NP-MRD: Showing NP-Card for 7-hydroxyviteoid II (NP0030808)

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Record Information

Version

2.0

Created at

2021-06-19 22:04:04 UTC

Updated at

2021-06-29 23:59:01 UTC

NP-MRD ID

NP0030808

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-hydroxyviteoid II

Provided By

JEOL Database JEOL Logo

Description

7-Hydroxyviteoid II belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety. 7-hydroxyviteoid II is found in Kigelia pinnata and Kigelia pinnata DC. . 7-hydroxyviteoid II was first documented in 2003 (Gouda, Y. G., et al.). Based on a literature review very few articles have been published on 7-Hydroxyviteoid II.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202100043D          

 26 27  0  0  0  0            999 V2000
    0.4374   -0.4748    4.2593 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0813    0.1608    3.2763 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7436    1.2729    2.8741 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3309    2.1061    1.7691 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3749    1.3288    0.6745 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5355    0.6032    1.3200 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0397   -0.2672    2.4260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7077   -1.4343    2.4720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5964   -2.5643    3.4317 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9205   -2.9141    3.8311 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6933   -1.5246    1.3447 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0047   -1.2640    1.8404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2513   -0.3887    0.3987 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3676    0.2310   -0.2340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3047    2.9027    2.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2331    2.5773    1.3660 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3246    0.6133    0.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7211    2.0020   -0.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2478    1.3385    1.7197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1394   -3.4341    2.9505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0312   -2.3173    4.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8195   -3.5167    4.5904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6823   -2.4913    0.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0877   -1.8318    2.6378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5742   -0.7734   -0.3737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1307    0.0308    0.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  6 13  1  0  0  0  0
 13 11  1  0  0  0  0
 11  8  1  0  0  0  0
  8  7  2  0  0  0  0
  4  5  1  0  0  0  0
  2  1  2  0  0  0  0
  7  6  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6  5  1  0  0  0  0
  6 19  1  1  0  0  0
  7  2  1  0  0  0  0
 13 14  1  0  0  0  0
  2  3  1  0  0  0  0
 11 12  1  0  0  0  0
  4 15  1  0  0  0  0
  4 16  1  0  0  0  0
  5 17  1  0  0  0  0
  5 18  1  0  0  0  0
 13 25  1  6  0  0  0
 11 23  1  6  0  0  0
  9 20  1  0  0  0  0
  9 21  1  0  0  0  0
 10 22  1  0  0  0  0
 14 26  1  0  0  0  0
 12 24  1  0  0  0  0
M  END


  Mrv1652306202100043D          

 26 27  0  0  0  0            999 V2000
    0.4374   -0.4748    4.2593 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0813    0.1608    3.2763 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7436    1.2729    2.8741 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3309    2.1061    1.7691 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3749    1.3288    0.6745 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5355    0.6032    1.3200 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0397   -0.2672    2.4260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7077   -1.4343    2.4720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5964   -2.5643    3.4317 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9205   -2.9141    3.8311 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6933   -1.5246    1.3447 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0047   -1.2640    1.8404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2513   -0.3887    0.3987 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3676    0.2310   -0.2340 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3047    2.9027    2.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2331    2.5773    1.3660 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3246    0.6133    0.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7211    2.0020   -0.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2478    1.3385    1.7197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1394   -3.4341    2.9505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0312   -2.3173    4.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8195   -3.5167    4.5904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6823   -2.4913    0.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0877   -1.8318    2.6378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5742   -0.7734   -0.3737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1307    0.0308    0.3515 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  6 13  1  0  0  0  0
 13 11  1  0  0  0  0
 11  8  1  0  0  0  0
  8  7  2  0  0  0  0
  4  5  1  0  0  0  0
  2  1  2  0  0  0  0
  7  6  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6  5  1  0  0  0  0
  6 19  1  1  0  0  0
  7  2  1  0  0  0  0
 13 14  1  0  0  0  0
  2  3  1  0  0  0  0
 11 12  1  0  0  0  0
  4 15  1  0  0  0  0
  4 16  1  0  0  0  0
  5 17  1  0  0  0  0
  5 18  1  0  0  0  0
 13 25  1  6  0  0  0
 11 23  1  6  0  0  0
  9 20  1  0  0  0  0
  9 21  1  0  0  0  0
 10 22  1  0  0  0  0
 14 26  1  0  0  0  0
 12 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0030808

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])C1=C2C(=O)OC([H])([H])C([H])([H])[C@@]2([H])[C@]([H])(O[H])[C@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C9H12O5/c10-3-5-6-4(7(11)8(5)12)1-2-14-9(6)13/h4,7-8,10-12H,1-3H2/t4-,7+,8-/m1/s1

> <INCHI_KEY>
ZTORISRLTYWNKJ-BTZDVCGTSA-N

> <FORMULA>
C9H12O5

> <MOLECULAR_WEIGHT>
200.19

> <EXACT_MASS>
200.068473486

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
18.921914740312953

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4aR,5S,6R)-5,6-dihydroxy-7-(hydroxymethyl)-1H,3H,4H,4aH,5H,6H-cyclopenta[c]pyran-1-one

> <ALOGPS_LOGP>
-1.43

> <JCHEM_LOGP>
-1.7764816873333333

> <ALOGPS_LOGS>
0.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.608347817199334

