NP-MRD: Showing NP-Card for Pestalotheol C (NP0007601)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2020-12-09 04:26:15 UTC

Updated at

2021-07-15 16:58:01 UTC

NP-MRD ID

NP0007601

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pestalotheol C

Provided By

NPAtlas

Description

Pestalotheol C is found in Pestalotiopsis and Pestalotiopsis theae. Pestalotheol C was first documented in 2008 (PMID: 18303847). Based on a literature review very few articles have been published on (1R,3S,4R,5Z,7S,9R)-9-(2-hydroxypropan-2-yl)-5-(3-methylbut-2-en-1-ylidene)-2,8-dioxatricyclo[5.3.0.0¹,³]Decan-4-ol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118413D          

 44 46  0  0  0  0            999 V2000
   -4.7460    1.6532    0.5064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8214    0.2496    0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0782   -0.3925   -0.3798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6766   -0.4486    0.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4392    0.1562    0.4088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3092   -0.4800    0.3919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1018    0.3285    0.8562 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0767   -0.6122    0.7805 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2666    0.1064    0.9460 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5156    0.7603   -0.2379 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0242    1.0275   -0.3021 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4198    1.8834    0.8611 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7002   -0.3259   -0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3322    1.6914   -1.4876 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1111   -0.2049   -1.3428 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1835   -1.1299   -0.6219 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2466   -2.5034   -0.8379 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0228   -1.7521   -1.1230 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0457   -1.8507   -0.0131 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0919   -2.6063   -0.4375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7524    2.1217    0.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0845    2.2021   -0.1861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3516    1.6755    1.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3213   -0.2005   -1.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0527   -1.5006   -0.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9275    0.0161    0.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7668   -1.4516   -0.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4725    1.2268    0.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2747    0.7407    1.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0287    1.1043    0.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0228   -1.4031    1.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9808    1.7195   -0.3014 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6813    1.8154    1.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4964    2.9652    0.5896 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4350    1.6082    1.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6766   -0.2886    0.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0397   -1.1176    0.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9374   -0.6287   -1.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3159    1.5317   -1.6471 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5052    0.3465   -2.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9609   -0.6827   -1.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2918   -1.8072   -2.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5623   -2.4353    0.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8120   -3.1080   -1.2605 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
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  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
 11 14  1  6  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19  6  1  0  0  0  0
 16  8  1  0  0  0  0
 18 16  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  3 24  1  0  0  0  0
  3 25  1  0  0  0  0
  3 26  1  0  0  0  0
  4 27  1  0  0  0  0
  5 28  1  0  0  0  0
  7 29  1  0  0  0  0
  7 30  1  0  0  0  0
  8 31  1  1  0  0  0
 10 32  1  1  0  0  0
 12 33  1  0  0  0  0
 12 34  1  0  0  0  0
 12 35  1  0  0  0  0
 13 36  1  0  0  0  0
 13 37  1  0  0  0  0
 13 38  1  0  0  0  0
 14 39  1  0  0  0  0
 15 40  1  0  0  0  0
 15 41  1  0  0  0  0
 18 42  1  6  0  0  0
 19 43  1  1  0  0  0
 20 44  1  0  0  0  0
M  END

