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(2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-17-[(E,2S)-2,6-dihydroxy-6-methylhept-3-en-2-yl]-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-6-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 5dbda35d-2d09-45f6-888c-f8b1fd16dd1a
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)-17-[(E,2S)-2,6-dihydroxy-6-methylhept-3-en-2-yl]-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-6-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1(C(CCC2(C1C(CC3(C2CC(C4C3(CCC4C(C)(C=CCC(C)(C)O)O)C)O)C)OC5C(C(C(C(O5)CO)O)O)O)C)O)C
SMILES (Isomeric) C[C@]12CC[C@@H](C([C@@H]1[C@H](C[C@@]3([C@@H]2C[C@H]([C@H]4[C@]3(CC[C@@H]4[C@](C)(/C=C/CC(C)(C)O)O)C)O)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)(C)C)O
InChI InChI=1S/C36H62O10/c1-31(2,43)12-9-13-36(8,44)19-10-15-34(6)25(19)20(38)16-23-33(5)14-11-24(39)32(3,4)29(33)21(17-35(23,34)7)45-30-28(42)27(41)26(40)22(18-37)46-30/h9,13,19-30,37-44H,10-12,14-18H2,1-8H3/b13-9+/t19-,20+,21-,22+,23+,24-,25-,26+,27-,28+,29-,30+,33+,34+,35+,36-/m0/s1
InChI Key GWXVKQQKVGTQHX-YYGIALSRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C36H62O10
Molecular Weight 654.90 g/mol
Exact Mass 654.43429817 g/mol
Topological Polar Surface Area (TPSA) 180.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.27
H-Bond Acceptor 10
H-Bond Donor 8
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-17-[(E,2S)-2,6-dihydroxy-6-methylhept-3-en-2-yl]-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-6-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 + 0.7368 73.68%
Caco-2 - 0.8335 83.35%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6945 69.45%
OATP2B1 inhibitior - 0.7233 72.33%
OATP1B1 inhibitior + 0.8373 83.73%
OATP1B3 inhibitior + 0.8756 87.56%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6792 67.92%
BSEP inhibitior - 0.6226 62.26%
P-glycoprotein inhibitior + 0.7042 70.42%
P-glycoprotein substrate - 0.6810 68.10%
CYP3A4 substrate + 0.7244 72.44%
CYP2C9 substrate - 0.8007 80.07%
CYP2D6 substrate - 0.8411 84.11%
CYP3A4 inhibition - 0.8665 86.65%
CYP2C9 inhibition - 0.8595 85.95%
CYP2C19 inhibition - 0.8847 88.47%
CYP2D6 inhibition - 0.9547 95.47%
CYP1A2 inhibition - 0.8526 85.26%
CYP2C8 inhibition + 0.6260 62.60%
CYP inhibitory promiscuity - 0.9272 92.72%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7306 73.06%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9195 91.95%
Skin irritation - 0.6144 61.44%
Skin corrosion - 0.9506 95.06%
Ames mutagenesis - 0.8070 80.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7640 76.40%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.5750 57.50%
skin sensitisation - 0.9174 91.74%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.7453 74.53%
Acute Oral Toxicity (c) I 0.5293 52.93%
Estrogen receptor binding + 0.6740 67.40%
Androgen receptor binding + 0.7397 73.97%
Thyroid receptor binding - 0.5056 50.56%
Glucocorticoid receptor binding + 0.5849 58.49%
Aromatase binding + 0.6596 65.96%
PPAR gamma + 0.6690 66.90%
Honey bee toxicity - 0.6205 62.05%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9231 92.31%

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 96.45% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.44% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.45% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 93.03% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.13% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.48% 96.61%
CHEMBL1977 P11473 Vitamin D receptor 89.66% 99.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.69% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.07% 86.33%
CHEMBL2996 Q05655 Protein kinase C delta 86.91% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.66% 100.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 85.07% 100.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 83.97% 90.24%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.42% 92.94%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.34% 94.45%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.56% 97.33%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.08% 96.21%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.21% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.57% 100.00%

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 notoginseng

Cross-Links

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PubChem 101693306
LOTUS LTS0142874
wikiData Q27103112