00           H+0
HETATM   52  H   UNK     0       2.586   1.997   1.446  0.00  0.00           H+0
HETATM   53  H   UNK     0       4.345   3.175   2.110  0.00  0.00           H+0
HETATM   54  H   UNK     0       2.242   4.177   2.632  0.00  0.00           H+0
HETATM   55  H   UNK     0       2.201   5.027   1.117  0.00  0.00           H+0
HETATM   56  H   UNK     0       0.090   2.993   2.136  0.00  0.00           H+0
HETATM   57  H   UNK     0      -0.002   5.435   0.273  0.00  0.00           H+0
HETATM   58  H   UNK     0      -2.336   5.411   0.994  0.00  0.00           H+0
HETATM   59  H   UNK     0      -3.676   3.523   0.662  0.00  0.00           H+0
CONECT    1    2   28   29   30                                             
CONECT    2    1    3   27   31                                             
CONECT    3    2    4   32   33                                             
CONECT    4    3    5   34   35                                             
CONECT    5    4    6   36   37                                             
CONECT    6    5    7   38                                                  
CONECT    7    6    8   39                                                  
CONECT    8    7    9   10   40                                             
CONECT    9    8   41                                                       
CONECT   10    8   11   42   43                                             
CONECT   11   10   12   13   44                                             
CONECT   12   11   45                                                       
CONECT   13   11   14   46   47                                             
CONECT   14   13   15   48                                                  
CONECT   15   14   16   49                                                  
CONECT   16   15   17   50                                                  
CONECT   17   16   18   51                                                  
CONECT   18   17   19   20   52                                             
CONECT   19   18   53                                                       
CONECT   20   18   21   54   55                                             
CONECT   21   20   22   56                                                  
CONECT   22   21   23   57                                                  
CONECT   23   22   24   58                                                  
CONECT   24   23   25   59                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25    2                                                       
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    2                                                            
CONECT   32    3                                                            
CONECT   33    3                                                            
CONECT   34    4                                                            
CONECT   35    4                                                            
CONECT   36    5                                                            
CONECT   37    5                                                            
CONECT   38    6                                                            
CONECT   39    7                                                            
CONECT   40    8                                                            
CONECT   41    9                                                            
CONECT   42   10                                                            
CONECT   43   10                                                            
CONECT   44   11                                                            
CONECT   45   12                                                            
CONECT   46   13                                                            
CONECT   47   13                                                            
CONECT   48   14                                                            
CONECT   49   15                                                            
CONECT   50   16                                                            
CONECT   51   17                                                            
CONECT   52   18                                                            
CONECT   53   19                                                            
CONECT   54   20                                                            
CONECT   55   20                                                            
CONECT   56   21                                                            
CONECT   57   22                                                            
CONECT   58   23                                                            
CONECT   59   24                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  118    0
END

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3D PDB for NP0003707 (Macrolactin H)
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SMILES for NP0003707 (Macrolactin H)
[H]O[C@]1([H])C([H])=C([H])C([H])=C([H])C([H])([H])[C@@]([H])(O[H])C([H])([H])[C@]([H])(O[H])\C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])[C@]([H])(OC(=O)\C([H])=C(\[H])/C(/[H])=C([H])/C1([H])[H])C([H])([H])[H]
Download
INCHI for NP0003707 (Macrolactin H)
InChI=1/C22H32O5/c1-18-11-5-2-8-14-20(24)17-21(25)15-9-3-6-12-19(23)13-7-4-10-16-22(26)27-18/h3-4,6-10,12,14,16,18-21,23-25H,2,5,11,13,15,17H2,1H3/b7-4+,9-3+,12-6-,14-8+,16-10-/t18-,19-,20-,21-/s2
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View in JSmol
SynonymsNot Available
Chemical FormulaC22H32O5
Average Mass376.4930 Da
Monoisotopic Mass376.22497 Da
IUPAC Name(3Z,5E,8S,14R,16S,17E,22R)-8,14,16-trihydroxy-22-methyl-1-oxacyclodocosa-3,5,9,11,17-pentaen-2-one
Traditional Name(3Z,5E,8S,14R,16S,17E,22R)-8,14,16-trihydroxy-22-methyl-1-oxacyclodocosa-3,5,9,11,17-pentaen-2-one
CAS Registry NumberNot Available
SMILES
[H]O[C@]1([H])C([H])=C([H])C([H])=C([H])C([H])([H])[C@@]([H])(O[H])C([H])([H])[C@]([H])(O[H])\C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])[C@]([H])(OC(=O)\C([H])=C(\[H])/C(/[H])=C([H])/C1([H])[H])C([H])([H])[H]
InChI Identifier
InChI=1/C22H32O5/c1-18-11-5-2-8-14-20(24)17-21(25)15-9-3-6-12-19(23)13-7-4-10-16-22(26)27-18/h3-4,6-10,12,14,16,18-21,23-25H,2,5,11,13,15,17H2,1H3/b7-4+,9-3+,12-6-,14-8+,16-10-/t18-,19-,20-,21-/s2
InChI KeyOUBHFOBEGNBZID-SXJFCDILNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Bacillus sp. PP19-H3NPAtlas
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassFatty Acyls  
Sub ClassFatty alcohol esters  
Direct ParentFatty alcohol esters  
Alternative Parents
Substituents
  • Fatty alcohol ester
    • 

