(20R)-Ginsenoside Rg3

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	0681a7c1-a9ec-4a0e-9a48-610c5cdc0209
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name	(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-2-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-17-[(2R)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)	CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)O)C)O)C
SMILES (Isomeric)	CC(=CCC[C@](C)([C@H]1CC[C@@]2([C@@H]1[C@@H](C[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)O)C)O)C
InChI	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
InChI Key	RWXIFXNRCLMQCD-CZIWJLDFSA-N
Popularity	10 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₄₂H₇₂O₁₃
Molecular Weight	785.00 g/mol
Exact Mass	784.49729235 g/mol
Topological Polar Surface Area (TPSA)	219.00 Å²
XlogP	4.00
Atomic LogP (AlogP)	2.15
H-Bond Acceptor	13
H-Bond Donor	9
Rotatable Bonds	10

Synonyms

Top

(20R)-Ginsenoside Rg3

20(R)-Propanaxadiol

(20R)Ginsenoside Rg3

CHEMBL1095008

CHEBI:67990

R-GINSENOSIDE RG3

MFCD11045225

ginsenoside-RE3

20(R)-propanaxidiol

20R-GINSENOSIDE RG3

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6877	68.77%
Caco-2	-	0.8840	88.40%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7251	72.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7934	79.34%
OATP1B3 inhibitior	+	0.8189	81.89%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.4911	49.11%
P-glycoprotein inhibitior	+	0.8063	80.63%
P-glycoprotein substrate	-	0.9036	90.36%
CYP3A4 substrate	+	0.7234	72.34%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.8406	84.06%
CYP3A4 inhibition	-	0.9502	95.02%
CYP2C9 inhibition	-	0.8671	86.71%
CYP2C19 inhibition	-	0.9036	90.36%
CYP2D6 inhibition	-	0.9380	93.80%
CYP1A2 inhibition	-	0.9057	90.57%
CYP2C8 inhibition	+	0.6241	62.41%
CYP inhibitory promiscuity	-	0.9413	94.13%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6474	64.74%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9095	90.95%
Skin irritation	-	0.5956	59.56%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8437	84.37%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5436	54.36%
skin sensitisation	-	0.8991	89.91%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7155	71.55%
Acute Oral Toxicity (c)	I	0.5677	56.77%
Estrogen receptor binding	+	0.7418	74.18%
Androgen receptor binding	+	0.7407	74.07%
Thyroid receptor binding	-	0.5905	59.05%
Glucocorticoid receptor binding	+	0.6369	63.69%
Aromatase binding	+	0.6823	68.23%
PPAR gamma	+	0.7336	73.36%
Honey bee toxicity	-	0.5274	52.74%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9172	91.72%

Targets

Top

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.42%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.48%	97.25%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	94.40%	95.58%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.84%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	91.54%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.15%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.23%	92.94%
CHEMBL226	P30542	Adenosine A1 receptor	89.68%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.61%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.39%	86.33%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	88.22%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.16%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.15%	97.36%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.88%	95.50%
CHEMBL1977	P11473	Vitamin D receptor	84.66%	99.43%
CHEMBL1937	Q92769	Histone deacetylase 2	84.51%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.95%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.85%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.71%	92.62%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.71%	100.00%
CHEMBL2581	P07339	Cathepsin D	81.56%	98.95%
CHEMBL237	P41145	Kappa opioid receptor	81.36%	98.10%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.85%	100.00%

Plants that contains it

Top

Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Achillea clypeolata

Athanasia crithmifolia

Berberis julianae

Bridelia ferruginea

Bystropogon origanifolius

Cardamine heptaphylla

Centella asiatica

Cerbera odollam

Cneorum pulverulentum

Codonocarpus attenuatus

Crateva magna

Diospyros verrucosa