NP-MRD: Showing NP-Card for (1r,2r,5r,8r,9s,10r,11r,13s)-13-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid (NP0284980)

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Record Information

Version

2.0

Created at

2022-09-09 12:56:08 UTC

Updated at

2022-09-09 12:56:08 UTC

NP-MRD ID

NP0284980

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2r,5r,8r,9s,10r,11r,13s)-13-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid

Description

51787-36-1 Belongs to the class of organic compounds known as c19-gibberellin 6-carboxylic acids. These are c19-gibberellins with a carboxyl group at the 6-position. (1r,2r,5r,8r,9s,10r,11r,13s)-13-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid is found in Cibotium glaucum and Raphanus sativus. Based on a literature review very few articles have been published on 51787-36-1.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 48 52  0  0  0  0  0  0  0  0999 V2000
   -3.9774   -0.7919    1.7453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1247   -0.1366    0.9834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8218    0.4171    1.4220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1065    0.5369    0.0714 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1785    1.1309   -0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3298    0.1594   -0.4582 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0186   -1.0810   -1.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5558   -1.2464   -1.5542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7342   -0.8618   -0.3389 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7135   -0.7741   -0.6120 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5124   -1.9961   -0.3264 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6779   -1.7762    0.5930 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5291   -2.8767    0.4765 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4482   -0.5209    0.3160 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5311    0.5901   -0.1777 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0614    1.9470    0.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2916    0.4066   -1.6543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1516    0.7374   -2.5099 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0349   -0.1535   -1.8415 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1788    0.3028    0.3816 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1432    1.3514    0.1623 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0500    2.3686    1.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8421    2.3343    2.1946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9293    3.3418    1.1014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7613   -0.9735    2.7976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9292   -1.1803    1.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9978    1.4061    1.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2652   -0.2699    2.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9690    1.1578   -1.8479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4606    2.1083   -0.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3025    0.5889   -0.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5046   -0.8716   -2.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5157   -1.9717   -0.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3618   -2.3185   -1.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2270   -0.6928   -2.4587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9307   -1.6123    0.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9000   -2.8166    0.1137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9062   -2.3985   -1.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2997   -1.8079    1.6553 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2983   -3.4460   -0.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8515   -0.1568    1.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3171   -0.6683   -0.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9245    2.1404   -0.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3636    1.9899    1.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2827    2.6892   -0.1103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1983   -0.1024    1.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3387    1.8052   -0.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8442    3.9920    0.3341 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 16  1  6
 15 14  1  0
 14 12  1  0
 12 13  1  0
 12 11  1  0
 11 10  1  0
 10 19  1  6
 19 17  1  0
 17 18  2  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  1
  3  2  1  0
  2  1  2  3
  4 21  1  0
 21 20  1  0
 21 22  1  0
 22 24  1  0
 22 23  2  0
 17 15  1  0
  4  9  1  0
 20 15  1  0
 20 10  1  0
  2  6  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 14 41  1  0
 14 42  1  0
 12 39  1  1
 13 40  1  0
 11 37  1  0
 11 38  1  0
  9 36  1  1
  8 34  1  0
  8 35  1  0
  7 32  1  0
  7 33  1  0
  6 31  1  1
  5 29  1  0
  5 30  1  0
  3 27  1  0
  3 28  1  0
  1 25  1  0
  1 26  1  0
 21 47  1  6
 20 46  1  1
 24 48  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₄O₅

Average Mass

332.3960 Da

Monoisotopic Mass

332.16237 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

Not Available

InChI Identifier

InChI=1S/C19H24O5/c1-9-5-18-6-10(9)3-4-12(18)19-8-11(20)7-17(2,16(23)24-19)14(19)13(18)15(21)22/h10-14,20H,1,3-8H2,2H3,(H,21,22)/t10-,11+,12-,13-,14-,17-,18+,19-/m1/s1

InChI Key

HHDWSDSMWJQURA-MTVNJVDJSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Cibotium glaucum	LOTUS Database	35616633
Raphanus sativus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as c19-gibberellin 6-carboxylic acids. These are c19-gibberellins with a carboxyl group at the 6-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

C19-gibberellin 6-carboxylic acids

Alternative Parents

Substituents

20-norgibberellane-6-carboxylic acid
2-hydroxy,20-norgibberellane
Diterpene lactone
Caprolactone
Oxepane
Dicarboxylic acid or derivatives
Gamma butyrolactone
Cyclic alcohol
Tetrahydrofuran
Carboxylic acid ester
Lactone
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organooxygen compound
Organic oxygen compound
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

Not Available

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00000040

Chemspider ID

10216340

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21593636

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,2r,5r,8r,9s,10r,11r,13s)-13-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid (NP0284980)

MOL for NP0284980 ((1r,2r,5r,8r,9s,10r,11r,13s)-13-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid)

3D MOL for NP0284980 ((1r,2r,5r,8r,9s,10r,11r,13s)-13-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid)

3D SDF for NP0284980 ((1r,2r,5r,8r,9s,10r,11r,13s)-13-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid)

3D-SDF for NP0284980 ((1r,2r,5r,8r,9s,10r,11r,13s)-13-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid)

PDB for NP0284980 ((1r,2r,5r,8r,9s,10r,11r,13s)-13-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid)

3D PDB for NP0284980 ((1r,2r,5r,8r,9s,10r,11r,13s)-13-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid)

SMILES for NP0284980 ((1r,2r,5r,8r,9s,10r,11r,13s)-13-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid)

INCHI for NP0284980 ((1r,2r,5r,8r,9s,10r,11r,13s)-13-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid)

Structure for NP0284980 ((1r,2r,5r,8r,9s,10r,11r,13s)-13-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid)

3D Structure for NP0284980 ((1r,2r,5r,8r,9s,10r,11r,13s)-13-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.1⁵,⁸.0¹,¹⁰.0²,⁸]heptadecane-9-carboxylic acid)