NP-MRD: Showing NP-Card for (5aR)-6-((2R,5R,E)-5,6-dimethylhept-3-en-2-yl)-5a-methyl-5,5a,6,7,8,8a-hexa hydro-2H-indeno[5,4-b]furan-2-one (NP0350711)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2025-02-05 06:45:16 UTC

Updated at

2025-02-07 00:02:19 UTC

NP-MRD ID

NP0350711

Natural Product DOI

https://doi.org/10.57994/3691

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(5aR)-6-((2R,5R,E)-5,6-dimethylhept-3-en-2-yl)-5a-methyl-5,5a,6,7,8,8a-hexa hydro-2H-indeno[5,4-b]furan-2-one

Description

(5aR)-6-((2R,5R,E)-5,6-dimethylhept-3-en-2-yl)-5a-methyl-5,5a,6,7,8,8a-hexa hydro-2H-indeno[5,4-b]furan-2-one was first documented in 2025 (PMID: 39887001). Based on a literature review very few articles have been published on (5aR)-6-((2R,5R,E)-5,6-dimethylhept-3-en-2-yl)-5a-methyl-5,5a,6,7,8,8a-hexa hydro-2H-indeno[5,4-b]furan-2-one.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05052306532D          

 24 25  0  0  1  0            999 V2000
   -3.4394   -1.9658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7250   -1.5533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6387   -0.7328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8318   -0.5613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4193    0.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5943    0.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1818   -0.5613    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3032    0.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5943   -1.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0422   -1.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7114   -1.5533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6252   -0.7328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2383   -0.1808    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0229   -0.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0668    0.6262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6799    1.1782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5083    1.9852    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7237    2.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1214    2.5372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9499    3.3442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9061    2.2823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4193   -1.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9713   -1.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6739    0.0000    0.0000 O   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
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  0  0  0  0
  7  8  1  1  0  0  0
  7  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
  7 12  1  0  0  0  0
 13 12  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 16  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
  9 22  1  0  0  0  0
  4 22  1  0  0  0  0
 22 23  2  0  0  0  0
  2 23  1  0  0  0  0
M  RAD  1  24   1
M  END
> <DATABASE_ID>
NP0350711

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[O].CC(C)[C@@H](C)\C=C\[C@@H](C)C1CCC2C3=CC(=C)OC3=CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C22H32O.O/c1-14(2)15(3)7-8-16(4)19-9-10-20-18-13-17(5)23-21(18)11-12-22(19,20)6;/h7-8,11,13-16,19-20H,5,9-10,12H2,1-4,6H3;/b8-7+;/t15-,16+,19?,20?,22+;/m0./s1

> <INCHI_KEY>
PFBHRSWLBNPSRL-FDGINCOISA-N

> <FORMULA>
C22H32O2

> <MOLECULAR_WEIGHT>
328.496

> <EXACT_MASS>
328.24023027

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
38.3057894821416

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5aR)-6-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-5a-methyl-2-methylidene-2H,5H,5aH,6H,7H,8H,8aH-indeno[5,4-b]furan oxidanylidene

> <JCHEM_LOGP>
5.939083632999999

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-5.241217704240478

> <JCHEM_POLAR_SURFACE_AREA>
9.23

> <JCHEM_REFRACTIVITY>
102.32889999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(5aR)-6-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-5a-methyl-2-methylidene-5H,6H,7H,8H,8aH-indeno[5,4-b]furan oxidanylidene

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 05-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-MAY-23         0                                  
HETATM    1  C   UNK     0      -6.420  -3.669   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.087  -2.899   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.926  -1.368   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -3.419  -1.048   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.649   0.286   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.109   0.286   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.339  -1.048   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.566   0.198   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.109  -2.381   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.079  -3.526   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.328  -2.899   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.167  -1.368   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.312  -0.337   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.776  -0.813   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.991   1.169   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.136   2.199   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.816   3.706   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.351   4.182   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.960   4.736   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.640   6.243   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.425   4.260   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.649  -2.381   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.680  -3.526   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       8.725   0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   23                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   22                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   12                                             
CONECT    8    7                                                            
CONECT    9    7   10   22                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    7   13                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22    9    4   23                                                  
CONECT   23   22    2                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₃₂O₂

Average Mass

328.4960 Da

Monoisotopic Mass

328.24023 Da

IUPAC Name

(5aR)-6-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-5a-methyl-2-methylidene-2H,5H,5aH,6H,7H,8H,8aH-indeno[5,4-b]furan oxidanylidene

