NP-MRD: Showing NP-Card for Homomedicarpinol A (3) (NP0332154)

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Record Information

Version

2.0

Created at

2023-11-29 04:22:53 UTC

Updated at

2024-09-03 04:18:11 UTC

NP-MRD ID

NP0332154

Natural Product DOI

https://doi.org/10.57994/1311

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Homomedicarpinol A (3)

Description

Homomedicarpinol A (3) belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position. Based on a literature review very few articles have been published on Homomedicarpinol A (3).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 11292304222D          

 23 26  0  0  1  0            999 V2000
    6.1154    0.7243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.1007    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0647   -0.0552    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.6789    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1449   -1.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -1.1466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347   -1.4584    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946   -0.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3657    1.6598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1758    1.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.7243    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  2  0  0  0  0
  2  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  4  7  1  0  0  0  0
  8  7  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  6 12  1  0  0  0  0
 10 13  1  1  0  0  0
 10 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  2  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
  8 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332154

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12COC3=C(C=CC(O)=C3)[C@]1([H])OC1=CC(OC)=CC=C1C2

> <INCHI_IDENTIFIER>
InChI=1S/C17H16O4/c1-19-13-4-2-10-6-11-9-20-16-7-12(18)3-5-14(16)17(11)21-15(10)8-13/h2-5,7-8,11,17-18H,6,9H2,1H3/t11-,17+/m0/s1

> <INCHI_KEY>
DOAHERMWRRICBQ-APPDUMDISA-N

> <FORMULA>
C17H16O4

> <MOLECULAR_WEIGHT>
284.311

> <EXACT_MASS>
284.104858995

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
30.56037133555612

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5aR,11aS)-3-methoxy-5a,11,11a,12-tetrahydro-5,10-dioxatetraphen-8-ol

> <JCHEM_LOGP>
2.9537920613333326

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.421521079534944

> <JCHEM_PKA_STRONGEST_BASIC>
-4.386800521248801

> <JCHEM_POLAR_SURFACE_AREA>
47.92

> <JCHEM_REFRACTIVITY>
77.66210000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(5aR,11aS)-3-methoxy-5a,11,11a,12-tetrahydro-5,10-dioxatetraphen-8-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-NOV-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-NOV-23         0                                  
HETATM    1  O   UNK     0      11.415   1.352   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       9.903   1.061   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.895   2.225   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.383   1.934   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.399  -0.394   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.887  -0.685   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.879   0.479   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.366   0.188   0.000  0.00  0.00           C+0
HETATM    9  H   UNK     0       3.854  -0.103   0.000  0.00  0.00           H+0
HETATM   10  C   UNK     0       4.862  -1.267   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.870  -2.431   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       7.383  -2.140   0.000  0.00  0.00           O+0
HETATM   13  H   UNK     0       4.358  -2.722   0.000  0.00  0.00           H+0
HETATM   14  C   UNK     0       3.350  -1.558   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.342  -0.394   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.830  -0.685   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.179   0.479   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.326   1.934   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.683   3.098   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.195   2.807   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.838   2.225   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.846   1.061   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       4.358   1.352   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    5                                                  
CONECT    3    2    4                                                       
CONECT    4    3    7                                                       
CONECT    5    2    6                                                       
CONECT    6    5    7   12                                                  
CONECT    7    6    4    8                                                  
CONECT    8    7    9   10   23                                             
CONECT    9    8                                                            
CONECT   10    8   11   13   14                                             
CONECT   11   10   12                                                       
CONECT   12   11    6                                                       
CONECT   13   10                                                            
CONECT   14   10   15                                                       
CONECT   15   14   16   22                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   18   22                                                       
CONECT   22   21   15   23                                                  
CONECT   23   22    8                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₁₆O₄

Average Mass

284.3110 Da

Monoisotopic Mass

284.10486 Da

IUPAC Name

(5aR,11aS)-3-methoxy-5a,11,11a,12-tetrahydro-5,10-dioxatetraphen-8-ol

Traditional Name

(5aR,11aS)-3-methoxy-5a,11,11a,12-tetrahydro-5,10-dioxatetraphen-8-ol

CAS Registry Number

Not Available

SMILES

[H][C@]12COC3=C(C=CC(O)=C3)[C@]1([H])OC1=CC(OC)=CC=C1C2

InChI Identifier

InChI=1S/C17H16O4/c1-19-13-4-2-10-6-11-9-20-16-7-12(18)3-5-14(16)17(11)21-15(10)8-13/h2-5,7-8,11,17-18H,6,9H2,1H3/t11-,17+/m0/s1

InChI Key

DOAHERMWRRICBQ-APPDUMDISA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	wangxn@sdu.edu.cn	Shandong University	Xiao-Ning Wang	2023-11-29	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	wangxn@sdu.edu.cn	Shandong University	Xiao-Ning Wang	2023-11-29	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	wangxn@sdu.edu.cn	Shandong University	Xiao-Ning Wang	2023-11-29	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	wangxn@sdu.edu.cn	Shandong University	Xiao-Ning Wang	2023-11-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl3, experimental)	wangxn@sdu.edu.cn	Shandong University	Xiao-Ning Wang	2023-11-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CDCl3, experimental)	wangxn@sdu.edu.cn	Shandong University	Xiao-Ning Wang	2023-11-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl3, experimental)	wangxn@sdu.edu.cn	Shandong University	Xiao-Ning Wang	2023-11-29	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

1-benzopyrans

Alternative Parents

Substituents

1-benzopyran
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Oxane
Oxacycle
Ether
Organic oxygen compound
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	2.95	ChemAxon
pKa (Strongest Acidic)	9.42	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	47.92 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	77.66 m³·mol⁻¹	ChemAxon
Polarizability	30.56 Å³	ChemAxon
Number of Rings	4	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

Showing NP-Card for Homomedicarpinol A (3) (NP0332154)

MOL for NP0332154 (Homomedicarpinol A (3))

3D MOL for NP0332154 (Homomedicarpinol A (3))

3D SDF for NP0332154 (Homomedicarpinol A (3))

3D-SDF for NP0332154 (Homomedicarpinol A (3))

PDB for NP0332154 (Homomedicarpinol A (3))

3D PDB for NP0332154 (Homomedicarpinol A (3))

SMILES for NP0332154 (Homomedicarpinol A (3))

INCHI for NP0332154 (Homomedicarpinol A (3))

Structure for NP0332154 (Homomedicarpinol A (3))

3D Structure for NP0332154 (Homomedicarpinol A (3))