[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[(1S,3R,6S,7S,8S,11S,12S,15R,16R)-7,12,16-trimethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxan-2-yl]methyl acetate

Details

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Internal ID 4281cf1d-ab98-420b-b56f-55f2e673e927
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[(1S,3R,6S,7S,8S,11S,12S,15R,16R)-7,12,16-trimethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxan-2-yl]methyl acetate
SMILES (Canonical) CC1C2CCC3C4(CCC(C4(CCC35C2(C5)CCC1OC6C(C(C(C(O6)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)C)C(C)CCC(=C)C(C)C)C
SMILES (Isomeric) C[C@H]1[C@@H]2CC[C@H]3[C@@]4(CC[C@@H]([C@]4(CC[C@@]35[C@@]2(C5)CC[C@@H]1O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)C)[C@H](C)CCC(=C)C(C)C)C
InChI InChI=1S/C44H68O10/c1-24(2)25(3)12-13-26(4)32-16-18-42(11)36-15-14-33-27(5)34(17-19-43(33)23-44(36,43)21-20-41(32,42)10)53-40-39(52-31(9)48)38(51-30(8)47)37(50-29(7)46)35(54-40)22-49-28(6)45/h24,26-27,32-40H,3,12-23H2,1-2,4-11H3/t26-,27+,32-,33+,34+,35-,36+,37-,38+,39-,40-,41-,42+,43-,44+/m1/s1
InChI Key LAVUZVQCPJCUEF-IYZCGXTQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C44H68O10
Molecular Weight 757.00 g/mol
Exact Mass 756.48124836 g/mol
Topological Polar Surface Area (TPSA) 124.00 Ų
XlogP 10.10
Atomic LogP (AlogP) 8.13
H-Bond Acceptor 10
H-Bond Donor 0
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[(1S,3R,6S,7S,8S,11S,12S,15R,16R)-7,12,16-trimethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxan-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9775 97.75%
Caco-2 - 0.8540 85.40%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7670 76.70%
OATP2B1 inhibitior - 0.8641 86.41%
OATP1B1 inhibitior + 0.8303 83.03%
OATP1B3 inhibitior + 0.9092 90.92%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9854 98.54%
P-glycoprotein inhibitior + 0.7888 78.88%
P-glycoprotein substrate - 0.5433 54.33%
CYP3A4 substrate + 0.7255 72.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8770 87.70%
CYP3A4 inhibition - 0.8312 83.12%
CYP2C9 inhibition - 0.6947 69.47%
CYP2C19 inhibition - 0.7915 79.15%
CYP2D6 inhibition - 0.9429 94.29%
CYP1A2 inhibition - 0.6650 66.50%
CYP2C8 inhibition + 0.6277 62.77%
CYP inhibitory promiscuity - 0.7818 78.18%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6780 67.80%
Eye corrosion - 0.9868 98.68%
Eye irritation - 0.9047 90.47%
Skin irritation - 0.5889 58.89%
Skin corrosion - 0.9358 93.58%
Ames mutagenesis - 0.6882 68.82%
Human Ether-a-go-go-Related Gene inhibition - 0.3780 37.80%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.6019 60.19%
skin sensitisation - 0.7793 77.93%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7564 75.64%
Acute Oral Toxicity (c) III 0.4613 46.13%
Estrogen receptor binding + 0.7784 77.84%
Androgen receptor binding + 0.7494 74.94%
Thyroid receptor binding - 0.5574 55.74%
Glucocorticoid receptor binding + 0.7717 77.17%
Aromatase binding + 0.6929 69.29%
PPAR gamma + 0.7419 74.19%
Honey bee toxicity - 0.6514 65.14%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5855 58.55%
Fish aquatic toxicity + 0.9963 99.63%

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 99.28% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.15% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.46% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.61% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.46% 94.45%
CHEMBL2581 P07339 Cathepsin D 91.53% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 91.27% 91.19%
CHEMBL5255 O00206 Toll-like receptor 4 89.75% 92.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.73% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.72% 96.77%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 88.89% 89.05%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.84% 92.62%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 86.99% 95.58%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.76% 93.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.54% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 86.54% 97.79%
CHEMBL3837 P07711 Cathepsin L 86.25% 96.61%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.23% 96.95%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 84.65% 99.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.25% 95.89%
CHEMBL204 P00734 Thrombin 84.21% 96.01%
CHEMBL233 P35372 Mu opioid receptor 83.90% 97.93%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 83.41% 95.17%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.30% 89.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.78% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.69% 99.17%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 81.77% 96.09%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.36% 98.75%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 81.17% 95.71%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.16% 93.04%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.11% 86.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.05% 95.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.94% 96.47%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.70% 95.50%

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.
Cedrela odorata

Cross-Links

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PubChem 162820165
LOTUS LTS0221266
wikiData Q105149008