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[(1R,3aR,5aR,5bS,7aS,9S,11aS,11bS,13aR,13bR)-11b-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-6-oxo-1-prop-1-en-2-yl-1,2,3,4,5,7,7a,9,10,11,12,13,13a,13b-tetradecahydrocyclopenta[a]chrysen-9-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

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 0bad1182-c40e-4f8e-b95f-62d351bf9b94
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1R,3aR,5aR,5bS,7aS,9S,11aS,11bS,13aR,13bR)-11b-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-6-oxo-1-prop-1-en-2-yl-1,2,3,4,5,7,7a,9,10,11,12,13,13a,13b-tetradecahydrocyclopenta[a]chrysen-9-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H54O6/c1-23(2)25-13-16-35(5)19-20-36(6)26(33(25)35)14-18-39(44)37(7)17-15-31(34(3,4)29(37)22-30(42)38(36,39)8)45-32(43)12-10-24-9-11-27(40)28(41)21-24/h9-12,21,25-26,29,31,33,40-41,44H,1,13-20,22H2,2-8H3/b12-10+/t25-,26+,29-,31-,33+,35+,36+,37-,38-,39-/m0/s1
InChI Key IXNIDNPLPFLRTD-AJOHHVSBSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C39H54O6
Molecular Weight 618.80 g/mol
Exact Mass 618.39203944 g/mol
Topological Polar Surface Area (TPSA) 104.00 Ų
XlogP 8.70
Atomic LogP (AlogP) 7.99
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,3aR,5aR,5bS,7aS,9S,11aS,11bS,13aR,13bR)-11b-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-6-oxo-1-prop-1-en-2-yl-1,2,3,4,5,7,7a,9,10,11,12,13,13a,13b-tetradecahydrocyclopenta[a]chrysen-9-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9909 99.09%
Caco-2 - 0.8327 83.27%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8236 82.36%
OATP2B1 inhibitior - 0.7138 71.38%
OATP1B1 inhibitior + 0.8739 87.39%
OATP1B3 inhibitior - 0.4301 43.01%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.8571 85.71%
BSEP inhibitior + 0.9720 97.20%
P-glycoprotein inhibitior + 0.7274 72.74%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.7116 71.16%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8878 88.78%
CYP3A4 inhibition - 0.7849 78.49%
CYP2C9 inhibition - 0.5122 51.22%
CYP2C19 inhibition + 0.5797 57.97%
CYP2D6 inhibition - 0.9329 93.29%
CYP1A2 inhibition + 0.7483 74.83%
CYP2C8 inhibition + 0.8209 82.09%
CYP inhibitory promiscuity - 0.9313 93.13%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6182 61.82%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.9209 92.09%
Skin irritation - 0.5361 53.61%
Skin corrosion - 0.9325 93.25%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7405 74.05%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.7719 77.19%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.7406 74.06%
Acute Oral Toxicity (c) I 0.4629 46.29%
Estrogen receptor binding + 0.7669 76.69%
Androgen receptor binding + 0.8215 82.15%
Thyroid receptor binding + 0.5586 55.86%
Glucocorticoid receptor binding + 0.7530 75.30%
Aromatase binding + 0.7374 73.74%
PPAR gamma + 0.7283 72.83%
Honey bee toxicity - 0.7154 71.54%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.6000 60.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.06% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.59% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.06% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 96.78% 92.94%
CHEMBL2581 P07339 Cathepsin D 92.14% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.68% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.60% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.39% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 91.05% 94.75%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 87.94% 91.03%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 87.17% 97.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.58% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.35% 89.00%
CHEMBL4208 P20618 Proteasome component C5 85.77% 90.00%
CHEMBL3788 O00444 Serine/threonine-protein kinase PLK4 84.46% 83.65%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.41% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.26% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.05% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.20% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 82.22% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.13% 99.23%

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.
Lithocarpus elegans

Cross-Links

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PubChem 14563730
LOTUS LTS0273367
wikiData Q105122284