(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,12-dihydroxy-4,4,8,10,14-pentamethyl-17-[(2E)-6-methylhepta-2,5-dien-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 94991fe0-f87a-47c0-9842-0bb86057c87a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,12-dihydroxy-4,4,8,10,14-pentamethyl-17-[(2E)-6-methylhepta-2,5-dien-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CC4(C(CC(C5C4(CCC5C(=CCC=C(C)C)C)C)O)C6(C3C(C(CC6)O)(C)C)C)C)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@H]3C[C@@]4([C@H](C[C@H]([C@H]5[C@]4(CC[C@@H]5/C(=C/CC=C(C)C)/C)C)O)[C@@]6([C@@H]3C([C@H](CC6)O)(C)C)C)C)CO)O)O)O)O)O
• InChI: InChI=1S/C42H70O12/c1-20(2)11-10-12-21(3)23-13-16-41(8)29(23)24(44)17-27-40(7)15-14-28(45)39(5,6)36(40)25(18-42(27,41)9)52-38-35(33(49)31(47)26(19-43)53-38)54-37-34(50)32(48)30(46)22(4)51-37/h11-12,22-38,43-50H,10,13-19H2,1-9H3/b21-12+/t22-,23+,24+,25-,26+,27+,28-,29-,30-,31+,32+,33-,34+,35+,36-,37-,38+,40+,41+,42+/m0/s1
• InChI Key: QOMBXPYXWGTFNR-PWAOTOFHSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₀O₁₂
• Molecular Weight: 767.00 g/mol
• Exact Mass: 766.48672766 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 2.95
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

• Ginsenoside RG4
• 181225-33-2
• (E)-GINSENOSIDE F4
• CHEMBL3634728
• 126223-28-7
• HY-N2503
• MS-31384
• CS-0022774

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7734	77.34%
Caco-2	-	0.8712	87.12%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7358	73.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8518	85.18%
OATP1B3 inhibitior	+	0.8280	82.80%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.5727	57.27%
P-glycoprotein inhibitior	+	0.7583	75.83%
P-glycoprotein substrate	-	0.5982	59.82%
CYP3A4 substrate	+	0.7310	73.10%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9174	91.74%
CYP2C9 inhibition	-	0.8394	83.94%
CYP2C19 inhibition	-	0.9148	91.48%
CYP2D6 inhibition	-	0.9377	93.77%
CYP1A2 inhibition	-	0.8896	88.96%
CYP2C8 inhibition	+	0.6369	63.69%
CYP inhibitory promiscuity	-	0.9159	91.59%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6603	66.03%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9138	91.38%
Skin irritation	-	0.5364	53.64%
Skin corrosion	-	0.9481	94.81%
Ames mutagenesis	-	0.8154	81.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8591	85.91%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7302	73.02%
skin sensitisation	-	0.9023	90.23%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8936	89.36%
Acute Oral Toxicity (c)	I	0.5477	54.77%
Estrogen receptor binding	+	0.7222	72.22%
Androgen receptor binding	+	0.7359	73.59%
Thyroid receptor binding	-	0.5569	55.69%
Glucocorticoid receptor binding	+	0.6349	63.49%
Aromatase binding	+	0.6849	68.49%
PPAR gamma	+	0.7244	72.44%
Honey bee toxicity	-	0.5831	58.31%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9339	93.39%

Targets

Proven Targets:

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	98.82%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.65%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.02%	86.33%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	92.18%	95.58%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.70%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	90.67%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.87%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.80%	96.61%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.40%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.79%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.20%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.42%	92.94%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.18%	97.36%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.39%	95.83%
CHEMBL1937	Q92769	Histone deacetylase 2	84.16%	94.75%
CHEMBL3589	P55263	Adenosine kinase	81.84%	98.05%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.62%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.22%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.08%	89.00%
CHEMBL1977	P11473	Vitamin D receptor	80.06%	99.43%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.01%	100.00%

Plants that contains it

• Panax ginseng

Cross-Links

• PubChem: 102179726
• NPASS: NPC288694
• LOTUS: LTS0076661
• wikiData: Q105269667