NP-MRD: Showing NP-Card for Dolichocarpol I (NP0333626)

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Record Information

Version

2.0

Created at

2024-07-31 18:24:14 UTC

Updated at

2026-02-20 22:06:41 UTC

NP-MRD ID

NP0333626

Natural Product DOI

https://doi.org/10.57994/3105

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Dolichocarpol I

Description

Dolichocarpol I belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Dolichocarpol I was first documented in 2025 (PMID: 39826808). Based on a literature review very few articles have been published on Dolichocarpol I.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 04142320572D          

 21 22  0  0  1  0            999 V2000
    1.2862   -2.3335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0664   -2.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6667   -1.3435    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0918   -0.6365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1362   -1.9753    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8867   -1.0746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9014   -0.2498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6921    0.0852    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1512    0.7081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1173    0.7922    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7176    1.5139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9421    0.7775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3419    0.0558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1952   -2.8801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8913   -2.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3164   -1.3729    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1413   -1.3876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5410   -2.1093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3659   -2.1240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9167   -0.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2580   -0.1545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  1  0  0  0
  3  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  0  0  0  0
  8  4  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
  2 14  1  0  0  0  0
  2 15  1  0  0  0  0
 16 15  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 16 20  1  0  0  0  0
 13 20  1  0  0  0  0
 20 21  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0333626

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC[C@@](C)(O1)[C@@H](O)CCC(=C)[C@@H](CC2(C)C)OCC

> <INCHI_IDENTIFIER>
InChI=1S/C17H30O3/c1-6-19-13-11-16(3,4)15-9-10-17(5,20-15)14(18)8-7-12(13)2/h13-15,18H,2,6-11H2,1,3-5H3/t13-,14+,15+,17-/m1/s1

> <INCHI_KEY>
PPDPOFCJGVBSCT-WBTNSWJXSA-N

> <FORMULA>
C17H30O3

> <MOLECULAR_WEIGHT>
282.424

> <EXACT_MASS>
282.219494826

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
32.52026386024819

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2S,6R,9S)-6-ethoxy-1,8,8-trimethyl-5-methylidene-12-oxabicyclo[7.2.1]dodecan-2-ol

> <JCHEM_LOGP>
2.9356652476666665

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.991685039969456

> <JCHEM_PKA_STRONGEST_BASIC>
-3.23983696351736

> <JCHEM_POLAR_SURFACE_AREA>
38.69

> <JCHEM_REFRACTIVITY>
80.6507

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,6R,9S)-6-ethoxy-1,8,8-trimethyl-5-methylidene-12-oxabicyclo[7.2.1]dodecan-2-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 14-APR-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-APR-23         0                                  
HETATM    1  C   UNK     0       2.401  -4.356   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.857  -3.855   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.111  -2.508   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.905  -1.188   0.000  0.00  0.00           O+0
HETATM    5  H   UNK     0       2.121  -3.687   0.000  0.00  0.00           H+0
HETATM    6  C   UNK     0       1.655  -2.006   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.683  -0.466   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.159   0.159   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.149   1.322   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.952   1.479   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.206   2.826   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.492   1.451   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.238   0.104   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.098  -5.376   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.397  -3.882   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.191  -2.563   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       7.730  -2.590   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       8.477  -3.937   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.016  -3.965   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.445  -1.216   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.215  -0.288   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   14   15                                             
CONECT    3    2    4    5    6                                             
CONECT    4    3    8                                                       
CONECT    5    3                                                            
CONECT    6    3    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    4    9   10                                             
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   20                                                       
CONECT   14    2                                                            
CONECT   15    2   16                                                       
CONECT   16   15   17   20                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   16   13   21                                                  
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₃₀O₃

Average Mass

282.4240 Da

Monoisotopic Mass

282.21949 Da

IUPAC Name

(1R,2S,6R,9S)-6-ethoxy-1,8,8-trimethyl-5-methylidene-12-oxabicyclo[7.2.1]dodecan-2-ol

Traditional Name

(1R,2S,6R,9S)-6-ethoxy-1,8,8-trimethyl-5-methylidene-12-oxabicyclo[7.2.1]dodecan-2-ol

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC[C@@](C)(O1)[C@@H](O)CCC(=C)[C@@H](CC2(C)C)OCC

InChI Identifier

InChI=1S/C17H30O3/c1-6-19-13-11-16(3,4)15-9-10-17(5,20-15)14(18)8-7-12(13)2/h13-15,18H,2,6-11H2,1,3-5H3/t13-,14+,15+,17-/m1/s1

InChI Key

PPDPOFCJGVBSCT-WBTNSWJXSA-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

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500.0, Chloroform-d, simulated)	[email protected]	Not Available	Not Available	2026-02-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125.0, Chloroform-d, simulated)	[email protected]	Not Available	Not Available	2026-02-20	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Anaxagorea Anaxagorea dolichocarpa		Not Available
Anaxagorea dolichocarpa		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Farsesane sesquiterpenoid
Sesquiterpenoid
Tetrahydrofuran
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Ether
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	2.94	ChemAxon
pKa (Strongest Acidic)	13.99	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.69 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	80.65 m³·mol⁻¹	ChemAxon
Polarizability	32.52 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

DOI: 10.1016/j.phytochem.2025.114406

Showing NP-Card for Dolichocarpol I (NP0333626)

MOL for NP0333626 (Dolichocarpol I)

3D MOL for NP0333626 (Dolichocarpol I)

3D SDF for NP0333626 (Dolichocarpol I)

3D-SDF for NP0333626 (Dolichocarpol I)

PDB for NP0333626 (Dolichocarpol I)

3D PDB for NP0333626 (Dolichocarpol I)

SMILES for NP0333626 (Dolichocarpol I)

INCHI for NP0333626 (Dolichocarpol I)

Structure for NP0333626 (Dolichocarpol I)

3D Structure for NP0333626 (Dolichocarpol I)