NP-MRD: Showing NP-Card for Multiflorin (NP0084225)

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Record Information

Version

2.0

Created at

2022-04-29 05:01:38 UTC

Updated at

2022-04-29 05:01:38 UTC

NP-MRD ID

NP0084225

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Multiflorin

Description

Methyl 6-oxo-2,5,11-trioxatricyclo[6.3.1.0⁴,¹²]Dodec-9-ene-9-carboxylate belongs to the class of organic compounds known as furopyrans. These are organic polycyclic compounds containing a furan ring fused to a pyran ring. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds. Multiflorin is found in Hypoxylon multiforme, Hypoxylon mutiforme, Jasminum multiflorum, Rosa fujisanensis, Rosa luciae, Rosa multiflora , Rosa multiflra var. adenochaeta, Rosa onoei var. hakonensis, Rosa onoei var. oligantha, Rosa onoei var. onoei and Rosa paniculigera. Methyl 6-oxo-2,5,11-trioxatricyclo[6.3.1.0⁴,¹²]Dodec-9-ene-9-carboxylate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 29 31  0  0  0  0  0  0  0  0999 V2000
    4.7778   -0.4107    0.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5372   -0.0559   -0.2412 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3271   -0.4998    0.2096 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2807   -1.2712    1.1896 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0266   -0.1142   -0.4068 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0162    0.6991   -1.4456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1576    1.0852   -2.0509 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3070    1.0664   -1.2311 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4960    1.1390   -1.9019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105    0.6956   -0.9345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7336   -0.4804   -0.2248 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8492   -0.2759    1.1623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8032    0.1442    1.9316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0069    0.8610    2.9410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4370   -0.2356    1.5888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2385   -0.6484    0.1576 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3498   -0.3962   -0.7461 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2585   -1.1514   -0.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4685    0.4605    0.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6663   -0.8672    1.3341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9983    1.0485   -1.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2240    1.7574   -0.3750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5108    1.5438   -0.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3696    0.3970   -1.3777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2490   -1.4042   -0.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0652   -0.9838    2.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2116    0.6737    1.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0727   -1.7695    0.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2882   -1.0071   -1.6704 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16  5  1  0
 17  8  1  0
 17 11  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  6 21  1  0
  8 22  1  1
 10 23  1  0
 10 24  1  0
 11 25  1  1
 15 26  1  0
 15 27  1  0
 16 28  1  1
 17 29  1  6
M  END


  Mrv1533004181500302D          

 17 19  0  0  0  0            999 V2000
    2.0138   -3.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1001   -2.4671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4326   -1.9821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6790   -2.3177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5189   -1.1617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8514   -0.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9377    0.1437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6913    0.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9463    1.2639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7713    1.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0262    0.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7799    0.1437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8661   -0.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6198   -1.0123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1987   -1.1617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2725   -0.8261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3588   -0.0056    0.0000 C   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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
  5 16  1  0  0  0  0
 16 17  1  0  0  0  0
  8 17  1  0  0  0  0
 11 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0084225

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=COC2OCC3OC(=O)CC1C23

> <INCHI_IDENTIFIER>
InChI=1S/C11H12O6/c1-14-10(13)6-3-15-11-9-5(6)2-8(12)17-7(9)4-16-11/h3,5,7,9,11H,2,4H2,1H3

> <INCHI_KEY>
YUPVNRBAQHISRY-UHFFFAOYSA-N

> <FORMULA>
C11H12O6

> <MOLECULAR_WEIGHT>
240.211

> <EXACT_MASS>
240.063388106

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
22.312418241907785

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 6-oxo-2,5,11-trioxatricyclo[6.3.1.0⁴,¹²]dodec-9-ene-9-carboxylate

> <ALOGPS_LOGP>
-0.04

> <JCHEM_LOGP>
0.11916030899999999

> <ALOGPS_LOGS>
-0.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.2396984974991705