  • Fatty acid ester
    • 

  • Alpha,beta-unsaturated carboxylic ester
    • 

  • Enoate ester
    • 

  • Secondary alcohol
    • 

  • Lactone
    • 

  • Carboxylic acid ester
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Alcohol
    • 

  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.99ChemAxon
pKa (Strongest Acidic)14.64ChemAxon
pKa (Strongest Basic)-1.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area86.99 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity113.16 m³·mol⁻¹ChemAxon
Polarizability42.43 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
NPAtlas IDNPA018354  
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Dat TTH, Cuc NTK, Cuong PV, Smidt H, Sipkema D: Diversity and Antimicrobial Activity of Vietnamese Sponge-Associated Bacteria. Mar Drugs. 2021 Jun 22;19(7):353. doi: 10.3390/md19070353. [PubMed:34206202  ] 
  2. Rungsirivanich P, Parlindungan E, O'Connor PM, Field D, Mahony J, Thongwai N, van Sinderen D: Simultaneous Production of Multiple Antimicrobial Compounds by Bacillus velezensis ML122-2 Isolated From Assam Tea Leaf [Camellia sinensis var. assamica (J.W.Mast.) Kitam.]. Front Microbiol. 2021 Nov 24;12:789362. doi: 10.3389/fmicb.2021.789362.  eCollection 2021. [PubMed:34899671  ] 
  3. Cheng Y, Lou H, He H, He X, Wang Z, Gao X, Liu J: Genomic and biological control of Sclerotinia sclerotiorum using an extracellular extract from Bacillus velezensis 20507. Front Microbiol. 2024 Mar 26;15:1385067. doi: 10.3389/fmicb.2024.1385067.  eCollection 2024. [PubMed:38596383  ] 
  4. Wang Z, Zhang W, Wang Z, Zhang Z, Liu Y, Liu S, Wu Q, Saiding E, Han J, Zhou J, Xu J, Yi X, Zhang Z, Wang R, Su X: Analysis of antimicrobial biological activity of a marine Bacillus velezensis NDB. Arch Microbiol. 2024 Feb 29;206(3):131. doi: 10.1007/s00203-024-03861-4. [PubMed:38421449  ] 
  5. Yu F, Shen Y, Chen S, Fan H, Pang Y, Liu M, Peng J, Pei X, Liu X: Analysis of the Genomic Sequences and Metabolites of Bacillus velezensis YA215. Biochem Genet. 2024 Feb 22. doi: 10.1007/s10528-024-10710-y. [PubMed:38386213  ] 
  6. Sam-On MFS, Mustafa S, Mohd Hashim A, Yusof MT, Zulkifly S, Malek AZA, Roslan MAH, Mohd Asrore MS: Mining the genome of Bacillus velezensis FS26 for probiotic markers and secondary metabolites with antimicrobial properties against aquaculture pathogens. Microb Pathog. 2023 Aug;181:106161. doi: 10.1016/j.micpath.2023.106161. Epub 2023  May 18. [PubMed:37207784  ]