NP-MRD: Showing NP-Card for 3,5-Dihydroxy-6-megastigmen-8-one (NP0331987)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2023-10-17 16:08:40 UTC

Updated at

2024-05-14 21:46:40 UTC

NP-MRD ID

NP0331987

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,5-Dihydroxy-6-megastigmen-8-one

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 10172316082D          

 14 15  0  0  1  0            999 V2000
    2.7845    0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5549    0.2900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8859    2.9799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8253    2.9799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  4  3  1  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
  4 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  6 13  1  0  0  0  0
 13 14  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0331987

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)C[C@H](O)C[C@@]2(O)CC(=O)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C11H16O3/c1-10(2)4-8(13)6-11(14)5-7(12)3-9(10)11/h3,8,13-14H,4-6H2,1-2H3/t8-,11-/m0/s1

> <INCHI_KEY>
WYXVDNZPCXLCJL-KWQFWETISA-N

> <FORMULA>
C11H16O3

> <MOLECULAR_WEIGHT>
196.246

> <EXACT_MASS>
196.109944375

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
20.70850120118166

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6S,7aR)-6,7a-dihydroxy-4,4-dimethyl-2,4,5,6,7,7a-hexahydro-1H-inden-2-one

> <JCHEM_LOGP>
0.12140226300000016

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.253406083873276

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.840407411323179

> <JCHEM_PKA_STRONGEST_BASIC>
-2.742731635621401

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
52.99380000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3aR,5S)-3a,5-dihydroxy-7,7-dimethyl-3,4,5,6-tetrahydroinden-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-OCT-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-OCT-23         0                                  
HETATM    1  O   UNK     0       5.198   1.303   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.036   0.541   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -0.268   1.597   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.520   5.563   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.541   5.563   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.268   4.089   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.713   2.843   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6   11                                             
CONECT    5    4                                                            
CONECT    6    4   13                                                       
CONECT    7    2    8                                                       
CONECT    8    7    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8    4   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12    6   14                                                  
CONECT   14   13                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₁H₁₆O₃

Average Mass

196.2460 Da

Monoisotopic Mass

196.10994 Da

IUPAC Name

(6S,7aR)-6,7a-dihydroxy-4,4-dimethyl-2,4,5,6,7,7a-hexahydro-1H-inden-2-one

Traditional Name

(3aR,5S)-3a,5-dihydroxy-7,7-dimethyl-3,4,5,6-tetrahydroinden-2-one

CAS Registry Number

Not Available

SMILES

CC1(C)C[C@H](O)C[C@@]2(O)CC(=O)C=C12

InChI Identifier

InChI=1S/C11H16O3/c1-10(2)4-8(13)6-11(14)5-7(12)3-9(10)11/h3,8,13-14H,4-6H2,1-2H3/t8-,11-/m0/s1

InChI Key

WYXVDNZPCXLCJL-KWQFWETISA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	wuhonghua2011@tjutcm.edu.cn	Tianjin University of Traditional Chinese Medicine	Hong-Hua Wu	2024-05-09	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)	wuhonghua2011@tjutcm.edu.cn	Tianjin University of Traditional Chinese Medicine	Hong-Hua Wu	2024-05-09	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	wuhonghua2011@tjutcm.edu.cn	Tianjin University of Traditional Chinese Medicine	Hong-Hua Wu	2024-05-09	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CD3OD, experimental)	wuhonghua2011@tjutcm.edu.cn	Tianjin University of Traditional Chinese Medicine	Hong-Hua Wu	2024-05-09	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, CD3OD, experimental)	wuhonghua2011@tjutcm.edu.cn	Tianjin University of Traditional Chinese Medicine	Hong-Hua Wu	2024-05-09	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600, CD₃OD, simulated)	wuhonghua2011@tjutcm.edu.cn	Tianjin University of Traditional Chinese Medicine	Hong-Hua Wu	2024-05-09	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
erecta		Not Available

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	0.12	ChemAxon
pKa (Strongest Acidic)	13.84	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	52.99 m³·mol⁻¹	ChemAxon
Polarizability	20.71 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

Not Available

References

General References

Wang X, Liu X, Wang X, Wang H, Zhang LH, Yu H, Yang W, Wu HH: Carotenoid-derived norsesquiterpenoids and sesquiterpenoids from Tagetes erecta L. Phytochemistry. 2023 Nov;215:113860. doi: 10.1016/j.phytochem.2023.113860. Epub 2023 Sep 14. [PubMed:37714249 ]

Showing NP-Card for 3,5-Dihydroxy-6-megastigmen-8-one (NP0331987)

MOL for NP0331987 (3,5-Dihydroxy-6-megastigmen-8-one)

3D MOL for NP0331987 (3,5-Dihydroxy-6-megastigmen-8-one)

3D SDF for NP0331987 (3,5-Dihydroxy-6-megastigmen-8-one)

3D-SDF for NP0331987 (3,5-Dihydroxy-6-megastigmen-8-one)

PDB for NP0331987 (3,5-Dihydroxy-6-megastigmen-8-one)

3D PDB for NP0331987 (3,5-Dihydroxy-6-megastigmen-8-one)

SMILES for NP0331987 (3,5-Dihydroxy-6-megastigmen-8-one)

INCHI for NP0331987 (3,5-Dihydroxy-6-megastigmen-8-one)

Structure for NP0331987 (3,5-Dihydroxy-6-megastigmen-8-one)

3D Structure for NP0331987 (3,5-Dihydroxy-6-megastigmen-8-one)