NP-MRD: Showing NP-Card for [(1r,2e,4ar,4bs,8as,10as)-1-{2-[(2s,5r)-2,5-dimethoxy-2,5-dihydrofuran-3-yl]ethyl}-4b,8,8,10a-tetramethyl-decahydrophenanthren-2-ylidene]methoxysulfonic acid (NP0298412)

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Record Information

Version

2.0

Created at

2022-09-10 09:38:54 UTC

Updated at

2022-09-10 09:38:54 UTC

NP-MRD ID

NP0298412

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(1r,2e,4ar,4bs,8as,10as)-1-{2-[(2s,5r)-2,5-dimethoxy-2,5-dihydrofuran-3-yl]ethyl}-4b,8,8,10a-tetramethyl-decahydrophenanthren-2-ylidene]methoxysulfonic acid

Description

CHEMBL1852173 belongs to the class of organic compounds known as cheilanthane sesterterpenoids. These are sesterterpnoids with a structure based on the cheilanthane backbone. Cheilanthane is a tricyclic compound consisting of a tetradecahydrophenanthrene ring system that carries two methyl groups at the 1-position, one methyl group at the 4a-,7-, and 8a-positions, as well as a 3-methylpentyl group at the 8-position. Based on a literature review very few articles have been published on CHEMBL1852173.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 79 82  0  0  0  0  0  0  0  0999 V2000
    4.9826   -0.1222   -1.7480 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1384   -0.1633   -0.3817 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5731   -1.2663    0.2029 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5802   -2.0767    0.8039 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8848   -1.2096    1.8894 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.4696   -0.0853    1.3194 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7394    0.0450    1.9140 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5036   -0.9167    2.4259 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7022   -0.9610    1.3445 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1939   -0.7524    1.3942 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9053    0.4371    0.5512 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5255    0.9075    0.4035 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4800    2.1091   -0.4424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4579    2.6065   -1.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2680    3.7630   -1.8860 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5437    5.2943   -1.1950 S   0  0  0  0  0  6  0  0  0  0  0  0
    2.8833    5.8046   -1.6479 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4877    5.1596    0.2975 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3645    6.4002   -1.6521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8397    2.7908   -0.4758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7728    1.8616   -1.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6564    0.4278   -0.8314 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0474   -0.0319   -0.3519 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6147    0.8292    0.7241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9735    0.1543   -1.5687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2521   -1.1391   -2.2635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0344   -2.0291   -1.3114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3294   -2.1724    0.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0422   -3.6754    0.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2385   -1.7942    1.1306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0245   -1.4897   -0.0550 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1210   -1.7034    1.1208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0838   -0.6633    1.2754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5285   -0.0808   -0.0140 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1470   -1.2385   -0.7722 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4679    0.8179   -2.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9724   -0.2131   -2.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5874   -0.9643   -2.1902 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0199   -1.9097   -0.5401 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5141   -1.7099    2.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5813    0.1684    3.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2808    0.9284    1.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3450   -0.8728    1.8033 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2013   -0.7170    3.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9333   -0.4597    2.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8140   -1.7172    1.0997 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4705    0.3646   -0.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4644    1.2616    1.0709 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2357    1.3110    1.4311 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4116    2.1584   -1.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1872    7.0441   -0.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7679    3.7429   -1.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1183    3.0708    0.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6528    2.0831   -2.2659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8127    2.2735   -0.9669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6058   -0.1005   -1.8411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6517    1.2191    0.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0501    1.7247    0.9805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7937    0.2790    1.6942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5308    0.8837   -2.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9499    0.5902   -1.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3950   -1.6268   -2.7196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9510   -0.8842   -3.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1798   -2.9924   -1.8417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0599   -1.5966   -1.1960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1605   -3.8845   -0.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7279   -3.8615    1.2247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8924   -4.2889   -0.1283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7897   -0.8332    0.9638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0661   -2.5682    1.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7728   -1.8674    2.1171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4931   -1.9783   -0.9291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7422   -1.7269    2.0396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6444   -2.7247    1.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3051   -1.0964    1.9405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4132    0.2384    1.8742 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1705   -1.0273   -1.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3577   -1.3494   -1.7892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0450   -2.2081   -0.2929 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
  3  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 20  1  0
 20 21  1  0
 21 22  1  0
 22 34  1  0
 34 35  1  6
 34 33  1  0
 33 32  1  0
 32 31  1  0
 31 28  1  0
 28 29  1  0
 28 30  1  0
 28 27  1  0
 27 26  1  0
 26 25  1  0
 25 23  1  0
 23 24  1  1
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 19  1  0
 16 17  2  0
 16 18  2  0
  9  8  2  0
  8  5  1  0
 34 12  1  0
 23 31  1  0
 23 22  1  0
  7 41  1  0
  7 42  1  0
  7 43  1  0
  5 40  1  1
  3 39  1  6
  1 36  1  0
  1 37  1  0
  1 38  1  0
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 12 49  1  1
 20 52  1  0
 20 53  1  0
 21 54  1  0
 21 55  1  0
 22 56  1  6
 35 77  1  0
 35 78  1  0
 35 79  1  0
 33 75  1  0
 33 76  1  0
 32 73  1  0
 32 74  1  0
 31 72  1  6
 29 66  1  0
 29 67  1  0
 29 68  1  0
 30 69  1  0
 30 70  1  0
 30 71  1  0
 27 64  1  0
 27 65  1  0
 26 62  1  0
 26 63  1  0
 25 60  1  0
 25 61  1  0
 24 57  1  0
 24 58  1  0
 24 59  1  0
 14 50  1  0
 19 51  1  0
  8 44  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₄₄O₇S

