NP-MRD: Showing NP-Card for 2-Desoxy-4-epi-pulchellin (NP0137741)

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Record Information

Version

2.0

Created at

2022-05-31 16:31:35 UTC

Updated at

2022-05-31 16:31:35 UTC

NP-MRD ID

NP0137741

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-Desoxy-4-epi-pulchellin

Description

2-Desoxy-4-epi-pulchellin belongs to the class of organic compounds known as ambrosanolides and secoambrosanolides. These are sesquiterpene lactones from the Ambrosia family, with a backbone derivative of azuleno[6,5-b]furan-2-one (ambrosanolides) or azuleno[4,5-b]furan-2-one (secoambrosanolides). 2-Desoxy-4-epi-pulchellin is found in Carpesium abrotanoides, Carpesium faberi, Inula anatolica and Inula caspica. 2-Desoxy-4-epi-pulchellin was first documented in 2015 (PMID: 26323148). Based on a literature review a small amount of articles have been published on 2-Desoxy-4-epi-pulchellin (PMID: 30711391) (PMID: 30073465) (PMID: 28000515).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 40 42  0  0  0  0  0  0  0  0999 V2000
    3.3042   -2.1917   -0.8683 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9159   -0.9331   -0.8827 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7933    0.2185   -1.1228 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0406    0.1215   -1.3236 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0046    1.3736   -1.0847 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9463    1.0288   -0.1744 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8843    2.0641   -0.3236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3638    1.7165    0.4600 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2123    2.9372    0.5511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0119    0.5522   -0.2174 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5111    0.5450   -0.1205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8645   -0.9006   -0.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5865   -1.6860   -0.3491 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7195   -2.9201    0.2405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6476   -0.7702    0.4209 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9885   -0.7933    1.8950 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7823   -1.1516    0.2686 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5775   -0.3297   -0.6782 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3106   -2.5160   -1.0316 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5781   -2.9681   -0.6825 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3914    1.0305    0.8238 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2685    3.0109    0.0951 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5746    2.1601   -1.3829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0068    1.3627    1.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7436    3.6075    1.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1252    3.5251   -0.4068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2638    2.7699    0.7831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7560    0.4723   -1.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9818    1.2261   -0.8584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8890    0.8315    0.8795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3678   -1.0044   -1.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6068   -1.2984    0.3473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1761   -1.7362   -1.3901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6255   -3.2670    0.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5586    0.0761    2.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5503   -1.7434    2.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0732   -0.8484    2.5281 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3203   -1.1260    1.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8154   -2.2256   -0.0341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1223   -0.2204   -1.6792 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  8  1  0
  8  9  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  3  1  0
  3  4  2  0
  3  2  1  0
  2  1  2  3
  2 18  1  0
 18 17  1  0
 17 15  1  0
 15 16  1  1
 15 13  1  0
 15 10  1  0
 18  6  1  0
 13 33  1  6
 14 34  1  0
 12 31  1  0
 12 32  1  0
 11 29  1  0
 11 30  1  0
 10 28  1  6
  8 24  1  1
  9 25  1  0
  9 26  1  0
  9 27  1  0
  7 22  1  0
  7 23  1  0
  6 21  1  1
  1 19  1  0
  1 20  1  0
 18 40  1  6
 17 38  1  0
 17 39  1  0
 16 35  1  0
 16 36  1  0
 16 37  1  0
M  END


  Mrv1652305312218312D          

 23 25  0  0  1  0            999 V2000
    0.3449   -1.9822    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1106   -1.6751    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0366   -2.4968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4893   -1.1323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8136   -0.3737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6352   -0.4476    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4396   -0.6312    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1496    0.1974    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3298    0.2898    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7917    0.9407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9746    0.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4890   -0.4476    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6847   -0.6312    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3107   -0.3737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6349   -1.1323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4392   -1.3159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0136   -1.6751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0876   -2.4968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3054   -1.2519    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2684   -2.0761    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5621   -1.6099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8188   -1.2519    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8558   -2.0761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  1  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  6  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 12 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
  2 22  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0137741

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]1(O)CC[C@@]2([H])[C@]([H])(C)C[C@]3([H])OC(=O)C(=C)[C@@]3([H])C[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O3/c1-8-6-12-10(9(2)14(17)18-12)7-15(3)11(8)4-5-13(15)16/h8,10-13,16H,2,4-7H2,1,3H3/t8-,10-,11+,12+,13+,15+/m1/s1

> <INCHI_KEY>
BOPADYWRUULRBD-MBICNOSFSA-N

> <FORMULA>
C15H22O3

> <MOLECULAR_WEIGHT>
250.338

> <EXACT_MASS>
250.156894568

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
27.97453857602141

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3aR,4aS,5S,7aS,8R,9aS)-5-hydroxy-4a,8-dimethyl-3-methylidene-dodecahydroazuleno[6,5-b]furan-2-one

