NP-MRD: Showing NP-Card for JS-1 (NP0008698)

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Record Information

Version

2.0

Created at

2020-12-09 06:13:45 UTC

Updated at

2021-07-15 17:01:09 UTC

NP-MRD ID

NP0008698

Secondary Accession Numbers

None

Natural Product Identification

Common Name

JS-1

Provided By

NPAtlas

Description

JS-1 is found in Streptomyces sp. 8812. JS-1 was first documented in 2009 (PMID: 19713994). Based on a literature review very few articles have been published on 6,7-dihydroxy-3,4-dihydroisoquinoline-3-carboxylic acid (PMID: 34296587) (PMID: 34190392) (PMID: 34054552) (PMID: 33011650) (PMID: 32454856) (PMID: 31643031).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106123D          

 24 25  0  0  0  0            999 V2000
   -3.8074    1.4365   -0.0107 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3325    0.3191    0.3173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8278   -0.3154    1.4259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2489   -0.2490   -0.5314 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2191    0.7990   -0.7290 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1669    0.3895   -0.4174 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2007    1.3066   -0.5749 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4899    0.9397   -0.2888 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5357    1.8377   -0.4387 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7971   -0.3329    0.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1015   -0.7134    0.4503 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7852   -1.2474    0.3174 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4788   -0.8682    0.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5795   -1.8384    0.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7881   -1.5150   -0.0665 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7550   -0.7206    1.4527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7189   -0.4507   -1.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4458    1.7214   -0.1332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1916    1.1654   -1.7963 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9832    2.3058   -0.9225 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3643    2.7682   -0.7584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3120   -1.6442    0.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9983   -2.2641    0.6701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2989   -2.8295    0.5492 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15  4  1  0  0  0  0
 13  6  1  0  0  0  0
  3 16  1  0  0  0  0
  4 17  1  6  0  0  0
  5 18  1  0  0  0  0
  5 19  1  0  0  0  0
  7 20  1  0  0  0  0
  9 21  1  0  0  0  0
 11 22  1  0  0  0  0
 12 23  1  0  0  0  0
 14 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0008698

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@]1([H])N=C([H])C2=C([H])C(O[H])=C(O[H])C([H])=C2C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C10H9NO4/c12-8-2-5-1-7(10(14)15)11-4-6(5)3-9(8)13/h2-4,7,12-13H,1H2,(H,14,15)/t7-/m1/s1

> <INCHI_KEY>
UHZXHQGXRJYUNM-UHFFFAOYSA-N

> <FORMULA>
C10H9NO4

> <MOLECULAR_WEIGHT>
207.185

> <EXACT_MASS>
207.053157774

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
19.786466871528585

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R)-6,7-dihydroxy-3,4-dihydroisoquinoline-3-carboxylic acid

> <ALOGPS_LOGP>
0.85

> <JCHEM_LOGP>
0.5682436897916521

> <ALOGPS_LOGS>
-2.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.002606636435189

