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(2R,3R,4S,5S,6R)-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-14-hydroxy-15-[(2S,5S)-5-hydroxy-2,6,6-trimethyloxan-2-yl]-7,7,12,16-tetramethyl-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-9-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]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 d398d77a-f454-4d63-bebf-b4550b8101d9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-14-hydroxy-15-[(2S,5S)-5-hydroxy-2,6,6-trimethyloxan-2-yl]-7,7,12,16-tetramethyl-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-9-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1(C(CCC(O1)(C)C2C(CC3(C2(CCC45C3CC(C6C4(C5)CCC(C6(C)C)OC7C(C(C(CO7)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)C)O)O)C
SMILES (Isomeric) C[C@]12CC[C@@]34C[C@@]35CC[C@@H](C([C@@H]5[C@H](C[C@H]4[C@@]1(C[C@@H]([C@@H]2[C@@]6(CC[C@@H](C(O6)(C)C)O)C)O)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)(C)C)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O
InChI InChI=1S/C41H68O14/c1-35(2)25(54-33-29(49)26(46)20(44)17-51-33)9-11-41-18-40(41)13-12-37(5)31(39(7)10-8-24(45)36(3,4)55-39)19(43)15-38(37,6)23(40)14-21(32(35)41)52-34-30(50)28(48)27(47)22(16-42)53-34/h19-34,42-50H,8-18H2,1-7H3/t19-,20+,21-,22+,23-,24-,25-,26-,27+,28-,29+,30+,31-,32-,33-,34+,37+,38-,39-,40-,41+/m0/s1
InChI Key MSEFXJHDXJYSIH-APTZISLHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C41H68O14
Molecular Weight 785.00 g/mol
Exact Mass 784.46090684 g/mol
Topological Polar Surface Area (TPSA) 228.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 0.72
H-Bond Acceptor 14
H-Bond Donor 9
Rotatable Bonds 6

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-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-14-hydroxy-15-[(2S,5S)-5-hydroxy-2,6,6-trimethyloxan-2-yl]-7,7,12,16-tetramethyl-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-9-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]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 + 0.6100 61.00%
Caco-2 - 0.8674 86.74%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6546 65.46%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8357 83.57%
OATP1B3 inhibitior + 0.9217 92.17%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.7187 71.87%
P-glycoprotein inhibitior + 0.7422 74.22%
P-glycoprotein substrate - 0.5497 54.97%
CYP3A4 substrate + 0.7166 71.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8237 82.37%
CYP3A4 inhibition - 0.9168 91.68%
CYP2C9 inhibition - 0.8035 80.35%
CYP2C19 inhibition - 0.8441 84.41%
CYP2D6 inhibition - 0.9477 94.77%
CYP1A2 inhibition - 0.8963 89.63%
CYP2C8 inhibition + 0.6783 67.83%
CYP inhibitory promiscuity - 0.9520 95.20%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6862 68.62%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9060 90.60%
Skin irritation - 0.7288 72.88%
Skin corrosion - 0.9473 94.73%
Ames mutagenesis - 0.6170 61.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6727 67.27%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.7334 73.34%
skin sensitisation - 0.9118 91.18%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.9062 90.62%
Acute Oral Toxicity (c) I 0.6007 60.07%
Estrogen receptor binding + 0.6045 60.45%
Androgen receptor binding + 0.7388 73.88%
Thyroid receptor binding - 0.5697 56.97%
Glucocorticoid receptor binding + 0.5724 57.24%
Aromatase binding + 0.6583 65.83%
PPAR gamma + 0.7020 70.20%
Honey bee toxicity - 0.6349 63.49%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.8394 83.94%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.19% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.77% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.70% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 93.58% 95.93%
CHEMBL220 P22303 Acetylcholinesterase 92.33% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.75% 97.25%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 90.55% 83.57%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.74% 96.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.71% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.66% 100.00%
CHEMBL3589 P55263 Adenosine kinase 85.08% 98.05%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.04% 86.33%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 84.65% 90.24%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 84.08% 95.58%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.41% 95.89%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 83.23% 82.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.16% 91.24%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.09% 95.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.72% 96.21%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.27% 96.61%
CHEMBL259 P32245 Melanocortin receptor 4 81.68% 95.38%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 80.44% 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.
Astragalus microcephalus

Cross-Links

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PubChem 101942833
LOTUS LTS0141064
wikiData Q105171114