ginsenoside Mx

Details

• Internal ID: d5a80ee1-a69c-4ebd-8e39-aef01de6e33d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2S)-2-[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-3,12-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-en-2-yl]oxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol
• SMILES (Canonical): CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)O)C)C)O)C)OC5C(C(C(C(O5)COC6C(C(C(CO6)O)O)O)O)O)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)C)O)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO[C@H]6[C@@H]([C@H]([C@@H](CO6)O)O)O)O)O)O)C
• InChI: InChI=1S/C41H70O12/c1-21(2)10-9-14-41(8,53-36-34(49)32(47)31(46)25(52-36)20-51-35-33(48)30(45)24(43)19-50-35)22-11-16-40(7)29(22)23(42)18-27-38(5)15-13-28(44)37(3,4)26(38)12-17-39(27,40)6/h10,22-36,42-49H,9,11-20H2,1-8H3/t22-,23+,24+,25+,26-,27+,28-,29-,30-,31+,32-,33+,34+,35-,36-,38-,39+,40+,41-/m0/s1
• InChI Key: YNBYFOIDLBTOMW-IPTBNLQOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₇₀O₁₂
• Molecular Weight: 755.00 g/mol
• Exact Mass: 754.48672766 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.79
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

• ginsenoside Mx
• 80325-22-0
• CHEBI:77490
• HY-N6881
• AKOS040740805
• MS-31334
• CS-0100475
• Q27147037
• 20-[6-O-(beta-D-Xylopyranosyl)-beta-D-glucopyranosyloxy]dammara-24-ene-3beta,12beta-diol
• 20-[beta-D-xylopyranosyl-(1->6)-beta-D-glucopyranosyloxy]dammar-24-ene-3beta,12-diol
• (2S,3R,4S,5S,6R)-2-[(2S)-2-[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-3,12-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-en-2-yl]oxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-3,4,5-triol
• (3beta,12beta)-3,12-dihydroxydammar-24-en-20-yl 6-O-beta-D-xylopyranosyl-beta-D-glucopyranoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7409	74.09%
Caco-2	-	0.8832	88.32%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7439	74.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8446	84.46%
OATP1B3 inhibitior	+	0.8566	85.66%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.5464	54.64%
P-glycoprotein inhibitior	+	0.7872	78.72%
P-glycoprotein substrate	-	0.6679	66.79%
CYP3A4 substrate	+	0.7195	71.95%
CYP2C9 substrate	-	0.8028	80.28%
CYP2D6 substrate	-	0.8179	81.79%
CYP3A4 inhibition	-	0.9623	96.23%
CYP2C9 inhibition	-	0.8595	85.95%
CYP2C19 inhibition	-	0.8831	88.31%
CYP2D6 inhibition	-	0.9368	93.68%
CYP1A2 inhibition	-	0.9048	90.48%
CYP2C8 inhibition	+	0.6409	64.09%
CYP inhibitory promiscuity	-	0.9359	93.59%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6375	63.75%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9131	91.31%
Skin irritation	-	0.5820	58.20%
Skin corrosion	-	0.9477	94.77%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7974	79.74%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.6243	62.43%
skin sensitisation	-	0.8844	88.44%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8589	85.89%
Acute Oral Toxicity (c)	I	0.6012	60.12%
Estrogen receptor binding	+	0.7133	71.33%
Androgen receptor binding	+	0.7187	71.87%
Thyroid receptor binding	-	0.5814	58.14%
Glucocorticoid receptor binding	+	0.6422	64.22%
Aromatase binding	+	0.6972	69.72%
PPAR gamma	+	0.7217	72.17%
Honey bee toxicity	-	0.5934	59.34%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9532	95.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.43%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.65%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	95.40%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.75%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.56%	82.69%
CHEMBL2179	P04062	Beta-glucocerebrosidase	90.96%	85.31%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.96%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.85%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.78%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.98%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.89%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.91%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.24%	94.45%
CHEMBL2581	P07339	Cathepsin D	85.36%	98.95%
CHEMBL5028	O14672	ADAM10	83.50%	97.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.39%	96.61%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.09%	96.90%
CHEMBL1937	Q92769	Histone deacetylase 2	82.75%	94.75%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.32%	97.21%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.25%	97.36%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.90%	100.00%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	81.71%	92.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.98%	92.62%
CHEMBL5957	P21589	5'-nucleotidase	80.86%	97.78%
CHEMBL1871	P10275	Androgen Receptor	80.83%	96.43%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.52%	80.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.04%	97.14%

Plants that contains it

• Achillea clypeolata
• Athanasia crithmifolia
• Berberis julianae
• Bridelia ferruginea
• Bystropogon origanifolius
• Cardamine heptaphylla
• Centella asiatica
• Cerbera odollam
• Cneorum pulverulentum
• Codonocarpus attenuatus
• Coleostephus myconis
• Crateva magna
• Dahlia pinnata
• Diospyros verrucosa
• Euonymus nanoides
• Gynostemma pentaphyllum
• Jacobaea subalpina
• Nepeta multifida
• Pleogyne australis
• Polygala amara
• Pyrola decorata
• Quercus serrata
• Rubus allegheniensis
• Salvia abrotanoides
• Stephania sutchuenensis
• Swertia japonica
• Synotis alata
• Tetraneuris acaulis
• Unonopsis glaucopetala
• Zieria smithii

Cross-Links

• PubChem: 11331683
• NPASS: NPC121648
• LOTUS: LTS0164245
• wikiData: Q27147037