MiMeDB: Showing metabocard for L-Dihydroanticapsin (MMDBc0053399)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2022-05-16 21:23:12 UTC

Update Date

2025-10-07 16:08:19 UTC

Metabolite ID

MMDBc0053399

Metabolite Identification

Common Name

L-Dihydroanticapsin

Description

L-Dihydroanticapsin is a lipopeptide, a class of compounds characterized by their lipid and peptide components that often exhibit bioactive properties. This metabolite is synthesized and secreted by certain bacterial strains, including Bacillus species, and is involved in various biochemical pathways, particularly those related to microbial competition and antimicrobial activity. Specifically, it has been identified alongside other metabolites such as fengycin, surfactin, and bacillibactin, which are known for their roles in inhibiting the growth of competing microorganisms (PMID:35208854 ). Additionally, UHPLC-HRMS analysis has confirmed the presence of L-dihydroanticapsin in the metabolic profiles of other bacterial strains, highlighting its role in the complex interplay of secondary metabolites that contribute to the ecological success of these microorganisms (PMID:34451760 ). The chemical structure of L-dihydroanticapsin, like other lipopeptides, typically features a hydrophobic tail and a hydrophilic peptide ring, which is crucial for its interaction with biological membranes and its antimicrobial efficacy.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652307082021182D          

 14 15  0  0  1  0            999 V2000
   -0.3547    1.2396    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3547    0.4146    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3596    0.0021    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0741    0.4146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0741    1.2396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3596    1.6521    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3596    2.4770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0692    0.8271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3596   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3646   -1.2410    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0741   -0.8314    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3645   -2.0603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3573   -2.4770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0716   -2.4687    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  6  0  0  0
  1  8  1  1  0  0  0
  2  8  1  1  0  0  0
  3  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0053399

> <DATABASE_NAME>
MIME

> <SMILES>
N[C@@H](C[C@@H]1CC[C@@H](O)[C@@H]2O[C@H]12)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H15NO4/c10-5(9(12)13)3-4-1-2-6(11)8-7(4)14-8/h4-8,11H,1-3,10H2,(H,12,13)/t4-,5-,6+,7+,8-/m0/s1

> <INCHI_KEY>
YMLXTGCTHGQQKS-TXXZRHAASA-N

> <FORMULA>
C9H15NO4

> <MOLECULAR_WEIGHT>
201.222

> <EXACT_MASS>
201.100107967

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
19.94339983934325

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-3-[(1R,2S,5R,6S)-5-hydroxy-7-oxabicyclo[4.1.0]heptan-2-yl]propanoic acid

> <ALOGPS_LOGP>
-2.65

> <JCHEM_LOGP>
-3.01395337535242

> <ALOGPS_LOGS>
-0.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.11548678615685

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.1123553970690416

> <JCHEM_PKA_STRONGEST_BASIC>
9.515470141631313

> <JCHEM_POLAR_SURFACE_AREA>
92.78000000000002

> <JCHEM_REFRACTIVITY>
46.9771

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.37e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-amino-3-[(1R,2S,5R,6S)-5-hydroxy-7-oxabicyclo[4.1.0]heptan-2-yl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-JUL-20         0                                  
HETATM    1  C   UNK     0      -0.662   2.314   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.662   0.774   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.671   0.004   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.005   0.774   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.005   2.314   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.671   3.084   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.671   4.624   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -1.996   1.544   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.671  -1.536   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.681  -2.317   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      -2.005  -1.552   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -0.680  -3.846   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.667  -4.624   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -2.000  -4.608   0.000  0.00  0.00           O+0
CONECT    1    2    6    8                                                  
CONECT    2    1    3    8                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6                                                            
CONECT    8    1    2                                                       
CONECT    9    3   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

Synonyms

Value	Source
(1R,2S,5R,6S)-Dihydroanticapsin zwitterion	ChEBI
L-Dihydroanticapsin	ChEBI

Molecular Formula

C₉H₁₅NO₄

Average Mass

201.222

Monoisotopic Mass

201.100107967

IUPAC Name

(2S)-2-amino-3-[(1R,2S,5R,6S)-5-hydroxy-7-oxabicyclo[4.1.0]heptan-2-yl]propanoic acid

