NP-MRD: Showing NP-Card for (3ar,4as,5r,7s,8r,9as)-5,7-dihydroxy-4a,8-dimethyl-3-methylidene-octahydro-3ah-azuleno[6,5-b]furan-2-one (NP0154740)

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Record Information

Version

2.0

Created at

2022-09-02 11:41:59 UTC

Updated at

2022-09-02 11:41:59 UTC

NP-MRD ID

NP0154740

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3ar,4as,5r,7s,8r,9as)-5,7-dihydroxy-4a,8-dimethyl-3-methylidene-octahydro-3ah-azuleno[6,5-b]furan-2-one

Description

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). (3ar,4as,5r,7s,8r,9as)-5,7-dihydroxy-4a,8-dimethyl-3-methylidene-octahydro-3ah-azuleno[6,5-b]furan-2-one is found in Gaillardia pulchella. (3ar,4as,5r,7s,8r,9as)-5,7-dihydroxy-4a,8-dimethyl-3-methylidene-octahydro-3ah-azuleno[6,5-b]furan-2-one was first documented in 2019 (PMID: 30711391). Based on a literature review a small amount of articles have been published on Pulchellin (PMID: 33114240) (PMID: 30073465) (PMID: 31775284).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 41 43  0  0  0  0  0  0  0  0999 V2000
    3.5736   -2.0290   -0.3387 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1094   -0.8106   -0.5439 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9034    0.3491   -0.9341 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1579    0.3527   -1.0851 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0157    1.4313   -1.1032 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9448    1.1581   -0.2002 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7974    2.0318   -0.6029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4852    1.7069    0.1192 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5338    2.6893   -0.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9627    0.3201   -0.2141 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4626    0.1684   -0.0634 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1499    0.6208   -1.1935 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6741   -1.3090    0.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2989   -1.9291    0.2906 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8677   -2.3656   -0.9568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4600   -0.7300    0.7338 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8493   -0.4457    2.1654 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9955   -0.9914    0.6733 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7160   -0.3016   -0.4408 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6256   -2.2253   -0.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9294   -2.8463   -0.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3263    1.3657    0.8088 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6171    1.9762   -1.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0636    3.0745   -0.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4004    1.8202    1.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7314    2.4589   -1.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4791    2.6256    0.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1539    3.7323   -0.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7208    0.0304   -1.2385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8622    0.7319    0.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6086   -0.1034   -1.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2830   -1.5026    1.0817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2496   -1.7552   -0.6805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2838   -2.7308    1.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4009   -1.9560   -1.6867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2637    0.3591    2.6198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5827   -1.3794    2.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9434   -0.3326    2.3023 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1450   -2.0918    0.5752 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5348   -0.7177    1.6238 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2520   -0.4501   -1.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  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 19  1  0
 19 18  1  0
 18 16  1  0
 16 17  1  1
 16 14  1  0
 14 15  1  0
 14 13  1  0
 13 11  1  0
 11 12  1  0
 11 10  1  0
 10  8  1  0
 19  6  1  0
 10 16  1  0
  9 26  1  0
  9 27  1  0
  9 28  1  0
  8 25  1  1
  7 23  1  0
  7 24  1  0
  6 22  1  1
  1 20  1  0
  1 21  1  0
 19 41  1  6
 18 39  1  0
 18 40  1  0
 17 36  1  0
 17 37  1  0
 17 38  1  0
 14 34  1  1
 15 35  1  0
 13 32  1  0
 13 33  1  0
 11 30  1  1
 12 31  1  0
 10 29  1  6
M  END


  Mrv1652309022213422D          

 19 21  0  0  1  0            999 V2000
    1.0366   -2.4968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1106   -1.6751    0.0000 C   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
   -0.3150   -1.3159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8136   -0.3737    0.0000 O   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
    2.1496    0.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9746    0.1974    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3326    0.9407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4890   -0.4476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3107   -0.3737    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7338    0.3346    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
    4.0136   -1.6751    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0876   -2.4968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3054   -1.2519    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2684   -2.0761    0.0000 C   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  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19  2  1  6  0  0  0
  6 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0154740

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1C[C@@H]2OC(=O)C(=C)[C@H]2C[C@]2(C)[C@H](O)C[C@H](O)C12

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O4/c1-7-4-11-9(8(2)14(18)19-11)6-15(3)12(17)5-10(16)13(7)15/h7,9-13,16-17H,2,4-6H2,1,3H3/t7-,9-,10+,11+,12-,13?,15-/m1/s1

> <INCHI_KEY>
BPUNWVGCTMEMKQ-UACVIJCNSA-N

> <FORMULA>
C15H22O4

> <MOLECULAR_WEIGHT>
266.337

> <EXACT_MASS>
266.151809188

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
28.5014034724394

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
0.70

> <JCHEM_LOGP>
1.093251262999999

> <ALOGPS_LOGS>
-1.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.146669843365892

