NP-MRD: Showing NP-Card for colletodiol (NP0240454)

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Record Information

Version

2.0

Created at

2022-09-07 00:16:39 UTC

Updated at

2022-09-07 00:16:39 UTC

NP-MRD ID

NP0240454

Secondary Accession Numbers

None

Natural Product Identification

Common Name

colletodiol

Description

Colletodiol belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. colletodiol is found in Diplogelasinospora grovesii. colletodiol was first documented in 2002 (PMID: 12465909). Based on a literature review a small amount of articles have been published on colletodiol (PMID: 35447898) (PMID: 32570727) (PMID: 24697106).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 40 40  0  0  0  0  0  0  0  0999 V2000
    3.0636    0.0301   -1.7638 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8560   -0.4458   -0.9952 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8274    0.3027    0.3198 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1071    1.7593    0.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2834    2.7185    0.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0381    2.4664    1.2526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1479    3.1221    2.3447 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9565    1.6042    0.8775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4221    1.5054   -0.4517 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4392    2.6159   -0.6325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0201    0.1620   -0.7712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9805   -0.7109    0.4481 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2908   -1.0258    0.8031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2067   -2.0012    0.1475 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1801   -2.9984   -0.1053 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4378   -2.3537    1.3722 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8503   -2.6100    1.4185 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7943   -2.6063    0.3007 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7411   -3.4921    0.3544 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7935   -1.7934   -0.7727 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8444    1.0297   -2.1904 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3326   -0.6585   -2.5920 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9266    0.1440   -1.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9687   -0.0924   -1.5983 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6235   -0.0537    1.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8688    0.1601    0.8741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0234    1.9982   -0.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5359    3.7806    0.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5458    1.6925   -1.1036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4622    2.1836   -0.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4957    3.2942    0.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2190    3.1823   -1.5680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0708    0.2970   -1.1125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4191   -0.2996   -1.5769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4657   -0.1952    1.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6525   -1.7913    0.3233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6106   -1.9347   -0.7550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6919   -3.7446   -0.5747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0605   -2.3822    2.2623 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2967   -2.8589    2.3949 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20  2  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  6
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  9 29  1  6
 10 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  1
 13 36  1  0
 14 37  1  6
 15 38  1  0
 16 39  1  0
 17 40  1  0
M  END


  Mrv1652309072202162D          

 20 20  0  0  1  0            999 V2000
    2.0562    1.6647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    0.8851    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5963    1.0410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1364    0.4174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8664   -0.3622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4064   -0.9858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2166   -0.8299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1364   -1.7654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3263   -1.9213    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0562   -2.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -1.2976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9760   -1.4535    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7060   -2.2331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4360   -0.8299    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3742   -0.9858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7060   -0.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1659    0.5733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4360    1.3529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1041    1.9765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2461    1.5088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  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
  6  8  1  0  0  0  0
  8  9  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
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
  2 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0240454

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1C\C=C\C(=O)O[C@H](C)C[C@@H](O)[C@H](O)\C=C\C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C14H20O6/c1-9-4-3-5-13(17)20-10(2)8-12(16)11(15)6-7-14(18)19-9/h3,5-7,9-12,15-16H,4,8H2,1-2H3/b5-3+,7-6+/t9-,10-,11-,12-/m1/s1

> <INCHI_KEY>
SHQHOHRUGBYJBS-RSNJVVJKSA-N

> <FORMULA>
C14H20O6

> <MOLECULAR_WEIGHT>
284.308

> <EXACT_MASS>
284.125988364

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
28.36885783642686

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3E,6R,9E,11R,12R,14R)-11,12-dihydroxy-6,14-dimethyl-1,7-dioxacyclotetradeca-3,9-diene-2,8-dione

> <JCHEM_LOGP>
0.994332286666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.080026497119071

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.591665488061839

> <JCHEM_PKA_STRONGEST_BASIC>
-3.207262876492682

> <JCHEM_POLAR_SURFACE_AREA>
93.06000000000002

> <JCHEM_REFRACTIVITY>
72.8778

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3E,6R,9E,11R,12R,14R)-11,12-dihydroxy-6,14-dimethyl-1,7-dioxacyclotetradeca-3,9-diene-2,8-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       3.838   3.107   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.334   1.652   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.846   1.943   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.855   0.779   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.351  -0.676   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.359  -1.840   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       7.871  -1.549   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       5.855  -3.295   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.342  -3.586   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.838  -5.042   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.334  -2.422   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.822  -2.713   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.318  -4.168   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.814  -1.549   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.698  -1.840   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.318  -0.094   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.310   1.070   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.814   2.525   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.194   3.689   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.326   2.816   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   20                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18    2                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

View in JSmol

Synonyms

Value	Source
10-Epi-colletodiol	MeSH

Chemical Formula

C₁₄H₂₀O₆

Average Mass

284.3080 Da

Monoisotopic Mass

284.12599 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@@H]1C\C=C\C(=O)O[C@H](C)C[C@@H](O)[C@H](O)\C=C\C(=O)O1

InChI Identifier

InChI=1S/C14H20O6/c1-9-4-3-5-13(17)20-10(2)8-12(16)11(15)6-7-14(18)19-9/h3,5-7,9-12,15-16H,4,8H2,1-2H3/b5-3+,7-6+/t9-,10-,11-,12-/m1/s1

InChI Key

SHQHOHRUGBYJBS-RSNJVVJKSA-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
Diplogelasinospora grovesii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Not Available

Direct Parent

Macrolides and analogues

Alternative Parents

Substituents

Macrolide
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated carboxylic ester
Enoate ester
1,2-diol
Carboxylic acid ester
Lactone
Secondary alcohol
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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

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

9452576

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11277576

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Hunter TJ, O'Doherty GA: Enantioselective syntheses of colletodiol, colletol, and grahamimycin A. Org Lett. 2002 Dec 12;4(25):4447-50. doi: 10.1021/ol0269502. [PubMed:12465909 ]
Yamada T, Yoshida K, Kikuchi T, Hirano T: Isolation and Structure Elucidation of New Cytotoxic Macrolides Halosmysins B and C from the Fungus Halosphaeriaceae sp. Associated with a Marine Alga. Mar Drugs. 2022 Mar 25;20(4):226. doi: 10.3390/md20040226. [PubMed:35447898 ]
Yamada T, Kogure H, Kataoka M, Kikuchi T, Hirano T: Halosmysin A, a Novel 14-Membered Macrodiolide Isolated from the Marine-Algae-Derived Fungus Halosphaeriaceae sp. Mar Drugs. 2020 Jun 18;18(6):320. doi: 10.3390/md18060320. [PubMed:32570727 ]
Lai W, Wang S, Ye X: [Colletodiol inhibits the replication of influenza A virus WSN/H1N1 by reducing the activity of viral RNA polymerase]. Wei Sheng Wu Xue Bao. 2013 Dec 4;53(12):1334-9. [PubMed:24697106 ]
LOTUS database [Link]

Showing NP-Card for colletodiol (NP0240454)

MOL for NP0240454 (colletodiol)

3D MOL for NP0240454 (colletodiol)

3D SDF for NP0240454 (colletodiol)

3D-SDF for NP0240454 (colletodiol)

PDB for NP0240454 (colletodiol)

3D PDB for NP0240454 (colletodiol)

SMILES for NP0240454 (colletodiol)

INCHI for NP0240454 (colletodiol)

Structure for NP0240454 (colletodiol)

3D Structure for NP0240454 (colletodiol)