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[(2S,4R)-2-[(4S,5R,9R,10R,12R,13S,14R,17S)-12-acetyloxy-4,10,13,14-tetramethyl-3-oxo-4-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-4-hydroxy-6-methylhept-5-enyl] 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 92f0cf0b-79c5-41a2-9d41-45cebee18c18
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(2S,4R)-2-[(4S,5R,9R,10R,12R,13S,14R,17S)-12-acetyloxy-4,10,13,14-tetramethyl-3-oxo-4-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-4-hydroxy-6-methylhept-5-enyl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H62O12/c1-21(2)15-25(44)16-24(19-49-22(3)42)26-11-14-39(7)27-9-10-30-37(5,28(27)17-32(40(26,39)8)51-23(4)43)13-12-31(45)38(30,6)20-50-36-35(48)34(47)33(46)29(18-41)52-36/h9,15,24-26,28-30,32-36,41,44,46-48H,10-14,16-20H2,1-8H3/t24-,25+,26+,28+,29-,30-,32-,33-,34+,35-,36-,37-,38-,39-,40-/m1/s1
InChI Key SMIXWDJGSDWLEP-ZQOVHGAMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H62O12
Molecular Weight 734.90 g/mol
Exact Mass 734.42412741 g/mol
Topological Polar Surface Area (TPSA) 189.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.40
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 [(2S,4R)-2-[(4S,5R,9R,10R,12R,13S,14R,17S)-12-acetyloxy-4,10,13,14-tetramethyl-3-oxo-4-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-4-hydroxy-6-methylhept-5-enyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8372 83.72%
Caco-2 - 0.8645 86.45%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8661 86.61%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8114 81.14%
OATP1B3 inhibitior - 0.2169 21.69%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.5776 57.76%
BSEP inhibitior + 0.7597 75.97%
P-glycoprotein inhibitior + 0.7950 79.50%
P-glycoprotein substrate + 0.5753 57.53%
CYP3A4 substrate + 0.7201 72.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8833 88.33%
CYP3A4 inhibition - 0.8566 85.66%
CYP2C9 inhibition - 0.8275 82.75%
CYP2C19 inhibition - 0.9053 90.53%
CYP2D6 inhibition - 0.9421 94.21%
CYP1A2 inhibition - 0.8692 86.92%
CYP2C8 inhibition + 0.7184 71.84%
CYP inhibitory promiscuity - 0.9479 94.79%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6713 67.13%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9148 91.48%
Skin irritation - 0.5261 52.61%
Skin corrosion - 0.9409 94.09%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6479 64.79%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.9129 91.29%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.6803 68.03%
Acute Oral Toxicity (c) III 0.7210 72.10%
Estrogen receptor binding + 0.7976 79.76%
Androgen receptor binding + 0.7617 76.17%
Thyroid receptor binding - 0.5369 53.69%
Glucocorticoid receptor binding + 0.7563 75.63%
Aromatase binding + 0.6580 65.80%
PPAR gamma + 0.7483 74.83%
Honey bee toxicity - 0.6583 65.83%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7400 74.00%
Fish aquatic toxicity + 0.9686 96.86%

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 99.51% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.93% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.21% 97.25%
CHEMBL2581 P07339 Cathepsin D 94.31% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.01% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 91.76% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.40% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.81% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.52% 99.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.67% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.50% 89.00%
CHEMBL5255 O00206 Toll-like receptor 4 87.01% 92.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.00% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.62% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.83% 85.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.36% 92.62%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.21% 89.50%
CHEMBL4208 P20618 Proteasome component C5 81.23% 90.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.67% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.11% 96.77%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163083037
LOTUS LTS0147826
wikiData Q105255960