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[(3R,5R,9R,10R,13S,14S,17S)-17-[(2S,3S,5R)-5-[(1S)-1,2-dihydroxy-2-methylpropyl]-2-methoxyoxolan-3-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-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 64660a24-8a97-4ebb-ba1c-ededc3b5876b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(3R,5R,9R,10R,13S,14S,17S)-17-[(2S,3S,5R)-5-[(1S)-1,2-dihydroxy-2-methylpropyl]-2-methoxyoxolan-3-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H54O6/c1-19(34)38-26-14-15-31(6)22-13-17-32(7)21(20-18-24(39-28(20)37-9)27(35)30(4,5)36)12-16-33(32,8)23(22)10-11-25(31)29(26,2)3/h10,20-22,24-28,35-36H,11-18H2,1-9H3/t20-,21-,22-,24+,25-,26+,27-,28-,31+,32-,33+/m0/s1
InChI Key TYDCQDCBJWPAQE-VPERIMHQSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H54O6
Molecular Weight 546.80 g/mol
Exact Mass 546.39203944 g/mol
Topological Polar Surface Area (TPSA) 85.20 Ų
XlogP 6.10
Atomic LogP (AlogP) 6.03
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3R,5R,9R,10R,13S,14S,17S)-17-[(2S,3S,5R)-5-[(1S)-1,2-dihydroxy-2-methylpropyl]-2-methoxyoxolan-3-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-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 + 0.9853 98.53%
Caco-2 - 0.6849 68.49%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7916 79.16%
OATP2B1 inhibitior - 0.7157 71.57%
OATP1B1 inhibitior + 0.7825 78.25%
OATP1B3 inhibitior + 0.8615 86.15%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8821 88.21%
BSEP inhibitior + 0.7355 73.55%
P-glycoprotein inhibitior + 0.6734 67.34%
P-glycoprotein substrate - 0.6160 61.60%
CYP3A4 substrate + 0.7498 74.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8824 88.24%
CYP3A4 inhibition - 0.6592 65.92%
CYP2C9 inhibition - 0.6481 64.81%
CYP2C19 inhibition - 0.6621 66.21%
CYP2D6 inhibition - 0.9339 93.39%
CYP1A2 inhibition - 0.6078 60.78%
CYP2C8 inhibition + 0.7286 72.86%
CYP inhibitory promiscuity - 0.8412 84.12%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5031 50.31%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9271 92.71%
Skin irritation - 0.5691 56.91%
Skin corrosion - 0.9329 93.29%
Ames mutagenesis - 0.8800 88.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7179 71.79%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.8383 83.83%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity - 0.7258 72.58%
Acute Oral Toxicity (c) I 0.4645 46.45%
Estrogen receptor binding + 0.6647 66.47%
Androgen receptor binding + 0.7310 73.10%
Thyroid receptor binding + 0.5636 56.36%
Glucocorticoid receptor binding + 0.7492 74.92%
Aromatase binding + 0.7058 70.58%
PPAR gamma + 0.6527 65.27%
Honey bee toxicity - 0.6598 65.98%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9930 99.30%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.18% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.86% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.68% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.34% 94.45%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 91.51% 89.05%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.27% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.87% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.34% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.84% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.15% 82.69%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.90% 96.77%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.27% 95.89%
CHEMBL5028 O14672 ADAM10 85.59% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.25% 95.89%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.84% 89.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.46% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 83.68% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.58% 85.14%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 82.91% 94.78%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.51% 93.04%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.17% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.14% 89.00%
CHEMBL4581 P52732 Kinesin-like protein 1 81.94% 93.18%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.69% 97.28%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.61% 92.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.56% 100.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.29% 91.03%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.18% 96.21%

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.
Aphanamixis polystachya

Cross-Links

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PubChem 71529900
LOTUS LTS0102779
wikiData Q105267253