Ginsenoside La

Details

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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

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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

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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

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2D Structure of Ginsenoside La

3D Structure

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ADMET Properties (via admetSAR 2)

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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

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Panax ginseng

Cross-Links

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PubChem 130009
NPASS NPC72630