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[(2R,3S,6R)-3-[(5R,7R,8R,9R,10S,11R,13S,17S)-7,11-dihydroxy-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-17-yl]-6-(2-hydroxypropan-2-yl)-5-oxooxan-2-yl] 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 14364488-a867-4cdc-bc93-298459480d8b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(2R,3S,6R)-3-[(5R,7R,8R,9R,10S,11R,13S,17S)-7,11-dihydroxy-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-17-yl]-6-(2-hydroxypropan-2-yl)-5-oxooxan-2-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H46O8/c1-16(33)39-27-17(13-19(34)26(40-27)29(4,5)38)18-9-10-21-31(18,7)15-20(35)25-30(6)12-11-23(36)28(2,3)22(30)14-24(37)32(21,25)8/h10-12,17-18,20,22,24-27,35,37-38H,9,13-15H2,1-8H3/t17-,18-,20+,22-,24+,25+,26-,27-,30-,31-,32+/m0/s1
InChI Key NZFVIDKMYWFCPP-KATCMOMTSA-N
Popularity 5 references in papers

Physical and Chemical Properties

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Molecular Formula C32H46O8
Molecular Weight 558.70 g/mol
Exact Mass 558.31926842 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.51
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,6R)-3-[(5R,7R,8R,9R,10S,11R,13S,17S)-7,11-dihydroxy-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-17-yl]-6-(2-hydroxypropan-2-yl)-5-oxooxan-2-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9843 98.43%
Caco-2 - 0.7790 77.90%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7730 77.30%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8353 83.53%
OATP1B3 inhibitior + 0.8935 89.35%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9278 92.78%
P-glycoprotein inhibitior + 0.6750 67.50%
P-glycoprotein substrate + 0.6040 60.40%
CYP3A4 substrate + 0.7345 73.45%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8954 89.54%
CYP3A4 inhibition - 0.5919 59.19%
CYP2C9 inhibition - 0.8658 86.58%
CYP2C19 inhibition - 0.8838 88.38%
CYP2D6 inhibition - 0.9465 94.65%
CYP1A2 inhibition - 0.8646 86.46%
CYP2C8 inhibition + 0.6040 60.40%
CYP inhibitory promiscuity - 0.8844 88.44%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5136 51.36%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9323 93.23%
Skin irritation + 0.5243 52.43%
Skin corrosion - 0.9330 93.30%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6485 64.85%
Micronuclear - 0.5800 58.00%
Hepatotoxicity + 0.5660 56.60%
skin sensitisation - 0.8127 81.27%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.5257 52.57%
Acute Oral Toxicity (c) I 0.8463 84.63%
Estrogen receptor binding + 0.7121 71.21%
Androgen receptor binding + 0.7263 72.63%
Thyroid receptor binding + 0.5689 56.89%
Glucocorticoid receptor binding + 0.7158 71.58%
Aromatase binding + 0.6921 69.21%
PPAR gamma + 0.6478 64.78%
Honey bee toxicity - 0.6517 65.17%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9929 99.29%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.52% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.83% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.41% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.10% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.48% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.75% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.48% 96.09%
CHEMBL2581 P07339 Cathepsin D 89.99% 98.95%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.90% 96.95%
CHEMBL3401 O75469 Pregnane X receptor 89.66% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.28% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.00% 99.23%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.04% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.83% 95.56%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 85.89% 88.84%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.51% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 85.07% 91.19%
CHEMBL2996 Q05655 Protein kinase C delta 85.04% 97.79%
CHEMBL259 P32245 Melanocortin receptor 4 82.89% 95.38%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.39% 91.07%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.09% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.42% 86.33%

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 122215045
LOTUS LTS0108322
wikiData Q104403445