ChemFOnt: Showing chemical card for (2E,4Z,6Z,8E,10E,12E,14E,16Z,18Z)-13-(hydroxymethyl)-4,8,17-trimethyl-20-oxo-20-{[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy}icosa-2,4,6,8,10,12,14,16,18-nonaenoic acid (CFc000154578)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:39:30 UTC

Chemfont ID

CFc000154578

Molecule Identification

Common Name

(2E,4Z,6Z,8E,10E,12E,14E,16Z,18Z)-13-(hydroxymethyl)-4,8,17-trimethyl-20-oxo-20-{[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy}icosa-2,4,6,8,10,12,14,16,18-nonaenoic acid

Definition

(2E,4Z,6Z,8E,10E,12E,14E,16Z,18Z)-13-(hydroxymethyl)-4,8,17-trimethyl-20-oxo-20-{[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy}icosa-2,4,6,8,10,12,14,16,18-nonaenoic acid belongs to the class of organic compounds known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle. Based on a literature review very few articles have been published on (2E,4Z,6Z,8E,10E,12E,14E,16Z,18Z)-13-(hydroxymethyl)-4,8,17-trimethyl-20-oxo-20-{[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy}icosa-2,4,6,8,10,12,14,16,18-nonaenoic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2E,4Z,6Z,8E,10E,12E,14E,16Z,18Z)-13-(Hydroxymethyl)-4,8,17-trimethyl-20-oxo-20-{[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy}icosa-2,4,6,8,10,12,14,16,18-nonaenoate	Generator

Chemical Formula

C₄₄H₆₀O₅

Average Molecular Weight

668.959

Monoisotopic Molecular Weight

668.444075032

IUPAC Name

(2E,4Z,6Z,8E,10E,12E,14E,16Z,18Z)-13-(hydroxymethyl)-4,8,17-trimethyl-20-oxo-20-{[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy}icosa-2,4,6,8,10,12,14,16,18-nonaenoic acid

Traditional Name

(2E,4Z,6Z,8E,10E,12E,14E,16Z,18Z)-13-(hydroxymethyl)-4,8,17-trimethyl-20-oxo-20-{[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy}icosa-2,4,6,8,10,12,14,16,18-nonaenoic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])COC(=O)C(\[H])=C(\[H])/C(/C)=C(/[H])\C(\[H])=C(/[H])\C(\CO)=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\C)/C(/[H])=C(/[H])\C(\[H])=C(\C)/C(/[H])=C(\[H])C(O)=O)=C(\C)CCC=C(C)C

InChI Identifier

InChI=1S/C44H60O5/c1-35(2)16-11-18-37(4)20-12-21-38(5)22-14-24-41(8)32-33-49-44(48)31-29-40(7)25-15-27-42(34-45)26-10-9-17-36(3)19-13-23-39(6)28-30-43(46)47/h9-10,13,15-17,19-20,22-23,25-32,45H,11-12,14,18,21,24,33-34H2,1-8H3,(H,46,47)/b10-9+,19-13-,27-15+,30-28+,31-29-,36-17+,37-20+,38-22+,39-23-,40-25-,41-32+,42-26+

InChI Key

NSPPDSUXXKZBML-RNCKCJFQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Acyclic diterpenoids

Alternative Parents

Substituents

Acyclic diterpenoid
Long-chain fatty acid
Methyl-branched fatty acid
Hydroxy fatty acid
Fatty acid ester
Branched fatty acid
Fatty acyl
Unsaturated fatty acid
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00032 g/L	ALOGPS
logP	8.6	ALOGPS
logP	10.59	ChemAxon
logS	-6.3	ALOGPS
pKa (Strongest Acidic)	5.01	ChemAxon
pKa (Strongest Basic)	-1.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	23	ChemAxon
Refractivity	221.35 m³·mol⁻¹	ChemAxon
Polarizability	82.15 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0174170

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB 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

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (2E,4Z,6Z,8E,10E,12E,14E,16Z,18Z)-13-(hydroxymethyl)-4,8,17-trimethyl-20-oxo-20-{[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy}icosa-2,4,6,8,10,12,14,16,18-nonaenoic acid (CFc000154578)

MOL for CFc000154578 ((2E,4Z,6Z,8E,10E,12E,14E,16Z,18Z)-13-(hydroxymethyl)-4,8,17-trimethyl-20-oxo-20-{[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy}icosa-2,4,6,8,10,12,14,16,18-nonaenoic acid)

3D MOL for CFc000154578 ((2E,4Z,6Z,8E,10E,12E,14E,16Z,18Z)-13-(hydroxymethyl)-4,8,17-trimethyl-20-oxo-20-{[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy}icosa-2,4,6,8,10,12,14,16,18-nonaenoic acid)

3D SDF for CFc000154578 ((2E,4Z,6Z,8E,10E,12E,14E,16Z,18Z)-13-(hydroxymethyl)-4,8,17-trimethyl-20-oxo-20-{[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy}icosa-2,4,6,8,10,12,14,16,18-nonaenoic acid)

3D-SDF for CFc000154578 ((2E,4Z,6Z,8E,10E,12E,14E,16Z,18Z)-13-(hydroxymethyl)-4,8,17-trimethyl-20-oxo-20-{[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy}icosa-2,4,6,8,10,12,14,16,18-nonaenoic acid)

PDB for CFc000154578 ((2E,4Z,6Z,8E,10E,12E,14E,16Z,18Z)-13-(hydroxymethyl)-4,8,17-trimethyl-20-oxo-20-{[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy}icosa-2,4,6,8,10,12,14,16,18-nonaenoic acid)

3D PDB for CFc000154578 ((2E,4Z,6Z,8E,10E,12E,14E,16Z,18Z)-13-(hydroxymethyl)-4,8,17-trimethyl-20-oxo-20-{[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy}icosa-2,4,6,8,10,12,14,16,18-nonaenoic acid)

SMILES for CFc000154578 ((2E,4Z,6Z,8E,10E,12E,14E,16Z,18Z)-13-(hydroxymethyl)-4,8,17-trimethyl-20-oxo-20-{[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy}icosa-2,4,6,8,10,12,14,16,18-nonaenoic acid)

INCHI for CFc000154578 ((2E,4Z,6Z,8E,10E,12E,14E,16Z,18Z)-13-(hydroxymethyl)-4,8,17-trimethyl-20-oxo-20-{[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy}icosa-2,4,6,8,10,12,14,16,18-nonaenoic acid)

Structure for CFc000154578 ((2E,4Z,6Z,8E,10E,12E,14E,16Z,18Z)-13-(hydroxymethyl)-4,8,17-trimethyl-20-oxo-20-{[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy}icosa-2,4,6,8,10,12,14,16,18-nonaenoic acid)

3D Structure for CFc000154578 ((2E,4Z,6Z,8E,10E,12E,14E,16Z,18Z)-13-(hydroxymethyl)-4,8,17-trimethyl-20-oxo-20-{[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]oxy}icosa-2,4,6,8,10,12,14,16,18-nonaenoic acid)