ChemFOnt: Showing chemical card for Sanguisorbic acid dilactone (CFc000010519)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:57:59 UTC

Chemfont ID

CFc000010519

Molecule Identification

Common Name

Sanguisorbic acid dilactone

Definition

Sanguisobic acid dilactone is found in herbs and spices. Sanguisobic acid dilactone is isolated from the underground parts of Sanguisorba officinalis (burnet bloodwort).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Sanguisorbate dilactone	Generator
3,4-Dihydroxy-5-({6,7,13,14-tetrahydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(15),4,6,8(16),11,13-hexaen-5-yl}oxy)benzoate	Generator

Chemical Formula

C₂₁H₁₀O₁₃

Average Molecular Weight

470.2963

Monoisotopic Molecular Weight

470.012140406

IUPAC Name

3,4-dihydroxy-5-({6,7,13,14-tetrahydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(14),4,6,8(16),11(15),12-hexaen-5-yl}oxy)benzoic acid

Traditional Name

3,4-dihydroxy-5-({6,7,13,14-tetrahydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.0⁴,¹⁶.0¹¹,¹⁵]hexadeca-1(14),4,6,8(16),11(15),12-hexaen-5-yl}oxy)benzoic acid

CAS Registry Number

None

SMILES

OC(=O)C1=CC(OC2=C3C(=O)OC4=C(O)C(O)=CC5=C4C3=C(OC5=O)C(O)=C2O)=C(O)C(O)=C1

InChI Identifier

InChI=1S/C21H10O13/c22-6-1-4(19(28)29)2-8(12(6)24)32-18-11-10-9-5(20(30)33-17(10)14(26)15(18)27)3-7(23)13(25)16(9)34-21(11)31/h1-3,22-27H,(H,28,29)

InChI Key

DBLLWHYTKRSJEV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) that are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tannins

Sub Class

Hydrolyzable tannins

Direct Parent

Hydrolyzable tannins

Alternative Parents

Substituents

Hydrolyzable tannin
Ellagic_acid
7,8-dihydroxycoumarin
Gallic acid or derivatives
Dihydroxybenzoic acid
Isocoumarin
Diaryl ether
Coumarin
Hydroxybenzoic acid
Benzopyran
1-benzopyran
2-benzopyran
Benzoic acid
Benzoic acid or derivatives
Phenoxy compound
Phenol ether
Catechol
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
Pyranone
Phenol
1-hydroxy-2-unsubstituted benzenoid
Pyran
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Vinylogous ester
Lactone
Monocarboxylic acid or derivatives
Polyol
Carboxylic acid
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Ether
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0029274)
Cell membrane (HMDB: HMDB0029274)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029274)

Source

Exogenous

Exogenous (HMDB: HMDB0029274)

Food

Food (HMDB: HMDB0029274)

Endogenous

Plant

Plant (HMDB: HMDB0029274)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0029274)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.15 g/L	ALOGPS
logP	2.56	ALOGPS
logP	2.87	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	3.91	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	220.51 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	108.07 m³·mol⁻¹	ChemAxon
Polarizability	40.97 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0029274

DrugBank ID

Not Available

Phenol Explorer Compound ID

443

FooDB ID

FDB000232

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

15934028

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Sanguisorbic acid dilactone (CFc000010519)

MOL for CFc000010519 (Sanguisorbic acid dilactone)

3D MOL for CFc000010519 (Sanguisorbic acid dilactone)

3D SDF for CFc000010519 (Sanguisorbic acid dilactone)

3D-SDF for CFc000010519 (Sanguisorbic acid dilactone)

PDB for CFc000010519 (Sanguisorbic acid dilactone)

3D PDB for CFc000010519 (Sanguisorbic acid dilactone)

SMILES for CFc000010519 (Sanguisorbic acid dilactone)

INCHI for CFc000010519 (Sanguisorbic acid dilactone)

Structure for CFc000010519 (Sanguisorbic acid dilactone)

3D Structure for CFc000010519 (Sanguisorbic acid dilactone)