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.409439954587558

> <JCHEM_PKA_STRONGEST_BASIC>
-2.870452030089698

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
69.4843

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.00e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       1.935  -4.661   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.073  -3.127   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.913  -2.114   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.588  -2.456   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       1.519  -0.698   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       3.052  -0.836   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.013   0.368   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.553   0.368   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.221   1.756   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.513  -0.836   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.047  -0.698   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       8.836   0.625   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       8.652  -2.114   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.492  -3.127   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       7.630  -4.661   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       6.170  -2.337   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.101  -3.875   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.783  -3.005   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.395  -2.337   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   19                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   19                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   16                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   10   17   18                                             
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18    2    6                                                  
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₂O₄

Average Mass

266.3370 Da

Monoisotopic Mass

266.15181 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

C[C@@H]1C[C@@H]2OC(=O)C(=C)[C@H]2C[C@]2(C)[C@H](O)C[C@H](O)C12

InChI Identifier

InChI=1S/C15H22O4/c1-7-4-11-9(8(2)14(18)19-11)6-15(3)12(17)5-10(16)13(7)15/h7,9-13,16-17H,2,4-6H2,1,3H3/t7-,9-,10+,11+,12-,13?,15-/m1/s1

InChI Key

BPUNWVGCTMEMKQ-UACVIJCNSA-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
Gaillardia pulchella	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
Sesquiterpenoid
Pseudoguaiane sesquiterpenoid
Gamma butyrolactone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Cyclic alcohol
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
Carbonyl group
Alcohol
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	0.7	ALOGPS
logP	1.09	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	14.41	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	69.48 m³·mol⁻¹	ChemAxon
Polarizability	28.5 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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00012871

Chemspider ID

88298328

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

50990212

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kleczek N, Malarz J, Gierlikowska B, Kiss AK, Stojakowska A: Constituents of Xerolekia speciosissima (L.) Anderb. (Inuleae), and Anti-Inflammatory Activity of 7,10-Diisobutyryloxy-8,9-epoxythymyl Isobutyrate. Molecules. 2020 Oct 23;25(21). pii: molecules25214913. doi: 10.3390/molecules25214913. [PubMed:33114240 ]
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 ]
Hovde BT, Daligault HE, Hanschen ER, Kunde YA, Johnson MB, Starkenburg SR, Johnson SL: Detection of Abrin-Like and Prepropulchellin-Like Toxin Genes and Transcripts Using Whole Genome Sequencing and Full-Length Transcript Sequencing of Abrus precatorius. Toxins (Basel). 2019 Nov 25;11(12):691. doi: 10.3390/toxins11120691. [PubMed:31775284 ]
LOTUS database [Link]

Showing NP-Card for (3ar,4as,5r,7s,8r,9as)-5,7-dihydroxy-4a,8-dimethyl-3-methylidene-octahydro-3ah-azuleno[6,5-b]furan-2-one (NP0154740)

MOL for NP0154740 ((3ar,4as,5r,7s,8r,9as)-5,7-dihydroxy-4a,8-dimethyl-3-methylidene-octahydro-3ah-azuleno[6,5-b]furan-2-one)

3D MOL for NP0154740 ((3ar,4as,5r,7s,8r,9as)-5,7-dihydroxy-4a,8-dimethyl-3-methylidene-octahydro-3ah-azuleno[6,5-b]furan-2-one)

3D SDF for NP0154740 ((3ar,4as,5r,7s,8r,9as)-5,7-dihydroxy-4a,8-dimethyl-3-methylidene-octahydro-3ah-azuleno[6,5-b]furan-2-one)

3D-SDF for NP0154740 ((3ar,4as,5r,7s,8r,9as)-5,7-dihydroxy-4a,8-dimethyl-3-methylidene-octahydro-3ah-azuleno[6,5-b]furan-2-one)

PDB for NP0154740 ((3ar,4as,5r,7s,8r,9as)-5,7-dihydroxy-4a,8-dimethyl-3-methylidene-octahydro-3ah-azuleno[6,5-b]furan-2-one)

3D PDB for NP0154740 ((3ar,4as,5r,7s,8r,9as)-5,7-dihydroxy-4a,8-dimethyl-3-methylidene-octahydro-3ah-azuleno[6,5-b]furan-2-one)

SMILES for NP0154740 ((3ar,4as,5r,7s,8r,9as)-5,7-dihydroxy-4a,8-dimethyl-3-methylidene-octahydro-3ah-azuleno[6,5-b]furan-2-one)

INCHI for NP0154740 ((3ar,4as,5r,7s,8r,9as)-5,7-dihydroxy-4a,8-dimethyl-3-methylidene-octahydro-3ah-azuleno[6,5-b]furan-2-one)

Structure for NP0154740 ((3ar,4as,5r,7s,8r,9as)-5,7-dihydroxy-4a,8-dimethyl-3-methylidene-octahydro-3ah-azuleno[6,5-b]furan-2-one)

3D Structure for NP0154740 ((3ar,4as,5r,7s,8r,9as)-5,7-dihydroxy-4a,8-dimethyl-3-methylidene-octahydro-3ah-azuleno[6,5-b]furan-2-one)