NP-MRD: Showing NP-Card for (1s,2r,5r,9r,12r,13s,18r)-5-[(1s)-1,2-dihydroxyethyl]-13-hydroxy-5,12-dimethyl-10,14-dioxapentacyclo[11.2.2.1¹,⁹.0²,⁷.0¹²,¹⁸]octadec-7-en-11-one (NP0212700)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 11:26:30 UTC

Updated at

2022-09-05 11:26:30 UTC

NP-MRD ID

NP0212700

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2r,5r,9r,12r,13s,18r)-5-[(1s)-1,2-dihydroxyethyl]-13-hydroxy-5,12-dimethyl-10,14-dioxapentacyclo[11.2.2.1¹,⁹.0²,⁷.0¹²,¹⁸]octadec-7-en-11-one

Description

Acrenol belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. (1s,2r,5r,9r,12r,13s,18r)-5-[(1s)-1,2-dihydroxyethyl]-13-hydroxy-5,12-dimethyl-10,14-dioxapentacyclo[11.2.2.1¹,⁹.0²,⁷.0¹²,¹⁸]octadec-7-en-11-one is found in Casimirella ampla. (1s,2r,5r,9r,12r,13s,18r)-5-[(1s)-1,2-dihydroxyethyl]-13-hydroxy-5,12-dimethyl-10,14-dioxapentacyclo[11.2.2.1¹,⁹.0²,⁷.0¹²,¹⁸]octadec-7-en-11-one was first documented in 2005 (PMID: 16125394). Based on a literature review a small amount of articles have been published on Acrenol (PMID: 33769037) (PMID: 33098214).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052213262D          

 26 30  0  0  1  0            999 V2000
   -2.2358    0.9772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4108    0.9674    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5444    1.7815    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9062    2.3042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3163    2.0728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4498    2.8869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5637    0.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9381   -0.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1595   -0.1082    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0066    0.7025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6763    1.2113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4643    0.8905    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2863    1.1079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7753    0.4241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6001    0.4424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3085   -0.2940    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1129   -0.4770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4228    0.0194    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6265   -0.4638    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7109   -1.3828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6123   -1.6397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4298   -1.2289    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1585   -1.6157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8649   -0.7414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1681   -1.0092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6323    1.2403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  1  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  6  0  0  0
 18 16  1  1  0  0  0
 12 18  1  0  0  0  0
 18 19  1  0  0  0  0
  9 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 16 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 19 25  1  0  0  0  0
 10 26  1  0  0  0  0
  2 26  1  0  0  0  0
M  END

     RDKit          3D

 54 58  0  0  0  0  0  0  0  0999 V2000
   -2.6328   -0.7355    1.6258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9200    0.0022    0.3369 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3859    0.0684    0.0932 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8566   -1.2650    0.0729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8011    0.6866   -1.1993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4324    2.0072   -1.3563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3100    1.3612    0.4076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8334    1.2498    0.8308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1439    0.5370   -0.3120 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7792   -0.7873   -0.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1069   -1.9096   -0.3688 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3288   -1.9942   -0.0794 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0352   -2.3007   -1.2653 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2273   -1.6088   -1.3196 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0246   -1.6785   -2.3058 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3583   -0.8323   -0.0762 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2123   -1.5877    0.8889 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9151   -0.7037    0.4316 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3387    0.5123   -0.2240 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8026    1.7156    0.6084 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3192    1.5515    0.7230 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8398    0.5810   -0.3123 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2084    0.6882   -0.3503 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3046    0.9777   -1.5480 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9521    0.7411   -1.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2566   -0.7837   -0.7754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3330   -1.5972    1.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8124   -0.1035    2.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6064   -1.1521    1.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9529    0.5609    0.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7317   -1.3488    0.5228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4765    0.0634   -2.0606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9197    0.6620   -1.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9488    2.6050   -0.7876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8678    2.0359    1.0801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2480    1.8418   -0.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7222    0.7072    1.7719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4885    2.2839    0.9718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4115    1.1256   -1.2356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6557   -2.8369   -0.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4868   -2.7718    0.7004 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5658   -2.3097    1.4289 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9952   -2.1981    0.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6670   -0.9392    1.6656 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9391   -0.6145    1.5159 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5262    2.6604    0.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4000    1.6043    1.6285 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7635    2.5354    0.4918 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6262    1.2575    1.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6843   -0.1796   -0.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6417   -0.0199   -2.3328 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4786    1.7031   -1.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6511   -1.8003   -0.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3563   -0.2676   -1.7626 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 17  1  1
 16 18  1  0
 18 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 12 11  1  0
 11 10  2  0
 10 26  1  0
 26  2  1  0
  2  1  1  1
  2  7  1  0
  7  8  1  0
  8  9  1  0
  9 19  1  0
 19 20  1  1
 20 21  1  0
 21 22  1  0
 22 23  1  6
 22 24  1  0
 24 25  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
 14 16  1  0
  9 10  1  0
 25 19  1  0
 22 16  1  0
 19 18  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 18 45  1  1
 12 41  1  1
 11 40  1  0
 26 53  1  0
 26 54  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  6
 20 46  1  0
 20 47  1  0
 21 48  1  0
 21 49  1  0
 23 50  1  0
 25 51  1  0
 25 52  1  0
  3 30  1  1
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
M  END


