NP-MRD: Showing NP-Card for Isorigidol (NP0026005)

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Record Information

Version

2.0

Created at

2021-06-19 17:58:39 UTC

Updated at

2021-06-29 23:51:17 UTC

NP-MRD ID

NP0026005

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Isorigidol

Provided By

JEOL Database JEOL Logo

Description

Isorigidol is found in Laurencia dendroidea and Laurencia scoparia. Isorigidol was first documented in 2001 (PMID: 11754610). Based on a literature review very few articles have been published on Isorigidol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119583D          

 41 42  0  0  0  0            999 V2000
    3.1236   -1.3990    0.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9004   -0.8729    0.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3551   -0.8272   -1.0632 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0397   -1.4429   -1.1916 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5366   -1.1028   -2.4933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9941   -0.9250   -0.1024 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7453   -1.8207   -0.3771 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4444   -1.0912    1.3530 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4701   -0.5273    2.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2584   -2.6006    1.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9619   -0.3037    1.4503 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5968   -0.4609    2.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1794    0.5263    3.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3329    1.9378    3.0491 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7367    2.4764    3.3286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4003    2.7405    3.7737 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0064    2.0609    1.5540 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7633    1.2351    1.1985 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7235   -1.7795   -0.2666 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5796   -1.4638    1.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3412    0.2108   -1.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0230   -1.3425   -1.7667 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0400   -2.5361   -1.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4386   -1.4690   -2.5554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2542    0.1205   -0.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8490    0.4546    2.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0375   -0.4312    3.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3403   -1.1847    2.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5126   -3.0803    1.0896 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0124   -2.7450    2.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1810   -3.1719    1.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6031   -1.4520    3.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5861    0.2944    4.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8214    3.5215    3.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5064    1.8924    2.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9589    2.4650    4.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5233    2.5563    4.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8098    3.1104    1.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8535    1.7344    0.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0691    1.6206    1.7978 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4976    1.4493    0.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0  0  0  0
  6  8  1  0  0  0  0
  4  3  1  0  0  0  0
  3  2  1  0  0  0  0
 11  2  1  6  0  0  0
 11  8  1  0  0  0  0
 14 17  1  0  0  0  0
  8  9  1  1  0  0  0
 17 18  1  0  0  0  0
  2  1  2  3  0  0  0
  6  4  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  1  0  0  0
 11 12  1  0  0  0  0
  4  5  1  0  0  0  0
 11 18  1  0  0  0  0
  8 10  1  0  0  0  0
 12 13  2  0  0  0  0
  6  7  1  0  0  0  0
 12 32  1  0  0  0  0
 13 33  1  0  0  0  0
 17 38  1  0  0  0  0
 17 39  1  0  0  0  0
 18 40  1  0  0  0  0
 18 41  1  0  0  0  0
  6 25  1  6  0  0  0
  4 23  1  6  0  0  0
  3 21  1  0  0  0  0
  3 22  1  0  0  0  0
  9 26  1  0  0  0  0
  9 27  1  0  0  0  0
  9 28  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
 15 34  1  0  0  0  0
 15 35  1  0  0  0  0
 15 36  1  0  0  0  0
 16 37  1  0  0  0  0
  5 24  1  0  0  0  0
 10 29  1  0  0  0  0
 10 30  1  0  0  0  0
 10 31  1  0  0  0  0
M  END

