(2S,3R,4S,5S,6R)-2-[(2S,5R)-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]-5,6-dihydroxy-6-methylheptan-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

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Internal ID 257abb0b-6e42-4d9f-8888-1872a16f776e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3R,4S,5S,6R)-2-[(2S,5R)-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]-5,6-dihydroxy-6-methylheptan-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1O)C)CC(C4C3(CCC4C(C)(CCC(C(C)(C)O)O)OC5C(C(C(C(O5)CO)O)O)O)C)O)C)C
SMILES (Isomeric) C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2C[C@H]([C@H]4[C@]3(CC[C@@H]4[C@](C)(CC[C@H](C(C)(C)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)O)C)(C)C)O
InChI InChI=1S/C36H64O10/c1-31(2)22-10-15-34(6)23(33(22,5)13-11-24(31)39)17-20(38)26-19(9-14-35(26,34)7)36(8,16-12-25(40)32(3,4)44)46-30-29(43)28(42)27(41)21(18-37)45-30/h19-30,37-44H,9-18H2,1-8H3/t19-,20+,21+,22-,23+,24-,25+,26-,27+,28-,29+,30-,33-,34+,35+,36-/m0/s1
InChI Key ZMTWTVVNIULGFE-KVGQQVSNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H64O10
Molecular Weight 656.90 g/mol
Exact Mass 656.44994823 g/mol
Topological Polar Surface Area (TPSA) 180.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 2.49
H-Bond Acceptor 10
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S,6R)-2-[(2S,5R)-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]-5,6-dihydroxy-6-methylheptan-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6620 66.20%
Caco-2 - 0.8390 83.90%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6681 66.81%
OATP2B1 inhibitior - 0.7234 72.34%
OATP1B1 inhibitior + 0.8590 85.90%
OATP1B3 inhibitior + 0.8978 89.78%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6792 67.92%
BSEP inhibitior - 0.8260 82.60%
P-glycoprotein inhibitior + 0.7002 70.02%
P-glycoprotein substrate - 0.6876 68.76%
CYP3A4 substrate + 0.7077 70.77%
CYP2C9 substrate - 0.7983 79.83%
CYP2D6 substrate - 0.8352 83.52%
CYP3A4 inhibition - 0.8900 89.00%
CYP2C9 inhibition - 0.8438 84.38%
CYP2C19 inhibition - 0.8862 88.62%
CYP2D6 inhibition - 0.9602 96.02%
CYP1A2 inhibition - 0.8470 84.70%
CYP2C8 inhibition + 0.4867 48.67%
CYP inhibitory promiscuity - 0.9522 95.22%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7385 73.85%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9174 91.74%
Skin irritation - 0.6579 65.79%
Skin corrosion - 0.9528 95.28%
Ames mutagenesis - 0.7439 74.39%
Human Ether-a-go-go-Related Gene inhibition + 0.7825 78.25%
Micronuclear - 0.8900 89.00%
Hepatotoxicity + 0.5624 56.24%
skin sensitisation - 0.9280 92.80%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.8197 81.97%
Acute Oral Toxicity (c) I 0.4874 48.74%
Estrogen receptor binding + 0.5734 57.34%
Androgen receptor binding + 0.7373 73.73%
Thyroid receptor binding - 0.5148 51.48%
Glucocorticoid receptor binding + 0.5983 59.83%
Aromatase binding + 0.6606 66.06%
PPAR gamma + 0.6457 64.57%
Honey bee toxicity - 0.6292 62.92%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.8417 84.17%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.70% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.64% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.44% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.28% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.24% 91.11%
CHEMBL2581 P07339 Cathepsin D 92.72% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 92.67% 97.79%
CHEMBL237 P41145 Kappa opioid receptor 92.29% 98.10%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.33% 95.89%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 89.11% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.01% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.01% 100.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 87.65% 92.86%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.17% 92.94%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.88% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.60% 97.14%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.39% 96.21%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.94% 86.33%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 84.76% 92.50%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 84.45% 90.24%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.42% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 84.27% 95.93%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.27% 95.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.37% 94.45%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 82.50% 95.58%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.12% 100.00%
CHEMBL5028 O14672 ADAM10 80.63% 97.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.01% 85.14%

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 163045105
LOTUS LTS0250910
wikiData Q105379717