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[6-[[3-acetyloxy-17-(4,5-dihydroxy-6-methoxy-6-methylheptan-2-yl)-4,4,8,10,13-pentamethyl-2,3,5,6,7,9,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-7-yl]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 1730958d-3957-4ea3-b1b5-10aeb7c2f3ab
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [6-[[3-acetyloxy-17-(4,5-dihydroxy-6-methoxy-6-methylheptan-2-yl)-4,4,8,10,13-pentamethyl-2,3,5,6,7,9,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-7-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate
SMILES (Canonical) CC(CC(C(C(C)(C)OC)O)O)C1CC=C2C1(CCC3C2(C(CC4C3(CCC(C4(C)C)OC(=O)C)C)OC5C(C(C(C(O5)COC(=O)C)O)O)O)C)C
SMILES (Isomeric) CC(CC(C(C(C)(C)OC)O)O)C1CC=C2C1(CCC3C2(C(CC4C3(CCC(C4(C)C)OC(=O)C)C)OC5C(C(C(C(O5)COC(=O)C)O)O)O)C)C
InChI InChI=1S/C41H68O12/c1-21(18-25(44)35(48)38(6,7)49-11)24-12-13-27-39(24,8)16-14-28-40(9)17-15-30(51-23(3)43)37(4,5)29(40)19-31(41(27,28)10)53-36-34(47)33(46)32(45)26(52-36)20-50-22(2)42/h13,21,24-26,28-36,44-48H,12,14-20H2,1-11H3
InChI Key LMBYRQRHBGASEU-UHFFFAOYSA-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 4.10
Atomic LogP (AlogP) 4.06
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 [6-[[3-acetyloxy-17-(4,5-dihydroxy-6-methoxy-6-methylheptan-2-yl)-4,4,8,10,13-pentamethyl-2,3,5,6,7,9,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-7-yl]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 + 0.9030 90.30%
Caco-2 - 0.8721 87.21%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8591 85.91%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8003 80.03%
OATP1B3 inhibitior + 0.9055 90.55%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7074 70.74%
BSEP inhibitior + 0.7315 73.15%
P-glycoprotein inhibitior + 0.7783 77.83%
P-glycoprotein substrate + 0.5446 54.46%
CYP3A4 substrate + 0.7403 74.03%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8868 88.68%
CYP3A4 inhibition - 0.8394 83.94%
CYP2C9 inhibition - 0.7867 78.67%
CYP2C19 inhibition - 0.8853 88.53%
CYP2D6 inhibition - 0.9384 93.84%
CYP1A2 inhibition - 0.8446 84.46%
CYP2C8 inhibition + 0.6895 68.95%
CYP inhibitory promiscuity - 0.9375 93.75%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6824 68.24%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9139 91.39%
Skin irritation - 0.5149 51.49%
Skin corrosion - 0.9403 94.03%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4013 40.13%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.6603 66.03%
skin sensitisation - 0.9016 90.16%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.8597 85.97%
Acute Oral Toxicity (c) III 0.4697 46.97%
Estrogen receptor binding + 0.7366 73.66%
Androgen receptor binding + 0.7023 70.23%
Thyroid receptor binding - 0.5563 55.63%
Glucocorticoid receptor binding + 0.7438 74.38%
Aromatase binding + 0.6847 68.47%
PPAR gamma + 0.7407 74.07%
Honey bee toxicity - 0.6488 64.88%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9738 97.38%

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 99.47% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.84% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.55% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.46% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.91% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.90% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.57% 85.14%
CHEMBL5028 O14672 ADAM10 89.51% 97.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.47% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 88.44% 92.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.29% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.22% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.31% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.04% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.42% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.29% 97.14%
CHEMBL3401 O75469 Pregnane X receptor 85.01% 94.73%
CHEMBL221 P23219 Cyclooxygenase-1 85.00% 90.17%
CHEMBL2179 P04062 Beta-glucocerebrosidase 84.60% 85.31%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.57% 86.33%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.90% 96.90%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.89% 94.33%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 82.81% 95.71%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.39% 82.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.33% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.79% 96.47%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.75% 93.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.74% 99.17%

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.
Epicharis cumingiana

Cross-Links

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PubChem 5135472
LOTUS LTS0014243
wikiData Q105153838