NP-MRD: Showing NP-Card for (1s)-13,16,16-trimethyl-15-oxatetracyclo[8.7.1.0²,⁷.0¹⁴,¹⁸]octadeca-2,4,6,10,12,14(18)-hexaene-5,6,12-triol (NP0331031)

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Record Information

Version

2.0

Created at

2022-09-12 16:58:09 UTC

Updated at

2022-09-12 16:58:09 UTC

NP-MRD ID

NP0331031

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s)-13,16,16-trimethyl-15-oxatetracyclo[8.7.1.0²,⁷.0¹⁴,¹⁸]octadeca-2,4,6,10,12,14(18)-hexaene-5,6,12-triol

Description

(1S)-13,16,16-trimethyl-15-oxatetracyclo[8.7.1.0²,⁷.0¹⁴,¹⁸]Octadeca-2(7),3,5,10,12,14(18)-hexaene-5,6,12-triol belongs to the class of organic compounds known as dibenzocycloheptenes. Dibenzocycloheptenes are compounds containing a dibenzocycloheptene moiety, which consists of two benzene rings connected by a cycloheptene ring. (1s)-13,16,16-trimethyl-15-oxatetracyclo[8.7.1.0²,⁷.0¹⁴,¹⁸]octadeca-2,4,6,10,12,14(18)-hexaene-5,6,12-triol is found in Bauhinia racemosa and Bauhinia rufescens. Based on a literature review very few articles have been published on (1S)-13,16,16-trimethyl-15-oxatetracyclo[8.7.1.0²,⁷.0¹⁴,¹⁸]Octadeca-2(7),3,5,10,12,14(18)-hexaene-5,6,12-triol.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309122218582D          

 24 27  0  0  1  0            999 V2000
   -1.3285    0.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6644   -0.3378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7562   -1.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5122   -1.4881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0921   -1.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5426   -1.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7557   -0.4969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0915   -0.0074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1834    0.8125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9393    1.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4827    1.8300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5367    1.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6034    0.6534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5116   -0.1665    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2412   -0.5515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8662   -0.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6451   -0.2849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7990   -1.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5779   -1.3674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1740   -1.6340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3279   -2.4445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3951   -1.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8574   -1.9877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0330   -1.9574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
 14 13  1  1  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
  6 24  1  0  0  0  0
M  END


  Mrv1652309122218582D          

 24 27  0  0  1  0            999 V2000
   -1.3285    0.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6644   -0.3378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7562   -1.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5122   -1.4881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0921   -1.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5426   -1.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7557   -0.4969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0915   -0.0074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1834    0.8125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9393    1.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4827    1.8300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5367    1.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6034    0.6534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5116   -0.1665    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2412   -0.5515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8662   -0.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6451   -0.2849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7990   -1.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5779   -1.3674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1740   -1.6340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3279   -2.4445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3951   -1.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8574   -1.9877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0330   -1.9574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
 14 13  1  1  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
  6 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0331031

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C(O)C=C2CCC3=C(O)C(O)=CC=C3[C@@H]3CC(C)(C)OC1=C23

> <INCHI_IDENTIFIER>
InChI=1S/C20H22O4/c1-10-16(22)8-11-4-5-13-12(6-7-15(21)18(13)23)14-9-20(2,3)24-19(10)17(11)14/h6-8,14,21-23H,4-5,9H2,1-3H3/t14-/m0/s1

> <INCHI_KEY>
VKSWXZSFBSSEFC-AWEZNQCLSA-N

> <FORMULA>
C20H22O4

> <MOLECULAR_WEIGHT>
326.392

> <EXACT_MASS>
326.151809188

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
36.05000967735212

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S)-13,16,16-trimethyl-15-oxatetracyclo[8.7.1.0^{2,7}.0^{14,18}]octadeca-2,4,6,10,12,14(18)-hexaene-5,6,12-triol

> <JCHEM_LOGP>
4.583848784000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.227923613586553

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.450108140124563

> <JCHEM_PKA_STRONGEST_BASIC>
-4.882344925227886

> <JCHEM_POLAR_SURFACE_AREA>
69.92

> <JCHEM_REFRACTIVITY>
93.39649999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S)-13,16,16-trimethyl-15-oxatetracyclo[8.7.1.0^{2,7}.0^{14,18}]octadeca-2,4,6,10,12,14(18)-hexaene-5,6,12-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.480   0.283   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.240  -0.631   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.412  -2.161   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.823  -2.778   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.172  -3.075   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.013  -2.415   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.411  -0.927   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.171  -0.014   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.342   1.517   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.753   2.133   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.901   3.416   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.868   3.196   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.993   1.220   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.822  -0.311   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.184  -1.029   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.350  -0.024   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.804  -0.532   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.091  -2.045   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       8.545  -2.553   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.925  -3.050   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.212  -4.563   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.471  -2.542   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.467  -3.710   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.928  -3.654   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   24                                                  
CONECT    7    6    8   14                                                  
CONECT    8    7    2    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10   14                                                       
CONECT   14   13    7   15                                                  
CONECT   15   14   16   22                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   15   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23    6                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₂O₄

