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[(3S,5R,8R,9R,10R,13R,14R,17S)-17-[4-[(2R)-3,3-dimethyloxiran-2-yl]but-1-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-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 1f149c44-a1fd-47a1-a999-cd399d2108b7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(3S,5R,8R,9R,10R,13R,14R,17S)-17-[4-[(2R)-3,3-dimethyloxiran-2-yl]but-1-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
SMILES (Canonical) CC(=O)OC1CCC2(C3CCC4C(CCC4(C3(CCC2C1(C)C)C)C)C(=C)CCC5C(O5)(C)C)C
SMILES (Isomeric) CC(=O)O[C@H]1CC[C@@]2([C@H]3CC[C@@H]4[C@H](CC[C@]4([C@@]3(CC[C@H]2C1(C)C)C)C)C(=C)CC[C@@H]5C(O5)(C)C)C
InChI InChI=1S/C32H52O3/c1-20(10-13-27-29(5,6)35-27)22-14-18-31(8)23(22)11-12-25-30(7)17-16-26(34-21(2)33)28(3,4)24(30)15-19-32(25,31)9/h22-27H,1,10-19H2,2-9H3/t22-,23-,24+,25-,26+,27-,30+,31-,32-/m1/s1
InChI Key XKWUSRDPCNKMFH-XRYWHACNSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H52O3
Molecular Weight 484.80 g/mol
Exact Mass 484.39164552 g/mol
Topological Polar Surface Area (TPSA) 38.80 Ų
XlogP 9.20
Atomic LogP (AlogP) 8.12
H-Bond Acceptor 3
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,5R,8R,9R,10R,13R,14R,17S)-17-[4-[(2R)-3,3-dimethyloxiran-2-yl]but-1-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-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 + 0.9945 99.45%
Caco-2 - 0.6642 66.42%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6142 61.42%
OATP2B1 inhibitior - 0.7103 71.03%
OATP1B1 inhibitior + 0.8622 86.22%
OATP1B3 inhibitior + 0.7944 79.44%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.6350 63.50%
P-glycoprotein inhibitior + 0.6456 64.56%
P-glycoprotein substrate - 0.7885 78.85%
CYP3A4 substrate + 0.7177 71.77%
CYP2C9 substrate - 0.8054 80.54%
CYP2D6 substrate - 0.8590 85.90%
CYP3A4 inhibition - 0.6460 64.60%
CYP2C9 inhibition - 0.6902 69.02%
CYP2C19 inhibition + 0.6153 61.53%
CYP2D6 inhibition - 0.9386 93.86%
CYP1A2 inhibition - 0.6172 61.72%
CYP2C8 inhibition + 0.6326 63.26%
CYP inhibitory promiscuity - 0.6469 64.69%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6169 61.69%
Eye corrosion - 0.9872 98.72%
Eye irritation - 0.8839 88.39%
Skin irritation - 0.5702 57.02%
Skin corrosion - 0.9502 95.02%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3739 37.39%
Micronuclear - 0.6200 62.00%
Hepatotoxicity - 0.8500 85.00%
skin sensitisation + 0.5200 52.00%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.5885 58.85%
Acute Oral Toxicity (c) III 0.7100 71.00%
Estrogen receptor binding + 0.6557 65.57%
Androgen receptor binding + 0.7812 78.12%
Thyroid receptor binding + 0.5907 59.07%
Glucocorticoid receptor binding + 0.7483 74.83%
Aromatase binding + 0.7231 72.31%
PPAR gamma + 0.6188 61.88%
Honey bee toxicity - 0.6548 65.48%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 1.0000 100.00%

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 97.50% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.81% 96.61%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.24% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.97% 94.45%
CHEMBL2243 O00519 Anandamide amidohydrolase 88.55% 97.53%
CHEMBL233 P35372 Mu opioid receptor 87.96% 97.93%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.66% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.69% 82.69%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 85.89% 89.05%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.86% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.58% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.33% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.32% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.56% 97.25%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.29% 99.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.85% 96.95%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 81.22% 95.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.61% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 80.38% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.25% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.19% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.15% 95.56%

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.
Camellia japonica

Cross-Links

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PubChem 10624743
LOTUS LTS0187807
wikiData Q105329746