NP-MRD: Showing NP-Card for (1s,3ar,3br,5ar,7s,9ar,9br,11r,11ar)-3a,3b,6,6,9a-pentamethyl-1-[(2r)-2,6,6-trimethyloxan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthrene-7,11-diol (NP0172295)

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Record Information

Version

2.0

Created at

2022-09-03 09:10:32 UTC

Updated at

2022-09-03 09:10:32 UTC

NP-MRD ID

NP0172295

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,3ar,3br,5ar,7s,9ar,9br,11r,11ar)-3a,3b,6,6,9a-pentamethyl-1-[(2r)-2,6,6-trimethyloxan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthrene-7,11-diol

Description

Panaxadiol belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton. Thus, panaxadiol is considered to be an isoprenoid. (1s,3ar,3br,5ar,7s,9ar,9br,11r,11ar)-3a,3b,6,6,9a-pentamethyl-1-[(2r)-2,6,6-trimethyloxan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthrene-7,11-diol is found in Panax ginseng. (1s,3ar,3br,5ar,7s,9ar,9br,11r,11ar)-3a,3b,6,6,9a-pentamethyl-1-[(2r)-2,6,6-trimethyloxan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthrene-7,11-diol was first documented in 2021 (PMID: 35003297). Based on a literature review a significant number of articles have been published on Panaxadiol (PMID: 35938749) (PMID: 35792078) (PMID: 35600780) (PMID: 35458705) (PMID: 35401188) (PMID: 35282082).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032211102D          

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M  END


  Mrv1652309032211102D          

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    5.5297   -2.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8100   -3.3182    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6221   -3.4634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2782   -3.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9917   -4.3631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9942   -4.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4661   -3.8037    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9343   -4.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1221   -4.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8418   -3.5132    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5309   -4.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1350   -2.5793    0.0000 O   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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  6  0  0  0
  9 10  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 14 12  1  1  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 18 17  1  6  0  0  0
 18 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
 22 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 19 28  1  0  0  0  0
 28 29  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 18 31  1  0  0  0  0
 12 31  1  0  0  0  0
 31 32  1  6  0  0  0
  7 33  1  0  0  0  0
  2 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0172295

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C30H52O3/c1-25(2)13-9-14-30(8,33-25)19-10-16-29(7)24(19)20(31)18-22-27(5)15-12-23(32)26(3,4)21(27)11-17-28(22,29)6/h19-24,31-32H,9-18H2,1-8H3/t19-,20+,21-,22+,23-,24-,27-,28+,29+,30+/m0/s1

> <INCHI_KEY>
PVLHOJXLNBFHDX-XHJPDDKBSA-N

> <FORMULA>
C30H52O3

> <MOLECULAR_WEIGHT>
460.743

> <EXACT_MASS>
460.391645534

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
85

> <JCHEM_AVERAGE_POLARIZABILITY>
56.42034485131981

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,5S,7R,10R,11R,14S,15R,16R)-2,6,6,10,11-pentamethyl-14-[(2R)-2,6,6-trimethyloxan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,16-diol

> <ALOGPS_LOGP>
5.49

> <JCHEM_LOGP>
5.628106173666667

> <ALOGPS_LOGS>
-6.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.489433387216867

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.908312090145593

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8349369833465413

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
134.71189999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.44e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,5S,7R,10R,11R,14S,15R,16R)-2,6,6,10,11-pentamethyl-14-[(2R)-2,6,6-trimethyloxan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,16-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0      -3.283  -4.702   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.758  -4.491   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.815  -6.030   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.230  -3.025   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.197  -1.883   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.309  -2.207   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.781  -3.673   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.143  -2.953   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.726  -4.889   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.298  -6.368   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.573  -7.232   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.789  -6.287   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.158  -7.782   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.266  -4.839   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.258  -3.661   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.735  -2.213   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.774  -3.932   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.297  -5.381   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.813  -5.652   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.290  -4.203   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.806  -4.474   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.322  -4.746   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.845  -6.194   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      12.361  -6.465   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       9.853  -7.371   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.184  -8.144   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.322  -8.817   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.337  -7.100   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.344  -8.277   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.828  -8.006   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.305  -6.558   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.724  -7.984   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -0.252  -4.815   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   33                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   33                                             
CONECT    8    7                                                            
CONECT    9    7   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14   31                                             
CONECT   13   12                                                            
CONECT   14   12    9   15                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   31                                                  
CONECT   19   18   20   21   28                                             
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25   19   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   18   12   32                                             
CONECT   32   31                                                            
CONECT   33    7    2                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

