Ginsenoside La

Details

• Internal ID: 2f0058c1-e5ab-4406-a582-d5f447f8c8a6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(1R,2R,7S,10R,11S,13R,15R,17S,18S)-1,6,6,10,17-pentamethyl-15-(2-methylprop-1-enyl)-17-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-14-oxapentacyclo[11.7.1.02,11.05,10.018,21]henicosan-7-yl]oxy]oxane-3,4,5-triol
• SMILES (Canonical): CC(=CC1CC(C2CCC3(C2C(O1)CC4C3CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)CO)O)O)O)C)C)(C)OC7C(C(C(C(O7)CO)O)O)O)C
• SMILES (Isomeric): CC(=C[C@H]1C[C@]([C@H]2CC[C@]3(C2[C@H](O1)C[C@H]4[C@H]3CCC5[C@@]4(CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)(C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C
• InChI: InChI=1S/C41H68O13/c1-19(2)14-20-16-41(7,54-37-35(49)33(47)31(45)26(18-43)52-37)22-10-12-40(6)21-8-9-27-38(3,4)28(53-36-34(48)32(46)30(44)25(17-42)51-36)11-13-39(27,5)23(21)15-24(50-20)29(22)40/h14,20-37,42-49H,8-13,15-18H2,1-7H3/t20-,21+,22-,23-,24+,25+,26+,27?,28-,29?,30+,31+,32-,33-,34+,35+,36-,37-,39+,40+,41-/m0/s1
• InChI Key: VOUCMBDNXOKLCQ-YATHHJDDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₈O₁₃
• Molecular Weight: 769.00 g/mol
• Exact Mass: 768.46599222 g/mol
• Topological Polar Surface Area (TPSA): 208.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 1.78
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

• Ginsenoside-La
• 123617-34-5
• beta-D-Glucopyranoside, (3beta,12beta,23R)-12,23-epoxydammar-24-ene-3,20-diyl bis-
• (2R,3S,4S,5R,6R)-2-(Hydroxymethyl)-6-[[(1R,2R,7S,10R,11S,13R,15R,17S,18S)-1,6,6,10,17-pentamethyl-15-(2-methylprop-1-enyl)-17-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-14-oxapentacyclo[11.7.1.02,11.05,10.018,21]henicosan-7-yl]oxy]oxane-3,4,5-triol
• DTXSID00924555
• CHEBI:185579
• VOUCMBDNXOKLCQ-YATHHJDDSA-N
• 3-(Hexopyranosyloxy)-4,4,14-trimethyl-12,23-epoxy-18-norcholest-24-en-20-yl hexopyranoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6460	64.60%
Caco-2	-	0.8794	87.94%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7351	73.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8540	85.40%
OATP1B3 inhibitior	+	0.8142	81.42%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.7000	70.00%
P-glycoprotein inhibitior	+	0.7446	74.46%
P-glycoprotein substrate	-	0.7333	73.33%
CYP3A4 substrate	+	0.7378	73.78%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.8331	83.31%
CYP3A4 inhibition	-	0.9698	96.98%
CYP2C9 inhibition	-	0.8019	80.19%
CYP2C19 inhibition	-	0.8594	85.94%
CYP2D6 inhibition	-	0.9374	93.74%
CYP1A2 inhibition	-	0.8635	86.35%
CYP2C8 inhibition	+	0.6217	62.17%
CYP inhibitory promiscuity	-	0.9083	90.83%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6727	67.27%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9159	91.59%
Skin irritation	-	0.6571	65.71%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	-	0.6970	69.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8031	80.31%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.7838	78.38%
skin sensitisation	-	0.8948	89.48%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.8445	84.45%
Acute Oral Toxicity (c)	III	0.4127	41.27%
Estrogen receptor binding	+	0.6673	66.73%
Androgen receptor binding	+	0.7087	70.87%
Thyroid receptor binding	-	0.5825	58.25%
Glucocorticoid receptor binding	+	0.6284	62.84%
Aromatase binding	+	0.6567	65.67%
PPAR gamma	+	0.7353	73.53%
Honey bee toxicity	-	0.4906	49.06%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9499	94.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.40%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.76%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.50%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.85%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	88.64%	98.10%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.60%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.22%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.49%	92.94%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.43%	91.24%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.36%	89.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.18%	100.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	87.09%	97.47%
CHEMBL226	P30542	Adenosine A1 receptor	86.80%	95.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.14%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.82%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.47%	89.00%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	85.06%	97.34%
CHEMBL5255	O00206	Toll-like receptor 4	84.41%	92.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.25%	96.38%
CHEMBL221	P23219	Cyclooxygenase-1	84.13%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.11%	86.33%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	82.32%	97.86%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.30%	98.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.21%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.97%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.78%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.75%	96.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.36%	92.62%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.03%	94.33%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.81%	92.86%

Plants that contains it

• Panax ginseng

Cross-Links

• PubChem: 130009
• NPASS: NPC72630