     RDKit          3D

 44 46  0  0  0  0  0  0  0  0999 V2000
   -4.7460    1.6532    0.5064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8214    0.2496    0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0782   -0.3925   -0.3798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6766   -0.4486    0.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4392    0.1562    0.4088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3092   -0.4800    0.3919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1018    0.3285    0.8562 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0767   -0.6122    0.7805 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2666    0.1064    0.9460 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5156    0.7603   -0.2379 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0242    1.0275   -0.3021 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4198    1.8834    0.8611 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7002   -0.3259   -0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3322    1.6914   -1.4876 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1111   -0.2049   -1.3428 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1835   -1.1299   -0.6219 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2466   -2.5034   -0.8379 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0228   -1.7521   -1.1230 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0457   -1.8507   -0.0131 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0919   -2.6063   -0.4375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7524    2.1217    0.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0845    2.2021   -0.1861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3516    1.6755    1.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3213   -0.2005   -1.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0527   -1.5006   -0.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9275    0.0161    0.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7668   -1.4516   -0.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4725    1.2268    0.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2747    0.7407    1.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0287    1.1043    0.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0228   -1.4031    1.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9808    1.7195   -0.3014 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6813    1.8154    1.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4964    2.9652    0.5896 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4350    1.6082    1.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6766   -0.2886    0.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0397   -1.1176    0.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9374   -0.6287   -1.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3159    1.5317   -1.6471 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5052    0.3465   -2.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9609   -0.6827   -1.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2918   -1.8072   -2.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5623   -2.4353    0.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8120   -3.1080   -1.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  6
 10 15  1  0
 15 16  1  0
 16 17  1  1
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19  6  1  0
 16  8  1  0
 18 16  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  1
 10 32  1  1
 12 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 18 42  1  6
 19 43  1  1
 20 44  1  0
M  END


  Mrv1652306242118413D          

 44 46  0  0  0  0            999 V2000
   -4.7460    1.6532    0.5064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8214    0.2496    0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0782   -0.3925   -0.3798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6766   -0.4486    0.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4392    0.1562    0.4088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3092   -0.4800    0.3919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1018    0.3285    0.8562 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0767   -0.6122    0.7805 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2666    0.1064    0.9460 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5156    0.7603   -0.2379 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0242    1.0275   -0.3021 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4198    1.8834    0.8611 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7002   -0.3259   -0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3322    1.6914   -1.4876 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1111   -0.2049   -1.3428 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1835   -1.1299   -0.6219 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2466   -2.5034   -0.8379 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0228   -1.7521   -1.1230 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0457   -1.8507   -0.0131 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0919   -2.6063   -0.4375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7524    2.1217    0.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0845    2.2021   -0.1861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3516    1.6755    1.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3213   -0.2005   -1.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0527   -1.5006   -0.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9275    0.0161    0.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7668   -1.4516   -0.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4725    1.2268    0.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2747    0.7407    1.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0287    1.1043    0.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0228   -1.4031    1.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9808    1.7195   -0.3014 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6813    1.8154    1.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4964    2.9652    0.5896 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4350    1.6082    1.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6766   -0.2886    0.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0397   -1.1176    0.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9374   -0.6287   -1.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3159    1.5317   -1.6471 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5052    0.3465   -2.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9609   -0.6827   -1.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2918   -1.8072   -2.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5623   -2.4353    0.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8120   -3.1080   -1.2605 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
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  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
 11 14  1  6  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19  6  1  0  0  0  0
 16  8  1  0  0  0  0
 18 16  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  3 24  1  0  0  0  0
  3 25  1  0  0  0  0
  3 26  1  0  0  0  0
  4 27  1  0  0  0  0
  5 28  1  0  0  0  0
  7 29  1  0  0  0  0
  7 30  1  0  0  0  0
  8 31  1  1  0  0  0
 10 32  1  1  0  0  0
 12 33  1  0  0  0  0
 12 34  1  0  0  0  0
 12 35  1  0  0  0  0
 13 36  1  0  0  0  0
 13 37  1  0  0  0  0
 13 38  1  0  0  0  0
 14 39  1  0  0  0  0
 15 40  1  0  0  0  0
 15 41  1  0  0  0  0
 18 42  1  6  0  0  0
 19 43  1  1  0  0  0
 20 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0007601

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])\C(=C(\[H])C([H])=C(C([H])([H])[H])C([H])([H])[H])C([H])([H])[C@]2([H])O[C@]([H])(C([H])([H])[C@@]22O[C@@]12[H])C(O[H])(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C16H24O4/c1-9(2)5-6-10-7-11-16(14(20-16)13(10)17)8-12(19-11)15(3,4)18/h5-6,11-14,17-18H,7-8H2,1-4H3/b10-6-/t11-,12+,13+,14-,16+/m0/s1