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.434914624876353

> <JCHEM_PKA_STRONGEST_BASIC>
2.3422889359309105

> <JCHEM_POLAR_SURFACE_AREA>
90.12

> <JCHEM_REFRACTIVITY>
52.697100000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.68e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R)-6,7-dihydroxy-3,4-dihydroisoquinoline-3-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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  O   UNK     0      -3.807   1.437  -0.011  0.00  0.00           O+0
HETATM    2  C   UNK     0      -3.333   0.319   0.317  0.00  0.00           C+0
HETATM    3  O   UNK     0      -3.828  -0.315   1.426  0.00  0.00           O+0
HETATM    4  C   UNK     0      -2.249  -0.249  -0.531  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.219   0.799  -0.729  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.167   0.390  -0.417  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.201   1.307  -0.575  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.490   0.940  -0.289  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.536   1.838  -0.439  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.797  -0.333   0.158  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.101  -0.713   0.450  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.785  -1.247   0.317  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.479  -0.868   0.025  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.580  -1.838   0.196  0.00  0.00           C+0
HETATM   15  N   UNK     0      -1.788  -1.515  -0.067  0.00  0.00           N+0
HETATM   16  H   UNK     0      -4.755  -0.721   1.453  0.00  0.00           H+0
HETATM   17  H   UNK     0      -2.719  -0.451  -1.543  0.00  0.00           H+0
HETATM   18  H   UNK     0      -1.446   1.721  -0.133  0.00  0.00           H+0
HETATM   19  H   UNK     0      -1.192   1.165  -1.796  0.00  0.00           H+0
HETATM   20  H   UNK     0       0.983   2.306  -0.923  0.00  0.00           H+0
HETATM   21  H   UNK     0       3.364   2.768  -0.758  0.00  0.00           H+0
HETATM   22  H   UNK     0       4.312  -1.644   0.775  0.00  0.00           H+0
HETATM   23  H   UNK     0       1.998  -2.264   0.670  0.00  0.00           H+0
HETATM   24  H   UNK     0      -0.299  -2.829   0.549  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2   16                                                       
CONECT    4    2    5   15   17                                             
CONECT    5    4    6   18   19                                             
CONECT    6    5    7   13                                                  
CONECT    7    6    8   20                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8   21                                                       
CONECT   10    8   11   12                                                  
CONECT   11   10   22                                                       
CONECT   12   10   13   23                                                  
CONECT   13   12   14    6                                                  
CONECT   14   13   15   24                                                  
CONECT   15   14    4                                                       
CONECT   16    3                                                            
CONECT   17    4                                                            
CONECT   18    5                                                            
CONECT   19    5                                                            
CONECT   20    7                                                            
CONECT   21    9                                                            
CONECT   22   11                                                            
CONECT   23   12                                                            
CONECT   24   14                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

View in JSmol View NMR Assignments

Synonyms

Value	Source
6,7-Dihydroxy-3,4-dihydroisoquinoline-3-carboxylate	Generator
2-Propyl-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran	MeSH
JS 1	MeSH

Chemical Formula

C₁₀H₉NO₄

Average Mass

207.1850 Da

Monoisotopic Mass

207.05316 Da

IUPAC Name

(3R)-6,7-dihydroxy-3,4-dihydroisoquinoline-3-carboxylic acid

Traditional Name

(3R)-6,7-dihydroxy-3,4-dihydroisoquinoline-3-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1CC2=CC(O)=C(O)C=C2C=N1

InChI Identifier

InChI=1S/C10H9NO4/c12-8-2-5-1-7(10(14)15)11-4-6(5)3-9(8)13/h2-4,7,12-13H,1H2,(H,14,15)

InChI Key

UHZXHQGXRJYUNM-UHFFFAOYSA-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
Streptomyces sp. 8812	NPAtlas	19713994

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	0.85	ALOGPS
logP	0.57	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	3.43	ChemAxon
pKa (Strongest Basic)	2.34	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	90.12 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	52.7 m³·mol⁻¹	ChemAxon
Polarizability	19.79 Å³	ChemAxon
Number of Rings	2	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

