NP-MRD: Showing NP-Card for (3s,6s)-3-(chloromethyl)-4,7,7-trimethyl-1h,3h,6h,8h-indeno[4,5-c]furan-6-ol (NP0189139)

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Record Information

Version

2.0

Created at

2022-09-04 05:34:34 UTC

Updated at

2022-09-04 05:34:34 UTC

NP-MRD ID

NP0189139

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3s,6s)-3-(chloromethyl)-4,7,7-trimethyl-1h,3h,6h,8h-indeno[4,5-c]furan-6-ol

Description

Alcyopterosin L belongs to the class of organic compounds known as indanes. Indanes are compounds containing an indane moiety, which consists of a cyclopentane fused to a benzene ring. (3s,6s)-3-(chloromethyl)-4,7,7-trimethyl-1h,3h,6h,8h-indeno[4,5-c]furan-6-ol is found in Alcyonium antarcticum. Based on a literature review very few articles have been published on Alcyopterosin L.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 37 39  0  0  0  0  0  0  0  0999 V2000
    2.5438    0.7615    2.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5222    0.4049    1.4841 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2840   -0.0802    1.7973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6540   -0.3958    0.7954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3270   -0.2153   -0.5240 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9153    0.2717   -0.8488 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8219    0.5750    0.1410 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0314    1.0545   -0.5231 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9294   -0.1614   -0.7952 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3892   -1.0070    0.6696 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.6143    1.4581   -1.7950 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5773    0.5916   -2.1394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4915   -0.6125   -1.4025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6512   -0.4801   -0.4079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7585   -1.3843   -0.8659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0729    0.9449   -0.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0244   -0.9316    0.8879 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7213   -0.4016    1.9741 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3128    1.4099    2.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9057   -0.0829    3.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9930    1.4198    3.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0264   -0.2219    2.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5683    1.8124    0.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4521   -0.8539   -1.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8416    0.2654   -1.2859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8366    1.2225   -2.7115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9125   -0.2767   -2.6998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6043    0.0814   -2.2561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3806   -1.6436   -1.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3027   -0.8873   -1.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2877   -2.2948   -1.2895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3944   -1.7160   -0.0297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2406    1.4668   -1.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9912    0.9636    0.3597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2844    1.4671    0.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0475   -2.0376    0.9461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2436   -0.4867    2.8143 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  1  0
  7  2  1  0
 17  4  1  0
 12  6  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
 13 28  1  0
 13 29  1  0
 15 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  1
 18 37  1  0
  8 23  1  1
  9 24  1  0
  9 25  1  0
 12 26  1  0
 12 27  1  0
M  END


  Mrv1652309042207342D          

 18 20  0  0  1  0            999 V2000
    2.2821    2.4826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6946    1.7681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5196    1.7681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9321    1.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5196    0.3391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6946    0.3391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2821    1.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4752    0.8821    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8621    1.4341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0775    1.1792    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.3889    0.0616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1426   -0.2740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0717   -0.2740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8253    0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0803   -0.7230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6323    0.2331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7391    0.8821    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3522    1.4341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
  6 12  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
  4 17  1  0  0  0  0
 17 18  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0189139

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC2=C(CC(C)(C)[C@@H]2O)C2=C1[C@@H](CCl)OC2

> <INCHI_IDENTIFIER>
InChI=1S/C15H19ClO2/c1-8-4-9-10(5-15(2,3)14(9)17)11-7-18-12(6-16)13(8)11/h4,12,14,17H,5-7H2,1-3H3/t12-,14-/m1/s1

> <INCHI_KEY>
MSIOIUWIMQHEOS-TZMCWYRMSA-N

> <FORMULA>
C15H19ClO2

> <MOLECULAR_WEIGHT>
266.77

> <EXACT_MASS>
266.1073576

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
29.426034499844796

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,6S)-3-(chloromethyl)-4,7,7-trimethyl-1H,3H,6H,7H,8H-indeno[4,5-c]furan-6-ol

> <JCHEM_LOGP>
3.3577763073333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.0065279196752

