NP-MRD: Showing NP-Card for (2s,3s)-4-[(1e)-3-[(1s)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid (NP0182377)

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Record Information

Version

2.0

Created at

2022-09-03 21:02:56 UTC

Updated at

2022-09-03 21:02:57 UTC

NP-MRD ID

NP0182377

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3s)-4-[(1e)-3-[(1s)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid

Description

Lithospermic acid, also known as lithospermate or monardic acid a, belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. (2s,3s)-4-[(1e)-3-[(1s)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid is found in Lithospermum erythrorhizon, Lithospermum ruderale, Origanum vulgare, Salvia cavaleriei, Salvia chinensis, Salvia miltiorrhiza and Salvia przewalskii. (2s,3s)-4-[(1e)-3-[(1s)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid was first documented in 2022 (PMID: 35287248). Based on a literature review a significant number of articles have been published on Lithospermic acid (PMID: 35620286) (PMID: 35468503) (PMID: 35409393) (PMID: 35930923) (PMID: 35905684) (PMID: 35784715).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032223022D          

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M  END

     RDKit          3D

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M  END


  Mrv1652309032223022D          

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 10 25  1  0  0  0  0
  2 26  1  0  0  0  0
 27 26  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 29 36  1  0  0  0  0
 27 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0182377

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)[C@H](CC1=CC=C(O)C(O)=C1)OC(=O)\C=C\C1=CC=C(O)C2=C1[C@@H]([C@H](O2)C1=CC=C(O)C(O)=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C27H22O12/c28-15-5-1-12(9-18(15)31)10-20(26(34)35)38-21(33)8-4-13-2-7-17(30)25-22(13)23(27(36)37)24(39-25)14-3-6-16(29)19(32)11-14/h1-9,11,20,23-24,28-32H,10H2,(H,34,35)(H,36,37)/b8-4+/t20-,23-,24+/m0/s1

> <INCHI_KEY>
UJZQBMQZMKFSRV-WDMOTZMRSA-N

> <FORMULA>
C27H22O12

> <MOLECULAR_WEIGHT>
538.461

> <EXACT_MASS>
538.111126148

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
51.042104652795594

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S)-4-[(1E)-3-[(1S)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid

> <JCHEM_LOGP>
3.745670360666667

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.5260959383237687

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.8912268468586144

> <JCHEM_PKA_STRONGEST_BASIC>
-5.107138389221203

> <JCHEM_POLAR_SURFACE_AREA>
211.27999999999997

> <JCHEM_REFRACTIVITY>
133.07250000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S)-4-[(1E)-3-[(1S)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid

> <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  O   UNK     0       6.121   6.930   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       7.454   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.454   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.121   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.121  -2.310   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.322   2.016   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.846   3.481   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.340   3.801   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       3.877   4.625   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.877   0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.107  -0.564   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.433  -0.564   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.203   0.770   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -3.743   0.770   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.433   2.104   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.203   3.437   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       0.107   2.104   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.322  -0.476   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       8.788   6.930   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      10.122   6.160   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.455   6.930   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      12.789   6.160   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.123   6.930   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      15.456   6.160   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      15.456   4.620   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      16.790   3.850   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      14.123   3.850   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      14.123   2.310   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      12.789   4.620   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      10.122   4.620   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      11.455   3.850   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       8.788   3.850   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   26                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   25                                                  
CONECT   11   10    5   12                                                  
CONECT   12   11   13   16                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   12   17   25                                                  
CONECT   17   16   18   24                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   17                                                       
CONECT   25   16   10                                                       
CONECT   26    2   27                                                       
CONECT   27   26   28   37                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   36                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   29                                                       
CONECT   37   27   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   84    0
END

View in JSmol

Synonyms

Value	Source
Lithospermate	Generator
4-(3-(1-Carboxy-2-(3,4-dihydroxyphenyl)ethoxy)-3-oxo-1-propenyl)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-7-hydroxy-3-benzofurancarboxylic acid	MeSH
Monardic acid a	MeSH

Chemical Formula

C₂₇H₂₂O₁₂

Average Mass

538.4610 Da

Monoisotopic Mass

538.11113 Da

IUPAC Name

(2S,3S)-4-[(1E)-3-[(1S)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid

Traditional Name

(2S,3S)-4-[(1E)-3-[(1S)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)[C@H](CC1=CC=C(O)C(O)=C1)OC(=O)\C=C\C1=CC=C(O)C2=C1[C@@H]([C@H](O2)C1=CC=C(O)C(O)=C1)C(O)=O

InChI Identifier

InChI=1S/C27H22O12/c28-15-5-1-12(9-18(15)31)10-20(26(34)35)38-21(33)8-4-13-2-7-17(30)25-22(13)23(27(36)37)24(39-25)14-3-6-16(29)19(32)11-14/h1-9,11,20,23-24,28-32H,10H2,(H,34,35)(H,36,37)/b8-4+/t20-,23-,24+/m0/s1

InChI Key

UJZQBMQZMKFSRV-WDMOTZMRSA-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
Lithospermum erythrorhizon	LOTUS Database	35616633
Lithospermum ruderale	LOTUS Database	35616633
Origanum vulgare	LOTUS Database	35616633
Salvia cavaleriei	LOTUS Database	35616633
Salvia chinensis	LOTUS Database	35616633
Salvia miltiorrhiza	LOTUS Database	35616633
Salvia przewalskii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
Cinnamic acid or derivatives
Coumaric acid or derivatives
Cinnamic acid ester
3-phenylpropanoic-acid
Tricarboxylic acid or derivatives
Coumaran
Catechol
Styrene
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Fatty acid ester
Benzenoid
Fatty acyl
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Ether
Carboxylic acid
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Organic oxygen compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	3.75	ChemAxon
pKa (Strongest Acidic)	2.89	ChemAxon
pKa (Strongest Basic)	-5.1	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	211.28 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	133.07 m³·mol⁻¹	ChemAxon
Polarizability	51.04 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00002400

