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(5R,9R,10R,13S,14S,17S)-17-[(2R,3S,5R)-5-[(1S)-1,2-dihydroxy-2-methylpropyl]-2-ethoxyoxolan-3-yl]-4,4,10,13,14-pentamethyl-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one

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 9e7436eb-328a-4603-bc80-df696727d2e1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (5R,9R,10R,13S,14S,17S)-17-[(2R,3S,5R)-5-[(1S)-1,2-dihydroxy-2-methylpropyl]-2-ethoxyoxolan-3-yl]-4,4,10,13,14-pentamethyl-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
SMILES (Canonical) CCOC1C(CC(O1)C(C(C)(C)O)O)C2CCC3(C2(CCC4C3=CCC5C4(CCC(=O)C5(C)C)C)C)C
SMILES (Isomeric) CCO[C@H]1[C@@H](C[C@@H](O1)[C@@H](C(C)(C)O)O)[C@@H]2CC[C@]3([C@]2(CC[C@H]4C3=CC[C@@H]5[C@@]4(CCC(=O)C5(C)C)C)C)C
InChI InChI=1S/C32H52O5/c1-9-36-27-19(18-23(37-27)26(34)29(4,5)35)20-12-16-32(8)22-10-11-24-28(2,3)25(33)14-15-30(24,6)21(22)13-17-31(20,32)7/h10,19-21,23-24,26-27,34-35H,9,11-18H2,1-8H3/t19-,20-,21-,23+,24-,26-,27+,30+,31-,32+/m0/s1
InChI Key IMIFPTNQMZAQRL-YWTUFOKMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H52O5
Molecular Weight 516.80 g/mol
Exact Mass 516.38147475 g/mol
Topological Polar Surface Area (TPSA) 76.00 Ų
XlogP 5.60
Atomic LogP (AlogP) 6.06
H-Bond Acceptor 5
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 (5R,9R,10R,13S,14S,17S)-17-[(2R,3S,5R)-5-[(1S)-1,2-dihydroxy-2-methylpropyl]-2-ethoxyoxolan-3-yl]-4,4,10,13,14-pentamethyl-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9906 99.06%
Caco-2 - 0.5879 58.79%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8306 83.06%
OATP2B1 inhibitior - 0.7125 71.25%
OATP1B1 inhibitior + 0.8627 86.27%
OATP1B3 inhibitior + 0.8958 89.58%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6657 66.57%
P-glycoprotein inhibitior + 0.6048 60.48%
P-glycoprotein substrate - 0.5871 58.71%
CYP3A4 substrate + 0.7208 72.08%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8503 85.03%
CYP3A4 inhibition - 0.6454 64.54%
CYP2C9 inhibition - 0.5771 57.71%
CYP2C19 inhibition - 0.7141 71.41%
CYP2D6 inhibition - 0.9170 91.70%
CYP1A2 inhibition - 0.7257 72.57%
CYP2C8 inhibition + 0.6981 69.81%
CYP inhibitory promiscuity - 0.6190 61.90%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5334 53.34%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9417 94.17%
Skin irritation + 0.4943 49.43%
Skin corrosion - 0.9448 94.48%
Ames mutagenesis - 0.7800 78.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3823 38.23%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.8943 89.43%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.5512 55.12%
Acute Oral Toxicity (c) III 0.4551 45.51%
Estrogen receptor binding + 0.6832 68.32%
Androgen receptor binding + 0.7458 74.58%
Thyroid receptor binding + 0.6672 66.72%
Glucocorticoid receptor binding + 0.7985 79.85%
Aromatase binding + 0.7165 71.65%
PPAR gamma + 0.5537 55.37%
Honey bee toxicity - 0.6952 69.52%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9973 99.73%

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 99.53% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.93% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.99% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.89% 91.11%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.54% 96.38%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.62% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.70% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.22% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.62% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.56% 82.69%
CHEMBL2581 P07339 Cathepsin D 86.70% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.53% 86.33%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.12% 96.21%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.65% 89.05%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.23% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.86% 99.23%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.69% 95.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.01% 92.62%
CHEMBL3401 O75469 Pregnane X receptor 81.80% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.71% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.61% 97.14%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.21% 93.04%
CHEMBL1914 P06276 Butyrylcholinesterase 80.59% 95.00%

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.
Toona ciliata

Cross-Links

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PubChem 134148840
LOTUS LTS0093303
wikiData Q105115693