Traditional Name

(5aR)-6-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-5a-methyl-2-methylidene-5H,6H,7H,8H,8aH-indeno[5,4-b]furan oxidanylidene

CAS Registry Number

Not Available

SMILES

[O].CC(C)[C@@H](C)\C=C\[C@@H](C)C1CCC2C3=CC(=C)OC3=CC[C@]12C

InChI Identifier

InChI=1S/C22H32O.O/c1-14(2)15(3)7-8-16(4)19-9-10-20-18-13-17(5)23-21(18)11-12-22(19,20)6;/h7-8,11,13-16,19-20H,5,9-10,12H2,1-4,6H3;/b8-7+;/t15-,16+,19?,20?,22+;/m0./s1

InChI Key

PFBHRSWLBNPSRL-FDGINCOISA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	2285833860@qq.com	Guangdong Pharmaceutical University	Jieyi Zhou	2025-02-05	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	2285833860@qq.com	Guangdong Pharmaceutical University	Jieyi Zhou	2025-02-05	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	2285833860@qq.com	Guangdong Pharmaceutical University	Jieyi Zhou	2025-02-05	View Spectrum
1D_DEPT NMR	¹³C NMR Spectrum (1D, 151 MHz, CDCl3, experimental)	2285833860@qq.com	Guangdong Pharmaceutical University	Jieyi Zhou	2025-02-05	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CDCl3, experimental)	2285833860@qq.com	Guangdong Pharmaceutical University	Jieyi Zhou	2025-02-05	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl3, experimental)	2285833860@qq.com	Guangdong Pharmaceutical University	Jieyi Zhou	2025-02-05	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Penicillium brocae G2131		Not Available

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	5.94	ChemAxon
pKa (Strongest Basic)	-5.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	9.23 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	102.33 m³·mol⁻¹	ChemAxon
Polarizability	38.31 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	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

Showing NP-Card for (5aR)-6-((2R,5R,E)-5,6-dimethylhept-3-en-2-yl)-5a-methyl-5,5a,6,7,8,8a-hexa hydro-2H-indeno[5,4-b]furan-2-one (NP0350711)

MOL for NP0350711 ((5aR)-6-((2R,5R,E)-5,6-dimethylhept-3-en-2-yl)-5a-methyl-5,5a,6,7,8,8a-hexa hydro-2H-indeno[5,4-b]furan-2-one)

3D MOL for NP0350711 ((5aR)-6-((2R,5R,E)-5,6-dimethylhept-3-en-2-yl)-5a-methyl-5,5a,6,7,8,8a-hexa hydro-2H-indeno[5,4-b]furan-2-one)

3D SDF for NP0350711 ((5aR)-6-((2R,5R,E)-5,6-dimethylhept-3-en-2-yl)-5a-methyl-5,5a,6,7,8,8a-hexa hydro-2H-indeno[5,4-b]furan-2-one)

3D-SDF for NP0350711 ((5aR)-6-((2R,5R,E)-5,6-dimethylhept-3-en-2-yl)-5a-methyl-5,5a,6,7,8,8a-hexa hydro-2H-indeno[5,4-b]furan-2-one)

PDB for NP0350711 ((5aR)-6-((2R,5R,E)-5,6-dimethylhept-3-en-2-yl)-5a-methyl-5,5a,6,7,8,8a-hexa hydro-2H-indeno[5,4-b]furan-2-one)

3D PDB for NP0350711 ((5aR)-6-((2R,5R,E)-5,6-dimethylhept-3-en-2-yl)-5a-methyl-5,5a,6,7,8,8a-hexa hydro-2H-indeno[5,4-b]furan-2-one)

SMILES for NP0350711 ((5aR)-6-((2R,5R,E)-5,6-dimethylhept-3-en-2-yl)-5a-methyl-5,5a,6,7,8,8a-hexa hydro-2H-indeno[5,4-b]furan-2-one)

INCHI for NP0350711 ((5aR)-6-((2R,5R,E)-5,6-dimethylhept-3-en-2-yl)-5a-methyl-5,5a,6,7,8,8a-hexa hydro-2H-indeno[5,4-b]furan-2-one)

Structure for NP0350711 ((5aR)-6-((2R,5R,E)-5,6-dimethylhept-3-en-2-yl)-5a-methyl-5,5a,6,7,8,8a-hexa hydro-2H-indeno[5,4-b]furan-2-one)

3D Structure for NP0350711 ((5aR)-6-((2R,5R,E)-5,6-dimethylhept-3-en-2-yl)-5a-methyl-5,5a,6,7,8,8a-hexa hydro-2H-indeno[5,4-b]furan-2-one)