Traditional Name

(2S)-2-amino-3-[(1R,2S,5R,6S)-5-hydroxy-7-oxabicyclo[4.1.0]heptan-2-yl]propanoic acid

CAS Registry Number

Not Available

SMILES

N[C@@H](C[C@@H]1CC[C@@H](O)[C@@H]2O[C@H]12)C(O)=O

InChI Identifier

InChI=1S/C9H15NO4/c10-5(9(12)13)3-4-1-2-6(11)8-7(4)14-8/h4-8,11H,1-3,10H2,(H,12,13)/t4-,5-,6+,7+,8-/m0/s1

InChI Key

YMLXTGCTHGQQKS-TXXZRHAASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

L-alpha-amino acids

Alternative Parents

Substituents

L-alpha-amino acid
Carbocyclic fatty acid
Hydroxy fatty acid
Oxepane
Fatty acyl
Cyclic alcohol
Amino acid
Carboxylic acid salt
Secondary alcohol
Oxacycle
Carboxylic acid
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Organonitrogen compound
Hydrocarbon derivative
Primary aliphatic amine
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Amine
Alcohol
Organooxygen compound
Organopnictogen compound
Primary amine
Organic oxide
Organic zwitterion
Organic salt
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

secondary alcohol (CHEBI:85360 )
epoxide (CHEBI:85360 )
non-proteinogenic L-alpha-amino acid (CHEBI:85360 )
oxabicycloalkane (CHEBI:85360 )
L-alanine derivative (CHEBI:85360 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	137 g/L	ALOGPS
logP	-2.6	ALOGPS
logP	-3	ChemAxon
logS	-0.17	ALOGPS
pKa (Strongest Acidic)	2.11	ChemAxon
pKa (Strongest Basic)	9.52	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	92.78 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	46.98 m³·mol⁻¹	ChemAxon
Polarizability	19.94 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-24	493.9
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	359.4
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-24	74.3
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	256.6
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	263.4
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (void)	2025-10-24	239.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-24	657.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	792.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	495.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	153.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	451.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-24	168.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-24	66.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	377.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	656.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-24	77.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	187.7
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	769.3
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	607.2

