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[(3S,5R,8R,9R,10R,13R,14R,17S)-17-[(Z,2S)-2,6-dihydroxy-6-methylhept-4-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] (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 406af2e2-3f88-4ba9-b6b4-16ae342eddbd
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(3S,5R,8R,9R,10R,13R,14R,17S)-17-[(Z,2S)-2,6-dihydroxy-6-methylhept-4-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] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H58O6/c1-34(2,43)19-9-20-39(8,44)27-16-22-37(6)26(27)12-14-31-36(5)21-18-32(35(3,4)30(36)17-23-38(31,37)7)45-33(42)15-11-25-10-13-28(40)29(41)24-25/h9-11,13,15,19,24,26-27,30-32,40-41,43-44H,12,14,16-18,20-23H2,1-8H3/b15-11+,19-9-/t26-,27+,30+,31-,32+,36+,37-,38-,39+/m1/s1
InChI Key QNEUWEKCOZTHIB-HPQIIQMWSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C39H58O6
Molecular Weight 622.90 g/mol
Exact Mass 622.42333957 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 8.90
Atomic LogP (AlogP) 8.18
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 7

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-[(Z,2S)-2,6-dihydroxy-6-methylhept-4-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] (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 + 0.9924 99.24%
Caco-2 - 0.8284 82.84%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8645 86.45%
OATP2B1 inhibitior - 0.5701 57.01%
OATP1B1 inhibitior + 0.8451 84.51%
OATP1B3 inhibitior + 0.7945 79.45%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9650 96.50%
P-glycoprotein inhibitior + 0.7672 76.72%
P-glycoprotein substrate - 0.6320 63.20%
CYP3A4 substrate + 0.7222 72.22%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8802 88.02%
CYP3A4 inhibition - 0.7470 74.70%
CYP2C9 inhibition - 0.8298 82.98%
CYP2C19 inhibition - 0.6887 68.87%
CYP2D6 inhibition - 0.9435 94.35%
CYP1A2 inhibition - 0.5061 50.61%
CYP2C8 inhibition + 0.8116 81.16%
CYP inhibitory promiscuity - 0.8577 85.77%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.6601 66.01%
Eye corrosion - 0.9955 99.55%
Eye irritation - 0.9225 92.25%
Skin irritation - 0.5125 51.25%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7683 76.83%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.6965 69.65%
skin sensitisation - 0.8401 84.01%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.9502 95.02%
Acute Oral Toxicity (c) III 0.4701 47.01%
Estrogen receptor binding + 0.7579 75.79%
Androgen receptor binding + 0.8142 81.42%
Thyroid receptor binding + 0.5928 59.28%
Glucocorticoid receptor binding + 0.8048 80.48%
Aromatase binding + 0.7457 74.57%
PPAR gamma + 0.7481 74.81%
Honey bee toxicity - 0.7347 73.47%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6600 66.00%
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 99.55% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.32% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.11% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.25% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.98% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.81% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.65% 89.00%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 88.04% 80.78%
CHEMBL2581 P07339 Cathepsin D 87.93% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.92% 95.89%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 87.56% 91.03%
CHEMBL1951 P21397 Monoamine oxidase A 86.37% 91.49%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.23% 99.17%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.11% 92.94%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.90% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.85% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.64% 100.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.85% 97.28%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.49% 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.
Celastrus rosthornianus

Cross-Links

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PubChem 163193505
LOTUS LTS0172286
wikiData Q105224367