NP-MRD: Showing NP-Card for Abundisporin B (NP0331917)

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Record Information

Version

2.0

Created at

2023-10-05 12:05:43 UTC

Updated at

2026-02-26 21:56:56 UTC

NP-MRD ID

NP0331917

Natural Product DOI

https://doi.org/10.57994/1029

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Abundisporin B

Description

Abundisporin B belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group. Abundisporin B was first documented in 2023 (PMID: 37910033). Based on a literature review very few articles have been published on Abundisporin B.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 10052312052D          

 20 21  0  0  1  0            999 V2000
    0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8986    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6771    1.4072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7717    0.4887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  3  2  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  7 11  2  0  0  0  0
  2 11  1  0  0  0  0
  3 12  1  6  0  0  0
  3 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  6  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  2 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0331917

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12C[C@H](O)C(=C[C@@]1(C)CCC[C@@]2(C)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H20O5/c1-13-4-3-5-14(2,12(18)19)10(13)6-9(15)8(7-13)11(16)17/h7,9-10,15H,3-6H2,1-2H3,(H,16,17)(H,18,19)/t9-,10+,13+,14+/m0/s1

> <INCHI_KEY>
LEWOYCNKZHODMN-GZZJDILISA-N

> <FORMULA>
C14H20O5

> <MOLECULAR_WEIGHT>
268.309

> <EXACT_MASS>
268.131073744

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
27.682936601261616

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,4aR,7S,8aR)-7-hydroxy-1,4a-dimethyl-1,2,3,4,4a,7,8,8a-octahydronaphthalene-1,6-dicarboxylic acid

> <JCHEM_LOGP>
1.587988692333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.634023194754362

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9318278178882564

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0978565955893806

> <JCHEM_POLAR_SURFACE_AREA>
94.83000000000001

> <JCHEM_REFRACTIVITY>
67.9503

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,4aR,7S,8aR)-7-hydroxy-1,4a-dimethyl-2,3,4,7,8,8a-hexahydronaphthalene-1,6-dicarboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-OCT-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-OCT-23         0                                  
HETATM    1  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -2.667  -0.000   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   12  H   UNK     0       2.667  -1.540   0.000  0.00  0.00           H+0
HETATM   13  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.677   1.180   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.657   1.180   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.131   2.627   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       5.174   0.912   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   11   20                                             
CONECT    3    2    4   12   13                                             
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   11                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    7    2                                                       
CONECT   12    3                                                            
CONECT   13    3   14   15   18                                             
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   13   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19    2                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₂₀O₅

Average Mass

268.3090 Da

Monoisotopic Mass

268.13107 Da

IUPAC Name

(1R,4aR,7S,8aR)-7-hydroxy-1,4a-dimethyl-1,2,3,4,4a,7,8,8a-octahydronaphthalene-1,6-dicarboxylic acid

Traditional Name

(1R,4aR,7S,8aR)-7-hydroxy-1,4a-dimethyl-2,3,4,7,8,8a-hexahydronaphthalene-1,6-dicarboxylic acid

CAS Registry Number

Not Available

SMILES

[H][C@@]12C[C@H](O)C(=C[C@@]1(C)CCC[C@@]2(C)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C14H20O5/c1-13-4-3-5-14(2,12(18)19)10(13)6-9(15)8(7-13)11(16)17/h7,9-10,15H,3-6H2,1-2H3,(H,16,17)(H,18,19)/t9-,10+,13+,14+/m0/s1

InChI Key

LEWOYCNKZHODMN-GZZJDILISA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
FAILED_TO_DETECT NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, CD3OD, experimental)	sherif_elsayed@pharma.asu.edu.eg	Not Available	Not Available	2023-10-05	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD3OD, experimental)	sherif_elsayed@pharma.asu.edu.eg	Not Available	Not Available	2023-10-05	View Spectrum

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, Methanol-d4, simulated)	epoynton@sfu.ca	Not Available	Not Available	2026-02-26	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125.0, Methanol-d4, simulated)	epoynton@sfu.ca	Not Available	Not Available	2026-02-26	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Abundisporus violaceus		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Hydroxy fatty acids

Alternative Parents

Substituents

Methyl-branched fatty acid
Short-chain hydroxy acid
Hydroxy fatty acid
Branched fatty acid
Beta-hydroxy acid
Unsaturated fatty acid
Hydroxy acid
Dicarboxylic acid or derivatives
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	1.59	ChemAxon
pKa (Strongest Acidic)	3.93	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	67.95 m³·mol⁻¹	ChemAxon
Polarizability	27.68 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

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

Sum WC, Ebada SS, Kirchenwitz M, Wanga L, Decock C, Stradal TEB, Matasyoh JC, Mandi A, Kurtan T, Stadler M: Neurite Outgrowth-Inducing Drimane-Type Sesquiterpenoids Isolated from Cultures of the Polypore Abundisporus violaceus MUCL 56355. J Nat Prod. 2023 Nov 24;86(11):2457-2467. doi: 10.1021/acs.jnatprod.3c00525. Epub 2023 Nov 1. [PubMed:37910033 ]
DOI: 10.1021/acs.jnatprod.3c00525

Showing NP-Card for Abundisporin B (NP0331917)

MOL for NP0331917 (Abundisporin B)

3D MOL for NP0331917 (Abundisporin B)

3D SDF for NP0331917 (Abundisporin B)

3D-SDF for NP0331917 (Abundisporin B)

PDB for NP0331917 (Abundisporin B)

3D PDB for NP0331917 (Abundisporin B)

SMILES for NP0331917 (Abundisporin B)

INCHI for NP0331917 (Abundisporin B)

Structure for NP0331917 (Abundisporin B)

3D Structure for NP0331917 (Abundisporin B)