NP-MRD: Showing NP-Card for Rhodomollein LXIV (NP0350716)

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Record Information

Version

2.0

Created at

2025-02-05 07:53:51 UTC

Updated at

2025-03-20 22:35:27 UTC

NP-MRD ID

NP0350716

Natural Product DOI

https://doi.org/10.57994/3696

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Rhodomollein LXIV

Description

Based on a literature review very few articles have been published on Rhodomollein LXIV.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05052308012D          

 28 31  0  0  1  0            999 V2000
    2.0058   -1.0225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8114   -0.2207    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4469    0.3060    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6051   -0.5037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2335    0.0573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9039   -0.6990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9512   -0.3495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7132    0.7286    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5381    0.7351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2230    1.3921    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4717    2.1788    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4404    1.1310    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6981    0.7710    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7868    1.6548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9831    2.4561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9575    1.4908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5864    0.6866    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0328    1.0451    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3260    1.7879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7287    1.3192    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5209    1.5492    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4019    2.1088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4527    2.2201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0945    0.0905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8762    0.4737    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3303   -0.2151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7003    0.5113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0083   -0.0441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  3  2  1  0  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  8  5  1  0  0  0  0
  8  9  1  6  0  0  0
 10  8  1  0  0  0  0
 10 11  1  1  0  0  0
 12 10  1  0  0  0  0
  3 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 16 23  1  0  0  0  0
 17 24  1  6  0  0  0
 25 24  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  6  0  0  0
 17 28  1  0  0  0  0
  2 28  1  0  0  0  0
M  END


  Mrv2104 05052308012D          

 28 31  0  0  1  0            999 V2000
    2.0058   -1.0225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8114   -0.2207    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4469    0.3060    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6051   -0.5037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2335    0.0573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9039   -0.6990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9512   -0.3495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7132    0.7286    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5381    0.7351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2230    1.3921    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4717    2.1788    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4404    1.1310    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6981    0.7710    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7868    1.6548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9831    2.4561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9575    1.4908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5864    0.6866    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0328    1.0451    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3260    1.7879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7287    1.3192    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5209    1.5492    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4019    2.1088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4527    2.2201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0945    0.0905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8762    0.4737    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3303   -0.2151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7003    0.5113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0083   -0.0441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  3  2  1  0  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  8  5  1  0  0  0  0
  8  9  1  6  0  0  0
 10  8  1  0  0  0  0
 10 11  1  1  0  0  0
 12 10  1  0  0  0  0
  3 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 16 23  1  0  0  0  0
 17 24  1  6  0  0  0
 25 24  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  6  0  0  0
 17 28  1  0  0  0  0
  2 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0350716

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12CCC3=C(C)[C@]4([H])[C@@H](Cl)[C@H](O)C(C)(C)[C@@]4(O)[C@H](O)C[C@@]3(C[C@@]1(C)O)[C@@H]2O

> <INCHI_IDENTIFIER>
InChI=1S/C20H31ClO5/c1-9-10-5-6-11-15(23)19(10,8-18(11,4)25)7-12(22)20(26)13(9)14(21)16(24)17(20,2)3/h11-16,22-26H,5-8H2,1-4H3/t11-,12-,13-,14-,15-,16+,18-,19+,20-/m1/s1

> <INCHI_KEY>
YFXPGZUHRLRQQI-RNQVMNQXSA-N

> <FORMULA>
C20H31ClO5

> <MOLECULAR_WEIGHT>
386.91

> <EXACT_MASS>
386.1860018

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
40.73420755423818

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,3R,4R,6R,7R,8S,13R,14R,16R)-7-chloro-5,5,9,14-tetramethyltetracyclo[11.2.1.0^{1,10}.0^{4,8}]hexadec-9-ene-3,4,6,14,16-pentol

