NP-MRD: Showing NP-Card for Borapetol A (NP0331666)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2023-05-31 12:01:56 UTC

Updated at

2025-02-11 15:45:41 UTC

NP-MRD ID

NP0331666

Natural Product DOI

https://doi.org/10.57994/0661

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Borapetol A

Description

Borapetol A 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. Borapetol A was first documented in 2023 (PMID: 37200063). Based on a literature review very few articles have been published on Borapetol A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309012223592D          

 27 31  0  0  1  0            999 V2000
    2.5645    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7941    2.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6011    2.2295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0136    1.5150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4615    0.9019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8500   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3509   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9590    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    1.0799    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4561    1.2515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1794    1.8869    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6053    2.1418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7925    2.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5771    2.1840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1355    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0493    1.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5  9  2  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 13 11  1  6  0  0  0
  2 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 24  1  1  0  0  0
  2 25  1  0  0  0  0
 25 26  1  0  0  0  0
 15 26  1  0  0  0  0
 19 26  1  0  0  0  0
 26 27  1  6  0  0  0
M  END

     RDKit          3D

 51 55  0  0  0  0  0  0  0  0999 V2000
    0.5281   -1.7181    1.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5740   -0.5736    0.2253 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7854    0.2244    0.6628 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5313    0.9031   -0.4330 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9569    1.1372    0.0045 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9349    0.1620   -0.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0970    0.7527    0.4470 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8122    2.0001    0.7362 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5446    2.2580    0.4828 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6237    0.2066   -1.6237 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5860   -0.5276   -2.0783 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3115   -0.6364   -3.3086 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7376   -1.2341   -1.0879 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5262   -1.6619   -1.7639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7746   -1.2431   -1.1157 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8999   -1.0920   -1.9827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8281   -0.4264   -1.1868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0648   -0.5194   -1.3755 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1194    0.3608   -0.1435 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5658    1.6673   -0.2356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4130   -0.0517    1.2536 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3351   -1.3783    1.5354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4445    0.7979    2.0983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0986    0.1046    1.8563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6411    0.2849    0.4165 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6970    0.1721   -0.5963 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5261    1.1141   -1.7720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2797   -2.4090    1.1137 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6742   -1.3307    2.2846 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4793   -2.2932    1.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5269   -0.3736    1.2356 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4766    1.0281    1.3771 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1269    1.9177   -0.6506 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8062   -0.8654   -0.3582 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0275    0.2075    0.5294 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0714    3.2003    0.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3421   -2.1857   -0.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5540   -1.3143   -2.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5788   -2.7884   -1.8809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1098   -1.9713   -0.3571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2411    1.8270   -0.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4371    0.3105    1.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8702   -1.5740    2.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4438    1.8231    1.7242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6850    0.6729    3.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3180   -0.9566    2.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3815    0.5503    2.5581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3014    1.3673    0.3782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9082    2.0017   -1.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9996    0.6574   -2.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5120    1.4152   -2.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 27  1  6
 26 15  1  0
 15 14  1  0
 14 13  1  0
 13 11  1  0
 11 12  2  0
 11 10  1  0
 10  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  1  1
  2 25  1  0
 25 24  1  0
 24 23  1  0
 23 21  1  0
 21 22  1  0
 21 19  1  0
 19 20  1  1
 19 17  1  0
 17 18  2  0
 17 16  1  0
  4  5  1  0
  5  9  2  0
  9  8  1  0
  8  7  1  0
  7  6  2  0
 25 26  1  0
  6  5  1  0
 19 26  1  0
 16 15  1  0
  2 13  1  0
 27 49  1  0
 27 50  1  0
 27 51  1  0
 15 40  1  1
 14 38  1  0
 14 39  1  0
 13 37  1  1
  4 33  1  6
  3 31  1  0
  3 32  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
 25 48  1  1
 24 46  1  0
 24 47  1  0
 23 44  1  0
 23 45  1  0
 21 42  1  1
 22 43  1  0
 20 41  1  0
  9 36  1  0
  7 35  1  0
  6 34  1  0
M  END


  Mrv1652309012223592D          

 27 31  0  0  1  0            999 V2000
    2.5645    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7941    2.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6011    2.2295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0136    1.5150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4615    0.9019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8500   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3509   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9590    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    1.0799    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4561    1.2515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1794    1.8869    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6053    2.1418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7925    2.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5771    2.1840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1355    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0493    1.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5  9  2  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 13 11  1  6  0  0  0
  2 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 24  1  1  0  0  0
  2 25  1  0  0  0  0
 25 26  1  0  0  0  0
 15 26  1  0  0  0  0
 19 26  1  0  0  0  0
 26 27  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0331666

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@]12[C@@H]3C[C@H]4C(=O)O[C@@H](C[C@@]4(C)[C@@H]1CC[C@H](O)[C@]2(O)C(=O)O3)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O7/c1-18-8-12(10-5-6-25-9-10)26-16(22)11(18)7-15-19(2)13(18)3-4-14(21)20(19,24)17(23)27-15/h5-6,9,11-15,21,24H,3-4,7-8H2,1-2H3/t11-,12-,13-,14-,15-,18+,19-,20-/m0/s1