  Mrv1652309052213262D          

 26 30  0  0  1  0            999 V2000
   -2.2358    0.9772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4108    0.9674    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5444    1.7815    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9062    2.3042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3163    2.0728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4498    2.8869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5637    0.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9381   -0.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1595   -0.1082    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0066    0.7025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6763    1.2113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4643    0.8905    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2863    1.1079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7753    0.4241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6001    0.4424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3085   -0.2940    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1129   -0.4770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4228    0.0194    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6265   -0.4638    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7109   -1.3828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6123   -1.6397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4298   -1.2289    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1585   -1.6157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8649   -0.7414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1681   -1.0092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6323    1.2403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  1  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  6  0  0  0
 18 16  1  1  0  0  0
 12 18  1  0  0  0  0
 18 19  1  0  0  0  0
  9 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 16 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 19 25  1  0  0  0  0
 10 26  1  0  0  0  0
  2 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0212700

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@]12[C@@H]3[C@H](OC1=O)C=C1C[C@@](C)(CC[C@H]1[C@@]31CC[C@]2(O)OC1)[C@H](O)CO

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O6/c1-17(14(22)9-21)4-3-12-11(8-17)7-13-15-18(2,16(23)26-13)20(24)6-5-19(12,15)10-25-20/h7,12-15,21-22,24H,3-6,8-10H2,1-2H3/t12-,13-,14-,15+,17-,18+,19+,20+/m1/s1

> <INCHI_KEY>
BJKABQHWJXSLHE-SVIXSBMRSA-N

> <FORMULA>
C20H28O6

> <MOLECULAR_WEIGHT>
364.438

> <EXACT_MASS>
364.188588622

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
38.399815233945716

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,5R,9R,12R,13S,18R)-5-[(1S)-1,2-dihydroxyethyl]-13-hydroxy-5,12-dimethyl-10,14-dioxapentacyclo[11.2.2.1^{1,9}.0^{2,7}.0^{12,18}]octadec-7-en-11-one

> <JCHEM_LOGP>
0.7588474303333325

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.867941463008634

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.415566791555586

> <JCHEM_PKA_STRONGEST_BASIC>
-2.94353353421576

> <JCHEM_POLAR_SURFACE_AREA>
96.22

> <JCHEM_REFRACTIVITY>
92.73100000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,5R,9R,12R,13S,18R)-5-[(1S)-1,2-dihydroxyethyl]-13-hydroxy-5,12-dimethyl-10,14-dioxapentacyclo[11.2.2.1^{1,9}.0^{2,7}.0^{12,18}]octadec-7-en-11-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -4.173   1.824   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.634   1.806   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.883   3.325   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.692   4.301   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -4.324   3.869   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -4.573   5.389   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -2.919   0.292   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.751  -0.711   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.298  -0.202   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.012   1.311   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.262   2.261   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.733   1.662   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.268   2.068   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       5.181   0.792   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.720   0.826   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.309  -0.549   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.811  -0.890   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.656   0.036   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.169  -0.866   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.327  -2.581   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.010  -3.061   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.536  -2.294   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.896  -3.016   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       3.481  -1.384   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.180  -1.884   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.180   2.315   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7   26                                             
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5                                                            
CONECT    7    2    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   19                                                  
CONECT   10    9   11   26                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18   22                                             
CONECT   17   16                                                            
CONECT   18   16   12   19                                                  
CONECT   19   18    9   20   25                                             
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   16   23   24                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   19                                                       
CONECT   26   10    2                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₈O₆

Average Mass

364.4380 Da

Monoisotopic Mass

364.18859 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@]12[C@@H]3[C@H](OC1=O)C=C1C[C@@](C)(CC[C@H]1[C@@]31CC[C@]2(O)OC1)[C@H](O)CO

InChI Identifier

InChI=1S/C20H28O6/c1-17(14(22)9-21)4-3-12-11(8-17)7-13-15-18(2,16(23)26-13)20(24)6-5-19(12,15)10-25-20/h7,12-15,21-22,24H,3-6,8-10H2,1-2H3/t12-,13-,14-,15+,17-,18+,19+,20+/m1/s1

InChI Key

BJKABQHWJXSLHE-SVIXSBMRSA-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
Casimirella ampla	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Not Available

Direct Parent

Naphthopyrans

Alternative Parents

Substituents

Naphthopyran
Naphthofuran
Naphthalene
Furopyran
Gamma butyrolactone
Oxane
Pyran
Tetrahydrofuran
Cyclic alcohol
Furan
Secondary alcohol
Carboxylic acid ester
1,2-diol
Hemiacetal
Lactone
Carboxylic acid derivative
Oxacycle
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Alcohol
Organooxygen compound
Primary alcohol
Carbonyl group
Organic oxygen compound
Organic oxide
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

