ginsenoside Rh5

Details

• Internal ID: dfed701c-2dde-41d4-bf25-29dfd525feb4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,12-dihydroxy-17-[(2S)-2-methoxy-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-6-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CC(C4C3(CCC(C4(C)C)O)C)OC5C(C(C(C(O5)CO)O)O)O)C)O)C)OC)C
• SMILES (Isomeric): CC(=CCC[C@@](C)([C@H]1CC[C@@]2([C@@H]1[C@@H](C[C@H]3[C@]2(C[C@@H]([C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)O)C)OC)C
• InChI: InChI=1S/C37H64O9/c1-20(2)11-10-14-37(8,44-9)21-12-16-35(6)27(21)22(39)17-25-34(5)15-13-26(40)33(3,4)31(34)23(18-36(25,35)7)45-32-30(43)29(42)28(41)24(19-38)46-32/h11,21-32,38-43H,10,12-19H2,1-9H3/t21-,22+,23-,24+,25+,26-,27-,28+,29-,30+,31-,32+,34+,35+,36+,37-/m0/s1
• InChI Key: WTSNEXSNFSFTFK-DJGAMQLYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₆₄O₉
• Molecular Weight: 652.90 g/mol
• Exact Mass: 652.45503361 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 3.95
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

• CHEMBL454530
• CHEBI:186414
• DTXSID301144856
• (3beta,6alpha,12beta)-3,12-Dihydroxy-20-methoxydammar-24-en-6-yl beta-D-glucopyranoside
• (2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,12-dihydroxy-17-[(2S)-2-methoxy-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-6-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• 340270-88-4

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8002	80.02%
Caco-2	-	0.8417	84.17%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7125	71.25%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.8287	82.87%
OATP1B3 inhibitior	+	0.8763	87.63%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7042	70.42%
BSEP inhibitior	-	0.7853	78.53%
P-glycoprotein inhibitior	+	0.7420	74.20%
P-glycoprotein substrate	-	0.6675	66.75%
CYP3A4 substrate	+	0.7224	72.24%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.8331	83.31%
CYP3A4 inhibition	-	0.8888	88.88%
CYP2C9 inhibition	-	0.7828	78.28%
CYP2C19 inhibition	-	0.8520	85.20%
CYP2D6 inhibition	-	0.9314	93.14%
CYP1A2 inhibition	-	0.8206	82.06%
CYP2C8 inhibition	+	0.6251	62.51%
CYP inhibitory promiscuity	-	0.9029	90.29%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7179	71.79%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9176	91.76%
Skin irritation	-	0.6018	60.18%
Skin corrosion	-	0.9481	94.81%
Ames mutagenesis	-	0.7270	72.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7749	77.49%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.8001	80.01%
skin sensitisation	-	0.8915	89.15%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6666	66.66%
Acute Oral Toxicity (c)	I	0.4722	47.22%
Estrogen receptor binding	+	0.6226	62.26%
Androgen receptor binding	+	0.7286	72.86%
Thyroid receptor binding	-	0.5438	54.38%
Glucocorticoid receptor binding	+	0.6089	60.89%
Aromatase binding	+	0.7167	71.67%
PPAR gamma	+	0.6759	67.59%
Honey bee toxicity	-	0.5532	55.32%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8960	89.60%

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	98.32%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.16%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.20%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	91.51%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.02%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.91%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.38%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.52%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.29%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.28%	92.94%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.24%	95.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.52%	96.61%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.28%	97.14%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.51%	97.36%
CHEMBL2581	P07339	Cathepsin D	82.60%	98.95%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.38%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	82.32%	95.38%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.12%	97.33%
CHEMBL1914	P06276	Butyrylcholinesterase	81.75%	95.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.70%	100.00%
CHEMBL4105786	P41182	B-cell lymphoma 6 protein	81.23%	92.86%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.97%	85.14%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.76%	96.90%
CHEMBL2996	Q05655	Protein kinase C delta	80.45%	97.79%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.01%	92.62%

Plants that contains it

• Panax ginseng
• Panax vietnamensis

Cross-Links

• PubChem: 10699455
• NPASS: NPC309425
• LOTUS: LTS0100586
• wikiData: Q105312773