NP-MRD: Showing NP-Card for Roscoeanane D (NP0341862)

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Record Information

Version

2.0

Created at

2024-09-30 14:55:03 UTC

Updated at

2025-06-11 06:35:35 UTC

NP-MRD ID

NP0341862

Natural Product DOI

https://doi.org/10.57994/3350

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Roscoeanane D

Description

Roscoeanane D belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Based on a literature review very few articles have been published on Roscoeanane D.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 06142317262D          

 24 26  0  0  1  0            999 V2000
    0.7954   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7954   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0329   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -0.1105    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3329   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5206    0.1716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6021    0.7019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7454   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0954   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7598   -2.2931    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5966   -1.6455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -1.5395    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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  0  0  0  0
 17  9  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 17 21  1  0  0  0  0
 21  6  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
  4 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0341862

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C(=O)[C@]12CCCC(C)(C)[C@]1([H])CC=C1C=C(CC[C@]21O)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O2/c1-14(2)15-8-11-20(22)16(12-15)6-7-17-18(3,4)9-5-10-19(17,20)13-21/h6,12-14,17,22H,5,7-11H2,1-4H3/t17-,19+,20+/m0/s1

> <INCHI_KEY>
GISKNUHEILPUFU-DFQSSKMNSA-N

> <FORMULA>
C20H30O2

> <MOLECULAR_WEIGHT>
302.458

> <EXACT_MASS>
302.224580206

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
35.590858885530054

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4aR,4bR,10aS)-4b-hydroxy-1,1-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,4b,5,6,10,10a-decahydrophenanthrene-4a-carbaldehyde

> <JCHEM_LOGP>
3.790556503000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.593104375842536

> <JCHEM_PKA_STRONGEST_BASIC>
-3.414176146006476

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
91.66289999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(4aR,4bR,10aS)-4b-hydroxy-7-isopropyl-1,1-dimethyl-3,4,5,6,10,10a-hexahydro-2H-phenanthrene-4a-carbaldehyde

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 14-JUN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-JUN-23         0                                  
HETATM    1  C   UNK     0       1.485  -2.874   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.255  -1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.485  -0.206   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.795  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.565  -0.206   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.105  -0.206   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.875   1.127   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.415   1.127   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.185  -0.206   0.000  0.00  0.00           C+0
HETATM   10  H   UNK     0       9.955  -1.540   0.000  0.00  0.00           H+0
HETATM   11  C   UNK     0      10.725  -0.206   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.172   0.320   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.457   1.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.495  -1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.725  -2.874   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.185  -2.874   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.415  -1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.645  -2.874   0.000  0.00  0.00           C+0
HETATM   19  H   UNK     0       7.018  -4.281   0.000  0.00  0.00           H+0
HETATM   20  O   UNK     0       8.415  -4.207   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.875  -1.540   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.714  -3.072   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       6.105  -2.874   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.565  -2.874   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   24                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   21                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   17                                             
CONECT   10    9                                                            
CONECT   11    9   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16    9   18   21                                             
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   17    6   22   23                                             
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23    4                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₃₀O₂

Average Mass

302.4580 Da

Monoisotopic Mass

302.22458 Da

IUPAC Name

(4aR,4bR,10aS)-4b-hydroxy-1,1-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,4b,5,6,10,10a-decahydrophenanthrene-4a-carbaldehyde

Traditional Name

(4aR,4bR,10aS)-4b-hydroxy-7-isopropyl-1,1-dimethyl-3,4,5,6,10,10a-hexahydro-2H-phenanthrene-4a-carbaldehyde

CAS Registry Number

Not Available

SMILES

[H]C(=O)[C@]12CCCC(C)(C)[C@]1([H])CC=C1C=C(CC[C@]21O)C(C)C

InChI Identifier

InChI=1S/C20H30O2/c1-14(2)15-8-11-20(22)16(12-15)6-7-17-18(3,4)9-5-10-19(17,20)13-21/h6,12-14,17,22H,5,7-11H2,1-4H3/t17-,19+,20+/m0/s1

InChI Key

GISKNUHEILPUFU-DFQSSKMNSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, CD3OD, experimental)	ratchanaporn.ch@up.ac.th	University of Phayao	Ratchanaporn Chokchaisiri	2024-09-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD3OD, experimental)	ratchanaporn.ch@up.ac.th	University of Phayao	Ratchanaporn Chokchaisiri	2024-09-30	View Spectrum
HMQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, CD3OD, experimental)	ratchanaporn.ch@up.ac.th	University of Phayao	Ratchanaporn Chokchaisiri	2024-09-30	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, CD3OD, experimental)	ratchanaporn.ch@up.ac.th	University of Phayao	Ratchanaporn Chokchaisiri	2024-09-30	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, CD3OD, experimental)	ratchanaporn.ch@up.ac.th	University of Phayao	Ratchanaporn Chokchaisiri	2024-09-30	View Spectrum
1D_DEPT NMR	¹³C NMR Spectrum (1D, 101 MHz, CD3OD, experimental)	ratchanaporn.ch@up.ac.th	University of Phayao	Ratchanaporn Chokchaisiri	2024-09-30	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, CD3OD, experimental)	ratchanaporn.ch@up.ac.th	University of Phayao	Ratchanaporn Chokchaisiri	2024-09-30	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD3OD, experimental)	ratchanaporn.ch@up.ac.th	University of Phayao	Ratchanaporn Chokchaisiri	2024-09-30	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
Kaempferia roscoeana		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Abietane diterpenoid
Beta-hydroxy aldehyde
Tertiary alcohol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aldehyde
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	3.79	ChemAxon
pKa (Strongest Acidic)	13.59	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	91.66 m³·mol⁻¹	ChemAxon
Polarizability	35.59 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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 Roscoeanane D (NP0341862)

MOL for NP0341862 (Roscoeanane D)

3D MOL for NP0341862 (Roscoeanane D)

3D SDF for NP0341862 (Roscoeanane D)

3D-SDF for NP0341862 (Roscoeanane D)

PDB for NP0341862 (Roscoeanane D)

3D PDB for NP0341862 (Roscoeanane D)

SMILES for NP0341862 (Roscoeanane D)

INCHI for NP0341862 (Roscoeanane D)

Structure for NP0341862 (Roscoeanane D)

3D Structure for NP0341862 (Roscoeanane D)