     RDKit          3D

 41 42  0  0  0  0  0  0  0  0999 V2000
    3.1236   -1.3990    0.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9004   -0.8729    0.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3551   -0.8272   -1.0632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0397   -1.4429   -1.1916 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5366   -1.1028   -2.4933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9941   -0.9250   -0.1024 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7453   -1.8207   -0.3771 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4444   -1.0912    1.3530 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4701   -0.5273    2.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2584   -2.6006    1.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9619   -0.3037    1.4503 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5968   -0.4609    2.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1794    0.5263    3.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3329    1.9378    3.0491 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7367    2.4764    3.3286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4003    2.7405    3.7737 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0064    2.0609    1.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7633    1.2351    1.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7235   -1.7795   -0.2666 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5796   -1.4638    1.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3412    0.2108   -1.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0230   -1.3425   -1.7667 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0400   -2.5361   -1.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4386   -1.4690   -2.5554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2542    0.1205   -0.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8490    0.4546    2.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0375   -0.4312    3.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3403   -1.1847    2.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5126   -3.0803    1.0896 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0124   -2.7450    2.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1810   -3.1719    1.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6031   -1.4520    3.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5861    0.2944    4.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8214    3.5215    3.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5064    1.8924    2.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9589    2.4650    4.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5233    2.5563    4.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8098    3.1104    1.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8535    1.7344    0.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0691    1.6206    1.7978 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4976    1.4493    0.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
  6  8  1  0
  4  3  1  0
  3  2  1  0
 11  2  1  6
 11  8  1  0
 14 17  1  0
  8  9  1  1
 17 18  1  0
  2  1  2  3
  6  4  1  0
 14 15  1  0
 14 16  1  1
 11 12  1  0
  4  5  1  0
 11 18  1  0
  8 10  1  0
 12 13  2  0
  6  7  1  0
 12 32  1  0
 13 33  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
  6 25  1  6
  4 23  1  6
  3 21  1  0
  3 22  1  0
  9 26  1  0
  9 27  1  0
  9 28  1  0
  1 19  1  0
  1 20  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
  5 24  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
M  END


  Mrv1652306192119583D          

 41 42  0  0  0  0            999 V2000
    3.1236   -1.3990    0.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9004   -0.8729    0.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3551   -0.8272   -1.0632 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0397   -1.4429   -1.1916 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5366   -1.1028   -2.4933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9941   -0.9250   -0.1024 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7453   -1.8207   -0.3771 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4444   -1.0912    1.3530 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4701   -0.5273    2.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2584   -2.6006    1.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9619   -0.3037    1.4503 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5968   -0.4609    2.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1794    0.5263    3.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3329    1.9378    3.0491 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7367    2.4764    3.3286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4003    2.7405    3.7737 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0064    2.0609    1.5540 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7633    1.2351    1.1985 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7235   -1.7795   -0.2666 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5796   -1.4638    1.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3412    0.2108   -1.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0230   -1.3425   -1.7667 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0400   -2.5361   -1.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4386   -1.4690   -2.5554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2542    0.1205   -0.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8490    0.4546    2.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0375   -0.4312    3.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3403   -1.1847    2.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5126   -3.0803    1.0896 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0124   -2.7450    2.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1810   -3.1719    1.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6031   -1.4520    3.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5861    0.2944    4.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8214    3.5215    3.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5064    1.8924    2.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9589    2.4650    4.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5233    2.5563    4.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8098    3.1104    1.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8535    1.7344    0.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0691    1.6206    1.7978 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4976    1.4493    0.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0  0  0  0
  6  8  1  0  0  0  0
  4  3  1  0  0  0  0
  3  2  1  0  0  0  0
 11  2  1  6  0  0  0
 11  8  1  0  0  0  0
 14 17  1  0  0  0  0
  8  9  1  1  0  0  0
 17 18  1  0  0  0  0
  2  1  2  3  0  0  0
  6  4  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  1  0  0  0
 11 12  1  0  0  0  0
  4  5  1  0  0  0  0
 11 18  1  0  0  0  0
  8 10  1  0  0  0  0
 12 13  2  0  0  0  0
  6  7  1  0  0  0  0
 12 32  1  0  0  0  0
 13 33  1  0  0  0  0
 17 38  1  0  0  0  0
 17 39  1  0  0  0  0
 18 40  1  0  0  0  0
 18 41  1  0  0  0  0
  6 25  1  6  0  0  0
  4 23  1  6  0  0  0
  3 21  1  0  0  0  0
  3 22  1  0  0  0  0
  9 26  1  0  0  0  0
  9 27  1  0  0  0  0
  9 28  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
 15 34  1  0  0  0  0
 15 35  1  0  0  0  0
 15 36  1  0  0  0  0
 16 37  1  0  0  0  0
  5 24  1  0  0  0  0
 10 29  1  0  0  0  0
 10 30  1  0  0  0  0
 10 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0026005

