[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl] (1S,3R,6S,7S,8R,11S,12S,15R,16R)-6-hydroxy-7,12,16-trimethyl-15-[(2R)-6-methyl-5-methylidene-4-oxoheptan-2-yl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-carboxylate

Details

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Internal ID dfacc2df-0d43-4057-bdf3-b96b82300838
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl] (1S,3R,6S,7S,8R,11S,12S,15R,16R)-6-hydroxy-7,12,16-trimethyl-15-[(2R)-6-methyl-5-methylidene-4-oxoheptan-2-yl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-carboxylate
SMILES (Canonical) CC1C(C(C(C(O1)OC(=O)C2(C3CCC4C5(CCC(C5(CCC46C3(C6)CCC2O)C)C(C)CC(=O)C(=C)C(C)C)C)C)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC(=O)[C@]2([C@@H]3CC[C@H]4[C@@]5(CC[C@@H]([C@]5(CC[C@@]46[C@@]3(C6)CC[C@@H]2O)C)[C@H](C)CC(=O)C(=C)C(C)C)C)C)O)O)O
InChI InChI=1S/C37H58O8/c1-19(2)21(4)24(38)17-20(3)23-11-13-34(7)25-9-10-26-35(8,32(43)45-31-30(42)29(41)28(40)22(5)44-31)27(39)12-14-36(26)18-37(25,36)16-15-33(23,34)6/h19-20,22-23,25-31,39-42H,4,9-18H2,1-3,5-8H3/t20-,22+,23-,25+,26+,27+,28+,29-,30-,31+,33-,34+,35+,36-,37+/m1/s1
InChI Key CSJPOEXQYWFUFT-MGRDYEMOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C37H58O8
Molecular Weight 630.80 g/mol
Exact Mass 630.41316880 g/mol
Topological Polar Surface Area (TPSA) 134.00 Ų
XlogP 6.60
Atomic LogP (AlogP) 4.94
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl] (1S,3R,6S,7S,8R,11S,12S,15R,16R)-6-hydroxy-7,12,16-trimethyl-15-[(2R)-6-methyl-5-methylidene-4-oxoheptan-2-yl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8805 88.05%
Caco-2 - 0.8363 83.63%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6895 68.95%
OATP2B1 inhibitior - 0.7248 72.48%
OATP1B1 inhibitior + 0.8651 86.51%
OATP1B3 inhibitior + 0.8718 87.18%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7032 70.32%
BSEP inhibitior - 0.7286 72.86%
P-glycoprotein inhibitior + 0.7284 72.84%
P-glycoprotein substrate - 0.5270 52.70%
CYP3A4 substrate + 0.6981 69.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8729 87.29%
CYP3A4 inhibition - 0.5239 52.39%
CYP2C9 inhibition - 0.5896 58.96%
CYP2C19 inhibition - 0.7305 73.05%
CYP2D6 inhibition - 0.9347 93.47%
CYP1A2 inhibition - 0.8016 80.16%
CYP2C8 inhibition + 0.5481 54.81%
CYP inhibitory promiscuity - 0.9184 91.84%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7271 72.71%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9216 92.16%
Skin irritation + 0.4900 49.00%
Skin corrosion - 0.9223 92.23%
Ames mutagenesis - 0.5782 57.82%
Human Ether-a-go-go-Related Gene inhibition + 0.6445 64.45%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.7278 72.78%
skin sensitisation - 0.8253 82.53%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.8752 87.52%
Acute Oral Toxicity (c) I 0.4037 40.37%
Estrogen receptor binding + 0.7073 70.73%
Androgen receptor binding + 0.7296 72.96%
Thyroid receptor binding - 0.5920 59.20%
Glucocorticoid receptor binding + 0.6155 61.55%
Aromatase binding + 0.6897 68.97%
PPAR gamma + 0.6041 60.41%
Honey bee toxicity - 0.6903 69.03%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6155 61.55%
Fish aquatic toxicity + 0.9939 99.39%

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 98.68% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.53% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.87% 97.25%
CHEMBL2581 P07339 Cathepsin D 91.80% 98.95%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 91.37% 96.38%
CHEMBL2179 P04062 Beta-glucocerebrosidase 89.35% 85.31%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 89.17% 95.71%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 88.91% 98.75%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.74% 96.77%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 88.55% 95.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.41% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.10% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.91% 96.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.52% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.39% 89.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.81% 96.47%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.33% 86.33%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 84.05% 92.86%
CHEMBL340 P08684 Cytochrome P450 3A4 83.41% 91.19%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.20% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.00% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.68% 91.24%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.58% 95.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.44% 93.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.78% 95.71%
CHEMBL2094135 Q96BI3 Gamma-secretase 80.77% 98.05%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.34% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.32% 92.62%

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.
Neoboutonia melleri

Cross-Links

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PubChem 57333036
LOTUS LTS0017212
wikiData Q104969357