NP-MRD: Showing NP-Card for Oryzalexin D (NP0045809)

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Record Information

Version

2.0

Created at

2022-03-17 19:43:36 UTC

Updated at

2022-03-17 19:43:37 UTC

NP-MRD ID

NP0045809

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Oryzalexin D

Description

Oryzalexin D belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Oryzalexin D is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241220542D          

 24 26  0  0  0  0            999 V2000
    2.8763   -0.0688    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8764    0.7562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5908    1.1687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5908    1.9937    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4033    1.8505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9335    2.4824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8730    2.7690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8763    2.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1619    1.9937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1619    1.1687    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4474    0.7562    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7329    1.1687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0184    0.7562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0185   -0.0688    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6960   -0.4813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7329   -0.4813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4474   -0.0688    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1619   -0.4813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3456   -1.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1203   -1.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4474    1.5812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4474   -0.8938    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1619    0.3437    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5908   -0.4813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  4  7  1  6  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  2 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  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  0  0  0  0
  1 18  1  0  0  0  0
 16 19  1  0  0  0  0
 16 20  1  0  0  0  0
 11 21  1  6  0  0  0
 17 22  1  1  0  0  0
 10 23  1  1  0  0  0
  1 24  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0045809

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC[C@@](C)(C=C)C=C1[C@@H](O)C[C@]1([H])C(C)(C)[C@H](O)CC[C@@]21C

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O2/c1-6-19(4)9-7-14-13(12-19)15(21)11-16-18(2,3)17(22)8-10-20(14,16)5/h6,12,14-17,21-22H,1,7-11H2,2-5H3/t14-,15+,16-,17-,19-,20+/m1/s1

> <INCHI_KEY>
HRWWBCRSPUEXDM-XTMWUNHTSA-N

> <FORMULA>
C20H32O2

> <MOLECULAR_WEIGHT>
304.4669

> <EXACT_MASS>
304.240230268

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
36.310871680342885

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,4aR,4bS,7S,9S,10aS)-7-ethenyl-1,1,4a,7-tetramethyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthrene-2,9-diol

> <ALOGPS_LOGP>
3.66

> <JCHEM_LOGP>
3.413869845999999

> <ALOGPS_LOGS>
-4.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.48935656994229

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.938494712210797

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6380992358736782

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
91.64859999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.62e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,4aR,4bS,7S,9S,10aS)-7-ethenyl-1,1,4a,7-tetramethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-2,9-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       5.369  -0.128   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.369   1.412   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.703   2.182   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.703   3.722   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.219   3.454   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.209   4.634   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.230   5.169   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.369   4.492   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.036   3.722   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.036   2.182   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.702   1.412   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.368   2.182   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.034   1.412   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.035  -0.128   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.299  -0.898   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.368  -0.898   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.702  -0.128   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.036  -0.898   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.645  -2.258   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.091  -2.258   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.702   2.952   0.000  0.00  0.00           C+0
HETATM   22  H   UNK     0       2.702  -1.668   0.000  0.00  0.00           H+0
HETATM   23  H   UNK     0       4.036   0.642   0.000  0.00  0.00           H+0
HETATM   24  O   UNK     0       6.703  -0.898   0.000  0.00  0.00           O+0
CONECT    1    2   18   24                                                  
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7    8                                             
CONECT    5    4    6                                                       
CONECT    6    5                                                            
CONECT    7    4                                                            
CONECT    8    4    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    2   11   23                                             
CONECT   11   10   12   17   21                                             
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   19   20                                             
CONECT   17   16   11   18   22                                             
CONECT   18   17    1                                                       
CONECT   19   16                                                            
CONECT   20   16                                                            
CONECT   21   11                                                            
CONECT   22   17                                                            
CONECT   23   10                                                            
CONECT   24    1                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

View in JSmol

Synonyms

Value	Source
3alpha,7beta-Dihydroxy-ent-sandaracopimaradiene	ChEBI
ent-Sandaracopimaradien-3alpha,7beta-diol	ChEBI
3a,7b-Dihydroxy-ent-sandaracopimaradiene	Generator
3Α,7β-dihydroxy-ent-sandaracopimaradiene	Generator
ent-Sandaracopimaradien-3a,7b-diol	Generator
ent-Sandaracopimaradien-3α,7β-diol	Generator

Chemical Formula

C₂₀H₃₂O₂

Average Mass

304.4669 Da

Monoisotopic Mass

304.24023 Da

IUPAC Name

(2R,4aR,4bS,7S,9S,10aS)-7-ethenyl-1,1,4a,7-tetramethyl-1,2,3,4,4a,4b,5,6,7,9,10,10a-dodecahydrophenanthrene-2,9-diol

Traditional Name

(2R,4aR,4bS,7S,9S,10aS)-7-ethenyl-1,1,4a,7-tetramethyl-3,4,4b,5,6,9,10,10a-octahydro-2H-phenanthrene-2,9-diol

CAS Registry Number

110268-98-9

SMILES

[H][C@@]12CC[C@@](C)(C=C)C=C1[C@@H](O)C[C@]1([H])C(C)(C)[C@H](O)CC[C@@]21C

InChI Identifier

InChI=1S/C20H32O2/c1-6-19(4)9-7-14-13(12-19)15(21)11-16-18(2,3)17(22)8-10-20(14,16)5/h6,12,14-17,21-22H,1,7-11H2,2-5H3/t14-,15+,16-,17-,19-,20+/m1/s1

InChI Key

HRWWBCRSPUEXDM-XTMWUNHTSA-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
Oryza sativa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases

Chemical Taxonomy

Description

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

Pimarane diterpenoid
Diterpenoid
Phenanthrene
Hydrophenanthrene
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

tricyclic diterpenoid (CHEBI:78256 )

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	3.66	ALOGPS
logP	3.41	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	18.94	ChemAxon
pKa (Strongest Basic)	-0.64	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	91.65 m³·mol⁻¹	ChemAxon
Polarizability	36.31 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

FDB001859

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

CPD-16612

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

86289489

PDB ID

Not Available

ChEBI ID

78256

Good Scents ID

Not Available

References

General References

Showing NP-Card for Oryzalexin D (NP0045809)

MOL for NP0045809 (Oryzalexin D)

3D MOL for NP0045809 (Oryzalexin D)

3D SDF for NP0045809 (Oryzalexin D)

3D-SDF for NP0045809 (Oryzalexin D)

PDB for NP0045809 (Oryzalexin D)

3D PDB for NP0045809 (Oryzalexin D)

SMILES for NP0045809 (Oryzalexin D)

INCHI for NP0045809 (Oryzalexin D)

Structure for NP0045809 (Oryzalexin D)

3D Structure for NP0045809 (Oryzalexin D)