> <JCHEM_LOGP>
2.474810066

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.501290187497606

> <JCHEM_PKA_STRONGEST_BASIC>
-0.829935271095572

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
67.9354

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3aR,4aS,5S,7aS,8R,9aS)-5-hydroxy-4a,8-dimethyl-3-methylidene-octahydro-3aH-azuleno[6,5-b]furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 31-MAY-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   31-MAY-22         0                                  
HETATM    1  H   UNK     0       0.644  -3.700   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       2.073  -3.127   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.935  -4.661   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.913  -2.114   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.519  -0.698   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.052  -0.836   0.000  0.00  0.00           C+0
HETATM    7  H   UNK     0       4.554  -1.178   0.000  0.00  0.00           H+0
HETATM    8  C   UNK     0       4.013   0.368   0.000  0.00  0.00           C+0
HETATM    9  H   UNK     0       2.482   0.541   0.000  0.00  0.00           H+0
HETATM   10  C   UNK     0       3.344   1.756   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.553   0.368   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.513  -0.836   0.000  0.00  0.00           C+0
HETATM   13  H   UNK     0       5.011  -1.178   0.000  0.00  0.00           H+0
HETATM   14  O   UNK     0       8.047  -0.698   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       8.652  -2.114   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      10.153  -2.456   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       7.492  -3.127   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.630  -4.661   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.170  -2.337   0.000  0.00  0.00           C+0
HETATM   20  H   UNK     0       6.101  -3.875   0.000  0.00  0.00           H+0
HETATM   21  C   UNK     0       4.783  -3.005   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.395  -2.337   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.464  -3.875   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4   22                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8   22                                             
CONECT    7    6                                                            
CONECT    8    6    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8   12                                                       
CONECT   12   11   13   14   19                                             
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   12   20   21                                             
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21    2    6   23                                             
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₂O₃

Average Mass

250.3380 Da

Monoisotopic Mass

250.15689 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

122872-03-1

SMILES

[H][C@]1(O)CC[C@@]2([H])[C@]([H])(C)C[C@]3([H])OC(=O)C(=C)[C@@]3([H])C[C@]12C

InChI Identifier

InChI=1S/C15H22O3/c1-8-6-12-10(9(2)14(17)18-12)7-15(3)11(8)4-5-13(15)16/h8,10-13,16H,2,4-7H2,1,3H3/t8-,10-,11+,12+,13+,15+/m1/s1

InChI Key

BOPADYWRUULRBD-MBICNOSFSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Carpesium abrotanoides	LOTUS Database	35616633
Carpesium faberi	LOTUS Database	35616633
Inula anatolica	LOTUS Database	35616633
Inula caspica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ambrosanolides and secoambrosanolides. These are sesquiterpene lactones from the Ambrosia family, with a backbone derivative of azuleno[6,5-b]furan-2-one (ambrosanolides) or azuleno[4,5-b]furan-2-one (secoambrosanolides).

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Ambrosanolides and secoambrosanolides

Alternative Parents

Substituents

Ambrosanolide
Pseudoguaiane sesquiterpenoid
Sesquiterpenoid
Gamma butyrolactone
Cyclic alcohol
Tetrahydrofuran
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Alcohol
Organic oxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8575302

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10399864

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Niu J, Huang H, Wang F, Zhang X, Liu Y, Yu Q, Hu L: Synthetic derivatives of the natural product 13-amino 2-desoxy-4-epi-pulchellin inhibit STAT3 signaling and induce G2/M arrest and death of colon cancer cells. Bioorg Med Chem Lett. 2019 Mar 15;29(6):782-785. doi: 10.1016/j.bmcl.2019.01.030. Epub 2019 Jan 25. [PubMed:30711391 ]
Huang H, Niu J, Wang F, Hu L, Yu Q: A natural compound derivative P-13 inhibits STAT3 signaling by covalently inhibiting Janus kinase 2. Invest New Drugs. 2019 Jun;37(3):452-460. doi: 10.1007/s10637-018-0637-2. Epub 2018 Aug 3. [PubMed:30073465 ]
Xiao H, Rao Ravu R, Tekwani BL, Li W, Liu WB, Jacob MR, Khan SI, Cai X, Peng CY, Khan IA, Li XC, Wang W: Biological evaluation of phytoconstituents from Polygonum hydropiper. Nat Prod Res. 2017 Sep;31(17):2053-2057. doi: 10.1080/14786419.2016.1269094. Epub 2016 Dec 21. [PubMed:28000515 ]
Liu M, Zhou XJ: [Simultaneous determination of five sesquiterpene lactones in Carpesium abrotanoides by HPLC]. Zhongguo Zhong Yao Za Zhi. 2015 May;40(9):1783-6. [PubMed:26323148 ]

Showing NP-Card for 2-Desoxy-4-epi-pulchellin (NP0137741)

MOL for NP0137741 (2-Desoxy-4-epi-pulchellin)

3D MOL for NP0137741 (2-Desoxy-4-epi-pulchellin)

3D SDF for NP0137741 (2-Desoxy-4-epi-pulchellin)

3D-SDF for NP0137741 (2-Desoxy-4-epi-pulchellin)

PDB for NP0137741 (2-Desoxy-4-epi-pulchellin)

3D PDB for NP0137741 (2-Desoxy-4-epi-pulchellin)

SMILES for NP0137741 (2-Desoxy-4-epi-pulchellin)

INCHI for NP0137741 (2-Desoxy-4-epi-pulchellin)

Structure for NP0137741 (2-Desoxy-4-epi-pulchellin)

3D Structure for NP0137741 (2-Desoxy-4-epi-pulchellin)