NP-MRD: Showing NP-Card for (1r,2s,3s,4s,6r,7s,10s,11r,16r,17r)-6-[(1r)-1-[(2r)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,16,17-trihydroxy-7,11-dimethyl-12-oxo-5-oxapentacyclo[8.8.0.0²,⁷.0⁴,⁶.0¹¹,¹⁶]octadec-13-en-3-yl acetate (NP0205621)

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Record Information

Version

2.0

Created at

2022-09-05 01:34:30 UTC

Updated at

2022-09-05 01:34:30 UTC

NP-MRD ID

NP0205621

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2s,3s,4s,6r,7s,10s,11r,16r,17r)-6-[(1r)-1-[(2r)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,16,17-trihydroxy-7,11-dimethyl-12-oxo-5-oxapentacyclo[8.8.0.0²,⁷.0⁴,⁶.0¹¹,¹⁶]octadec-13-en-3-yl acetate

Description

Physagulin c belongs to the class of organic compounds known as withanolides and derivatives. These are c28 steroids structurally characterized by an ergostane skeleton usually functionalized at carbons 1, 22 and 26 to form a lactone ring. Thus, physagulin c is considered to be a sterol. (1r,2s,3s,4s,6r,7s,10s,11r,16r,17r)-6-[(1r)-1-[(2r)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,16,17-trihydroxy-7,11-dimethyl-12-oxo-5-oxapentacyclo[8.8.0.0²,⁷.0⁴,⁶.0¹¹,¹⁶]octadec-13-en-3-yl acetate is found in Physalis angulata. (1r,2s,3s,4s,6r,7s,10s,11r,16r,17r)-6-[(1r)-1-[(2r)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,16,17-trihydroxy-7,11-dimethyl-12-oxo-5-oxapentacyclo[8.8.0.0²,⁷.0⁴,⁶.0¹¹,¹⁶]octadec-13-en-3-yl acetate was first documented in 2020 (PMID: 33328985). Based on a literature review very few articles have been published on Physagulin c (PMID: 33957208).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052203342D          

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M  END

     RDKit          3D

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M  END


  Mrv1652309052203342D          

 39 44  0  0  1  0            999 V2000
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    3.0036   -3.1538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3837   -2.6788    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9866   -3.4020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8828   -3.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7013   -3.2317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0205   -2.4710    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5213   -1.8142    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8406   -1.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6590   -0.9496    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9783   -0.1888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1582   -1.6064    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.4774   -0.8457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9766   -1.5025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4758   -2.1593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1566   -2.9201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3381   -3.0240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0189   -3.7847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8390   -2.3671    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5197   -3.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7029   -1.9181    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9409   -1.1281    0.0000 O   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
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  6  0  0  0
 11  9  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  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
 11 19  1  0  0  0  0
  8 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 23  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 24 36  1  0  0  0  0
 29 36  1  0  0  0  0
 36 37  1  1  0  0  0
 25 38  1  0  0  0  0
  5 38  1  0  0  0  0
 20 38  1  0  0  0  0
 38 39  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0205621

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]([C@H]1CC(C)=C(C)C(=O)O1)[C@]12O[C@H]1[C@H](OC(C)=O)[C@]1(O)[C@@H]3C[C@@H](O)[C@@]4(O)CC=CC(=O)[C@]4(C)[C@H]3CC[C@]21C

> <INCHI_IDENTIFIER>
InChI=1S/C30H40O9/c1-14-12-20(38-25(34)15(14)2)16(3)30-24(39-30)23(37-17(4)31)29(36)19-13-22(33)28(35)10-7-8-21(32)27(28,6)18(19)9-11-26(29,30)5/h7-8,16,18-20,22-24,33,35-36H,9-13H2,1-6H3/t16-,18+,19-,20-,22-,23+,24+,26+,27+,28+,29-,30+/m1/s1

> <INCHI_KEY>
XIINLGCQYPFDPD-GCGXNVHFSA-N

> <FORMULA>
C30H40O9

> <MOLECULAR_WEIGHT>
544.641

> <EXACT_MASS>
544.267232868

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
57.16391479459717

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,3S,4S,6R,7S,10S,11R,16R,17R)-6-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl]-2,16,17-trihydroxy-7,11-dimethyl-12-oxo-5-oxapentacyclo[8.8.0.0^{2,7}.0^{4,6}.0^{11,16}]octadec-13-en-3-yl acetate