> <INCHI_KEY>
FWSQMPDAXKALDF-MXRRJLFPSA-N

> <FORMULA>
C16H24O4

> <MOLECULAR_WEIGHT>
280.364

> <EXACT_MASS>
280.167459253

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
31.698044580005607

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3S,4R,5Z,7S,9R)-9-(2-hydroxypropan-2-yl)-5-(3-methylbut-2-en-1-ylidene)-2,8-dioxatricyclo[5.3.0.0^{1,3}]decan-4-ol

> <ALOGPS_LOGP>
1.39

> <JCHEM_LOGP>
0.9923256633333339

> <ALOGPS_LOGS>
-2.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.381535116439373

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.43815565468745

> <JCHEM_PKA_STRONGEST_BASIC>
-3.096016539259047

> <JCHEM_POLAR_SURFACE_AREA>
62.22

> <JCHEM_REFRACTIVITY>
76.85279999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.63e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3S,4R,5Z,7S,9R)-9-(2-hydroxypropan-2-yl)-5-(3-methylbut-2-en-1-ylidene)-2,8-dioxatricyclo[5.3.0.0^{1,3}]decan-4-ol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 44 46  0  0  0  0  0  0  0  0999 V2000
   -4.7460    1.6532    0.5064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8214    0.2496    0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0782   -0.3925   -0.3798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6766   -0.4486    0.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4392    0.1562    0.4088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3092   -0.4800    0.3919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1018    0.3285    0.8562 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0767   -0.6122    0.7805 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2666    0.1064    0.9460 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5156    0.7603   -0.2379 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0242    1.0275   -0.3021 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4198    1.8834    0.8611 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7002   -0.3259   -0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3322    1.6914   -1.4876 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1111   -0.2049   -1.3428 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1835   -1.1299   -0.6219 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2466   -2.5034   -0.8379 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0228   -1.7521   -1.1230 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0457   -1.8507   -0.0131 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0919   -2.6063   -0.4375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7524    2.1217    0.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0845    2.2021   -0.1861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3516    1.6755    1.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3213   -0.2005   -1.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0527   -1.5006   -0.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9275    0.0161    0.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7668   -1.4516   -0.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4725    1.2268    0.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2747    0.7407    1.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0287    1.1043    0.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0228   -1.4031    1.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9808    1.7195   -0.3014 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6813    1.8154    1.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4964    2.9652    0.5896 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4350    1.6082    1.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6766   -0.2886    0.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0397   -1.1176    0.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9374   -0.6287   -1.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3159    1.5317   -1.6471 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5052    0.3465   -2.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9609   -0.6827   -1.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2918   -1.8072   -2.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5623   -2.4353    0.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8120   -3.1080   -1.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  6
 10 15  1  0
 15 16  1  0
 16 17  1  1
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19  6  1  0
 16  8  1  0
 18 16  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  1
 10 32  1  1
 12 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 18 42  1  6
 19 43  1  1
 20 44  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      -4.746   1.653   0.506  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.821   0.250   0.039  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.078  -0.393  -0.380  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.677  -0.449   0.005  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.439   0.156   0.409  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.309  -0.480   0.392  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.102   0.329   0.856  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.077  -0.612   0.781  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.267   0.106   0.946  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.516   0.760  -0.238  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.024   1.028  -0.302  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.420   1.883   0.861  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.700  -0.326  -0.260  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.332   1.691  -1.488  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.111  -0.205  -1.343  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.184  -1.130  -0.622  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.247  -2.503  -0.838  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.023  -1.752  -1.123  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.046  -1.851  -0.013  0.00  0.00           C+0