Chemspider ID

57256857

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

95359683

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Yao Y, Wang S, Zhou R, Shang Y, Du K, He J, Li J, Ma L, Chang Y: A novel reverse migration micellar electrokinetic chromatography method for in-capillary screening and quantifying of antioxidant components in Sanyetangzhiqing using 2,2'-Azinobis-(3-ethylbenzthiazoline-6-sulphonate) as oxidation-free radical. Electrophoresis. 2022 Jun;43(11):1148-1160. doi: 10.1002/elps.202100330. Epub 2022 Apr 20. [PubMed:35287248 ]
Lu JL, Zeng XS, Zhou X, Yang JL, Ren LL, Long XY, Wang FQ, Olaleye OE, Tian NN, Zhu YX, Dong JJ, Jia WW, Li C: Molecular Basis Underlying Hepatobiliary and Renal Excretion of Phenolic Acids of Salvia miltiorrhiza Roots (Danshen). Front Pharmacol. 2022 May 10;13:911982. doi: 10.3389/fphar.2022.911982. eCollection 2022. [PubMed:35620286 ]
Guo Y, Mao R, Zhang Y, Li R, Oduro PK, Si D, Han L, Huang Y, Pan G: An integrated strategy for the systematic chemical characterization of Salvianolate lyophilized injection using four scan modes based on the ultra-high performance liquid chromatography-triple quadrupole-linear ion trap mass spectrometry. J Pharm Biomed Anal. 2022 Jun 5;215:114769. doi: 10.1016/j.jpba.2022.114769. Epub 2022 Apr 14. [PubMed:35468503 ]
Liao HJ, Tzen JTC: The Potential Role of Phenolic Acids from Salvia miltiorrhiza and Cynara scolymus and Their Derivatives as JAK Inhibitors: An In Silico Study. Int J Mol Sci. 2022 Apr 5;23(7). pii: ijms23074033. doi: 10.3390/ijms23074033. [PubMed:35409393 ]
Gu QC, Wei XL, Ji Q, Feng ZM, Jiang JS, Xu Zhang, Yuan X, Zhang XW, Zhang PC, Yang YN: Two dimers generated by lithospermic decarboxylation coupling from Danshen. Bioorg Chem. 2022 Nov;128:106065. doi: 10.1016/j.bioorg.2022.106065. Epub 2022 Jul 30. [PubMed:35930923 ]
Zhu SC, Shi MZ, Yu YL, Liu XG, Cao J: Simultaneous capture of hydrophilic and hydrophobic compounds from complex plants by biosurfactant-assisted mechanical amorphous dispersion extraction. J Chromatogr A. 2022 Aug 16;1678:463356. doi: 10.1016/j.chroma.2022.463356. Epub 2022 Jul 21. [PubMed:35905684 ]
Berdowska I, Zielinski B, Matusiewicz M, Fecka I: Modulatory Impact of Lamiaceae Metabolites on Apoptosis of Human Leukemia Cells. Front Pharmacol. 2022 Jun 15;13:867709. doi: 10.3389/fphar.2022.867709. eCollection 2022. [PubMed:35784715 ]
Yang DF, Liang ZS: [Three-dimensional multi-component quality evaluation of Chinese medicine based on proportion consistency of active components: a study of Salvia miltiorrhiza]. Zhongguo Zhong Yao Za Zhi. 2022 Jun;47(11):3118-3124. doi: 10.19540/j.cnki.cjcmm.20211220.201. [PubMed:35718537 ]
Chen LC, Cheng YP, Liu CY, Guo JW: Lithosepermic Acid Restored the Skin Barrier Functions in the Imiquimod-Induced Psoriasis-like Animal Model. Int J Mol Sci. 2022 May 31;23(11):6172. doi: 10.3390/ijms23116172. [PubMed:35682849 ]
Xu Y, Geng L, Zhang Y, Jones JA, Zhang M, Chen Y, Tan R, Koffas MAG, Wang Z, Zhao S: De novo Biosynthesis of Salvianolic Acid B in Saccharomyces cerevisiae Engineered with the Rosmarinic Acid Biosynthetic Pathway. J Agric Food Chem. 2022 Feb 23;70(7):2290-2302. doi: 10.1021/acs.jafc.1c06329. Epub 2022 Feb 14. [PubMed:35157428 ]
LOTUS database [Link]

Showing NP-Card for (2s,3s)-4-[(1e)-3-[(1s)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid (NP0182377)

MOL for NP0182377 ((2s,3s)-4-[(1e)-3-[(1s)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid)

3D MOL for NP0182377 ((2s,3s)-4-[(1e)-3-[(1s)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid)

3D SDF for NP0182377 ((2s,3s)-4-[(1e)-3-[(1s)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid)

3D-SDF for NP0182377 ((2s,3s)-4-[(1e)-3-[(1s)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid)

PDB for NP0182377 ((2s,3s)-4-[(1e)-3-[(1s)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid)

3D PDB for NP0182377 ((2s,3s)-4-[(1e)-3-[(1s)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid)

SMILES for NP0182377 ((2s,3s)-4-[(1e)-3-[(1s)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid)

INCHI for NP0182377 ((2s,3s)-4-[(1e)-3-[(1s)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid)

Structure for NP0182377 ((2s,3s)-4-[(1e)-3-[(1s)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid)

3D Structure for NP0182377 ((2s,3s)-4-[(1e)-3-[(1s)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl]-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylic acid)