ChemFOnt: Showing chemical card for (3R)-Linalyl diphosphate (CFc000281336)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:32:37 UTC

Chemfont ID

CFc000281336

Molecule Identification

Common Name

(3R)-Linalyl diphosphate

Definition

(3r)-linalyl diphosphate is a member of the class of compounds known as isoprenoid phosphates. Isoprenoid phosphates are prenol lipids containing a phosphate group linked to an isoprene (2-methylbuta-1,3-diene) unit (3r)-linalyl diphosphate is slightly soluble (in water) and a moderately acidic compound (based on its pKa). (3r)-linalyl diphosphate can be found in common sage, which makes (3r)-linalyl diphosphate a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
[({[(3R)-3,7-dimethylocta-1,6-dien-3-yl]oxy}(hydroxy)phosphoryl)oxy]phosphonate	Generator
(3R)-Linalyl diphosphoric acid	Generator

Chemical Formula

C₁₀H₂₀O₇P₂

Average Molecular Weight

314.2091

Monoisotopic Molecular Weight

314.068426018

IUPAC Name

[({[(3R)-3,7-dimethylocta-1,6-dien-3-yl]oxy}(hydroxy)phosphoryl)oxy]phosphonic acid

Traditional Name

{[(3R)-3,7-dimethylocta-1,6-dien-3-yl]oxy(hydroxy)phosphoryl}oxyphosphonic acid

CAS Registry Number

97170-26-8

SMILES

CC(C)=CCC[C@@](C)(OP(O)(=O)OP(O)(O)=O)C=C

InChI Identifier

InChI=1S/C10H20O7P2/c1-5-10(4,8-6-7-9(2)3)16-19(14,15)17-18(11,12)13/h5,7H,1,6,8H2,2-4H3,(H,14,15)(H2,11,12,13)/t10-/m0/s1

InChI Key

UOJPTUWXHXNLDB-JTQLQIEISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoprenoid phosphates. These are prenol lipids containing a phosphate group linked to an isoprene (2-methylbuta-1,3-diene) unit.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Isoprenoid phosphates

Direct Parent

Isoprenoid phosphates

Alternative Parents

Substituents

Organic pyrophosphate
Monoterpenoid
Isoprenoid phosphate
Acyclic monoterpenoid
Monoalkyl phosphate
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301820)

Food

Herb and spice

Herb

Common sage (FooDB: FOOD00165)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.41 g/L	ALOGPS
logP	1.48	ALOGPS
logP	2.1	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	1.75	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	71.95 m³·mol⁻¹	ChemAxon
Polarizability	27.94 Å³	ChemAxon
Number of Rings	0	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

HMDB0301820

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001458

KNApSAcK ID

Not Available

Chemspider ID

59696189

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13856096

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (3R)-Linalyl diphosphate (CFc000281336)

MOL for CFc000281336 ((3R)-Linalyl diphosphate)

3D MOL for CFc000281336 ((3R)-Linalyl diphosphate)

3D SDF for CFc000281336 ((3R)-Linalyl diphosphate)

3D-SDF for CFc000281336 ((3R)-Linalyl diphosphate)

PDB for CFc000281336 ((3R)-Linalyl diphosphate)

3D PDB for CFc000281336 ((3R)-Linalyl diphosphate)

SMILES for CFc000281336 ((3R)-Linalyl diphosphate)

INCHI for CFc000281336 ((3R)-Linalyl diphosphate)

Structure for CFc000281336 ((3R)-Linalyl diphosphate)

3D Structure for CFc000281336 ((3R)-Linalyl diphosphate)