HETATM   20  O   UNK     0      -2.092  -2.606  -0.438  0.00  0.00           O+0
HETATM   21  H   UNK     0      -5.752   2.122   0.461  0.00  0.00           H+0
HETATM   22  H   UNK     0      -4.085   2.202  -0.186  0.00  0.00           H+0
HETATM   23  H   UNK     0      -4.352   1.676   1.539  0.00  0.00           H+0
HETATM   24  H   UNK     0      -6.321  -0.201  -1.448  0.00  0.00           H+0
HETATM   25  H   UNK     0      -6.053  -1.501  -0.231  0.00  0.00           H+0
HETATM   26  H   UNK     0      -6.928   0.016   0.238  0.00  0.00           H+0
HETATM   27  H   UNK     0      -3.767  -1.452  -0.335  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.473   1.227   0.751  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.275   0.741   1.855  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.029   1.104   0.074  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.023  -1.403   1.557  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.981   1.720  -0.301  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.681   1.815   1.690  0.00  0.00           H+0
HETATM   34  H   UNK     0       4.496   2.965   0.590  0.00  0.00           H+0
HETATM   35  H   UNK     0       5.435   1.608   1.266  0.00  0.00           H+0
HETATM   36  H   UNK     0       5.677  -0.289   0.278  0.00  0.00           H+0
HETATM   37  H   UNK     0       4.040  -1.118   0.154  0.00  0.00           H+0
HETATM   38  H   UNK     0       4.937  -0.629  -1.301  0.00  0.00           H+0
HETATM   39  H   UNK     0       5.316   1.532  -1.647  0.00  0.00           H+0
HETATM   40  H   UNK     0       1.505   0.347  -2.119  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.961  -0.683  -1.828  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.292  -1.807  -2.170  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.562  -2.435   0.826  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.812  -3.108  -1.260  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    1    3    4                                                  
CONECT    3    2   24   25   26                                             
CONECT    4    2    5   27                                                  
CONECT    5    4    6   28                                                  
CONECT    6    5    7   19                                                  
CONECT    7    6    8   29   30                                             
CONECT    8    7    9   16   31                                             
CONECT    9    8   10                                                       
CONECT   10    9   11   15   32                                             
CONECT   11   10   12   13   14                                             
CONECT   12   11   33   34   35                                             
CONECT   13   11   36   37   38                                             
CONECT   14   11   39                                                       
CONECT   15   10   16   40   41                                             
CONECT   16   15   17    8   18                                             
CONECT   17   16   18                                                       
CONECT   18   17   19   16   42                                             
CONECT   19   18   20    6   43                                             
CONECT   20   19   44                                                       
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    3                                                            
CONECT   25    3                                                            
CONECT   26    3                                                            
CONECT   27    4                                                            
CONECT   28    5                                                            
CONECT   29    7                                                            
CONECT   30    7                                                            
CONECT   31    8                                                            
CONECT   32   10                                                            
CONECT   33   12                                                            
CONECT   34   12                                                            
CONECT   35   12                                                            
CONECT   36   13                                                            
CONECT   37   13                                                            
CONECT   38   13                                                            
CONECT   39   14                                                            
CONECT   40   15                                                            
CONECT   41   15                                                            
CONECT   42   18                                                            
CONECT   43   19                                                            
CONECT   44   20                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   92    0
END