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])C([H])([H])C(=C([H])[H])[C@]2(C([H])=C([H])[C@@](O[H])(C([H])([H])[H])C([H])([H])C2([H])[H])C(C([H])([H])[H])(C([H])([H])[H])[C@]1([H])Br

> <INCHI_IDENTIFIER>
InChI=1S/C15H23BrO2/c1-10-9-11(17)12(16)13(2,3)15(10)7-5-14(4,18)6-8-15/h5,7,11-12,17-18H,1,6,8-9H2,2-4H3/t11-,12+,14-,15+/m0/s1

> <INCHI_KEY>
RLCBOPJHZRVMGC-MYZSUADSSA-N

> <FORMULA>
C15H23BrO2

> <MOLECULAR_WEIGHT>
315.251

> <EXACT_MASS>
314.088143

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
30.78511318190799

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R,6S,8S,9S)-8-bromo-3,7,7-trimethyl-11-methylidenespiro[5.5]undec-1-ene-3,9-diol

> <ALOGPS_LOGP>
3.17

> <JCHEM_LOGP>
2.5731141896666667

> <ALOGPS_LOGS>
-4.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.15718129048389

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.063180603511324

> <JCHEM_PKA_STRONGEST_BASIC>
-1.417848903542346

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
78.1621

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.64e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,6S,8S,9S)-8-bromo-3,7,7-trimethyl-11-methylidenespiro[5.5]undec-1-ene-3,9-diol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 41 42  0  0  0  0  0  0  0  0999 V2000
    3.1236   -1.3990    0.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9004   -0.8729    0.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3551   -0.8272   -1.0632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0397   -1.4429   -1.1916 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5366   -1.1028   -2.4933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9941   -0.9250   -0.1024 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7453   -1.8207   -0.3771 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4444   -1.0912    1.3530 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4701   -0.5273    2.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2584   -2.6006    1.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9619   -0.3037    1.4503 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5968   -0.4609    2.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1794    0.5263    3.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3329    1.9378    3.0491 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7367    2.4764    3.3286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4003    2.7405    3.7737 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0064    2.0609    1.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7633    1.2351    1.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7235   -1.7795   -0.2666 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5796   -1.4638    1.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3412    0.2108   -1.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0230   -1.3425   -1.7667 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0400   -2.5361   -1.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4386   -1.4690   -2.5554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2542    0.1205   -0.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8490    0.4546    2.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0375   -0.4312    3.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3403   -1.1847    2.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5126   -3.0803    1.0896 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0124   -2.7450    2.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1810   -3.1719    1.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6031   -1.4520    3.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5861    0.2944    4.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8214    3.5215    3.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5064    1.8924    2.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9589    2.4650    4.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5233    2.5563    4.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8098    3.1104    1.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8535    1.7344    0.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0691    1.6206    1.7978 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4976    1.4493    0.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
  6  8  1  0
  4  3  1  0
  3  2  1  0
 11  2  1  6
 11  8  1  0
 14 17  1  0
  8  9  1  1
 17 18  1  0
  2  1  2  3
  6  4  1  0
 14 15  1  0
 14 16  1  1
 11 12  1  0
  4  5  1  0
 11 18  1  0
  8 10  1  0
 12 13  2  0
  6  7  1  0
 12 32  1  0
 13 33  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
  6 25  1  6
  4 23  1  6
  3 21  1  0
  3 22  1  0
  9 26  1  0
  9 27  1  0
  9 28  1  0
  1 19  1  0
  1 20  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
  5 24  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       3.124  -1.399   0.556  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.900  -0.873   0.350  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.355  -0.827  -1.063  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.040  -1.443  -1.192  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.537  -1.103  -2.493  0.00  0.00           O+0
HETATM    6  C   UNK     0      -0.994  -0.925  -0.102  0.00  0.00           C+0
HETATM    7 Br   UNK     0      -2.745  -1.821  -0.377  0.00  0.00          Br+0
