NP-MRD: Showing NP-Card for (2s,3r,6s,9s)-2,9-dibromo-8-chloro-1,1,9-trimethyl-5-methylidenespiro[5.5]undecan-3-ol (NP0265329)

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Record Information

Version

2.0

Created at

2022-09-08 09:16:10 UTC

Updated at

2022-09-08 09:16:10 UTC

NP-MRD ID

NP0265329

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3r,6s,9s)-2,9-dibromo-8-chloro-1,1,9-trimethyl-5-methylidenespiro[5.5]undecan-3-ol

Description

Obtusol belongs to the class of organic compounds known as chamigranes. These are sesquiterpenoids characterized by a 1,1,5,9-tetramethylspiro[5,5]undecane skeleton, formally obtained by linking the C1-C6 and C6-C11 of farnesane together. They are predominantly isolated from algae. (2s,3r,6s,9s)-2,9-dibromo-8-chloro-1,1,9-trimethyl-5-methylidenespiro[5.5]undecan-3-ol is found in Aplysia dactylomela, Laurencia dendroidea and Laurencia obtusa. (2s,3r,6s,9s)-2,9-dibromo-8-chloro-1,1,9-trimethyl-5-methylidenespiro[5.5]undecan-3-ol was first documented in 2003 (PMID: 12919806). Based on a literature review a significant number of articles have been published on Obtusol (PMID: 35200640) (PMID: 32523586) (PMID: 29480520) (PMID: 27224289) (PMID: 27013803) (PMID: 21058243).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 43  0  0  0  0  0  0  0  0999 V2000
   -0.2579    1.4393    2.0273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5860    1.0524    0.8217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4622    1.8943   -0.0173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7262    1.0904   -0.2077 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4793    1.7844   -1.1814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5514   -0.3193   -0.5647 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8393   -0.4682   -2.5005 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3364   -1.0526   -0.1612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9407   -1.9552   -1.3134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6158   -1.9823    1.0047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1416   -0.2096    0.2030 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8007   -1.0153    1.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1781   -0.5399    1.1895 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6802    0.5563    0.3485 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9633    0.1409   -0.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2239    2.0776    1.4266 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.7484    1.0620   -0.7089 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5998    1.4752   -2.2201 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.6694    0.0719   -1.0708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6099    2.3905    2.4682 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3782    0.8804    2.7085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7391    2.8349    0.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0684    2.1203   -1.0130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3220    1.2243    0.7387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6360    2.7164   -0.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4388   -0.8837   -0.1400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2604   -2.7447   -0.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9178   -2.4142   -1.6570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5976   -1.3879   -2.2058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6434   -1.4478    1.9753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6795   -2.3325    0.8478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0081   -2.8890    1.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7982   -2.0437    0.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3733   -1.1775    2.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4102   -0.2828    2.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8734   -1.4278    1.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2914    0.9851   -1.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7010   -0.1443    0.3771 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6811   -0.7234   -1.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2405    1.9943   -0.3862 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0679    0.5064   -1.8650 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1786   -0.8556   -1.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  8 10  1  0
  8  6  1  0
  6  7  1  0
  6  4  1  0
  4  5  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
 11  2  1  1
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  1
 14 17  1  0
 17 18  1  0
 17 19  1  0
 11  8  1  0
 19 11  1  0
  9 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 10 32  1  0
  6 26  1  1
  4 24  1  1
  5 25  1  0
  3 22  1  0
  3 23  1  0
  1 20  1  0
  1 21  1  0
 12 33  1  0
 12 34  1  0
 13 35  1  0
 13 36  1  0
 15 37  1  0
 15 38  1  0
 15 39  1  0
 17 40  1  1
 19 41  1  0
 19 42  1  0
M  END


  Mrv1652309082211162D          

 19 20  0  0  1  0            999 V2000
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1105    1.8414    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9837    1.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9022    1.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8215    0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8215   -0.1178    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -1.0164    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  4  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11  2  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  6  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 11 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0265329

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)[C@H](Br)[C@H](O)CC(=C)[C@@]11CC[C@](C)(Br)C(Cl)C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H23Br2ClO/c1-9-7-10(19)12(16)13(2,3)15(9)6-5-14(4,17)11(18)8-15/h10-12,19H,1,5-8H2,2-4H3/t10-,11?,12-,14+,15+/m1/s1

