ChemFOnt: Showing chemical card for Kaempferol 3-rutinoside (CFc000336154)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:29:07 UTC

Chemfont ID

CFc000336154

Molecule Identification

Common Name

Kaempferol 3-rutinoside

Definition

Biorobin, also known as kaempferol 3-robinobioside, is a member of the class of compounds known as flavonoid-3-o-glycosides. Flavonoid-3-o-glycosides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. Biorobin is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Biorobin can be found in herbs and spices and pulses, which makes biorobin a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Kaempferol 3-robinobioside	HMDB
Kaempferol-3-O-rutinoside	MeSH, HMDB

Chemical Formula

C₂₇H₃₀O₁₅

Average Molecular Weight

594.5181

Monoisotopic Molecular Weight

594.15847029

IUPAC Name

5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]-4H-chromen-4-one

Traditional Name

5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]chromen-4-one

CAS Registry Number

17650-84-9

SMILES

CC1OC(OCC2OC(OC3=C(OC4=CC(O)=CC(O)=C4C3=O)C3=CC=C(O)C=C3)C(O)C(O)C2O)C(O)C(O)C1O

InChI Identifier

InChI=1S/C27H30O15/c1-9-17(31)20(34)22(36)26(39-9)38-8-15-18(32)21(35)23(37)27(41-15)42-25-19(33)16-13(30)6-12(29)7-14(16)40-24(25)10-2-4-11(28)5-3-10/h2-7,9,15,17-18,20-23,26-32,34-37H,8H2,1H3

InChI Key

RTATXGUCZHCSNG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-3-O-glycosides

Alternative Parents

Substituents

Flavonoid-3-o-glycoside
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Chromone
Disaccharide
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Oxane
Pyran
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Heteroaromatic compound
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Acetal
Polyol
Organic oxygen compound
Alcohol
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0037574)

Food

Nut

Almond (FooDB: FOOD00148)

Fruit

Pome

Apple (FooDB: FOOD00105)
Pear (FooDB: FOOD00152)
Quince (FooDB: FOOD00069)

Drupe

Apricot (FooDB: FOOD00144)

Berry

Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)

Other fruit

Fig (FooDB: FOOD00081)

Tropical fruit

Kiwi (FooDB: FOOD00004)

Pulse

Bean

Common bean (FooDB: FOOD00134)
Green bean (FooDB: FOOD00883)

Soy

Soy bean (FooDB: FOOD00085)

Herb and spice

Oilseed crop

Cottonseed (FooDB: FOOD00341)
Safflower (FooDB: FOOD00042)

Herb

Sweet basil (FooDB: FOOD00119)
Sweet bay (FooDB: FOOD00097)

Spice

Capers (FooDB: FOOD00039)
Star anise (FooDB: FOOD00090)

Other seed

Ginkgo nuts (FooDB: FOOD00367)

Gourd

Cucurbita (FooDB: FOOD00066)

Tea

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	3.07 g/L	ALOGPS
logP	0.07	ALOGPS
logP	-0.57	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	6.43	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	245.29 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	138.16 m³·mol⁻¹	ChemAxon
Polarizability	56.89 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

HMDB0037574

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016666

KNApSAcK ID

C00005160

Chemspider ID

11208697

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12313332

PDB ID

Not Available

ChEBI ID

139410

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Kaempferol 3-rutinoside (CFc000336154)

MOL for CFc000336154 (Kaempferol 3-rutinoside)

3D MOL for CFc000336154 (Kaempferol 3-rutinoside)

3D SDF for CFc000336154 (Kaempferol 3-rutinoside)

3D-SDF for CFc000336154 (Kaempferol 3-rutinoside)

PDB for CFc000336154 (Kaempferol 3-rutinoside)

3D PDB for CFc000336154 (Kaempferol 3-rutinoside)

SMILES for CFc000336154 (Kaempferol 3-rutinoside)

INCHI for CFc000336154 (Kaempferol 3-rutinoside)

Structure for CFc000336154 (Kaempferol 3-rutinoside)

3D Structure for CFc000336154 (Kaempferol 3-rutinoside)