(20R)-Ginsenoside Rh1

Details

• Internal ID: 311950ab-1413-454f-8ec7-6f66766f141f
• 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-[(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-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)O)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)O)C
• InChI: InChI=1S/C36H62O9/c1-19(2)10-9-13-36(8,43)20-11-15-34(6)26(20)21(38)16-24-33(5)14-12-25(39)32(3,4)30(33)22(17-35(24,34)7)44-31-29(42)28(41)27(40)23(18-37)45-31/h10,20-31,37-43H,9,11-18H2,1-8H3/t20-,21+,22-,23+,24+,25-,26-,27+,28-,29+,30-,31+,33+,34+,35+,36+/m0/s1
• InChI Key: RAQNTCRNSXYLAH-PQYWRUIPSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₆₂O₉
• Molecular Weight: 638.90 g/mol
• Exact Mass: 638.43938355 g/mol
• Topological Polar Surface Area (TPSA): 160.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.30
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

• 80952-71-2
• 20(R)-Ginsenoside Rh1
• 20(R)--Ginsenoside rh1
• (R)Ginsenoside-Rh1
• CHEMBL3594353
• HY-N1400
• MFCD22200424
• s9318
• AKOS037514527
• CCG-270313
• AC-34686
• MS-30906
• CS-0016818

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8156	81.56%
Caco-2	-	0.8385	83.85%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7286	72.86%
OATP2B1 inhibitior	-	0.7214	72.14%
OATP1B1 inhibitior	+	0.8352	83.52%
OATP1B3 inhibitior	+	0.8549	85.49%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6542	65.42%
BSEP inhibitior	-	0.5657	56.57%
P-glycoprotein inhibitior	+	0.7239	72.39%
P-glycoprotein substrate	-	0.7787	77.87%
CYP3A4 substrate	+	0.7194	71.94%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.8406	84.06%
CYP3A4 inhibition	-	0.8866	88.66%
CYP2C9 inhibition	-	0.7986	79.86%
CYP2C19 inhibition	-	0.8784	87.84%
CYP2D6 inhibition	-	0.9331	93.31%
CYP1A2 inhibition	-	0.8288	82.88%
CYP2C8 inhibition	+	0.6093	60.93%
CYP inhibitory promiscuity	-	0.8889	88.89%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7170	71.70%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9207	92.07%
Skin irritation	-	0.5508	55.08%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.6970	69.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8158	81.58%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.7432	74.32%
skin sensitisation	-	0.8969	89.69%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6690	66.90%
Acute Oral Toxicity (c)	I	0.4826	48.26%
Estrogen receptor binding	+	0.6310	63.10%
Androgen receptor binding	+	0.7277	72.77%
Thyroid receptor binding	-	0.5266	52.66%
Glucocorticoid receptor binding	+	0.5832	58.32%
Aromatase binding	+	0.7074	70.74%
PPAR gamma	+	0.6853	68.53%
Honey bee toxicity	-	0.5672	56.72%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9437	94.37%

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	98.33%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.44%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.27%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	91.65%	95.93%
CHEMBL2996	Q05655	Protein kinase C delta	91.16%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.70%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.02%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.55%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.53%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.41%	100.00%
CHEMBL1914	P06276	Butyrylcholinesterase	87.65%	95.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.62%	92.94%
CHEMBL1977	P11473	Vitamin D receptor	86.98%	99.43%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.36%	95.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.77%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.76%	96.61%
CHEMBL1937	Q92769	Histone deacetylase 2	82.81%	94.75%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	82.23%	95.58%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.12%	97.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.83%	97.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.33%	100.00%
CHEMBL4105786	P41182	B-cell lymphoma 6 protein	81.19%	92.86%
CHEMBL2581	P07339	Cathepsin D	80.65%	98.95%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.60%	96.90%

Plants that contains it

• Alstonia muelleriana
• Coreopsis nodosa
• Dacrydium cupressinum
• Glycine tomentella
• Gynostemma yixingense
• Nicotiana undulata
• Panax ginseng
• Panax notoginseng
• Panax quinquefolius
• Passiflora incarnata
• Senecio paludaffinis
• Seriphidium cinum
• Trigonella grandiflora
• Tripolium pannonicum
• Uvaria calamistrata

Cross-Links

• PubChem: 21599923
• NPASS: NPC129372
• LOTUS: LTS0203474
• wikiData: Q105232813