> <JCHEM_LOGP>
2.185785461333332

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.41133670863545

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.81652366911096

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2602425632033745

> <JCHEM_POLAR_SURFACE_AREA>
142.89

> <JCHEM_REFRACTIVITY>
138.65939999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,3S,4S,6R,7S,10S,11R,16R,17R)-6-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,16,17-trihydroxy-7,11-dimethyl-12-oxo-5-oxapentacyclo[8.8.0.0^{2,7}.0^{4,6}.0^{11,16}]octadec-13-en-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      12.265  -1.262   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.000  -0.384   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      11.128   1.151   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       9.607  -1.040   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       9.479  -2.575   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.162  -3.373   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       7.040  -4.428   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       8.515  -4.872   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.227  -6.385   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.394  -7.391   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.773  -6.893   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.485  -8.406   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.031  -8.913   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.744 -10.426   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.865  -7.907   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.411  -8.415   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.153  -6.394   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.986  -5.389   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.607  -5.887   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      10.049  -5.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.308  -6.350   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.981  -6.227   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.509  -6.033   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.105  -4.613   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.173  -3.386   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.769  -1.966   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      14.297  -1.773   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      14.893  -0.352   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      15.229  -2.999   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      15.825  -1.579   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      16.756  -2.805   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      17.688  -4.031   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      17.092  -5.451   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      15.565  -5.645   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      14.969  -7.065   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      14.633  -4.419   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      14.037  -5.839   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      10.645  -3.580   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      11.090  -2.106   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   38                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    8                                                       
CONECT    8    7    6    9   20                                             
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   19                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   11                                                       
CONECT   20    8   21   22   38                                             
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   36                                                  
CONECT   25   24   26   38                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31   36                                             
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   24   29   37                                             
CONECT   37   36                                                            
CONECT   38   25    5   20   39                                             
CONECT   39   38                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   88    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₄₀O₉

Average Mass

544.6410 Da

Monoisotopic Mass

544.26723 Da

IUPAC Name

(1R,2S,3S,4S,6R,7S,10S,11R,16R,17R)-6-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl]-2,16,17-trihydroxy-7,11-dimethyl-12-oxo-5-oxapentacyclo[8.8.0.0^{2,7}.0^{4,6}.0^{11,16}]octadec-13-en-3-yl acetate

Traditional Name

(1R,2S,3S,4S,6R,7S,10S,11R,16R,17R)-6-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,16,17-trihydroxy-7,11-dimethyl-12-oxo-5-oxapentacyclo[8.8.0.0^{2,7}.0^{4,6}.0^{11,16}]octadec-13-en-3-yl acetate

CAS Registry Number

Not Available

SMILES

C[C@H]([C@H]1CC(C)=C(C)C(=O)O1)[C@]12O[C@H]1[C@H](OC(C)=O)[C@]1(O)[C@@H]3C[C@@H](O)[C@@]4(O)CC=CC(=O)[C@]4(C)[C@H]3CC[C@]21C

InChI Identifier

InChI=1S/C30H40O9/c1-14-12-20(38-25(34)15(14)2)16(3)30-24(39-30)23(37-17(4)31)29(36)19-13-22(33)28(35)10-7-8-21(32)27(28,6)18(19)9-11-26(29,30)5/h7-8,16,18-20,22-24,33,35-36H,9-13H2,1-6H3/t16-,18+,19-,20-,22-,23+,24+,26+,27+,28+,29-,30+/m1/s1

InChI Key

XIINLGCQYPFDPD-GCGXNVHFSA-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
Physalis angulata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as withanolides and derivatives. These are c28 steroids structurally characterized by an ergostane skeleton usually functionalized at carbons 1, 22 and 26 to form a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Withanolides and derivatives

Alternative Parents

Substituents

Withanolide-skeleton
Steroid ester
12-hydroxysteroid
10-hydroxysteroid
14-hydroxysteroid
6-hydroxysteroid
5-hydroxysteroid
Hydroxysteroid
1-oxosteroid
Oxosteroid
12-beta-hydroxysteroid
Naphthopyran
Naphthalene
Dihydropyranone
Cyclohexenone
Dicarboxylic acid or derivatives
Pyran
Oxane
Cyclic alcohol
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Tertiary alcohol
Ketone
Carboxylic acid ester
Secondary alcohol
Lactone
Organoheterocyclic compound
Oxacycle
Polyol
Dialkyl ether
Oxirane
Carboxylic acid derivative
Ether
Organooxygen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Alcohol
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
logP	2.19	ChemAxon
pKa (Strongest Acidic)	12.82	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	142.89 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	138.66 m³·mol⁻¹	ChemAxon
Polarizability	57.16 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00057085

