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(5R,9R,10R,13S,14S,17S)-17-[(2R,3S,5R)-5-[(1R)-1-hydroxy-2-methylprop-2-enyl]-2-methoxyoxolan-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 75e806b1-1be7-43f1-9b01-b2021532bb2b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (5R,9R,10R,13S,14S,17S)-17-[(2R,3S,5R)-5-[(1R)-1-hydroxy-2-methylprop-2-enyl]-2-methoxyoxolan-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) CC(=C)C(C1CC(C(O1)OC)C2CCC3(C2(CCC4C3=CCC5C4(CCC(=O)C5(C)C)C)C)C)O
SMILES (Isomeric) CC(=C)[C@H]([C@H]1C[C@H]([C@@H](O1)OC)[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)O
InChI InChI=1S/C31H48O4/c1-18(2)26(33)23-17-19(27(34-8)35-23)20-11-15-31(7)22-9-10-24-28(3,4)25(32)13-14-29(24,5)21(22)12-16-30(20,31)6/h9,19-21,23-24,26-27,33H,1,10-17H2,2-8H3/t19-,20-,21-,23+,24-,26+,27+,29+,30-,31+/m0/s1
InChI Key OXVFHOLNIYZIRR-PNSVCQISSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H48O4
Molecular Weight 484.70 g/mol
Exact Mass 484.35526001 g/mol
Topological Polar Surface Area (TPSA) 55.80 Ų
XlogP 6.50
Atomic LogP (AlogP) 6.48
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 4

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-[(1R)-1-hydroxy-2-methylprop-2-enyl]-2-methoxyoxolan-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 + 0.9943 99.43%
Caco-2 - 0.5783 57.83%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7493 74.93%
OATP2B1 inhibitior - 0.7141 71.41%
OATP1B1 inhibitior + 0.8530 85.30%
OATP1B3 inhibitior - 0.3123 31.23%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.4591 45.91%
P-glycoprotein inhibitior - 0.4536 45.36%
P-glycoprotein substrate - 0.6274 62.74%
CYP3A4 substrate + 0.7256 72.56%
CYP2C9 substrate - 0.8194 81.94%
CYP2D6 substrate - 0.8245 82.45%
CYP3A4 inhibition + 0.6574 65.74%
CYP2C9 inhibition - 0.6848 68.48%
CYP2C19 inhibition - 0.7148 71.48%
CYP2D6 inhibition - 0.9352 93.52%
CYP1A2 inhibition - 0.7128 71.28%
CYP2C8 inhibition + 0.6701 67.01%
CYP inhibitory promiscuity - 0.8560 85.60%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5812 58.12%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9392 93.92%
Skin irritation - 0.6055 60.55%
Skin corrosion - 0.9379 93.79%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4470 44.70%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.8086 80.86%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.5865 58.65%
Acute Oral Toxicity (c) III 0.4505 45.05%
Estrogen receptor binding + 0.6437 64.37%
Androgen receptor binding + 0.7559 75.59%
Thyroid receptor binding + 0.6497 64.97%
Glucocorticoid receptor binding + 0.8280 82.80%
Aromatase binding + 0.7182 71.82%
PPAR gamma + 0.6243 62.43%
Honey bee toxicity - 0.6530 65.30%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9961 99.61%

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 98.43% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.70% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.45% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.79% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.46% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.09% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.09% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.51% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.80% 82.69%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 84.70% 96.38%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.58% 94.00%
CHEMBL2581 P07339 Cathepsin D 83.31% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.91% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.75% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.58% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.77% 97.14%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 81.08% 96.39%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.86% 92.94%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 80.71% 94.78%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.65% 90.71%
CHEMBL1871 P10275 Androgen Receptor 80.36% 96.43%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.27% 91.07%

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.
Chisocheton cumingianus subsp. balansae
Melia azedarach

Cross-Links

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PubChem 163025968
LOTUS LTS0132206
wikiData Q105202953