NP-MRD: Showing NP-Card for (1r,3r,4r,7r,8s,12s)-4-chloro-3,7,17-trihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-9-oxa-14,15,16-trithia-10,18-diazatetracyclo[10.4.2.0¹,¹⁰.0³,⁸]octadeca-5,17-dien-11-one (NP0241283)

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Record Information

Version

2.0

Created at

2022-09-07 01:19:12 UTC

Updated at

2022-09-07 01:19:12 UTC

NP-MRD ID

NP0241283

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,3r,4r,7r,8s,12s)-4-chloro-3,7,17-trihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-9-oxa-14,15,16-trithia-10,18-diazatetracyclo[10.4.2.0¹,¹⁰.0³,⁸]octadeca-5,17-dien-11-one

Description

Chlorotrithiobrevamide belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. (1r,3r,4r,7r,8s,12s)-4-chloro-3,7,17-trihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-9-oxa-14,15,16-trithia-10,18-diazatetracyclo[10.4.2.0¹,¹⁰.0³,⁸]octadeca-5,17-dien-11-one was first documented in 2019 (PMID: 31061333). Based on a literature review very few articles have been published on Chlorotrithiobrevamide.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 55 59  0  0  0  0  0  0  0  0999 V2000
    7.6979   -1.5385   -0.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4901   -1.1059   -0.3836 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2517   -0.7482   -0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2789   -1.6091    0.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9630   -1.2358    0.3999 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5423    0.0045    0.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1687    0.5172    0.0894 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5729    0.5499   -1.6532 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4981    2.3422   -1.9499 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7770    2.6836   -0.3201 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3439    1.1139    0.4471 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8103    1.2119    0.6426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6337    0.5117   -0.3905 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2391    1.4589   -1.2203 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9154   -0.4990   -1.1983 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6004   -0.2530   -1.4821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9127   -0.0332   -0.3449 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8235   -0.8469    0.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7401   -2.0256   -0.3075 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2279   -0.2915    0.9387 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4478    0.5922    1.9129 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6209    1.0454    1.7439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2733    1.5186    2.8918 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1325   -1.9423   -0.7411 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2643   -2.5037   -1.3889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3014   -2.0189    0.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1345   -1.1421    1.2705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7912   -0.1963    0.3340 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.7993    0.9818    1.1993 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5041    0.8669   -0.5174 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1689    2.1573   -0.9395 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8035    0.5077   -0.6507 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7290    1.4091   -1.1880 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3675    2.2544   -0.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8715   -2.5743   -0.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0892   -1.7026   -1.5298 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5189   -0.8939    0.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6281   -2.5906    0.5717 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2633   -1.9460    0.8096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2050    1.5409    0.5107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1147    2.2997    0.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0678    0.8313    1.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5877    2.2375   -0.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4271   -0.4942   -2.2251 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6780   -1.0709    1.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9596    0.9443    3.3582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2970   -2.5879   -1.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6334   -3.1488   -0.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7682   -2.7602    1.3508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3384   -1.1009    2.3168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4014   -0.6608   -0.4384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2499    2.5421   -0.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9503    3.0498   -0.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9072    1.6080    0.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5272    2.7406    0.3512 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  1
 12 13  1  0
 13 14  1  6
 13 28  1  0
 28 29  1  0
 28 27  1  0
 27 26  2  0
 26 24  1  0
 24 25  1  0
 24 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
  6 30  1  0
 30 31  1  0
 30 32  2  0
 32 33  1  0
 33 34  1  0
 32  3  1  0
 20  7  1  0
 17 11  1  0
 22 11  1  0
 15 13  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  4 38  1  0
  5 39  1  0
  7 40  1  1
 12 41  1  0
 12 42  1  0
 14 43  1  0
 28 51  1  6
 27 50  1  0
 26 49  1  0
 24 47  1  1
 25 48  1  0
 15 44  1  6
 20 45  1  1
 23 46  1  0
 31 52  1  0
 34 53  1  0
 34 54  1  0
 34 55  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₁ClN₂O₈S₃