Chemspider ID

8432342

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10256859

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wang L, Lu S, Wang L, Xin M, Xu Y, Wang G, Chen D, Chen L, Liu S, Zhao F: Anti-inflammatory effects of three withanolides isolated from Physalis angulata L. in LPS-activated RAW 264.7 cells through blocking NF-kappaB signaling pathway. J Ethnopharmacol. 2021 Aug 10;276:114186. doi: 10.1016/j.jep.2021.114186. Epub 2021 May 4. [PubMed:33957208 ]
Zhang Y, Li W, Chen TT, Yang Y, Wu MY, Luo JY, Gong Y, Zou L: Chemical Fingerprint Analysis and Ultra-Performance Liquid Chromatography Quadrupole Time-of-Flight Mass Spectrometry-Based Metabolomics Study of the Protective Effect of Buxue Yimu Granule in Medical-Induced Incomplete Abortion Rats. Front Pharmacol. 2020 Nov 30;11:578217. doi: 10.3389/fphar.2020.578217. eCollection 2020. [PubMed:33328985 ]
LOTUS database [Link]

Showing NP-Card for (1r,2s,3s,4s,6r,7s,10s,11r,16r,17r)-6-[(1r)-1-[(2r)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,16,17-trihydroxy-7,11-dimethyl-12-oxo-5-oxapentacyclo[8.8.0.0²,⁷.0⁴,⁶.0¹¹,¹⁶]octadec-13-en-3-yl acetate (NP0205621)

MOL for NP0205621 ((1r,2s,3s,4s,6r,7s,10s,11r,16r,17r)-6-[(1r)-1-[(2r)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,16,17-trihydroxy-7,11-dimethyl-12-oxo-5-oxapentacyclo[8.8.0.0²,⁷.0⁴,⁶.0¹¹,¹⁶]octadec-13-en-3-yl acetate)

3D MOL for NP0205621 ((1r,2s,3s,4s,6r,7s,10s,11r,16r,17r)-6-[(1r)-1-[(2r)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,16,17-trihydroxy-7,11-dimethyl-12-oxo-5-oxapentacyclo[8.8.0.0²,⁷.0⁴,⁶.0¹¹,¹⁶]octadec-13-en-3-yl acetate)

3D SDF for NP0205621 ((1r,2s,3s,4s,6r,7s,10s,11r,16r,17r)-6-[(1r)-1-[(2r)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,16,17-trihydroxy-7,11-dimethyl-12-oxo-5-oxapentacyclo[8.8.0.0²,⁷.0⁴,⁶.0¹¹,¹⁶]octadec-13-en-3-yl acetate)

3D-SDF for NP0205621 ((1r,2s,3s,4s,6r,7s,10s,11r,16r,17r)-6-[(1r)-1-[(2r)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,16,17-trihydroxy-7,11-dimethyl-12-oxo-5-oxapentacyclo[8.8.0.0²,⁷.0⁴,⁶.0¹¹,¹⁶]octadec-13-en-3-yl acetate)

PDB for NP0205621 ((1r,2s,3s,4s,6r,7s,10s,11r,16r,17r)-6-[(1r)-1-[(2r)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,16,17-trihydroxy-7,11-dimethyl-12-oxo-5-oxapentacyclo[8.8.0.0²,⁷.0⁴,⁶.0¹¹,¹⁶]octadec-13-en-3-yl acetate)

3D PDB for NP0205621 ((1r,2s,3s,4s,6r,7s,10s,11r,16r,17r)-6-[(1r)-1-[(2r)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,16,17-trihydroxy-7,11-dimethyl-12-oxo-5-oxapentacyclo[8.8.0.0²,⁷.0⁴,⁶.0¹¹,¹⁶]octadec-13-en-3-yl acetate)

SMILES for NP0205621 ((1r,2s,3s,4s,6r,7s,10s,11r,16r,17r)-6-[(1r)-1-[(2r)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,16,17-trihydroxy-7,11-dimethyl-12-oxo-5-oxapentacyclo[8.8.0.0²,⁷.0⁴,⁶.0¹¹,¹⁶]octadec-13-en-3-yl acetate)

INCHI for NP0205621 ((1r,2s,3s,4s,6r,7s,10s,11r,16r,17r)-6-[(1r)-1-[(2r)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,16,17-trihydroxy-7,11-dimethyl-12-oxo-5-oxapentacyclo[8.8.0.0²,⁷.0⁴,⁶.0¹¹,¹⁶]octadec-13-en-3-yl acetate)

Structure for NP0205621 ((1r,2s,3s,4s,6r,7s,10s,11r,16r,17r)-6-[(1r)-1-[(2r)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,16,17-trihydroxy-7,11-dimethyl-12-oxo-5-oxapentacyclo[8.8.0.0²,⁷.0⁴,⁶.0¹¹,¹⁶]octadec-13-en-3-yl acetate)

3D Structure for NP0205621 ((1r,2s,3s,4s,6r,7s,10s,11r,16r,17r)-6-[(1r)-1-[(2r)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,16,17-trihydroxy-7,11-dimethyl-12-oxo-5-oxapentacyclo[8.8.0.0²,⁷.0⁴,⁶.0¹¹,¹⁶]octadec-13-en-3-yl acetate)