HETATM    8  C   UNK     0      -0.444  -1.091   1.353  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.470  -0.527   2.373  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.258  -2.601   1.699  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.962  -0.304   1.450  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.597  -0.461   2.841  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.179   0.526   3.544  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.333   1.938   3.049  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.737   2.476   3.329  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.400   2.740   3.774  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.006   2.061   1.554  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.763   1.235   1.198  0.00  0.00           C+0
HETATM   19  H   UNK     0       3.724  -1.780  -0.267  0.00  0.00           H+0
HETATM   20  H   UNK     0       3.580  -1.464   1.538  0.00  0.00           H+0
HETATM   21  H   UNK     0       1.341   0.211  -1.418  0.00  0.00           H+0
HETATM   22  H   UNK     0       2.023  -1.343  -1.767  0.00  0.00           H+0
HETATM   23  H   UNK     0       0.040  -2.536  -1.156  0.00  0.00           H+0
HETATM   24  H   UNK     0      -1.439  -1.469  -2.555  0.00  0.00           H+0
HETATM   25  H   UNK     0      -1.254   0.121  -0.304  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.849   0.455   2.073  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.038  -0.431   3.374  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.340  -1.185   2.477  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.513  -3.080   1.090  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.012  -2.745   2.750  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.181  -3.172   1.559  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.603  -1.452   3.287  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.586   0.294   4.525  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.821   3.522   3.009  0.00  0.00           H+0
HETATM   35  H   UNK     0       4.506   1.892   2.813  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.959   2.465   4.402  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.523   2.556   4.720  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.810   3.110   1.300  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.853   1.734   0.939  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.069   1.621   1.798  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.498   1.449   0.159  0.00  0.00           H+0
CONECT    1    2   19   20                                                  
CONECT    2    3   11    1                                                  
CONECT    3    4    2   21   22                                             
CONECT    4    3    6    5   23                                             
CONECT    5    4   24                                                       
CONECT    6    8    4    7   25                                             
CONECT    7    6                                                            
CONECT    8    6   11    9   10                                             
CONECT    9    8   26   27   28                                             
CONECT   10    8   29   30   31                                             
CONECT   11    2    8   12   18                                             
CONECT   12   11   13   32                                                  
CONECT   13   14   12   33                                                  
CONECT   14   13   17   15   16                                             
CONECT   15   14   34   35   36                                             
CONECT   16   14   37                                                       
CONECT   17   14   18   38   39                                             
CONECT   18   17   11   40   41                                             
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    3                                                            
CONECT   22    3                                                            
CONECT   23    4                                                            
CONECT   24    5                                                            
CONECT   25    6                                                            
CONECT   26    9                                                            
CONECT   27    9                                                            
CONECT   28    9                                                            
CONECT   29   10                                                            
CONECT   30   10                                                            
CONECT   31   10                                                            
CONECT   32   12                                                            
CONECT   33   13                                                            
CONECT   34   15                                                            
CONECT   35   15                                                            
CONECT   36   15                                                            
CONECT   37   16                                                            
CONECT   38   17                                                            
CONECT   39   17                                                            
CONECT   40   18                                                            
CONECT   41   18                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   84    0
END

