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[(2R,3S,4S,5R,6R)-6-[[(1S,2R,3R,5R,7R,10S,11R,14R,15S)-7-acetyloxy-15-[(2R,4R,5R)-4,5-dihydroxy-6-methoxy-6-methylheptan-2-yl]-2,6,6,10-tetramethyl-3-pentacyclo[12.3.1.01,14.02,11.05,10]octadecanyl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate

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 0e2e9589-bc11-4a8c-8521-75780c87072f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(2R,3S,4S,5R,6R)-6-[[(1S,2R,3R,5R,7R,10S,11R,14R,15S)-7-acetyloxy-15-[(2R,4R,5R)-4,5-dihydroxy-6-methoxy-6-methylheptan-2-yl]-2,6,6,10-tetramethyl-3-pentacyclo[12.3.1.01,14.02,11.05,10]octadecanyl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate
SMILES (Canonical) CC(CC(C(C(C)(C)OC)O)O)C1CCC23C1(C2)CCC4C3(C(CC5C4(CCC(C5(C)C)OC(=O)C)C)OC6C(C(C(C(O6)COC(=O)C)O)O)O)C
SMILES (Isomeric) C[C@H](C[C@H]([C@H](C(C)(C)OC)O)O)[C@@H]1CC[C@@]23[C@@]1(C2)CC[C@H]4[C@]3([C@@H](C[C@@H]5[C@@]4(CC[C@H](C5(C)C)OC(=O)C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)COC(=O)C)O)O)O)C
InChI InChI=1S/C41H68O12/c1-21(17-25(44)34(48)37(6,7)49-10)24-11-16-41-20-40(24,41)15-12-27-38(8)14-13-29(51-23(3)43)36(4,5)28(38)18-30(39(27,41)9)53-35-33(47)32(46)31(45)26(52-35)19-50-22(2)42/h21,24-35,44-48H,11-20H2,1-10H3/t21-,24+,25-,26-,27-,28+,29-,30-,31-,32+,33-,34-,35+,38-,39+,40-,41-/m1/s1
InChI Key TZKXHZFZNDJTCA-OMLRKAGFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H68O12
Molecular Weight 753.00 g/mol
Exact Mass 752.47107760 g/mol
Topological Polar Surface Area (TPSA) 181.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 3.90
H-Bond Acceptor 12
H-Bond Donor 5
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6R)-6-[[(1S,2R,3R,5R,7R,10S,11R,14R,15S)-7-acetyloxy-15-[(2R,4R,5R)-4,5-dihydroxy-6-methoxy-6-methylheptan-2-yl]-2,6,6,10-tetramethyl-3-pentacyclo[12.3.1.01,14.02,11.05,10]octadecanyl]oxy]-3,4,5-trihydroxyoxan-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 + 0.7263 72.63%
Caco-2 - 0.8736 87.36%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7548 75.48%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7821 78.21%
OATP1B3 inhibitior + 0.9235 92.35%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8542 85.42%
BSEP inhibitior - 0.4540 45.40%
P-glycoprotein inhibitior + 0.7734 77.34%
P-glycoprotein substrate + 0.5554 55.54%
CYP3A4 substrate + 0.7426 74.26%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8786 87.86%
CYP3A4 inhibition - 0.7905 79.05%
CYP2C9 inhibition - 0.6956 69.56%
CYP2C19 inhibition - 0.8350 83.50%
CYP2D6 inhibition - 0.9543 95.43%
CYP1A2 inhibition - 0.8391 83.91%
CYP2C8 inhibition + 0.6566 65.66%
CYP inhibitory promiscuity - 0.9674 96.74%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7451 74.51%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9126 91.26%
Skin irritation - 0.6885 68.85%
Skin corrosion - 0.9390 93.90%
Ames mutagenesis - 0.6254 62.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4315 43.15%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6404 64.04%
skin sensitisation - 0.9074 90.74%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.8804 88.04%
Acute Oral Toxicity (c) I 0.3767 37.67%
Estrogen receptor binding + 0.6925 69.25%
Androgen receptor binding + 0.7393 73.93%
Thyroid receptor binding - 0.6100 61.00%
Glucocorticoid receptor binding + 0.6878 68.78%
Aromatase binding + 0.7104 71.04%
PPAR gamma + 0.7193 71.93%
Honey bee toxicity - 0.6372 63.72%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9240 92.40%

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 99.70% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.81% 96.09%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 96.70% 95.71%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.40% 91.11%
CHEMBL3837 P07711 Cathepsin L 95.93% 96.61%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 94.74% 96.47%
CHEMBL237 P41145 Kappa opioid receptor 94.16% 98.10%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.83% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.61% 97.09%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 93.14% 98.75%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 92.26% 95.58%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.73% 94.45%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 91.41% 97.47%
CHEMBL2581 P07339 Cathepsin D 91.01% 98.95%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 89.53% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 88.72% 94.33%
CHEMBL2413 P32246 C-C chemokine receptor type 1 88.65% 89.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.82% 100.00%
CHEMBL5028 O14672 ADAM10 87.75% 97.50%
CHEMBL5255 O00206 Toll-like receptor 4 87.64% 92.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.26% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.12% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.02% 100.00%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 86.52% 92.78%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.98% 100.00%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 85.71% 95.36%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 85.18% 82.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.17% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.80% 97.14%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.54% 93.04%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.28% 92.62%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.20% 96.95%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.76% 95.17%
CHEMBL2179 P04062 Beta-glucocerebrosidase 81.43% 85.31%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 80.97% 99.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.64% 91.07%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.60% 96.90%
CHEMBL340 P08684 Cytochrome P450 3A4 80.57% 91.19%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.48% 99.17%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 80.44% 92.86%
CHEMBL1871 P10275 Androgen Receptor 80.18% 96.43%

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.
Dysoxylum cumingianum

Cross-Links

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PubChem 163195319
LOTUS LTS0082831
wikiData Q105268239