(6R)-6-[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-9-hydroxy-7,7,12,16-tetramethyl-6,14-bis[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylhept-1-en-3-one

Details

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Internal ID 18bd8004-cece-4b29-bd7c-705c353c466b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (6R)-6-[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-9-hydroxy-7,7,12,16-tetramethyl-6,14-bis[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylhept-1-en-3-one
SMILES (Canonical) CC(CCC(=O)C(=C)C)C1C(CC2(C1(CCC34C2CC(C5C3(C4)CCC(C5(C)C)OC6C(C(C(C(O6)CO)O)O)O)O)C)C)OC7C(C(C(C(O7)CO)O)O)O
SMILES (Isomeric) C[C@H](CCC(=O)C(=C)C)[C@H]1[C@H](C[C@@]2([C@@]1(CC[C@]34[C@H]2C[C@@H]([C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
InChI InChI=1S/C42H68O14/c1-19(2)21(45)9-8-20(3)28-23(53-36-33(51)31(49)29(47)24(16-43)54-36)15-40(7)26-14-22(46)35-38(4,5)27(56-37-34(52)32(50)30(48)25(17-44)55-37)10-11-42(35)18-41(26,42)13-12-39(28,40)6/h20,22-37,43-44,46-52H,1,8-18H2,2-7H3/t20-,22+,23+,24-,25-,26+,27+,28+,29-,30-,31+,32+,33-,34-,35+,36-,37+,39-,40+,41+,42-/m1/s1
InChI Key KSQMUXSCAWKGQO-UWTZBFDRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H68O14
Molecular Weight 797.00 g/mol
Exact Mass 796.46090684 g/mol
Topological Polar Surface Area (TPSA) 236.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 0.94
H-Bond Acceptor 14
H-Bond Donor 9
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (6R)-6-[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-9-hydroxy-7,7,12,16-tetramethyl-6,14-bis[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylhept-1-en-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7670 76.70%
Caco-2 - 0.8795 87.95%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7270 72.70%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8162 81.62%
OATP1B3 inhibitior + 0.8516 85.16%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7276 72.76%
BSEP inhibitior + 0.6584 65.84%
P-glycoprotein inhibitior + 0.7497 74.97%
P-glycoprotein substrate - 0.5528 55.28%
CYP3A4 substrate + 0.7193 71.93%
CYP2C9 substrate - 0.8007 80.07%
CYP2D6 substrate - 0.8672 86.72%
CYP3A4 inhibition - 0.9059 90.59%
CYP2C9 inhibition - 0.6990 69.90%
CYP2C19 inhibition - 0.8418 84.18%
CYP2D6 inhibition - 0.9328 93.28%
CYP1A2 inhibition - 0.8607 86.07%
CYP2C8 inhibition + 0.5518 55.18%
CYP inhibitory promiscuity - 0.9440 94.40%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6865 68.65%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9090 90.90%
Skin irritation - 0.5817 58.17%
Skin corrosion - 0.9382 93.82%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7520 75.20%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.7626 76.26%
skin sensitisation - 0.8686 86.86%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.7159 71.59%
Acute Oral Toxicity (c) I 0.4452 44.52%
Estrogen receptor binding + 0.7020 70.20%
Androgen receptor binding + 0.7635 76.35%
Thyroid receptor binding - 0.5895 58.95%
Glucocorticoid receptor binding + 0.6291 62.91%
Aromatase binding + 0.6510 65.10%
PPAR gamma + 0.7181 71.81%
Honey bee toxicity - 0.6207 62.07%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5855 58.55%
Fish aquatic toxicity + 0.9731 97.31%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.40% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.09% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.68% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.64% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.57% 97.25%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 92.29% 96.21%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 91.87% 91.24%
CHEMBL220 P22303 Acetylcholinesterase 91.14% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.44% 89.00%
CHEMBL203 P00533 Epidermal growth factor receptor erbB1 87.55% 97.34%
CHEMBL2581 P07339 Cathepsin D 87.51% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.92% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.79% 100.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 86.74% 89.50%
CHEMBL340 P08684 Cytochrome P450 3A4 86.69% 91.19%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.30% 94.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.35% 95.50%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 84.74% 96.03%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.35% 93.56%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 84.08% 82.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.02% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.73% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.69% 96.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.24% 92.94%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 82.68% 92.86%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 82.37% 92.32%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.09% 98.75%
CHEMBL5255 O00206 Toll-like receptor 4 81.53% 92.50%
CHEMBL3437 Q16853 Amine oxidase, copper containing 81.32% 94.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.26% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.83% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.61% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.58% 95.56%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 80.55% 95.71%
CHEMBL2094135 Q96BI3 Gamma-secretase 80.42% 98.05%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.32% 96.61%
CHEMBL1075317 P61964 WD repeat-containing protein 5 80.17% 96.33%
CHEMBL237 P41145 Kappa opioid receptor 80.15% 98.10%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.14% 89.05%

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 trigonus

Cross-Links

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PubChem 163038692
LOTUS LTS0084376
wikiData Q105145544