RDKit          3D

41 42  0  0  0  0  0  0  0  0999 V2000
    3.1236   -1.3990    0.5559 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9004   -0.8729    0.3497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3551   -0.8272   -1.0632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0397   -1.4429   -1.1916 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5366   -1.1028   -2.4933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9941   -0.9250   -0.1024 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7453   -1.8207   -0.3771 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4444   -1.0912    1.3530 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4701   -0.5273    2.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2584   -2.6006    1.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9619   -0.3037    1.4503 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5968   -0.4609    2.8413 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1794    0.5263    3.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3329    1.9378    3.0491 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7367    2.4764    3.3286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4003    2.7405    3.7737 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0064    2.0609    1.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7633    1.2351    1.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7235   -1.7795   -0.2666 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5796   -1.4638    1.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3412    0.2108   -1.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0230   -1.3425   -1.7667 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0400   -2.5361   -1.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4386   -1.4690   -2.5554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2542    0.1205   -0.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8490    0.4546    2.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0375   -0.4312    3.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3403   -1.1847    2.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5126   -3.0803    1.0896 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0124   -2.7450    2.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1810   -3.1719    1.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6031   -1.4520    3.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5861    0.2944    4.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8214    3.5215    3.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5064    1.8924    2.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9589    2.4650    4.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5233    2.5563    4.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8098    3.1104    1.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8535    1.7344    0.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0691    1.6206    1.7978 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4976    1.4493    0.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
  6  8  1  0
  4  3  1  0
  3  2  1  0
 11  2  1  6
 11  8  1  0
 14 17  1  0
  8  9  1  1
 17 18  1  0
  2  1  2  3
  6  4  1  0
 14 15  1  0
 14 16  1  1
 11 12  1  0
  4  5  1  0
 11 18  1  0
  8 10  1  0
 12 13  2  0
  6  7  1  0
 12 32  1  0
 13 33  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 18 41  1  0
  6 25  1  6
  4 23  1  6
  3 21  1  0
  3 22  1  0
  9 26  1  0
  9 27  1  0
  9 28  1  0
  1 19  1  0
  1 20  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  0
  5 24  1  0
 10 29  1  0
 10 30  1  0
 10 31  1  0
M  END

View in JSmol

Synonyms

Value	Source
8-Bromo-3,7,7-trimethyl-11-methylenespiro(5.5)-undec-1-ene-3,9-diol	MeSH

Chemical Formula

C₁₅H₂₃BrO₂

Average Mass

315.2510 Da

Monoisotopic Mass

314.08814 Da

IUPAC Name

(3R,6S,8S,9S)-8-bromo-3,7,7-trimethyl-11-methylidenespiro[5.5]undec-1-ene-3,9-diol

Traditional Name

(3R,6S,8S,9S)-8-bromo-3,7,7-trimethyl-11-methylidenespiro[5.5]undec-1-ene-3,9-diol

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])C([H])([H])C(=C([H])[H])[C@]2(C([H])=C([H])[C@@](O[H])(C([H])([H])[H])C([H])([H])C2([H])[H])C(C([H])([H])[H])(C([H])([H])[H])[C@]1([H])Br

InChI Identifier

InChI=1S/C15H23BrO2/c1-10-9-11(17)12(16)13(2,3)15(10)7-5-14(4,18)6-8-15/h5,7,11-12,17-18H,1,6,8-9H2,2-4H3/t11-,12+,14-,15+/m0/s1

InChI Key

RLCBOPJHZRVMGC-MYZSUADSSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Laurencia dendroidea	LOTUS Database	35616633
Laurencia scoparia	JEOL database	Davyt, D., et al, J. Nat. Prod. 64, 1552 (2001)

Chemical Taxonomy

Classification

Not classified

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	3.17	ALOGPS
logP	2.57	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	14.06	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	78.16 m³·mol⁻¹	ChemAxon
Polarizability	30.79 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	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

Not Available

Chemspider ID

9144287

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10969077

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Davyt D, Fernandez R, Suescun L, Mombru AW, Saldana J, Dominguez L, Coll J, Fujii MT, Manta E: New sesquiterpene derivatives from the red alga Laurencia scoparia. Isolation, structure determination, and anthelmintic activity. J Nat Prod. 2001 Dec;64(12):1552-5. doi: 10.1021/np0102307. [PubMed:11754610 ]
Davyt, D., et al. (2001). Davyt, D., et al, J. Nat. Prod. 64, 1552 (2001). J. Nat. Prod..

Showing NP-Card for Isorigidol (NP0026005)

MOL for NP0026005 (Isorigidol)

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3D-SDF for NP0026005 (Isorigidol)

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Structure for NP0026005 (Isorigidol)

3D Structure for NP0026005 (Isorigidol)