> <INCHI_KEY>
JPQFUHCOKXIWBB-SUWDNJBVSA-N

> <FORMULA>
C15H23Br2ClO

> <MOLECULAR_WEIGHT>
414.61

> <EXACT_MASS>
411.980419

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
35.66919548437042

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3R,6S,9S)-2,9-dibromo-8-chloro-1,1,9-trimethyl-5-methylidenespiro[5.5]undecan-3-ol

> <JCHEM_LOGP>
4.598903753999999

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.064348045473913

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2080541649097096

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
87.64649999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,6S,9S)-2,9-dibromo-8-chloro-1,1,9-trimethyl-5-methylidenespiro[5.5]undecan-3-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.746   0.770   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM    7 Br   UNK     0      -0.206   3.437   0.000  0.00  0.00          Br+0
HETATM    8  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.836   3.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.551   2.630   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.954   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.133   1.760   0.000  0.00  0.00           C+0
HETATM   16 Br   UNK     0       7.133  -0.220   0.000  0.00  0.00          Br+0
HETATM   17  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   18 Cl   UNK     0       5.954  -1.897   0.000  0.00  0.00          Cl+0
HETATM   19  C   UNK     0       3.644  -0.564   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8    2   12   19                                             
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   11                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₃Br₂ClO

Average Mass

414.6100 Da

Monoisotopic Mass

411.98042 Da

IUPAC Name

(2S,3R,6S,9S)-2,9-dibromo-8-chloro-1,1,9-trimethyl-5-methylidenespiro[5.5]undecan-3-ol

Traditional Name

(2S,3R,6S,9S)-2,9-dibromo-8-chloro-1,1,9-trimethyl-5-methylidenespiro[5.5]undecan-3-ol

CAS Registry Number

Not Available

SMILES

CC1(C)[C@H](Br)[C@H](O)CC(=C)[C@@]11CC[C@](C)(Br)C(Cl)C1

InChI Identifier

InChI=1S/C15H23Br2ClO/c1-9-7-10(19)12(16)13(2,3)15(9)6-5-14(4,17)11(18)8-15/h10-12,19H,1,5-8H2,2-4H3/t10-,11?,12-,14+,15+/m1/s1

InChI Key

JPQFUHCOKXIWBB-SUWDNJBVSA-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
Aplysia dactylomela	LOTUS Database	35616633
Laurencia dendroidea	LOTUS Database	35616633
Laurencia obtusa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as chamigranes. These are sesquiterpenoids characterized by a 1,1,5,9-tetramethylspiro[5,5]undecane skeleton, formally obtained by linking the C1-C6 and C6-C11 of farnesane together. They are predominantly isolated from algae.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Chamigranes

Alternative Parents

Substituents

Chamigrane sesquiterpenoid
Cyclic alcohol
Bromohydrin
Secondary alcohol
Halohydrin
Alcohol
Organobromide
Organohalogen compound
Organochloride
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Alkyl halide
Alkyl chloride
Alkyl bromide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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
logP	4.6	ChemAxon
pKa (Strongest Acidic)	14.06	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	87.65 m³·mol⁻¹	ChemAxon
Polarizability	35.67 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00021626

