ChemFOnt: Showing chemical card for syn-Copalyl diphosphate (CFc000281345)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:32:38 UTC

Chemfont ID

CFc000281345

Molecule Identification

Common Name

syn-Copalyl diphosphate

Definition

Syn-copalyl diphosphate is a member of the class of compounds known as diterpenoids. Diterpenoids are terpene compounds formed by four isoprene units. Thus, syn-copalyl diphosphate is considered to be an isoprenoid lipid molecule. Syn-copalyl diphosphate is practically insoluble (in water) and a moderately acidic compound (based on its pKa). Syn-copalyl diphosphate can be found in rice, which makes syn-copalyl diphosphate a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Syn-copalyl diphosphate	ChEBI
Syn-copalyl diphosphoric acid	Generator
5a,9b,10a-Labda-8(20),13-dien-15-yl diphosphate	Generator
5a,9b,10a-Labda-8(20),13-dien-15-yl diphosphoric acid	Generator
5alpha,9beta,10alpha-Labda-8(20),13-dien-15-yl diphosphoric acid	Generator
5Α,9β,10α-labda-8(20),13-dien-15-yl diphosphate	Generator
5Α,9β,10α-labda-8(20),13-dien-15-yl diphosphoric acid	Generator
9a-Copalyl diphosphate	Generator
9a-Copalyl diphosphoric acid	Generator
9alpha-Copalyl diphosphoric acid	Generator
9α-copalyl diphosphate	Generator
9α-copalyl diphosphoric acid	Generator

Chemical Formula

C₂₀H₃₆O₇P₂

Average Molecular Weight

450.4432

Monoisotopic Molecular Weight

450.19362653

IUPAC Name

[({[(2E)-5-[(1R,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl]-3-methylpent-2-en-1-yl]oxy}(hydroxy)phosphoryl)oxy]phosphonic acid

Traditional Name

syn-copalyl diphosphate

CAS Registry Number

845555-07-9

SMILES

C\C(CC[C@@H]1C(=C)CC[C@@]2([H])C(C)(C)CCC[C@]12C)=C/COP(O)(=O)OP(O)(O)=O

InChI Identifier

InChI=1S/C20H36O7P2/c1-15(11-14-26-29(24,25)27-28(21,22)23)7-9-17-16(2)8-10-18-19(3,4)12-6-13-20(17,18)5/h11,17-18H,2,6-10,12-14H2,1,3-5H3,(H,24,25)(H2,21,22,23)/b15-11+/t17-,18+,20-/m1/s1

InChI Key

JCAIWDXKLCEQEO-HZEYQZKKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Labdane diterpenoid
Organic pyrophosphate
Isoprenoid phosphate
Monoalkyl phosphate
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

copalyl diphosphate (CHEBI:29739 )
Labdane and halimane diterpenoids (C11902 )
Labdanes (C11902 )
Labdane and halimane diterpenoids (LMPR0104030003 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301829)

Food

Cereal and cereal product

Cereal

Rice (FooDB: FOOD00125)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.022 g/L	ALOGPS
logP	3.5	ALOGPS
logP	4.61	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	1.77	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	113.8 m³·mol⁻¹	ChemAxon
Polarizability	45.38 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

HMDB0301829

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001470

KNApSAcK ID

Not Available

Chemspider ID

4445250

KEGG Compound ID

C11902

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5281991

PDB ID

Not Available

ChEBI ID

29739

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for syn-Copalyl diphosphate (CFc000281345)

MOL for CFc000281345 (syn-Copalyl diphosphate)

3D MOL for CFc000281345 (syn-Copalyl diphosphate)

3D SDF for CFc000281345 (syn-Copalyl diphosphate)

3D-SDF for CFc000281345 (syn-Copalyl diphosphate)

PDB for CFc000281345 (syn-Copalyl diphosphate)

3D PDB for CFc000281345 (syn-Copalyl diphosphate)

SMILES for CFc000281345 (syn-Copalyl diphosphate)

INCHI for CFc000281345 (syn-Copalyl diphosphate)

Structure for CFc000281345 (syn-Copalyl diphosphate)

3D Structure for CFc000281345 (syn-Copalyl diphosphate)