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[(2R,3S,4S,5R,6R)-6-[[(3R,5R,7R,8R,9R,10S,13S,17S)-3-acetyloxy-4,4,8,10,13-pentamethyl-17-[(2S,4R,5S)-4,5,6-trihydroxy-6-methylheptan-2-yl]-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 1b708844-39a4-43ca-9c06-da35f5829634
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(2R,3S,4S,5R,6R)-6-[[(3R,5R,7R,8R,9R,10S,13S,17S)-3-acetyloxy-4,4,8,10,13-pentamethyl-17-[(2S,4R,5S)-4,5,6-trihydroxy-6-methylheptan-2-yl]-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)
SMILES (Isomeric)
InChI InChI=1S/C40H66O12/c1-20(17-24(43)34(47)37(6,7)48)23-11-12-26-38(23,8)15-13-27-39(9)16-14-29(50-22(3)42)36(4,5)28(39)18-30(40(26,27)10)52-35-33(46)32(45)31(44)25(51-35)19-49-21(2)41/h12,20,23-25,27-35,43-48H,11,13-19H2,1-10H3/t20-,23-,24+,25+,27+,28-,29+,30+,31+,32-,33+,34-,35-,38-,39+,40-/m0/s1
InChI Key JUMRSGDJJITQFW-UANGLOFJSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C40H66O12
Molecular Weight 738.90 g/mol
Exact Mass 738.45542754 g/mol
Topological Polar Surface Area (TPSA) 192.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 3.41
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 10

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-[[(3R,5R,7R,8R,9R,10S,13S,17S)-3-acetyloxy-4,4,8,10,13-pentamethyl-17-[(2S,4R,5S)-4,5,6-trihydroxy-6-methylheptan-2-yl]-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 + 0.9076 90.76%
Caco-2 - 0.8731 87.31%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8770 87.70%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8087 80.87%
OATP1B3 inhibitior + 0.8670 86.70%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6350 63.50%
BSEP inhibitior + 0.5959 59.59%
P-glycoprotein inhibitior + 0.7617 76.17%
P-glycoprotein substrate + 0.5118 51.18%
CYP3A4 substrate + 0.7360 73.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8900 89.00%
CYP3A4 inhibition - 0.8342 83.42%
CYP2C9 inhibition - 0.7880 78.80%
CYP2C19 inhibition - 0.9073 90.73%
CYP2D6 inhibition - 0.9400 94.00%
CYP1A2 inhibition - 0.8491 84.91%
CYP2C8 inhibition + 0.6563 65.63%
CYP inhibitory promiscuity - 0.9289 92.89%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6859 68.59%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9154 91.54%
Skin irritation + 0.5573 55.73%
Skin corrosion - 0.9391 93.91%
Ames mutagenesis - 0.7044 70.44%
Human Ether-a-go-go-Related Gene inhibition - 0.3997 39.97%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.6603 66.03%
skin sensitisation - 0.9050 90.50%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7878 78.78%
Acute Oral Toxicity (c) III 0.5667 56.67%
Estrogen receptor binding + 0.7461 74.61%
Androgen receptor binding + 0.6956 69.56%
Thyroid receptor binding - 0.5674 56.74%
Glucocorticoid receptor binding + 0.7127 71.27%
Aromatase binding + 0.6583 65.83%
PPAR gamma + 0.7340 73.40%
Honey bee toxicity - 0.6476 64.76%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9862 98.62%

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 99.64% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.97% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.70% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.80% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.69% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.79% 89.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 91.16% 85.31%
CHEMBL5028 O14672 ADAM10 90.09% 97.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.39% 94.45%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.30% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 87.91% 95.93%
CHEMBL221 P23219 Cyclooxygenase-1 87.44% 90.17%
CHEMBL5255 O00206 Toll-like receptor 4 87.17% 92.50%
CHEMBL3401 O75469 Pregnane X receptor 86.64% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.43% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.08% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 85.78% 97.79%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.70% 93.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.60% 97.14%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.32% 85.14%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 84.77% 82.50%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.42% 89.05%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.42% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.58% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.38% 92.62%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.19% 93.04%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.62% 96.90%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.78% 96.47%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.64% 94.33%

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 10628802
LOTUS LTS0078681
wikiData Q105135322