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.286541595412583

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7983622647861175

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
46.563599999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.30e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4aR,5S,6R)-5,6-dihydroxy-7-(hydroxymethyl)-3H,4H,4aH,5H,6H-cyclopenta[c]pyran-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  O   UNK     0       0.437  -0.475   4.259  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.081   0.161   3.276  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.744   1.273   2.874  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.331   2.106   1.769  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.375   1.329   0.675  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.536   0.603   1.320  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.040  -0.267   2.426  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.708  -1.434   2.472  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.596  -2.564   3.432  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.921  -2.914   3.831  0.00  0.00           O+0
HETATM   11  C   UNK     0      -2.693  -1.525   1.345  0.00  0.00           C+0
HETATM   12  O   UNK     0      -4.005  -1.264   1.840  0.00  0.00           O+0
HETATM   13  C   UNK     0      -2.251  -0.389   0.399  0.00  0.00           C+0
HETATM   14  O   UNK     0      -3.368   0.231  -0.234  0.00  0.00           O+0
HETATM   15  H   UNK     0      -0.305   2.903   2.172  0.00  0.00           H+0
HETATM   16  H   UNK     0       1.233   2.577   1.366  0.00  0.00           H+0
HETATM   17  H   UNK     0       0.325   0.613   0.224  0.00  0.00           H+0
HETATM   18  H   UNK     0      -0.721   2.002  -0.117  0.00  0.00           H+0
HETATM   19  H   UNK     0      -2.248   1.339   1.720  0.00  0.00           H+0
HETATM   20  H   UNK     0      -1.139  -3.434   2.950  0.00  0.00           H+0
HETATM   21  H   UNK     0      -1.031  -2.317   4.331  0.00  0.00           H+0
HETATM   22  H   UNK     0      -2.820  -3.517   4.590  0.00  0.00           H+0
HETATM   23  H   UNK     0      -2.682  -2.491   0.832  0.00  0.00           H+0
HETATM   24  H   UNK     0      -4.088  -1.832   2.638  0.00  0.00           H+0
HETATM   25  H   UNK     0      -1.574  -0.773  -0.374  0.00  0.00           H+0
HETATM   26  H   UNK     0      -4.131   0.031   0.352  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    7    3                                                  
CONECT    3    4    2                                                       
CONECT    4    3    5   15   16                                             
CONECT    5    4    6   17   18                                             
CONECT    6   13    7    5   19                                             
CONECT    7    8    6    2                                                  
CONECT    8   11    7    9                                                  
CONECT    9    8   10   20   21                                             
CONECT   10    9   22                                                       
CONECT   11   13    8   12   23                                             
CONECT   12   11   24                                                       
CONECT   13    6   11   14   25                                             
CONECT   14   13   26                                                       
CONECT   15    4                                                            
CONECT   16    4                                                            
CONECT   17    5                                                            
CONECT   18    5                                                            
CONECT   19    6                                                            
CONECT   20    9                                                            
CONECT   21    9                                                            
CONECT   22   10                                                            
CONECT   23   11                                                            
CONECT   24   12                                                            
CONECT   25   13                                                            
CONECT   26   14                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₉H₁₂O₅

Average Mass

200.1900 Da

Monoisotopic Mass

200.06847 Da

IUPAC Name

(4aR,5S,6R)-5,6-dihydroxy-7-(hydroxymethyl)-1H,3H,4H,4aH,5H,6H-cyclopenta[c]pyran-1-one

Traditional Name

(4aR,5S,6R)-5,6-dihydroxy-7-(hydroxymethyl)-3H,4H,4aH,5H,6H-cyclopenta[c]pyran-1-one

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])C1=C2C(=O)OC([H])([H])C([H])([H])[C@@]2([H])[C@]([H])(O[H])[C@]1([H])O[H]

InChI Identifier

InChI=1S/C9H12O5/c10-3-5-6-4(7(11)8(5)12)1-2-14-9(6)13/h4,7-8,10-12H,1-3H2/t4-,7+,8-/m1/s1

InChI Key

ZTORISRLTYWNKJ-BTZDVCGTSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Kigelia africana	JEOL database	Gouda, Y. G., et al., Phytochemistry 63, 887 (2003)
Kigelia pinnata DC.	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Delta valerolactones

Direct Parent

Delta valerolactones

Alternative Parents

Substituents

Delta valerolactone
Delta_valerolactone
Oxane
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Oxacycle
Alcohol
Primary alcohol
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	-1.4	ALOGPS
logP	-1.8	ChemAxon
logS	0.06	ALOGPS
pKa (Strongest Acidic)	13.29	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	46.56 m³·mol⁻¹	ChemAxon
Polarizability	18.92 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

9270770

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11095628

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Gouda, Y. G., et al. (2003). Gouda, Y. G., et al., Phytochemistry 63, 887 (2003). Phytochem..

Showing NP-Card for 7-hydroxyviteoid II (NP0030808)

MOL for NP0030808 (7-hydroxyviteoid II)

3D MOL for NP0030808 (7-hydroxyviteoid II)

3D SDF for NP0030808 (7-hydroxyviteoid II)

3D-SDF for NP0030808 (7-hydroxyviteoid II)

PDB for NP0030808 (7-hydroxyviteoid II)

3D PDB for NP0030808 (7-hydroxyviteoid II)

SMILES for NP0030808 (7-hydroxyviteoid II)

INCHI for NP0030808 (7-hydroxyviteoid II)

Structure for NP0030808 (7-hydroxyviteoid II)

3D Structure for NP0030808 (7-hydroxyviteoid II)