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

C00036681

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

102509060

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Sun M, Guo B, Xu M, Zhao M, Onakpa MM, Wu Z, Burdette JE, Che CT: (9betaH)- and 17-Nor-Pimaranes from Icacina oliviformis. J Nat Prod. 2021 Apr 23;84(4):949-955. doi: 10.1021/acs.jnatprod.9b01131. Epub 2021 Mar 26. [PubMed:33769037 ]
Li JL, Wie LL, Chen C, Liu D, Gu YQ, Duan-Mu JX, Chen GT, Song Y: Bioactive Constituents from the Bryophyta Hypnum plumaeforme. Chem Biodivers. 2020 Dec;17(12):e2000552. doi: 10.1002/cbdv.202000552. Epub 2020 Nov 17. [PubMed:33098214 ]
Adou E, Williams RB, Schilling JK, Malone S, Meyer J, Wisse JH, Frederik D, Koese D, Werkhoven MC, Snipes CE, Werk TL, Kingston DG: Cytotoxic diterpenoids from two lianas from the Suriname rainforest. Bioorg Med Chem. 2005 Nov 1;13(21):6009-14. doi: 10.1016/j.bmc.2005.07.026. [PubMed:16125394 ]
LOTUS database [Link]

Showing NP-Card for (1s,2r,5r,9r,12r,13s,18r)-5-[(1s)-1,2-dihydroxyethyl]-13-hydroxy-5,12-dimethyl-10,14-dioxapentacyclo[11.2.2.1¹,⁹.0²,⁷.0¹²,¹⁸]octadec-7-en-11-one (NP0212700)

MOL for NP0212700 ((1s,2r,5r,9r,12r,13s,18r)-5-[(1s)-1,2-dihydroxyethyl]-13-hydroxy-5,12-dimethyl-10,14-dioxapentacyclo[11.2.2.1¹,⁹.0²,⁷.0¹²,¹⁸]octadec-7-en-11-one)

3D MOL for NP0212700 ((1s,2r,5r,9r,12r,13s,18r)-5-[(1s)-1,2-dihydroxyethyl]-13-hydroxy-5,12-dimethyl-10,14-dioxapentacyclo[11.2.2.1¹,⁹.0²,⁷.0¹²,¹⁸]octadec-7-en-11-one)

3D SDF for NP0212700 ((1s,2r,5r,9r,12r,13s,18r)-5-[(1s)-1,2-dihydroxyethyl]-13-hydroxy-5,12-dimethyl-10,14-dioxapentacyclo[11.2.2.1¹,⁹.0²,⁷.0¹²,¹⁸]octadec-7-en-11-one)

3D-SDF for NP0212700 ((1s,2r,5r,9r,12r,13s,18r)-5-[(1s)-1,2-dihydroxyethyl]-13-hydroxy-5,12-dimethyl-10,14-dioxapentacyclo[11.2.2.1¹,⁹.0²,⁷.0¹²,¹⁸]octadec-7-en-11-one)

PDB for NP0212700 ((1s,2r,5r,9r,12r,13s,18r)-5-[(1s)-1,2-dihydroxyethyl]-13-hydroxy-5,12-dimethyl-10,14-dioxapentacyclo[11.2.2.1¹,⁹.0²,⁷.0¹²,¹⁸]octadec-7-en-11-one)

3D PDB for NP0212700 ((1s,2r,5r,9r,12r,13s,18r)-5-[(1s)-1,2-dihydroxyethyl]-13-hydroxy-5,12-dimethyl-10,14-dioxapentacyclo[11.2.2.1¹,⁹.0²,⁷.0¹²,¹⁸]octadec-7-en-11-one)

SMILES for NP0212700 ((1s,2r,5r,9r,12r,13s,18r)-5-[(1s)-1,2-dihydroxyethyl]-13-hydroxy-5,12-dimethyl-10,14-dioxapentacyclo[11.2.2.1¹,⁹.0²,⁷.0¹²,¹⁸]octadec-7-en-11-one)

INCHI for NP0212700 ((1s,2r,5r,9r,12r,13s,18r)-5-[(1s)-1,2-dihydroxyethyl]-13-hydroxy-5,12-dimethyl-10,14-dioxapentacyclo[11.2.2.1¹,⁹.0²,⁷.0¹²,¹⁸]octadec-7-en-11-one)

Structure for NP0212700 ((1s,2r,5r,9r,12r,13s,18r)-5-[(1s)-1,2-dihydroxyethyl]-13-hydroxy-5,12-dimethyl-10,14-dioxapentacyclo[11.2.2.1¹,⁹.0²,⁷.0¹²,¹⁸]octadec-7-en-11-one)

3D Structure for NP0212700 ((1s,2r,5r,9r,12r,13s,18r)-5-[(1s)-1,2-dihydroxyethyl]-13-hydroxy-5,12-dimethyl-10,14-dioxapentacyclo[11.2.2.1¹,⁹.0²,⁷.0¹²,¹⁸]octadec-7-en-11-one)