Average Mass

512.7000 Da

Monoisotopic Mass

512.28077 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

Not Available

InChI Identifier

Not Available

InChI Key

FKYWBCHSQAJDTQ-CQCHFAHYSA-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 cheilanthane sesterterpenoids. These are sesterterpnoids with a structure based on the cheilanthane backbone. Cheilanthane is a tricyclic compound consisting of a tetradecahydrophenanthrene ring system that carries two methyl groups at the 1-position, one methyl group at the 4a-,7-, and 8a-positions, as well as a 3-methylpentyl group at the 8-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesterterpenoids

Direct Parent

Cheilanthane sesterterpenoids

Alternative Parents

Substituents

Cheilanthane sesterterpenoid
Steroid
Hydrophenanthrene
Phenanthrene
Sulfuric acid ester
Sulfate-ester
Sulfuric acid monoester
Organic sulfuric acid or derivatives
Dihydrofuran
Organoheterocyclic compound
Acetal
Oxacycle
Organic oxide
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
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

Not Available

Chemspider ID

26627538

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53494120

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(1r,2e,4ar,4bs,8as,10as)-1-{2-[(2s,5r)-2,5-dimethoxy-2,5-dihydrofuran-3-yl]ethyl}-4b,8,8,10a-tetramethyl-decahydrophenanthren-2-ylidene]methoxysulfonic acid (NP0298412)

MOL for NP0298412 ([(1r,2e,4ar,4bs,8as,10as)-1-{2-[(2s,5r)-2,5-dimethoxy-2,5-dihydrofuran-3-yl]ethyl}-4b,8,8,10a-tetramethyl-decahydrophenanthren-2-ylidene]methoxysulfonic acid)

3D MOL for NP0298412 ([(1r,2e,4ar,4bs,8as,10as)-1-{2-[(2s,5r)-2,5-dimethoxy-2,5-dihydrofuran-3-yl]ethyl}-4b,8,8,10a-tetramethyl-decahydrophenanthren-2-ylidene]methoxysulfonic acid)

3D SDF for NP0298412 ([(1r,2e,4ar,4bs,8as,10as)-1-{2-[(2s,5r)-2,5-dimethoxy-2,5-dihydrofuran-3-yl]ethyl}-4b,8,8,10a-tetramethyl-decahydrophenanthren-2-ylidene]methoxysulfonic acid)

3D-SDF for NP0298412 ([(1r,2e,4ar,4bs,8as,10as)-1-{2-[(2s,5r)-2,5-dimethoxy-2,5-dihydrofuran-3-yl]ethyl}-4b,8,8,10a-tetramethyl-decahydrophenanthren-2-ylidene]methoxysulfonic acid)

PDB for NP0298412 ([(1r,2e,4ar,4bs,8as,10as)-1-{2-[(2s,5r)-2,5-dimethoxy-2,5-dihydrofuran-3-yl]ethyl}-4b,8,8,10a-tetramethyl-decahydrophenanthren-2-ylidene]methoxysulfonic acid)

3D PDB for NP0298412 ([(1r,2e,4ar,4bs,8as,10as)-1-{2-[(2s,5r)-2,5-dimethoxy-2,5-dihydrofuran-3-yl]ethyl}-4b,8,8,10a-tetramethyl-decahydrophenanthren-2-ylidene]methoxysulfonic acid)

SMILES for NP0298412 ([(1r,2e,4ar,4bs,8as,10as)-1-{2-[(2s,5r)-2,5-dimethoxy-2,5-dihydrofuran-3-yl]ethyl}-4b,8,8,10a-tetramethyl-decahydrophenanthren-2-ylidene]methoxysulfonic acid)

INCHI for NP0298412 ([(1r,2e,4ar,4bs,8as,10as)-1-{2-[(2s,5r)-2,5-dimethoxy-2,5-dihydrofuran-3-yl]ethyl}-4b,8,8,10a-tetramethyl-decahydrophenanthren-2-ylidene]methoxysulfonic acid)

Structure for NP0298412 ([(1r,2e,4ar,4bs,8as,10as)-1-{2-[(2s,5r)-2,5-dimethoxy-2,5-dihydrofuran-3-yl]ethyl}-4b,8,8,10a-tetramethyl-decahydrophenanthren-2-ylidene]methoxysulfonic acid)

3D Structure for NP0298412 ([(1r,2e,4ar,4bs,8as,10as)-1-{2-[(2s,5r)-2,5-dimethoxy-2,5-dihydrofuran-3-yl]ethyl}-4b,8,8,10a-tetramethyl-decahydrophenanthren-2-ylidene]methoxysulfonic acid)