View in JSmol

Synonyms

Value	Source
Panaxadiol, (3beta,12beta)-isomer	MeSH

Chemical Formula

C₃₀H₅₂O₃

Average Mass

460.7430 Da

Monoisotopic Mass

460.39165 Da

IUPAC Name

(1R,2R,5S,7R,10R,11R,14S,15R,16R)-2,6,6,10,11-pentamethyl-14-[(2R)-2,6,6-trimethyloxan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,16-diol

Traditional Name

(1R,2R,5S,7R,10R,11R,14S,15R,16R)-2,6,6,10,11-pentamethyl-14-[(2R)-2,6,6-trimethyloxan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,16-diol

CAS Registry Number

Not Available

SMILES

C[C@@]12CC[C@@H]([C@H]1[C@H](O)C[C@@H]1[C@@]3(C)CC[C@H](O)C(C)(C)[C@@H]3CC[C@@]21C)[C@@]1(C)CCCC(C)(C)O1

InChI Identifier

InChI=1S/C30H52O3/c1-25(2)13-9-14-30(8,33-25)19-10-16-29(7)24(19)20(31)18-22-27(5)15-12-23(32)26(3,4)21(27)11-17-28(22,29)6/h19-24,31-32H,9-18H2,1-8H3/t19-,20+,21-,22+,23-,24-,27-,28+,29+,30+/m0/s1

InChI Key

PVLHOJXLNBFHDX-XHJPDDKBSA-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
Panax ginseng	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Triterpene saponins

Alternative Parents

Substituents

Triterpene saponin
Triterpenoid
3-hydroxysteroid
14-alpha-methylsteroid
12-hydroxysteroid
Hydroxysteroid
3-beta-hydroxysteroid
Steroid
Oxane
Cyclic alcohol
Secondary alcohol
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organooxygen compound
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	5.49	ALOGPS
logP	5.63	ChemAxon
logS	-6.3	ALOGPS
pKa (Strongest Acidic)	14.91	ChemAxon
pKa (Strongest Basic)	-0.83	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.69 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	134.71 m³·mol⁻¹	ChemAxon
Polarizability	56.42 Å³	ChemAxon
Number of Rings	5	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

C00053706

Chemspider ID

66186

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73498

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Xu X, Wang W, Chen Y, Zhang Q, Li B, Zhong Y, Tu Y, Zhang W, Xu G, Jiang L: Simultaneous Determination of Ten Bioactive Components from Shenling Baizhu San in Rat Plasma by UHPLC-MS/MS: Application to a Comparative Pharmacokinetic Study in Normal and Two Models of Ulcerative Colitis Rats. Evid Based Complement Alternat Med. 2021 Dec 29;2021:3518241. doi: 10.1155/2021/3518241. eCollection 2021. [PubMed:35003297 ]
Han L, Li T, Miao D, Lee J, Xiao S, Piao H, Zhao Y: Design, Synthesis and Cytotoxicity Evaluation of Novel Indole Derivatives of Panaxadiol. Chem Biodivers. 2022 Aug;19(8):e202200372. doi: 10.1002/cbdv.202200372. Epub 2022 Aug 8. [PubMed:35938749 ]
Xu L, Xiao S, Lee JJ, Li X, Zhao Y: Gender-Related Differences in Tissue Distribution, Excretion, and Metabolism Studies of Panaxadiol in Rats and Anti-inflammatory Study. J Agric Food Chem. 2022 Jul 20;70(28):8672-8679. doi: 10.1021/acs.jafc.2c02618. Epub 2022 Jul 6. [PubMed:35792078 ]
Lee JO, Yang Y, Tao Y, Yi YS, Cho JY: Korean Red Ginseng saponin fraction exerts anti-inflammatory effects by targeting the NF-kappaB and AP-1 pathways. J Ginseng Res. 2022 May;46(3):489-495. doi: 10.1016/j.jgr.2022.02.004. Epub 2022 Feb 24. [PubMed:35600780 ]
Lv Y, Zhang Y, Feng J, Zhao T, Zhao J, Ge Y, Yang X, Han H, Zhang M, Chen L, Xu M, Guan F: (20R)-Panaxadiol as a Natural Active Component with Anti-Obesity Effects on ob/ob Mice via Modulating the Gut Microbiota. Molecules. 2022 Apr 13;27(8):2502. doi: 10.3390/molecules27082502. [PubMed:35458705 ]
Xu H, Liu M, Chen G, Wu Y, Xie L, Han X, Zhang G, Tan Z, Ding W, Fan H, Chen H, Liu B, Zhou Y: Anti-Inflammatory Effects of Ginsenoside Rb3 in LPS-Induced Macrophages Through Direct Inhibition of TLR4 Signaling Pathway. Front Pharmacol. 2022 Mar 24;13:714554. doi: 10.3389/fphar.2022.714554. eCollection 2022. [PubMed:35401188 ]
Dai TY, Lan JJ, Gao RL, Zhao YN, Yu XL, Liang SX, Liu WB, Sun X: Panaxdiol saponins component promotes hematopoiesis by regulating GATA transcription factors of intracellular signaling pathway in mouse bone marrow. Ann Transl Med. 2022 Jan;10(2):38. doi: 10.21037/atm-21-4800. [PubMed:35282082 ]
Wang JY, Xing Y, Li MY, Zhang ZH, Jin HL, Ma J, Lee JJ, Zhong Y, Zuo HX, Jin X: Panaxadiol inhibits IL-1beta secretion by suppressing zinc finger protein 91-regulated activation of non-canonical caspase-8 inflammasome and MAPKs in macrophages. J Ethnopharmacol. 2022 Jan 30;283:114715. doi: 10.1016/j.jep.2021.114715. Epub 2021 Oct 12. [PubMed:34648898 ]
Fan X, Fu H, Xie N, Guo H, Fu T, Shan Y: Inhibition of JAK2/STAT3 signaling pathway by panaxadiol limits the progression of pancreatic cancer. Aging (Albany NY). 2021 Oct 8;13(19):22830-22842. doi: 10.18632/aging.203575. Epub 2021 Oct 8. [PubMed:34623971 ]
Xu L, Zhang X, Xiao S, Li X, Jiang H, Wang Z, Sun B, Zhao Y: Panaxadiol as a major metabolite of AD-1 can significantly inhibit the proliferation and migration of breast cancer cells: In vitro and in vivo study. Bioorg Chem. 2021 Nov;116:105392. doi: 10.1016/j.bioorg.2021.105392. Epub 2021 Sep 30. [PubMed:34619469 ]
LOTUS database [Link]