Average Mass

326.3920 Da

Monoisotopic Mass

326.15181 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC1=C(O)C=C2CCC3=C(O)C(O)=CC=C3[C@@H]3CC(C)(C)OC1=C23

InChI Identifier

InChI=1S/C20H22O4/c1-10-16(22)8-11-4-5-13-12(6-7-15(21)18(13)23)14-9-20(2,3)24-19(10)17(11)14/h6-8,14,21-23H,4-5,9H2,1-3H3/t14-/m0/s1

InChI Key

VKSWXZSFBSSEFC-AWEZNQCLSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Bauhinia racemosa	LOTUS Database	35616633
Bauhinia rufescens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dibenzocycloheptenes. Dibenzocycloheptenes are compounds containing a dibenzocycloheptene moiety, which consists of two benzene rings connected by a cycloheptene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Dibenzocycloheptenes

Sub Class

Not Available

Direct Parent

Dibenzocycloheptenes

Alternative Parents

Substituents

Dibenzocycloheptene
2,2-dimethyl-1-benzopyran
Chromane
Benzopyran
1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Organoheterocyclic compound
Polyol
Ether
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162980067

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s)-13,16,16-trimethyl-15-oxatetracyclo[8.7.1.0²,⁷.0¹⁴,¹⁸]octadeca-2,4,6,10,12,14(18)-hexaene-5,6,12-triol (NP0331031)

MOL for NP0331031 ((1s)-13,16,16-trimethyl-15-oxatetracyclo[8.7.1.0²,⁷.0¹⁴,¹⁸]octadeca-2,4,6,10,12,14(18)-hexaene-5,6,12-triol)

3D MOL for NP0331031 ((1s)-13,16,16-trimethyl-15-oxatetracyclo[8.7.1.0²,⁷.0¹⁴,¹⁸]octadeca-2,4,6,10,12,14(18)-hexaene-5,6,12-triol)

3D SDF for NP0331031 ((1s)-13,16,16-trimethyl-15-oxatetracyclo[8.7.1.0²,⁷.0¹⁴,¹⁸]octadeca-2,4,6,10,12,14(18)-hexaene-5,6,12-triol)

3D-SDF for NP0331031 ((1s)-13,16,16-trimethyl-15-oxatetracyclo[8.7.1.0²,⁷.0¹⁴,¹⁸]octadeca-2,4,6,10,12,14(18)-hexaene-5,6,12-triol)

PDB for NP0331031 ((1s)-13,16,16-trimethyl-15-oxatetracyclo[8.7.1.0²,⁷.0¹⁴,¹⁸]octadeca-2,4,6,10,12,14(18)-hexaene-5,6,12-triol)

3D PDB for NP0331031 ((1s)-13,16,16-trimethyl-15-oxatetracyclo[8.7.1.0²,⁷.0¹⁴,¹⁸]octadeca-2,4,6,10,12,14(18)-hexaene-5,6,12-triol)

SMILES for NP0331031 ((1s)-13,16,16-trimethyl-15-oxatetracyclo[8.7.1.0²,⁷.0¹⁴,¹⁸]octadeca-2,4,6,10,12,14(18)-hexaene-5,6,12-triol)

INCHI for NP0331031 ((1s)-13,16,16-trimethyl-15-oxatetracyclo[8.7.1.0²,⁷.0¹⁴,¹⁸]octadeca-2,4,6,10,12,14(18)-hexaene-5,6,12-triol)

Structure for NP0331031 ((1s)-13,16,16-trimethyl-15-oxatetracyclo[8.7.1.0²,⁷.0¹⁴,¹⁸]octadeca-2,4,6,10,12,14(18)-hexaene-5,6,12-triol)

3D Structure for NP0331031 ((1s)-13,16,16-trimethyl-15-oxatetracyclo[8.7.1.0²,⁷.0¹⁴,¹⁸]octadeca-2,4,6,10,12,14(18)-hexaene-5,6,12-triol)