NP-MRD: Showing NP-Card for chamilactone C (NP0341912)

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Record Information

Version

2.0

Created at

2024-10-22 03:46:36 UTC

Updated at

2026-02-28 12:04:37 UTC

NP-MRD ID

NP0341912

Natural Product DOI

https://doi.org/10.57994/3400

Secondary Accession Numbers

None

Natural Product Identification

Common Name

chamilactone C

Description

chamilactone C was first documented in 2025 (PMID: 39881656). Based on a literature review very few articles have been published on chamilactone C.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01192303582D          

 18 20  0  0  0  0            999 V2000
   -1.9560   -2.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3429   -1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9560   -1.3834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8580   -2.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -3.5854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734    0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8580   -1.2680    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  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
  7 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 17  2  0  0  0  0
  5 17  1  0  0  0  0
 17 18  1  0  0  0  0
  2 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0341912

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)CC2=CC3=C(CCOC3=O)C(CO)=C2C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H18O3/c1-15(2)6-9-5-11-10(3-4-18-14(11)17)13(8-16)12(9)7-15/h5,16H,3-4,6-8H2,1-2H3

> <INCHI_KEY>
KGNDBPCDRJTLRS-UHFFFAOYSA-N

> <FORMULA>
C15H18O3

> <MOLECULAR_WEIGHT>
246.306

> <EXACT_MASS>
246.12559444

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
27.315970199698228

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(hydroxymethyl)-7,7-dimethyl-1H,3H,4H,6H,7H,8H-indeno[5,6-c]pyran-1-one

> <JCHEM_LOGP>
2.644013276333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.7594062691484

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9040356978744892

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
70.11370000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
5-(hydroxymethyl)-7,7-dimethyl-3H,4H,6H,8H-indeno[5,6-c]pyran-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JAN-23         0                                  
HETATM    1  C   UNK     0      -3.651  -4.643   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.507  -3.613   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.651  -2.582   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.602  -4.859   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.137  -4.383   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.197  -5.153   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.530  -4.383   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.198  -2.843   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.198  -4.383   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.864  -5.153   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.864  -6.693   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.137   0.237   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.137  -2.843   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.602  -2.367   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4   18                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   17                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    7   13                                                  
CONECT   13   12                                                            
CONECT   14    8   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   14    5   18                                                  
CONECT   18   17    2                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₈O₃

Average Mass

246.3060 Da

Monoisotopic Mass

246.12559 Da

IUPAC Name

5-(hydroxymethyl)-7,7-dimethyl-1H,3H,4H,6H,7H,8H-indeno[5,6-c]pyran-1-one

Traditional Name

5-(hydroxymethyl)-7,7-dimethyl-3H,4H,6H,8H-indeno[5,6-c]pyran-1-one

CAS Registry Number

Not Available

SMILES

CC1(C)CC2=CC3=C(CCOC3=O)C(CO)=C2C1

InChI Identifier

InChI=1S/C15H18O3/c1-15(2)6-9-5-11-10(3-4-18-14(11)17)13(8-16)12(9)7-15/h5,16H,3-4,6-8H2,1-2H3

InChI Key

KGNDBPCDRJTLRS-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	[email protected]	Qingdao University	Gang Li	2024-10-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental)	[email protected]	Qingdao University	Gang Li	2024-10-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)	[email protected]	Qingdao University	Gang Li	2024-10-22	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	[email protected]	Qingdao University	Gang Li	2024-10-22	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600.0, Dimethylsulfoxide-d6, simulated)	[email protected]	Not Available	Not Available	2026-02-28	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150.0, Dimethylsulfoxide-d6, simulated)	[email protected]	Not Available	Not Available	2026-02-28	View Spectrum

Species

Species of Origin

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	2.64	ChemAxon
pKa (Strongest Acidic)	14.76	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	70.11 m³·mol⁻¹	ChemAxon
Polarizability	27.32 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

Sun YJ, Pan JZ, Yuan SZ, Teponno RB, Feng XY, Peng XP, Luo Q, Lou HX, Li G: Chamilactones A and B, Sesquiterpenes from the Endophytic Fungus Chaetomium nigricolor F5. J Nat Prod. 2025 Feb 28;88(2):440-447. doi: 10.1021/acs.jnatprod.4c01229. Epub 2025 Jan 30. [PubMed:39881656 ]
DOI: 10.1021/acs.jnatprod.4c01229
PMID: 39881656

Showing NP-Card for chamilactone C (NP0341912)

MOL for NP0341912 (chamilactone C)

3D MOL for NP0341912 (chamilactone C)

3D SDF for NP0341912 (chamilactone C)

3D-SDF for NP0341912 (chamilactone C)

PDB for NP0341912 (chamilactone C)

3D PDB for NP0341912 (chamilactone C)

SMILES for NP0341912 (chamilactone C)

INCHI for NP0341912 (chamilactone C)

Structure for NP0341912 (chamilactone C)

3D Structure for NP0341912 (chamilactone C)