ChemFOnt: Showing chemical card for Sagerinic acid (CFc000014684)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:03:30 UTC

Chemfont ID

CFc000014684

Molecule Identification

Common Name

Sagerinic acid

Definition

Sagerinic acid is found in common sage. Sagerinic acid is a constituent of Salvia officinalis (sage).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Sagerinate	Generator
(+)-Sagerinic acid	HMDB
2-(2-{[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-3,4-bis(3,4-dihydroxyphenyl)cyclobutanecarbonyloxy)-3-(3,4-dihydroxyphenyl)propanoate	Generator

Chemical Formula

C₃₆H₃₂O₁₆

Average Molecular Weight

720.6297

Monoisotopic Molecular Weight

720.169034976

IUPAC Name

2-(2-{[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-3,4-bis(3,4-dihydroxyphenyl)cyclobutanecarbonyloxy)-3-(3,4-dihydroxyphenyl)propanoic acid

Traditional Name

2-(2-{[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-3,4-bis(3,4-dihydroxyphenyl)cyclobutanecarbonyloxy)-3-(3,4-dihydroxyphenyl)propanoic acid

CAS Registry Number

None

SMILES

OC(=O)C(CC1=CC(O)=C(O)C=C1)OC(=O)C1C(C(C1C1=CC=C(O)C(O)=C1)C1=CC(O)=C(O)C=C1)C(=O)OC(CC1=CC=C(O)C(O)=C1)C(O)=O

InChI Identifier

InChI=1S/C36H32O16/c37-19-5-1-15(9-23(19)41)11-27(33(45)46)51-35(49)31-29(17-3-7-21(39)25(43)13-17)30(18-4-8-22(40)26(44)14-18)32(31)36(50)52-28(34(47)48)12-16-2-6-20(38)24(42)10-16/h1-10,13-14,27-32,37-44H,11-12H2,(H,45,46)(H,47,48)

InChI Key

SUYLTDFWHNXGDX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclobutane lignans. These are lignans with a structure characterized by to phenylpropanoid units coupled together through the C7-C7' and C8-C8' bonds, forming a cyclobutane ring with the C7, C7', C8', and C8 atoms.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Cyclobutane lignans

Sub Class

Not Available

Direct Parent

Cyclobutane lignans

Alternative Parents

Substituents

Cyclobutane lignan skeleton
Dibenzylbutane lignan skeleton
Stilbene
Tetracarboxylic acid or derivatives
3-phenylpropanoic-acid
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Carboxylic acid ester
Carboxylic acid derivative
Carboxylic acid
Organic oxygen compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0033600)
Cell membrane (HMDB: HMDB0033600)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033600)

Source

Exogenous

Exogenous (HMDB: HMDB0033600)

Food

Food (HMDB: HMDB0033600)

Tea

Herb and spice

Herb

Common sage (FooDB: FOOD00165)

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0033600)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033600)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.12 g/L	ALOGPS
logP	3.91	ALOGPS
logP	4.33	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	2.81	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	289.04 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	175.95 m³·mol⁻¹	ChemAxon
Polarizability	67.42 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

HMDB0033600

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB011686

KNApSAcK ID

C00037767

Chemspider ID

23551155

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23760102

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Sagerinic acid (CFc000014684)

MOL for CFc000014684 (Sagerinic acid)

3D MOL for CFc000014684 (Sagerinic acid)

3D SDF for CFc000014684 (Sagerinic acid)

3D-SDF for CFc000014684 (Sagerinic acid)

PDB for CFc000014684 (Sagerinic acid)

3D PDB for CFc000014684 (Sagerinic acid)

SMILES for CFc000014684 (Sagerinic acid)

INCHI for CFc000014684 (Sagerinic acid)

Structure for CFc000014684 (Sagerinic acid)

3D Structure for CFc000014684 (Sagerinic acid)