Showing NP-Card for (1s,3ar,3br,5ar,7s,9ar,9br,11r,11ar)-3a,3b,6,6,9a-pentamethyl-1-[(2r)-2,6,6-trimethyloxan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthrene-7,11-diol (NP0172295)

MOL for NP0172295 ((1s,3ar,3br,5ar,7s,9ar,9br,11r,11ar)-3a,3b,6,6,9a-pentamethyl-1-[(2r)-2,6,6-trimethyloxan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthrene-7,11-diol)

3D MOL for NP0172295 ((1s,3ar,3br,5ar,7s,9ar,9br,11r,11ar)-3a,3b,6,6,9a-pentamethyl-1-[(2r)-2,6,6-trimethyloxan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthrene-7,11-diol)

3D SDF for NP0172295 ((1s,3ar,3br,5ar,7s,9ar,9br,11r,11ar)-3a,3b,6,6,9a-pentamethyl-1-[(2r)-2,6,6-trimethyloxan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthrene-7,11-diol)

3D-SDF for NP0172295 ((1s,3ar,3br,5ar,7s,9ar,9br,11r,11ar)-3a,3b,6,6,9a-pentamethyl-1-[(2r)-2,6,6-trimethyloxan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthrene-7,11-diol)

PDB for NP0172295 ((1s,3ar,3br,5ar,7s,9ar,9br,11r,11ar)-3a,3b,6,6,9a-pentamethyl-1-[(2r)-2,6,6-trimethyloxan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthrene-7,11-diol)

3D PDB for NP0172295 ((1s,3ar,3br,5ar,7s,9ar,9br,11r,11ar)-3a,3b,6,6,9a-pentamethyl-1-[(2r)-2,6,6-trimethyloxan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthrene-7,11-diol)

SMILES for NP0172295 ((1s,3ar,3br,5ar,7s,9ar,9br,11r,11ar)-3a,3b,6,6,9a-pentamethyl-1-[(2r)-2,6,6-trimethyloxan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthrene-7,11-diol)

INCHI for NP0172295 ((1s,3ar,3br,5ar,7s,9ar,9br,11r,11ar)-3a,3b,6,6,9a-pentamethyl-1-[(2r)-2,6,6-trimethyloxan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthrene-7,11-diol)

Structure for NP0172295 ((1s,3ar,3br,5ar,7s,9ar,9br,11r,11ar)-3a,3b,6,6,9a-pentamethyl-1-[(2r)-2,6,6-trimethyloxan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthrene-7,11-diol)

3D Structure for NP0172295 ((1s,3ar,3br,5ar,7s,9ar,9br,11r,11ar)-3a,3b,6,6,9a-pentamethyl-1-[(2r)-2,6,6-trimethyloxan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthrene-7,11-diol)