ChemFOnt: Showing chemical card for Protoeruboside B (CFc000333232)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:13:07 UTC

Chemfont ID

CFc000333232

Molecule Identification

Common Name

Protoeruboside B

Definition

Protoisoeruboside b 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. Protoisoeruboside b is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Protoisoeruboside b can be found in garlic, onion-family vegetables, and soft-necked garlic, which makes protoisoeruboside b a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
14-Pentyloxacyclotetradec-11-ene-2,11-dione	HMDB

Chemical Formula

C₅₇H₉₆O₃₀

Average Molecular Weight

1261.3541

Monoisotopic Molecular Weight

1260.598641732

IUPAC Name

2-({2-[(6-{[6,19-dihydroxy-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}-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl)oxy]-5-hydroxy-6-(hydroxymethyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-4-yl}oxy)-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

CAS Registry Number

186545-34-6

SMILES

CC(CCC1(O)OC2CC3C4CC(O)C5CC(CCC5(C)C4CCC3(C)C2C1C)OC1OC(CO)C(OC2OC(CO)C(O)C(OC3OC(CO)C(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/C57H96O30/c1-20(19-77-50-43(72)39(68)35(64)29(14-58)79-50)5-10-57(76)21(2)34-28(87-57)13-25-23-12-27(63)26-11-22(6-8-55(26,3)24(23)7-9-56(25,34)4)78-51-46(75)42(71)47(33(18-62)83-51)84-54-49(86-53-45(74)41(70)37(66)31(16-60)81-53)48(38(67)32(17-61)82-54)85-52-44(73)40(69)36(65)30(15-59)80-52/h20-54,58-76H,5-19H2,1-4H3

InChI Key

WYWLHHWQKOHXHW-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
6-hydroxysteroid
Hydroxysteroid
Terpene glycoside
Fatty acyl glycoside
Alkyl glycoside
Glycosyl compound
O-glycosyl compound
Oxane
Fatty acyl
Cyclic alcohol
Tetrahydrofuran
Secondary alcohol
Hemiacetal
Oxacycle
Acetal
Polyol
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Primary alcohol
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0029785)

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	6.82 g/L	ALOGPS
logP	-1.7	ALOGPS
logP	-6	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	11.46	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	30	ChemAxon
Hydrogen Donor Count	19	ChemAxon
Polar Surface Area	485.9 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	286.58 m³·mol⁻¹	ChemAxon
Polarizability	130.89 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

HMDB0029785

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000992

KNApSAcK ID

C00057176

Chemspider ID

8058274

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73795908

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Protoeruboside B (CFc000333232)

MOL for CFc000333232 (Protoeruboside B)

3D MOL for CFc000333232 (Protoeruboside B)

3D SDF for CFc000333232 (Protoeruboside B)

3D-SDF for CFc000333232 (Protoeruboside B)

PDB for CFc000333232 (Protoeruboside B)

3D PDB for CFc000333232 (Protoeruboside B)

SMILES for CFc000333232 (Protoeruboside B)

INCHI for CFc000333232 (Protoeruboside B)

Structure for CFc000333232 (Protoeruboside B)

3D Structure for CFc000333232 (Protoeruboside B)