ChemFOnt: Showing chemical card for Protodesgalactotigonin (CFc000333231)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:13:07 UTC

Chemfont ID

CFc000333231

Molecule Identification

Common Name

Protodesgalactotigonin

Definition

Protodegalactotigonin is a member of the class of compounds known as steroidal saponins. Steroidal saponins are saponins in which the aglycone moiety is a steroid. The steroidal aglycone is usually a spirostane, furostane, spirosolane, solanidane, or curcubitacin derivative. Protodegalactotigonin is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Protodegalactotigonin can be found in a number of food items such as green bell pepper, soft-necked garlic, orange bell pepper, and yellow bell pepper, which makes protodegalactotigonin a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₅₆H₉₄O₂₈

Average Molecular Weight

1215.3288

Monoisotopic Molecular Weight

1214.593162424

IUPAC Name

2-({2-[(4,5-dihydroxy-6-{[6-hydroxy-7,9,13-trimethyl-6-(3-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl)-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan-16-yl]oxy}-2-(hydroxymethyl)oxan-3-yl)oxy]-5-hydroxy-6-(hydroxymethyl)-4-[(3,4,5-trihydroxyoxan-2-yl)oxy]oxan-3-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

CAS Registry Number

126643-25-2

SMILES

CC(CCC1(O)OC2CC3C4CCC5CC(CCC5(C)C4CCC3(C)C2C1C)OC1OC(CO)C(OC2OC(CO)C(O)C(OC3OCC(O)C(O)C3O)C2OC2OC(CO)C(O)C(O)C2O)C(O)C1O)COC1OC(CO)C(O)C(O)C1O

InChI Identifier

InChI=1S/C56H94O28/c1-21(19-74-49-43(70)39(66)36(63)30(15-57)77-49)7-12-56(73)22(2)34-29(84-56)14-27-25-6-5-23-13-24(8-10-54(23,3)26(25)9-11-55(27,34)4)76-51-45(72)41(68)46(33(18-60)80-51)81-53-48(83-52-44(71)40(67)37(64)31(16-58)78-52)47(38(65)32(17-59)79-53)82-50-42(69)35(62)28(61)20-75-50/h21-53,57-73H,5-20H2,1-4H3

InChI Key

FJLUJBDSFBGOPL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroidal saponins. These are saponins in which the aglycone moiety is a steroid. The steroidal aglycone is usually a spirostane, furostane, spirosolane, solanidane, or curcubitacin derivative.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Steroidal saponins

Alternative Parents

Substituents

Steroidal saponin
Diterpene glycoside
Furostane-skeleton
Oligosaccharide
22-hydroxysteroid
Diterpenoid
Hydroxysteroid
Terpene glycoside
Fatty acyl glycoside
Alkyl glycoside
Glycosyl compound
O-glycosyl compound
Oxane
Fatty acyl
Tetrahydrofuran
Hemiacetal
Secondary alcohol
Oxacycle
Polyol
Organoheterocyclic compound
Acetal
Organooxygen compound
Hydrocarbon derivative
Primary alcohol
Organic oxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0040872)

Food

Herb and spice

Herb

Soft-necked garlic (FooDB: FOOD00850)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.63 g/L	ALOGPS
logP	-1.1	ALOGPS
logP	-4.1	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	11.46	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	28	ChemAxon
Hydrogen Donor Count	17	ChemAxon
Polar Surface Area	445.44 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	279.03 m³·mol⁻¹	ChemAxon
Polarizability	127.88 Å³	ChemAxon
Number of Rings	10	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

HMDB0040872

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB020702

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

14464370

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Protodesgalactotigonin (CFc000333231)

MOL for CFc000333231 (Protodesgalactotigonin)

3D MOL for CFc000333231 (Protodesgalactotigonin)

3D SDF for CFc000333231 (Protodesgalactotigonin)

3D-SDF for CFc000333231 (Protodesgalactotigonin)

PDB for CFc000333231 (Protodesgalactotigonin)

3D PDB for CFc000333231 (Protodesgalactotigonin)

SMILES for CFc000333231 (Protodesgalactotigonin)

INCHI for CFc000333231 (Protodesgalactotigonin)

Structure for CFc000333231 (Protodesgalactotigonin)

3D Structure for CFc000333231 (Protodesgalactotigonin)