Average Mass

549.0200 Da

Monoisotopic Mass

548.01486 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

Not Available

InChI Identifier

Not Available

InChI Key

TXXAZKKOCSTFPI-GHYZKQQQSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

O-dimethoxybenzene
Dimethoxybenzene
Methoxyphenol
Alpha-amino acid or derivatives
Phenoxy compound
Methoxybenzene
Phenol ether
Anisole
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Oxazinane
Monocyclic benzene moiety
1,2-oxazinane
Cyclic carboximidic acid
Tertiary alcohol
Organic trisulfide
Secondary alcohol
Halohydrin
Chlorohydrin
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Polyol
Ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Carbonyl group
Alkyl halide
Alkyl chloride
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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

Not Available

Chemspider ID

78437505

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139585992

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Yamazaki H: [Search for Protein Tyrosine Phosphatase 1B Inhibitors from Marine Organisms and Induced Production of New Fungal Metabolites by Modulating Culture Methods]. Yakugaku Zasshi. 2019;139(5):663-672. doi: 10.1248/yakushi.18-00221. [PubMed:31061333 ]
LOTUS database [Link]

Showing NP-Card for (1r,3r,4r,7r,8s,12s)-4-chloro-3,7,17-trihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-9-oxa-14,15,16-trithia-10,18-diazatetracyclo[10.4.2.0¹,¹⁰.0³,⁸]octadeca-5,17-dien-11-one (NP0241283)

MOL for NP0241283 ((1r,3r,4r,7r,8s,12s)-4-chloro-3,7,17-trihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-9-oxa-14,15,16-trithia-10,18-diazatetracyclo[10.4.2.0¹,¹⁰.0³,⁸]octadeca-5,17-dien-11-one)

3D MOL for NP0241283 ((1r,3r,4r,7r,8s,12s)-4-chloro-3,7,17-trihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-9-oxa-14,15,16-trithia-10,18-diazatetracyclo[10.4.2.0¹,¹⁰.0³,⁸]octadeca-5,17-dien-11-one)

3D SDF for NP0241283 ((1r,3r,4r,7r,8s,12s)-4-chloro-3,7,17-trihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-9-oxa-14,15,16-trithia-10,18-diazatetracyclo[10.4.2.0¹,¹⁰.0³,⁸]octadeca-5,17-dien-11-one)

3D-SDF for NP0241283 ((1r,3r,4r,7r,8s,12s)-4-chloro-3,7,17-trihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-9-oxa-14,15,16-trithia-10,18-diazatetracyclo[10.4.2.0¹,¹⁰.0³,⁸]octadeca-5,17-dien-11-one)

PDB for NP0241283 ((1r,3r,4r,7r,8s,12s)-4-chloro-3,7,17-trihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-9-oxa-14,15,16-trithia-10,18-diazatetracyclo[10.4.2.0¹,¹⁰.0³,⁸]octadeca-5,17-dien-11-one)

3D PDB for NP0241283 ((1r,3r,4r,7r,8s,12s)-4-chloro-3,7,17-trihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-9-oxa-14,15,16-trithia-10,18-diazatetracyclo[10.4.2.0¹,¹⁰.0³,⁸]octadeca-5,17-dien-11-one)

SMILES for NP0241283 ((1r,3r,4r,7r,8s,12s)-4-chloro-3,7,17-trihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-9-oxa-14,15,16-trithia-10,18-diazatetracyclo[10.4.2.0¹,¹⁰.0³,⁸]octadeca-5,17-dien-11-one)

INCHI for NP0241283 ((1r,3r,4r,7r,8s,12s)-4-chloro-3,7,17-trihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-9-oxa-14,15,16-trithia-10,18-diazatetracyclo[10.4.2.0¹,¹⁰.0³,⁸]octadeca-5,17-dien-11-one)

Structure for NP0241283 ((1r,3r,4r,7r,8s,12s)-4-chloro-3,7,17-trihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-9-oxa-14,15,16-trithia-10,18-diazatetracyclo[10.4.2.0¹,¹⁰.0³,⁸]octadeca-5,17-dien-11-one)

3D Structure for NP0241283 ((1r,3r,4r,7r,8s,12s)-4-chloro-3,7,17-trihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-9-oxa-14,15,16-trithia-10,18-diazatetracyclo[10.4.2.0¹,¹⁰.0³,⁸]octadeca-5,17-dien-11-one)