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[(1S,3R)-3-[(5R,8S,9S,10S,11S,14R,16S)-11,16-dihydroxy-4,4,8,10,14-pentamethyl-3-oxo-1,2,5,6,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-17-yl]-1-[(2R)-3,3-dimethyloxiran-2-yl]butyl] 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 2887bec1-567f-41e9-ba51-f54bb660e297
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1S,3R)-3-[(5R,8S,9S,10S,11S,14R,16S)-11,16-dihydroxy-4,4,8,10,14-pentamethyl-3-oxo-1,2,5,6,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-17-yl]-1-[(2R)-3,3-dimethyloxiran-2-yl]butyl] acetate
SMILES (Canonical) CC(CC(C1C(O1)(C)C)OC(=O)C)C2=C3CC(C4C5(CCC(=O)C(C5CCC4(C3(CC2O)C)C)(C)C)C)O
SMILES (Isomeric) C[C@H](C[C@@H]([C@@H]1C(O1)(C)C)OC(=O)C)C2=C3C[C@@H]([C@H]4[C@]5(CCC(=O)C([C@@H]5CC[C@@]4([C@]3(C[C@@H]2O)C)C)(C)C)C)O
InChI InChI=1S/C32H50O6/c1-17(14-22(37-18(2)33)27-29(5,6)38-27)25-19-15-20(34)26-30(7)12-11-24(36)28(3,4)23(30)10-13-31(26,8)32(19,9)16-21(25)35/h17,20-23,26-27,34-35H,10-16H2,1-9H3/t17-,20+,21+,22+,23+,26+,27-,30+,31+,32+/m1/s1
InChI Key QXTFJHAHEZDLDP-XKFNBYHKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H50O6
Molecular Weight 530.70 g/mol
Exact Mass 530.36073931 g/mol
Topological Polar Surface Area (TPSA) 96.40 Ų
XlogP 4.10
Atomic LogP (AlogP) 5.38
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 [(1S,3R)-3-[(5R,8S,9S,10S,11S,14R,16S)-11,16-dihydroxy-4,4,8,10,14-pentamethyl-3-oxo-1,2,5,6,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-17-yl]-1-[(2R)-3,3-dimethyloxiran-2-yl]butyl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9795 97.95%
Caco-2 - 0.7038 70.38%
Blood Brain Barrier + 0.9000 90.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7545 75.45%
OATP2B1 inhibitior - 0.7117 71.17%
OATP1B1 inhibitior + 0.8200 82.00%
OATP1B3 inhibitior + 0.9018 90.18%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.7323 73.23%
P-glycoprotein inhibitior + 0.6429 64.29%
P-glycoprotein substrate - 0.5431 54.31%
CYP3A4 substrate + 0.6911 69.11%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8504 85.04%
CYP3A4 inhibition - 0.5684 56.84%
CYP2C9 inhibition - 0.7473 74.73%
CYP2C19 inhibition - 0.8480 84.80%
CYP2D6 inhibition - 0.9327 93.27%
CYP1A2 inhibition - 0.7198 71.98%
CYP2C8 inhibition + 0.5585 55.85%
CYP inhibitory promiscuity - 0.8612 86.12%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5611 56.11%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9224 92.24%
Skin irritation + 0.6313 63.13%
Skin corrosion - 0.9309 93.09%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5101 51.01%
Micronuclear - 0.5700 57.00%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.8156 81.56%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.6928 69.28%
Acute Oral Toxicity (c) I 0.4955 49.55%
Estrogen receptor binding + 0.6568 65.68%
Androgen receptor binding + 0.7241 72.41%
Thyroid receptor binding + 0.5634 56.34%
Glucocorticoid receptor binding + 0.7227 72.27%
Aromatase binding + 0.7227 72.27%
PPAR gamma + 0.5507 55.07%
Honey bee toxicity - 0.7565 75.65%
Biodegradation - 0.8750 87.50%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.56% 91.11%
CHEMBL204 P00734 Thrombin 98.09% 96.01%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.58% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.18% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.15% 98.95%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.09% 93.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.35% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.79% 82.69%
CHEMBL3837 P07711 Cathepsin L 85.10% 96.61%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.72% 90.71%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 83.85% 92.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.61% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.45% 100.00%
CHEMBL259 P32245 Melanocortin receptor 4 82.11% 95.38%
CHEMBL1937 Q92769 Histone deacetylase 2 81.96% 94.75%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.90% 93.04%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.38% 100.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 81.38% 98.75%
CHEMBL236 P41143 Delta opioid receptor 81.19% 99.35%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 80.86% 98.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.08% 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.
Alisma plantago-aquatica

Cross-Links

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PubChem 101664416
LOTUS LTS0125357
wikiData Q105229892