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	L-Dihydroanticapsin_TMS_1	C[Si](C)(C)O[C@@H]1CC[C@@H](C[C@H](N)C(=O)O)[C@H]2O[C@@H]12	standard non polar	2025-10-24	2398.62
Gas Chromatography	L-Dihydroanticapsin_TMS_2	C[Si](C)(C)OC(=O)[C@@H](N)C[C@@H]1CC[C@@H](O)[C@@H]2O[C@H]12	standard non polar	2025-10-24	1550.87
Gas Chromatography	L-Dihydroanticapsin_TMS_3	C[Si](C)(C)N[C@@H](C[C@@H]1CC[C@@H](O)[C@@H]2O[C@H]12)C(=O)O	standard non polar	2025-10-24	1957.52
Gas Chromatography	L-Dihydroanticapsin_TMS_4	C[Si](C)(C)OC(=O)[C@@H](N)C[C@@H]1CC[C@@H](O[Si](C)(C)C)[C@@H]2O[C@H]12	standard non polar	2025-10-24	2325.38
Gas Chromatography	L-Dihydroanticapsin_TMS_5	C[Si](C)(C)N[C@@H](C[C@@H]1CC[C@@H](O[Si](C)(C)C)[C@@H]2O[C@H]12)C(=O)O	standard non polar	2025-10-24	1761.85
Gas Chromatography	L-Dihydroanticapsin_TMS_6	C[Si](C)(C)N[C@@H](C[C@@H]1CC[C@@H](O)[C@@H]2O[C@H]12)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	2060.31
Gas Chromatography	L-Dihydroanticapsin_TMS_7	C[Si](C)(C)N([C@@H](C[C@@H]1CC[C@@H](O)[C@@H]2O[C@H]12)C(=O)O)[Si](C)(C)C	standard non polar	2025-10-24	2176.31
Gas Chromatography	L-Dihydroanticapsin_TMS_8	C[Si](C)(C)N[C@@H](C[C@@H]1CC[C@@H](O[Si](C)(C)C)[C@@H]2O[C@H]12)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	1424.2
Gas Chromatography	L-Dihydroanticapsin_TMS_9	C[Si](C)(C)O[C@@H]1CC[C@@H](C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[C@H]2O[C@@H]12	standard non polar	2025-10-24	2634.37
Gas Chromatography	L-Dihydroanticapsin_TMS_10	C[Si](C)(C)OC(=O)[C@H](C[C@@H]1CC[C@@H](O)[C@@H]2O[C@H]12)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	1942.8
Gas Chromatography	L-Dihydroanticapsin_TMS_11	C[Si](C)(C)OC(=O)[C@H](C[C@@H]1CC[C@@H](O[Si](C)(C)C)[C@@H]2O[C@H]12)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	1263.47
Gas Chromatography	L-Dihydroanticapsin_TMS_1	C[Si](C)(C)O[C@@H]1CC[C@@H](C[C@H](N)C(=O)O)[C@H]2O[C@@H]12	standard polar	2025-10-24	1935.9
Gas Chromatography	L-Dihydroanticapsin_TMS_2	C[Si](C)(C)OC(=O)[C@@H](N)C[C@@H]1CC[C@@H](O)[C@@H]2O[C@H]12	standard polar	2025-10-24	2291.7
Gas Chromatography	L-Dihydroanticapsin_TMS_3	C[Si](C)(C)N[C@@H](C[C@@H]1CC[C@@H](O)[C@@H]2O[C@H]12)C(=O)O	standard polar	2025-10-24	2494.64
Gas Chromatography	L-Dihydroanticapsin_TMS_4	C[Si](C)(C)OC(=O)[C@@H](N)C[C@@H]1CC[C@@H](O[Si](C)(C)C)[C@@H]2O[C@H]12	standard polar	2025-10-24	2568.87
Gas Chromatography	L-Dihydroanticapsin_TMS_5	C[Si](C)(C)N[C@@H](C[C@@H]1CC[C@@H](O[Si](C)(C)C)[C@@H]2O[C@H]12)C(=O)O	standard polar	2025-10-24	2348.95
Gas Chromatography	L-Dihydroanticapsin_TMS_6	C[Si](C)(C)N[C@@H](C[C@@H]1CC[C@@H](O)[C@@H]2O[C@H]12)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	2267.56
Gas Chromatography	L-Dihydroanticapsin_TMS_7	C[Si](C)(C)N([C@@H](C[C@@H]1CC[C@@H](O)[C@@H]2O[C@H]12)C(=O)O)[Si](C)(C)C	standard polar	2025-10-24	1789.85
Gas Chromatography	L-Dihydroanticapsin_TMS_8	C[Si](C)(C)N[C@@H](C[C@@H]1CC[C@@H](O[Si](C)(C)C)[C@@H]2O[C@H]12)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	1886.66
Gas Chromatography	L-Dihydroanticapsin_TMS_9	C[Si](C)(C)O[C@@H]1CC[C@@H](C[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[C@H]2O[C@@H]12	standard polar	2025-10-24	2421.65
Gas Chromatography	L-Dihydroanticapsin_TMS_10	C[Si](C)(C)OC(=O)[C@H](C[C@@H]1CC[C@@H](O)[C@@H]2O[C@H]12)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	1471.13
Gas Chromatography	L-Dihydroanticapsin_TMS_11	C[Si](C)(C)OC(=O)[C@H](C[C@@H]1CC[C@@H](O[Si](C)(C)C)[C@@H]2O[C@H]12)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	1995.1

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria/Eubacteria	Firmicutes	3	Human ; Human feces

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

34999432

KEGG Compound ID

Not Available

BioCyc ID

CPD-17531

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

86583395

PDB ID

Not Available

ChEBI ID

84358

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for L-Dihydroanticapsin (MMDBc0053399)

MOL for #<Metabolite:0x00007f9aa9f7f738>

3D MOL for #<Metabolite:0x00007f9aa9f7f738>

3D SDF for #<Metabolite:0x00007f9aa9f7f738>

3D-SDF for #<Metabolite:0x00007f9aa9f7f738>

PDB for #<Metabolite:0x00007f9aa9f7f738>

3D PDB for #<Metabolite:0x00007f9aa9f7f738>

SMILES for #<Metabolite:0x00007f9aa9f7f738>

INCHI for #<Metabolite:0x00007f9aa9f7f738>

Structure for #<Metabolite:0x00007f9aa9f7f738>

3D Structure for #<Metabolite:0x00007f9aa9f7f738>