PhytoHub: Showing entry for Rebaudioside B

Rebaudioside B

Identification

PhytoHub ID

PHUB002067

Name

Rebaudioside B

Systematic Name

Not Available

Synonyms

Stevioside A4

CAS Number

58543-17-2

Average Mass

804.88

Monoisotopic Mass

804.377965092

Chemical Formula

C₃₈H₆₀O₁₈

IUPAC Name

(1R,5R,9S,13S)-13-{[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis({[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})oxan-2-yl]oxy}-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5-carboxylic acid

InChI Key

DRSKVOAJKLUMCL-DPTONFDPSA-N

InChI Identifier

InChI=1S/C38H60O18/c1-16-11-37-9-5-20-35(2,7-4-8-36(20,3)34(49)50)21(37)6-10-38(16,15-37)56-33-30(55-32-28(48)26(46)23(43)18(13-40)52-32)29(24(44)19(14-41)53-33)54-31-27(47)25(45)22(42)17(12-39)51-31/h17-33,39-48H,1,4-15H2,2-3H3,(H,49,50)/t17-,18-,19-,20?,21?,22-,23-,24-,25+,26+,27-,28-,29+,30-,31+,32+,33+,35-,36-,37-,38+/m1/s1

SMILES

C[C@@]12CCC[C@](C)(C1CC[C@@]13CC(=C)[C@@](C1)(CCC23)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(O)=O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 6.28e+00 g/l
LogS (ALOGPS): -2.11
LogP (ALOGPS): -1.06
Hydrogen Acceptors: 18
Hydrogen Donors: 11
Rotatable Bond Count: 10
Polar Surface Area: 294.97999999999996
Refractivity: 186.13159999999988
Polarizability: 82.83734285387368
Formal Charge: 0
Physiological Charge: -1
pKa (strongest basic): -3.64837757528178
pKa (strongest acidic): 4.59047782699569
Number of Rings: 7
Rule of Five: No
Bioavailability: No
Ghose Filter: No
Veber's Rule: No
MDDR-like Rule: Yes

External Links

PubChem: 21593623
FooDB (Compounds): FDB013542
HMDB: HMDB34949

Taxonomy as Food Phytochemical

Family: Terpenoids
Class: Diterpenoids
Sub-class: Not Available

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Prenol lipids
Super-class: Lipids and lipid-like molecules
Sub-class: Terpene glycosides
Direct Parent Name: Steviol glycosides
Alternative Parent Names: ["Acetals", "Carbonyl compounds", "Carboxylic acids", "Fatty acyl glycosides", "Hydrocarbon derivatives", "Kaurane diterpenoids", "Monocarboxylic acids and derivatives", "O-glycosyl compounds", "Oligosaccharides", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Polyols", "Primary alcohols", "Secondary alcohols"]
External Descriptor Annotations: Not Available
Substituent Names: ["Acetal", "Alcohol", "Aliphatic heteropolycyclic compound", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Diterpenoid", "Fatty acyl", "Fatty acyl glycoside", "Glycosyl compound", "Hydrocarbon derivative", "Kaurane diterpenoid", "Monocarboxylic acid or derivatives", "O-glycosyl compound", "Oligosaccharide", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Polyol", "Primary alcohol", "Secondary alcohol", "Steviol glycoside"]

Spectra from Phytohub

	Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Food Sources

	Name	Group
	Stevia (Stevia rebaudiana)	Vegetables, Leaf vegetables	Publications	Show

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

No metabolism information available

Inter-Individual Variations in Metabolism

No data on inter-individual variations available

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Showing entry for Rebaudioside B