NPA001514

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78435329

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

135880001

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Solecka J, Rajnisz A, Laudy AE: A novel isoquinoline alkaloid, DD-carboxypeptidase inhibitor, with antibacterial activity isolated from Streptomyces sp. 8812. Part I: Taxonomy, fermentation, isolation and biological activities. J Antibiot (Tokyo). 2009 Oct;62(10):575-80. doi: 10.1038/ja.2009.85. Epub 2009 Aug 28. [PubMed:19713994 ]
Ye QN, Zhao CQ, Ping J, Xu LM: [Study on mechanism of salidroside against liver fibrosis by regulating CXCL16]. Zhongguo Zhong Yao Za Zhi. 2021 Jun;46(11):2865-2870. doi: 10.19540/j.cnki.cjcmm.20201224.401. [PubMed:34296587 ]
Glass JB, Ranjan P, Kretz CB, Nunn BL, Johnson AM, Xu M, McManus J, Stewart FJ: Microbial metabolism and adaptations in Atribacteria-dominated methane hydrate sediments. Environ Microbiol. 2021 Jun 30. doi: 10.1111/1462-2920.15656. [PubMed:34190392 ]
Ye Q, Zhou Y, Zhao C, Xu L, Ping J: Salidroside Inhibits CCl4-Induced Liver Fibrosis in Mice by Reducing Activation and Migration of HSC Induced by Liver Sinusoidal Endothelial Cell-Derived Exosomal SphK1. Front Pharmacol. 2021 May 13;12:677810. doi: 10.3389/fphar.2021.677810. eCollection 2021. [PubMed:34054552 ]
Li K, Grooms GM, Khan SM, Hernandez AG, Witola WH, Stec J: Novel acyl carbamates and acyl / diacyl ureas show in vitro efficacy against Toxoplasma gondii and Cryptosporidium parvum. Int J Parasitol Drugs Drug Resist. 2020 Dec;14:80-90. doi: 10.1016/j.ijpddr.2020.08.006. Epub 2020 Aug 25. [PubMed:33011650 ]
Wu M, Zhou Y, Qin SL, Lin LJ, Ping J, Tao Z, Zhang J, Xu LM, Wu J: Fuzheng Huayu Capsule Attenuates Hepatic Fibrosis by Inhibiting Activation of Hepatic Stellate Cells. Evid Based Complement Alternat Med. 2020 May 12;2020:3468791. doi: 10.1155/2020/3468791. eCollection 2020. [PubMed:32454856 ]
Ren S, Chen J, Wang Q, Li X, Xu Y, Zhang X, Mu Y, Zhang H, Huang S, Liu P: MicroRNA-744/transforming growth factor beta1 relationship regulates liver cirrhosis. Hepatol Int. 2019 Nov;13(6):814-825. doi: 10.1007/s12072-019-09993-w. Epub 2019 Oct 23. [PubMed:31643031 ]
Mondal D, Majee MC, Bhattacharya K, Long J, Larionova J, Khusniyarov MM, Chaudhury M: Crossover from Antiferromagnetic to Ferromagnetic Exchange Coupling in a New Family of Bis-(mu-phenoxido)dicopper(II) Complexes: A Comprehensive Magneto-Structural Correlation by Experimental and Theoretical Study. ACS Omega. 2019 Jun 18;4(6):10558-10570. doi: 10.1021/acsomega.8b03656. eCollection 2019 Jun 30. [PubMed:31460154 ]
Chen Y, Sun W, Kang L, Wang Y, Zhang M, Zhang H, Hu P: Microfluidic co-culture of liver tumor spheroids with stellate cells for the investigation of drug resistance and intercellular interactions. Analyst. 2019 Jul 8;144(14):4233-4240. doi: 10.1039/c9an00612e. [PubMed:31210202 ]
Huang TJ, Ren JJ, Zhang QQ, Kong YY, Zhang HY, Guo XH, Fan HQ, Liu LX: IGFBPrP1 accelerates autophagy and activation of hepatic stellate cells via mutual regulation between H19 and PI3K/AKT/mTOR pathway. Biomed Pharmacother. 2019 Aug;116:109034. doi: 10.1016/j.biopha.2019.109034. Epub 2019 May 29. [PubMed:31152924 ]
Peng Y, Yang T, Huang K, Shen L, Tao Y, Liu C: Salvia Miltiorrhiza Ameliorates Liver Fibrosis by Activating Hepatic Natural Killer Cells in Vivo and in Vitro. Front Pharmacol. 2018 Jul 16;9:762. doi: 10.3389/fphar.2018.00762. eCollection 2018. [PubMed:30061833 ]

Showing NP-Card for JS-1 (NP0008698)

MOL for NP0008698 (JS-1)

3D MOL for NP0008698 (JS-1)

3D SDF for NP0008698 (JS-1)

3D-SDF for NP0008698 (JS-1)

PDB for NP0008698 (JS-1)

3D PDB for NP0008698 (JS-1)

SMILES for NP0008698 (JS-1)

INCHI for NP0008698 (JS-1)

Structure for NP0008698 (JS-1)

3D Structure for NP0008698 (JS-1)