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2333446879340677

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
73.50080000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3S,6S)-3-(chloromethyl)-4,7,7-trimethyl-1H,3H,6H,8H-indeno[4,5-c]furan-6-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       4.260   4.634   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.030   3.300   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.570   3.300   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.340   1.967   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.570   0.633   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.030   0.633   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.260   1.967   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.754   1.647   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.609   2.677   0.000  0.00  0.00           C+0
HETATM   10 Cl   UNK     0       0.145   2.201   0.000  0.00  0.00          Cl+0
HETATM   11  O   UNK     0       2.593   0.115   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.000  -0.511   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.600  -0.511   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.007   0.115   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.483  -1.350   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.514   0.435   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.846   1.647   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       9.991   2.677   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   17                                                  
CONECT    5    4    6   13                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    2    8                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    8   12                                                       
CONECT   12   11    6                                                       
CONECT   13    5   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14    4   18                                                  
CONECT   18   17                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₉ClO₂

Average Mass

266.7700 Da

Monoisotopic Mass

266.10736 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC1=CC2=C(CC(C)(C)[C@@H]2O)C2=C1[C@@H](CCl)OC2

InChI Identifier

InChI=1S/C15H19ClO2/c1-8-4-9-10(5-15(2,3)14(9)17)11-7-18-12(6-16)13(8)11/h4,12,14,17H,5-7H2,1-3H3/t12-,14-/m1/s1

InChI Key

MSIOIUWIMQHEOS-TZMCWYRMSA-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
Alcyonium antarcticum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indanes. Indanes are compounds containing an indane moiety, which consists of a cyclopentane fused to a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Indanes

Sub Class

Not Available

Direct Parent

Indanes

Alternative Parents

Substituents

Indane
Isocoumaran
Secondary alcohol
Dialkyl ether
Ether
Organoheterocyclic compound
Oxacycle
Organochloride
Organohalogen compound
Organic oxygen compound
Alkyl chloride
Alcohol
Organooxygen compound
Hydrocarbon derivative
Alkyl halide
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

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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102009881

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3s,6s)-3-(chloromethyl)-4,7,7-trimethyl-1h,3h,6h,8h-indeno[4,5-c]furan-6-ol (NP0189139)

MOL for NP0189139 ((3s,6s)-3-(chloromethyl)-4,7,7-trimethyl-1h,3h,6h,8h-indeno[4,5-c]furan-6-ol)

3D MOL for NP0189139 ((3s,6s)-3-(chloromethyl)-4,7,7-trimethyl-1h,3h,6h,8h-indeno[4,5-c]furan-6-ol)

3D SDF for NP0189139 ((3s,6s)-3-(chloromethyl)-4,7,7-trimethyl-1h,3h,6h,8h-indeno[4,5-c]furan-6-ol)

3D-SDF for NP0189139 ((3s,6s)-3-(chloromethyl)-4,7,7-trimethyl-1h,3h,6h,8h-indeno[4,5-c]furan-6-ol)

PDB for NP0189139 ((3s,6s)-3-(chloromethyl)-4,7,7-trimethyl-1h,3h,6h,8h-indeno[4,5-c]furan-6-ol)

3D PDB for NP0189139 ((3s,6s)-3-(chloromethyl)-4,7,7-trimethyl-1h,3h,6h,8h-indeno[4,5-c]furan-6-ol)

SMILES for NP0189139 ((3s,6s)-3-(chloromethyl)-4,7,7-trimethyl-1h,3h,6h,8h-indeno[4,5-c]furan-6-ol)

INCHI for NP0189139 ((3s,6s)-3-(chloromethyl)-4,7,7-trimethyl-1h,3h,6h,8h-indeno[4,5-c]furan-6-ol)

Structure for NP0189139 ((3s,6s)-3-(chloromethyl)-4,7,7-trimethyl-1h,3h,6h,8h-indeno[4,5-c]furan-6-ol)

3D Structure for NP0189139 ((3s,6s)-3-(chloromethyl)-4,7,7-trimethyl-1h,3h,6h,8h-indeno[4,5-c]furan-6-ol)