ChemFOnt: Showing chemical card for 3-Epipapyriferic acid (CFc000021374)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:13:09 UTC

Chemfont ID

CFc000021374

Molecule Identification

Common Name

3-Epipapyriferic acid

Definition

3-Epipapyriferic acid is a constituent of silver birch (Betula pendula) bark resin, used in manufacture of sweet birch oil.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-Epipapyriferate	Generator
[2,2']Bi[1,3,4,9-tetrathia-cyclopenta[b]naphthalenylidene]	HMDB
3-{[16-(acetyloxy)-14-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}-3-oxopropanoate	Generator

Chemical Formula

C₃₅H₅₆O₈

Average Molecular Weight

604.8143

Monoisotopic Molecular Weight

604.397518768

IUPAC Name

3-{[16-(acetyloxy)-14-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}-3-oxopropanoic acid

Traditional Name

3-{[16-(acetyloxy)-14-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}-3-oxopropanoic acid

CAS Registry Number

151890-02-7

SMILES

CC(=O)OC1CC2C3(C)CCC(OC(=O)CC(O)=O)C(C)(C)C3CCC2(C)C2(C)CCC(C12)C1(C)CCC(O1)C(C)(C)O

InChI Identifier

InChI=1S/C35H56O8/c1-20(36)41-22-18-24-32(6)14-12-25(42-28(39)19-27(37)38)30(2,3)23(32)11-16-33(24,7)34(8)15-10-21(29(22)34)35(9)17-13-26(43-35)31(4,5)40/h21-26,29,40H,10-19H2,1-9H3,(H,37,38)

InChI Key

RLVAVWQAAQFUOP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Triterpene saponins

Alternative Parents

Substituents

Triterpene saponin
Triterpenoid
Steroid ester
Steroid
Tricarboxylic acid or derivatives
1,3-dicarbonyl compound
Tertiary alcohol
Tetrahydrofuran
Carboxylic acid ester
Ether
Dialkyl ether
Carboxylic acid
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Alcohol
Organic oxide
Organic oxygen compound
Organooxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040498)

Source

Endogenous

Endogenous (HMDB: HMDB0040498)

Animal

Animal (HMDB: HMDB0040498)

Exogenous

Food

Food (HMDB: HMDB0040498)

Exogenous (HMDB: HMDB0040498)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0040498)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0040498)

Lipid metabolism pathway (HMDB: HMDB0040498)

Cellular process

Cell signaling (HMDB: HMDB0040498)

Biochemical process

Lipid transport (HMDB: HMDB0040498)

Role

Biological role

Energy source (HMDB: HMDB0040498)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0040498)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00031 g/L	ALOGPS
logP	5.82	ALOGPS
logP	5.33	ChemAxon
logS	-6.3	ALOGPS
pKa (Strongest Acidic)	4.29	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	119.36 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	160.72 m³·mol⁻¹	ChemAxon
Polarizability	68.43 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0040498

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB020261

KNApSAcK ID

Not Available

Chemspider ID

511579

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

588518

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-Epipapyriferic acid (CFc000021374)

MOL for CFc000021374 (3-Epipapyriferic acid)

3D MOL for CFc000021374 (3-Epipapyriferic acid)

3D SDF for CFc000021374 (3-Epipapyriferic acid)

3D-SDF for CFc000021374 (3-Epipapyriferic acid)

PDB for CFc000021374 (3-Epipapyriferic acid)

3D PDB for CFc000021374 (3-Epipapyriferic acid)

SMILES for CFc000021374 (3-Epipapyriferic acid)

INCHI for CFc000021374 (3-Epipapyriferic acid)

Structure for CFc000021374 (3-Epipapyriferic acid)

3D Structure for CFc000021374 (3-Epipapyriferic acid)