> <JCHEM_POLAR_SURFACE_AREA>
71.06

> <JCHEM_REFRACTIVITY>
52.9157

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.30e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 6-oxo-2,5,11-trioxatricyclo[6.3.1.0⁴,¹²]dodec-9-ene-9-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 18-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-APR-15         0                                  
HETATM    1  C   UNK     0       3.759  -6.137   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.920  -4.605   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.674  -3.700   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.267  -4.326   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.835  -2.168   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.589  -1.263   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.750   0.268   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       3.157   0.895   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.633   2.359   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.173   2.359   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.649   0.895   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       7.056   0.268   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       7.217  -1.263   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       8.624  -1.890   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       5.971  -2.168   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.242  -1.542   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.403  -0.010   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   16                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   17                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15    5   17                                                  
CONECT   17   16    8   11                                                  
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

View in JSmol

Synonyms

Value	Source
Methyl 6-oxo-2,5,11-trioxatricyclo[6.3.1.0,]dodec-9-ene-9-carboxylic acid	Generator
Methyl 6-oxo-2,5,11-trioxatricyclo[6.3.1.0⁴,¹²]dodec-9-ene-9-carboxylic acid	Generator

Chemical Formula

C₁₁H₁₂O₆

Average Mass

240.2110 Da

Monoisotopic Mass

240.06339 Da

IUPAC Name

methyl 6-oxo-2,5,11-trioxatricyclo[6.3.1.0⁴,¹²]dodec-9-ene-9-carboxylate

Traditional Name

methyl 6-oxo-2,5,11-trioxatricyclo[6.3.1.0⁴,¹²]dodec-9-ene-9-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=COC2OCC3OC(=O)CC1C23

InChI Identifier

InChI=1S/C11H12O6/c1-14-10(13)6-3-15-11-9-5(6)2-8(12)17-7(9)4-16-11/h3,5,7,9,11H,2,4H2,1H3

InChI Key

YUPVNRBAQHISRY-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
Hypoxylon multiforme	Fungi	KNApSAcK
Hypoxylon mutiforme	Fungi	KNApSAcK
Jasminum multiflorum	LOTUS Database	35616633
Rosa fujisanensis	Plant	KNApSAcK
Rosa luciae	Plant	KNApSAcK
Rosa multiflora	Plant	KNApSAcK
Rosa multiflra var. adenochaeta	Plant	KNApSAcK
Rosa onoei var. hakonensis	Plant	KNApSAcK
Rosa onoei var. oligantha	Plant	KNApSAcK
Rosa onoei var. onoei	Plant	KNApSAcK
Rosa paniculigera	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furopyrans. These are organic polycyclic compounds containing a furan ring fused to a pyran ring. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Furopyrans

Sub Class

Not Available

Direct Parent

Furopyrans

Alternative Parents

Substituents

Furopyran
Delta valerolactone
Delta_valerolactone
Dicarboxylic acid or derivatives
Oxane
Pyran
Furan
Vinylogous ester
Alpha,beta-unsaturated carboxylic ester
Tetrahydrofuran
Methyl ester
Enoate ester
Lactone
Carboxylic acid ester
Oxacycle
Acetal
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Carbonyl group
Organic oxygen 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	-0.04	ALOGPS
logP	0.12	ChemAxon
logS	-0.86	ALOGPS
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	71.06 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	52.92 m³·mol⁻¹	ChemAxon
Polarizability	22.31 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

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Multiflorin (NP0084225)

MOL for NP0084225 (Multiflorin)

3D MOL for NP0084225 (Multiflorin)

3D SDF for NP0084225 (Multiflorin)

3D-SDF for NP0084225 (Multiflorin)

PDB for NP0084225 (Multiflorin)

3D PDB for NP0084225 (Multiflorin)

SMILES for NP0084225 (Multiflorin)

INCHI for NP0084225 (Multiflorin)

Structure for NP0084225 (Multiflorin)

3D Structure for NP0084225 (Multiflorin)