Chemspider ID

30790945

KEGG Compound ID

C17121

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

56928096

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Dos Santos GS, Miyasato PA, Stein EM, Colepicolo P, Wright AD, Pereira CAB, Falkenberg M, Nakano E: Algal-Derived Halogenated Sesquiterpenes from Laurencia dendroidea as Lead Compounds in Schistosomiasis Environmental Control. Mar Drugs. 2022 Jan 29;20(2). pii: md20020111. doi: 10.3390/md20020111. [PubMed:35200640 ]
Sudatti DB, Duarte HM, Soares AR, Salgado LT, Pereira RC: New Ecological Role of Seaweed Secondary Metabolites as Autotoxic and Allelopathic. Front Plant Sci. 2020 May 25;11:347. doi: 10.3389/fpls.2020.00347. eCollection 2020. [PubMed:32523586 ]
Barcellos Marini M, Rodrigues de Freitas W, Lacerda da Silva Machado F, Correa Ramos Leal I, Ribeiro Soares A, Masahiko Kanashiro M, Frazao Muzitano M: Cytotoxic activity of halogenated sesquiterpenes from Laurencia dendroidea. Phytother Res. 2018 Jun;32(6):1119-1125. doi: 10.1002/ptr.6052. Epub 2018 Feb 26. [PubMed:29480520 ]
Machado FL, Duarte HM, Gestinari LM, Cassano V, Kaiser CR, Soares AR: Geographic Distribution of Natural Products Produced by the Red Alga Laurencia dendroidea J. Agardh. Chem Biodivers. 2016 Jul;13(7):845-51. doi: 10.1002/cbdv.201500246. Epub 2016 Jun 24. [PubMed:27224289 ]
Bia Ventura TL, da Silva Machado FL, de Araujo MH, de Souza Gestinari LM, Kaiser CR, de Assis Esteves F, Lasunskaia EB, Soares AR, Muzitano MF: Nitric Oxide Production Inhibition and Anti-Mycobacterial Activity of Extracts and Halogenated Sesquiterpenes from the Brazilian Red Alga Laurencia Dendroidea J. Agardh. Pharmacogn Mag. 2015 Oct;11(Suppl 4):S611-8. doi: 10.4103/0973-1296.172972. [PubMed:27013803 ]
da Silva Machado FL, Pacienza-Lima W, Rossi-Bergmann B, de Souza Gestinari LM, Fujii MT, Campos de Paula J, Costa SS, Lopes NP, Kaiser CR, Soares AR: Antileishmanial sesquiterpenes from the Brazilian red alga Laurencia dendroidea. Planta Med. 2011 May;77(7):733-5. doi: 10.1055/s-0030-1250526. Epub 2010 Nov 5. [PubMed:21058243 ]
Begum S, Ali SN, Hassan SI, Siddiqui BS: A new ethylene glycol triterpenoid from the leaves of Psidium guajava. Nat Prod Res. 2007 Jul 10;21(8):742-8. doi: 10.1080/14786410601083712. [PubMed:17616904 ]
Salvador-Neto O, Gomes SA, Soares AR, Machado FL, Samuels RI, Nunes da Fonseca R, Souza-Menezes J, Moraes JL, Campos E, Mury FB, Silva JR: Larvicidal Potential of the Halogenated Sesquiterpene (+)-Obtusol, Isolated from the Alga Laurencia dendroidea J. Agardh (Ceramiales: Rhodomelaceae), against the Dengue Vector Mosquito Aedes aegypti (Linnaeus) (Diptera: Culicidae). Mar Drugs. 2016 Jan 25;14(2):20. doi: 10.3390/md14020020. [PubMed:26821032 ]
Vairappan CS: Potent antibacterial activity of halogenated metabolites from Malaysian red algae, Laurencia majuscula (Rhodomelaceae, Ceramiales). Biomol Eng. 2003 Jul;20(4-6):255-9. doi: 10.1016/s1389-0344(03)00067-4. [PubMed:12919806 ]
LOTUS database [Link]

Showing NP-Card for (2s,3r,6s,9s)-2,9-dibromo-8-chloro-1,1,9-trimethyl-5-methylidenespiro[5.5]undecan-3-ol (NP0265329)

MOL for NP0265329 ((2s,3r,6s,9s)-2,9-dibromo-8-chloro-1,1,9-trimethyl-5-methylidenespiro[5.5]undecan-3-ol)

3D MOL for NP0265329 ((2s,3r,6s,9s)-2,9-dibromo-8-chloro-1,1,9-trimethyl-5-methylidenespiro[5.5]undecan-3-ol)

3D SDF for NP0265329 ((2s,3r,6s,9s)-2,9-dibromo-8-chloro-1,1,9-trimethyl-5-methylidenespiro[5.5]undecan-3-ol)

3D-SDF for NP0265329 ((2s,3r,6s,9s)-2,9-dibromo-8-chloro-1,1,9-trimethyl-5-methylidenespiro[5.5]undecan-3-ol)

PDB for NP0265329 ((2s,3r,6s,9s)-2,9-dibromo-8-chloro-1,1,9-trimethyl-5-methylidenespiro[5.5]undecan-3-ol)

3D PDB for NP0265329 ((2s,3r,6s,9s)-2,9-dibromo-8-chloro-1,1,9-trimethyl-5-methylidenespiro[5.5]undecan-3-ol)

SMILES for NP0265329 ((2s,3r,6s,9s)-2,9-dibromo-8-chloro-1,1,9-trimethyl-5-methylidenespiro[5.5]undecan-3-ol)

INCHI for NP0265329 ((2s,3r,6s,9s)-2,9-dibromo-8-chloro-1,1,9-trimethyl-5-methylidenespiro[5.5]undecan-3-ol)

Structure for NP0265329 ((2s,3r,6s,9s)-2,9-dibromo-8-chloro-1,1,9-trimethyl-5-methylidenespiro[5.5]undecan-3-ol)

3D Structure for NP0265329 ((2s,3r,6s,9s)-2,9-dibromo-8-chloro-1,1,9-trimethyl-5-methylidenespiro[5.5]undecan-3-ol)