> <INCHI_KEY>
BGUFCQCRKIFYQV-IFTJIKKJSA-N

> <FORMULA>
C20H24O7

> <MOLECULAR_WEIGHT>
376.405

> <EXACT_MASS>
376.152203113

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
37.913475164540515

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,4S,7R,9S,12S,13S,16S)-4-(furan-3-yl)-12,13-dihydroxy-2,16-dimethyl-5,10-dioxatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadecane-6,11-dione

> <ALOGPS_LOGP>
1.75

> <JCHEM_LOGP>
1.2076421813333327

> <ALOGPS_LOGS>
-3.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.517009966781075

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.099215959879455

> <JCHEM_PKA_STRONGEST_BASIC>
-2.888596923841557

> <JCHEM_POLAR_SURFACE_AREA>
106.20000000000002

> <JCHEM_REFRACTIVITY>
90.7001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.80e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,4S,7R,9S,12S,13S,16S)-4-(furan-3-yl)-12,13-dihydroxy-2,16-dimethyl-5,10-dioxatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadecane-6,11-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 01-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-SEP-22         0                                  
HETATM    1  C   UNK     0       4.787   3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.788   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.949   3.842   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.455   4.162   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      11.225   2.828   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      10.195   1.684   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       7.454  -0.000   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       6.121  -2.310   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.453  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.120  -0.000   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.655  -0.476   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.250   0.770   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.790   0.770   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.655   2.016   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.851   2.336   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.335   3.522   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.130   3.998   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.479   4.553   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.944   4.077   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.453   2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.120   1.540   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.959   3.072   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   13   25                                             
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    5                                                       
CONECT   10    4   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11    2   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   26                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21   26                                             
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24    2   26                                                  
CONECT   26   25   15   19   27                                             
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₄O₇

Average Mass

376.4050 Da

Monoisotopic Mass

376.15220 Da

IUPAC Name

(1S,2S,4S,7R,9S,12S,13S,16S)-4-(furan-3-yl)-12,13-dihydroxy-2,16-dimethyl-5,10-dioxatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadecane-6,11-dione

Traditional Name

(1S,2S,4S,7R,9S,12S,13S,16S)-4-(furan-3-yl)-12,13-dihydroxy-2,16-dimethyl-5,10-dioxatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadecane-6,11-dione

CAS Registry Number

Not Available

SMILES

C[C@@]12[C@@H]3C[C@H]4C(=O)O[C@@H](C[C@@]4(C)[C@@H]1CC[C@H](O)[C@]2(O)C(=O)O3)C1=COC=C1

InChI Identifier

InChI=1S/C20H24O7/c1-18-8-12(10-5-6-25-9-10)26-16(22)11(18)7-15-19(2)13(18)3-4-14(21)20(19,24)17(23)27-15/h5-6,9,11-15,21,24H,3-4,7-8H2,1-2H3/t11-,12-,13-,14-,15-,18+,19-,20-/m0/s1

InChI Key

BGUFCQCRKIFYQV-IFTJIKKJSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View

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

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 400, CD₃OD, simulated)	Not Available	Not Available	Not Available	2024-05-11	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Tinospora crispa		Not Available

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
Naphthalene
Delta_valerolactone
Delta valerolactone
Pyran
Oxane
Gamma butyrolactone
Dicarboxylic acid or derivatives
Heteroaromatic compound
Tetrahydrofuran
Tertiary alcohol
Furan
Cyclic alcohol
Secondary alcohol
Lactone
Carboxylic acid ester
1,2-diol
Oxacycle
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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
logP	1.75	ALOGPS
logP	1.21	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	11.1	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	106.2 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	90.7 m³·mol⁻¹	ChemAxon
Polarizability	37.91 Å³	ChemAxon
Number of Rings	5	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

10270278

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21636047

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Lam SH, Liu HK, Chung SY, Chang JL, Hong MX, Kuo SC, Liaw CC: Diterpenoids and Their Glycosides from the Stems of Tinospora crispa with Beta-Cell Protective Activity. J Nat Prod. 2023 Jun 23;86(6):1437-1448. doi: 10.1021/acs.jnatprod.3c00114. Epub 2023 May 18. [PubMed:37200063 ]
DOI: 10.1021/acs.jnatprod.3c00114

Showing NP-Card for Borapetol A (NP0331666)

MOL for NP0331666 (Borapetol A)

3D MOL for NP0331666 (Borapetol A)

3D SDF for NP0331666 (Borapetol A)

3D-SDF for NP0331666 (Borapetol A)

PDB for NP0331666 (Borapetol A)

3D PDB for NP0331666 (Borapetol A)

SMILES for NP0331666 (Borapetol A)

INCHI for NP0331666 (Borapetol A)

Structure for NP0331666 (Borapetol A)

3D Structure for NP0331666 (Borapetol A)