PhytoHub: Showing entry for Ginsenoside Rg3

Ginsenoside Rg3

Identification

PhytoHub ID

PHUB002100

Name

Ginsenoside Rg3

Systematic Name

Not Available

Synonyms

(20S)-ginsenoside Rg3
(20S)-propanaxadiol
20S-propanaxadiol
ginsenoside Rg3

CAS Number

14197-60-5

Average Mass

785.025

Monoisotopic Mass

784.497292378

Chemical Formula

C₄₂H₇₂O₁₃

IUPAC Name

(2S,3R,4S,5S,6R)-2-{[(2R,3R,4S,5S,6R)-2-{[(1S,3aR,3bR,5aR,7S,9aR,9bR,11R,11aR)-11-hydroxy-1-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-3a,3b,6,6,9a-pentamethyl-hexadecahydro-1H-cyclopenta[a]phenanthren-7-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

InChI Key

RWXIFXNRCLMQCD-JBVRGBGGSA-N

InChI Identifier

InChI=1S/C42H72O13/c1-21(2)10-9-14-42(8,51)22-11-16-41(7)29(22)23(45)18-27-39(5)15-13-28(38(3,4)26(39)12-17-40(27,41)6)54-37-35(33(49)31(47)25(20-44)53-37)55-36-34(50)32(48)30(46)24(19-43)52-36/h10,22-37,43-51H,9,11-20H2,1-8H3/t22-,23+,24+,25+,26-,27+,28-,29-,30+,31+,32-,33-,34+,35+,36-,37-,39-,40+,41+,42-/m0/s1

SMILES

[H][C@@]1(CC[C@]2(C)[C@]1([H])[C@H](O)C[C@]1([H])[C@@]3(C)CC[C@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C(C)(C)[C@]3([H])CC[C@@]21C)[C@@](C)(O)CCC=C(C)C

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 9.90e-02 g/l
LogS (ALOGPS): -3.90
LogP (ALOGPS): 2.27
Hydrogen Acceptors: 13
Hydrogen Donors: 9
Rotatable Bond Count: 10
Polar Surface Area: 218.98999999999998
Refractivity: 202.06250000000014
Polarizability: 87.78511063543749
Formal Charge: 0
Physiological Charge: 0
pKa (strongest basic): -2.9011008357131507
pKa (strongest acidic): 12.088937100618224
Number of Rings: 6
Rule of Five: No
Bioavailability: No
Ghose Filter: No
Veber's Rule: No
MDDR-like Rule: Yes

External Links

ChEBI: 67991
HMDB: HMDB0039546
FooDB (Compounds): FDB019165
PubChem: 12901617
KNApSAcK: C00029439

Taxonomy as Metabolite

Family: Terpenoid metabolites
Class: Triterpenoid metabolites
Sub-class: Not Available

Taxonomy of its Food Phytochemical Precursor(s)

Food Phytochemical	Family	Class	Sub-class
Ginsenoside Rb1	Terpenoids	Triterpenoids	Saponins	Show Food Phytochemical
Ginsenosides	Terpenoids	Triterpenoids	Saponins	Show Food Phytochemical

Spectra from Phytohub

	Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

	Food Phytochemical	Food Source	Food Source Group
	Ginsenoside Rb1	Ginseng	Herbs and Spices	Publications	Show
	Ginsenosides	Ginseng	Herbs and Spices	Publications	Show

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

	Food Phytochemical		Metabolite	Species	Biofluids	Origin	TMax	CMax	Urinary Excretion	Formula	Monoisotopic mass
	Ginsenoside Rb1		Ginsenoside Rg3	human	plasma	non-enzymatic	Not Available	Not Available	Not Available	C₄₂H₇₂O₁₃	784.497292378		Publications
	Ginsenosides		Ginsenoside Rg3	human	plasma	gut microbiota metabolite	5h-8h	<20 nmol/L	Not Available	C₄₂H₇₂O₁₃	784.497292378	Detailed Intervention Studies	Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for Ginsenoside Rg3