NP-MRD: Showing NP-Card for 7-Hydroxytrichodermol (NP0336939)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-09-11 08:31:16 UTC

Updated at

2024-09-11 08:31:16 UTC

NP-MRD ID

NP0336939

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-Hydroxytrichodermol

Description

7-Hydroxytrichodermol belongs to the class of organic compounds known as trichothecenes. These are sesquiterpene mycotoxins structurally characterized by the presence of an epoxide ring and a benzopyran derivative with a variant number of hydroxyl, acetyl, or other substituents. The most important structural features causing the biological activities of trichothecenes are the 12,13-epoxy ring, the presence of hydroxyl or acetyl groups at appropriate positions on the trichothecene nucleus and the structure and position of the side-chain. Based on a literature review very few articles have been published on 7-Hydroxytrichodermol.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262311032D          

 19 22  0  0  0  0            999 V2000
   -2.0452   -0.7215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4035   -0.3213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4035    0.4809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6815   -0.7215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4837   -0.7215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0826   -0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0397   -1.9249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6815   -1.5238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7672   -0.3213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1254    0.8821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0397   -0.3213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0397    1.0425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7672   -1.9249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0452   -1.5238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4035   -1.9249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6815   -1.5238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6815   -0.7215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6815    0.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1254    1.9249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 14  1  0  0  0  0
  2  3  1  0  0  0  0
  2 17  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  4  8  1  0  0  0  0
  4 11  1  0  0  0  0
  5  6  1  0  0  0  0
  7  8  1  0  0  0  0
  7 16  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 19  1  0  0  0  0
 11 12  1  0  0  0  0
 11 17  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0336939

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC2OC3CC(O)C(C)(C33CO3)C2(C)C(O)C1

> <INCHI_IDENTIFIER>
InChI=1/C15H22O4/c1-8-4-9(16)13(2)11(5-8)19-12-6-10(17)14(13,3)15(12)7-18-15/h5,9-12,16-17H,4,6-7H2,1-3H3

> <INCHI_KEY>
HSKDIWXLQLBLPQ-UHFFFAOYNA-N

> <FORMULA>
C15H22O4

> <MOLECULAR_WEIGHT>
266.337

> <EXACT_MASS>
266.151809188

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
28.394272961182168

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1',2',5'-trimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0^{2,7}]dodecan]-5'-ene-3',11'-diol

> <JCHEM_LOGP>
0.23500355533333292

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.81930532033758

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.210849364956

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0066049800700485

> <JCHEM_POLAR_SURFACE_AREA>
62.22

> <JCHEM_REFRACTIVITY>
69.4404

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
1',2',5'-trimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0^{2,7}]dodecan]-5'-ene-3',11'-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0      -3.818  -1.347   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.620  -0.600   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.620   0.898   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.272  -1.347   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.770  -1.347   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.021  -0.001   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.074  -3.593   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.272  -2.844   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.165  -0.600   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.967   1.647   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.074  -0.600   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.074   1.946   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.165  -3.593   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.818  -2.844   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.620  -3.593   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.272  -2.844   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.272  -1.347   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.272   0.149   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.967   3.593   0.000  0.00  0.00           O+0
CONECT    1    2   14                                                       
CONECT    2    1    3   17                                                  
CONECT    3    2                                                            
CONECT    4    5    6    8   11                                             
CONECT    5    4    6                                                       
CONECT    6    4    5                                                       
CONECT    7    8   16                                                       
CONECT    8    4    7    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   19                                                  
CONECT   11    4   10   12   17                                             
CONECT   12   11                                                            
CONECT   13   14                                                            
CONECT   14    1   13   15                                                  
CONECT   15   14   16                                                       
CONECT   16    7   15   17                                                  
CONECT   17    2   11   16   18                                             
CONECT   18   17                                                            
CONECT   19   10                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₂O₄

Average Mass

266.3370 Da

Monoisotopic Mass

266.15181 Da

IUPAC Name

1',2',5'-trimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0^{2,7}]dodecan]-5'-ene-3',11'-diol

Traditional Name

1',2',5'-trimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0^{2,7}]dodecan]-5'-ene-3',11'-diol

CAS Registry Number

Not Available

SMILES

CC1=CC2OC3CC(O)C(C)(C33CO3)C2(C)C(O)C1

InChI Identifier

InChI=1/C15H22O4/c1-8-4-9(16)13(2)11(5-8)19-12-6-10(17)14(13,3)15(12)7-18-15/h5,9-12,16-17H,4,6-7H2,1-3H3

InChI Key

HSKDIWXLQLBLPQ-UHFFFAOYNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as trichothecenes. These are sesquiterpene mycotoxins structurally characterized by the presence of an epoxide ring and a benzopyran derivative with a variant number of hydroxyl, acetyl, or other substituents. The most important structural features causing the biological activities of trichothecenes are the 12,13-epoxy ring, the presence of hydroxyl or acetyl groups at appropriate positions on the trichothecene nucleus and the structure and position of the side-chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Trichothecenes

Alternative Parents

Substituents

Trichothecene skeleton
Oxepane
Oxane
Cyclic alcohol
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Ether
Oxirane
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
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
logP	0.24	ChemAxon
pKa (Strongest Acidic)	14.21	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	62.22 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	69.44 m³·mol⁻¹	ChemAxon
Polarizability	28.39 Å³	ChemAxon
Number of Rings	4	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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 7-Hydroxytrichodermol (NP0336939)

MOL for NP0336939 (7-Hydroxytrichodermol)

3D MOL for NP0336939 (7-Hydroxytrichodermol)

3D SDF for NP0336939 (7-Hydroxytrichodermol)

3D-SDF for NP0336939 (7-Hydroxytrichodermol)

PDB for NP0336939 (7-Hydroxytrichodermol)

3D PDB for NP0336939 (7-Hydroxytrichodermol)

SMILES for NP0336939 (7-Hydroxytrichodermol)

INCHI for NP0336939 (7-Hydroxytrichodermol)

Structure for NP0336939 (7-Hydroxytrichodermol)

3D Structure for NP0336939 (7-Hydroxytrichodermol)