> <JCHEM_LOGP>
-0.06875865133333323

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.661122225073456

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.935264506760769

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9415980669839668

> <JCHEM_POLAR_SURFACE_AREA>
101.15

> <JCHEM_REFRACTIVITY>
98.26639999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3R,4R,6R,7R,8S,13R,14R,16R)-7-chloro-5,5,9,14-tetramethyltetracyclo[11.2.1.0^{1,10}.0^{4,8}]hexadec-9-ene-3,4,6,14,16-pentol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-MAY-23         0                                  
HETATM    1  O   UNK     0       3.744  -1.909   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       3.381  -0.412   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.568   0.571   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.863  -0.940   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.036   0.107   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.421  -1.305   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.376  -0.652   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.931   1.360   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       8.471   1.372   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.016   2.599   0.000  0.00  0.00           C+0
HETATM   11 Cl   UNK     0       6.480   4.067   0.000  0.00  0.00          Cl+0
HETATM   12  C   UNK     0       4.555   2.111   0.000  0.00  0.00           C+0
HETATM   13  H   UNK     0       3.170   1.439   0.000  0.00  0.00           H+0
HETATM   14  C   UNK     0       3.335   3.089   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.702   4.585   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.787   2.783   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.095   1.282   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.061   1.951   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.609   3.337   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -1.360   2.462   0.000  0.00  0.00           C+0
HETATM   21  H   UNK     0      -2.839   2.892   0.000  0.00  0.00           H+0
HETATM   22  C   UNK     0      -0.750   3.936   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.845   4.144   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.176   0.169   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.635   0.884   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -2.483  -0.401   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -3.174   0.954   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.882  -0.082   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   28                                                  
CONECT    3    2    4    5   12                                             
CONECT    4    3                                                            
CONECT    5    3    6    7    8                                             
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    5    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    3   13   14                                             
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   23                                                  
CONECT   17   16   18   24   28                                             
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22   25                                             
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   16                                                       
CONECT   24   17   25                                                       
CONECT   25   24   20   26   27                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   17    2                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₃₁ClO₅

Average Mass

386.9100 Da

Monoisotopic Mass

386.18600 Da

IUPAC Name

(1S,3R,4R,6R,7R,8S,13R,14R,16R)-7-chloro-5,5,9,14-tetramethyltetracyclo[11.2.1.0^{1,10}.0^{4,8}]hexadec-9-ene-3,4,6,14,16-pentol

Traditional Name

(1S,3R,4R,6R,7R,8S,13R,14R,16R)-7-chloro-5,5,9,14-tetramethyltetracyclo[11.2.1.0^{1,10}.0^{4,8}]hexadec-9-ene-3,4,6,14,16-pentol

CAS Registry Number

Not Available

SMILES

[H][C@]12CCC3=C(C)[C@]4([H])[C@@H](Cl)[C@H](O)C(C)(C)[C@@]4(O)[C@H](O)C[C@@]3(C[C@@]1(C)O)[C@@H]2O

InChI Identifier

InChI=1S/C20H31ClO5/c1-9-10-5-6-11-15(23)19(10,8-18(11,4)25)7-12(22)20(26)13(9)14(21)16(24)17(20,2)3/h11-16,22-26H,5-8H2,1-4H3/t11-,12-,13-,14-,15-,16+,18-,19+,20-/m1/s1

InChI Key

YFXPGZUHRLRQQI-RNQVMNQXSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HSQC NMR	[¹³C, ¹H] NMR Spectrum (2D, 600 MHz, C5D5N, experimental)	songyang@imm.ac.cn	institute of materia medica Chinese Academy of Medical Science & Peking Union Medical College	Song Yang	2025-02-05	View Spectrum
HMBC NMR	[¹³C, ¹H] NMR Spectrum (2D, 600 MHz, C5D5N, experimental)	songyang@imm.ac.cn	institute of materia medica Chinese Academy of Medical Science & Peking Union Medical College	Song Yang	2025-02-05	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C5D5N, experimental)	songyang@imm.ac.cn	institute of materia medica Chinese Academy of Medical Science & Peking Union Medical College	Song Yang	2025-02-05	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C5D5N, experimental)	songyang@imm.ac.cn	institute of materia medica Chinese Academy of Medical Science & Peking Union Medical College	Song Yang	2025-02-05	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C5D5N, experimental)	songyang@imm.ac.cn	institute of materia medica Chinese Academy of Medical Science & Peking Union Medical College	Song Yang	2025-02-05	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, C5D5N, experimental)	songyang@imm.ac.cn	institute of materia medica Chinese Academy of Medical Science & Peking Union Medical College	Song Yang	2025-02-05	View Spectrum
DEPT NMR	¹³C NMR Spectrum (1D, 151 MHz, C5D5N, experimental)	songyang@imm.ac.cn	institute of materia medica Chinese Academy of Medical Science & Peking Union Medical College	Song Yang	2025-02-05	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Rhododendron L. Rhododendron molle (Blume) G.Don		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	-0.069	ChemAxon
pKa (Strongest Acidic)	12.94	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	101.15 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	98.27 m³·mol⁻¹	ChemAxon
Polarizability	40.73 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

Showing NP-Card for Rhodomollein LXIV (NP0350716)

MOL for NP0350716 (Rhodomollein LXIV)

3D MOL for NP0350716 (Rhodomollein LXIV)

3D SDF for NP0350716 (Rhodomollein LXIV)

3D-SDF for NP0350716 (Rhodomollein LXIV)

PDB for NP0350716 (Rhodomollein LXIV)

3D PDB for NP0350716 (Rhodomollein LXIV)

SMILES for NP0350716 (Rhodomollein LXIV)

INCHI for NP0350716 (Rhodomollein LXIV)

Structure for NP0350716 (Rhodomollein LXIV)

3D Structure for NP0350716 (Rhodomollein LXIV)