RDKit          3D

44 46  0  0  0  0  0  0  0  0999 V2000
   -4.7460    1.6532    0.5064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8214    0.2496    0.0391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0782   -0.3925   -0.3798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6766   -0.4486    0.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4392    0.1562    0.4088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3092   -0.4800    0.3919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1018    0.3285    0.8562 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0767   -0.6122    0.7805 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2666    0.1064    0.9460 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5156    0.7603   -0.2379 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0242    1.0275   -0.3021 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4198    1.8834    0.8611 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7002   -0.3259   -0.2597 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3322    1.6914   -1.4876 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1111   -0.2049   -1.3428 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1835   -1.1299   -0.6219 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2466   -2.5034   -0.8379 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0228   -1.7521   -1.1230 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0457   -1.8507   -0.0131 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0919   -2.6063   -0.4375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7524    2.1217    0.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0845    2.2021   -0.1861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3516    1.6755    1.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3213   -0.2005   -1.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0527   -1.5006   -0.2311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9275    0.0161    0.2379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7668   -1.4516   -0.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4725    1.2268    0.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2747    0.7407    1.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0287    1.1043    0.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0228   -1.4031    1.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9808    1.7195   -0.3014 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6813    1.8154    1.6903 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4964    2.9652    0.5896 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4350    1.6082    1.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6766   -0.2886    0.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0397   -1.1176    0.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9374   -0.6287   -1.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3159    1.5317   -1.6471 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5052    0.3465   -2.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9609   -0.6827   -1.8283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2918   -1.8072   -2.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5623   -2.4353    0.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8120   -3.1080   -1.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  6
 10 15  1  0
 15 16  1  0
 16 17  1  1
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19  6  1  0
 16  8  1  0
 18 16  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  1
 10 32  1  1
 12 33  1  0
 12 34  1  0
 12 35  1  0
 13 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 18 42  1  6
 19 43  1  1
 20 44  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₆H₂₄O₄

Average Mass

280.3640 Da

Monoisotopic Mass

280.16746 Da

IUPAC Name

(1R,3S,4R,5Z,7S,9R)-9-(2-hydroxypropan-2-yl)-5-(3-methylbut-2-en-1-ylidene)-2,8-dioxatricyclo[5.3.0.0^{1,3}]decan-4-ol

Traditional Name

(1R,3S,4R,5Z,7S,9R)-9-(2-hydroxypropan-2-yl)-5-(3-methylbut-2-en-1-ylidene)-2,8-dioxatricyclo[5.3.0.0^{1,3}]decan-4-ol

CAS Registry Number

Not Available

SMILES

CC(C)=C\C=C1\C[C@@H]2O[C@H](C[C@@]22O[C@H]2[C@@H]1O)C(C)(C)O

InChI Identifier

InChI=1S/C16H24O4/c1-9(2)5-6-10-7-11-16(14(20-16)13(10)17)8-12(19-11)15(3,4)18/h5-6,11-14,17-18H,7-8H2,1-4H3/b10-6-/t11-,12+,13+,14-,16+/m0/s1

InChI Key

FWSQMPDAXKALDF-MXRRJLFPSA-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
Pestalotiopsis	NPAtlas	18303847
Pseudopestalotiopsis theae	Fungi	KNApSAcK

Species Where Detected

Species Name	Source	Reference
Pestalotiopsis theae	KNApSAcK Database	22123792

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.39	ALOGPS
logP	0.99	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	13.44	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	62.22 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	76.85 m³·mol⁻¹	ChemAxon
Polarizability	31.7 Å³	ChemAxon
Number of Rings	3	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

NPA005662

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

23340763

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Li E, Tian R, Liu S, Chen X, Guo L, Che Y: Pestalotheols A-D, bioactive metabolites from the plant endophytic fungus Pestalotiopsis theae. J Nat Prod. 2008 Apr;71(4):664-8. doi: 10.1021/np700744t. Epub 2008 Feb 28. [PubMed:18303847 ]

Showing NP-Card for Pestalotheol C (NP0007601)

MOL for NP0007601 (Pestalotheol C)

3D MOL for NP0007601 (Pestalotheol C)

3D SDF for NP0007601 (Pestalotheol C)

3D-SDF for NP0007601 (Pestalotheol C)

PDB for NP0007601 (Pestalotheol C)

3D PDB for NP0007601 (Pestalotheol C)

SMILES for NP0007601 (Pestalotheol C)

INCHI for NP0007601 (Pestalotheol C)

Structure for NP0007601 (Pestalotheol C)

3D Structure for NP0007601 (Pestalotheol C)