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[(3S,4R,5R,6S)-6-[[(3S,6R,8S,11R,12S,15S,16R,19S,21R)-19-acetyloxy-3,7,7,11,16,20,20-heptamethyl-8-pentacyclo[13.8.0.03,12.06,11.016,21]tricos-1(23)-enyl]oxy]-4,5-dihydroxyoxan-3-yl] (E)-3-(4-hydroxyphenyl)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 4bb83ad5-cc8b-41c5-a650-b867cbe5d81e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(3S,4R,5R,6S)-6-[[(3S,6R,8S,11R,12S,15S,16R,19S,21R)-19-acetyloxy-3,7,7,11,16,20,20-heptamethyl-8-pentacyclo[13.8.0.03,12.06,11.016,21]tricos-1(23)-enyl]oxy]-4,5-dihydroxyoxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C46H66O9/c1-27(47)53-36-20-23-45(7)31-15-17-35-44(6,25-29(31)12-16-33(45)42(36,2)3)22-19-34-43(4,5)37(21-24-46(34,35)8)55-41-40(51)39(50)32(26-52-41)54-38(49)18-11-28-9-13-30(48)14-10-28/h9-14,18,31-37,39-41,48,50-51H,15-17,19-26H2,1-8H3/b18-11+/t31-,32-,33-,34-,35-,36-,37-,39-,40+,41-,44-,45+,46-/m0/s1
InChI Key RYSLVWNDSQWTSY-MZFXGVNTSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C46H66O9
Molecular Weight 763.00 g/mol
Exact Mass 762.47068368 g/mol
Topological Polar Surface Area (TPSA) 132.00 Ų
XlogP 8.90
Atomic LogP (AlogP) 8.14
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,4R,5R,6S)-6-[[(3S,6R,8S,11R,12S,15S,16R,19S,21R)-19-acetyloxy-3,7,7,11,16,20,20-heptamethyl-8-pentacyclo[13.8.0.03,12.06,11.016,21]tricos-1(23)-enyl]oxy]-4,5-dihydroxyoxan-3-yl] (E)-3-(4-hydroxyphenyl)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 + 0.9565 95.65%
Caco-2 - 0.8618 86.18%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8785 87.85%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8135 81.35%
OATP1B3 inhibitior - 0.2631 26.31%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6026 60.26%
BSEP inhibitior + 0.9476 94.76%
P-glycoprotein inhibitior + 0.7654 76.54%
P-glycoprotein substrate + 0.5744 57.44%
CYP3A4 substrate + 0.7382 73.82%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8809 88.09%
CYP3A4 inhibition - 0.8065 80.65%
CYP2C9 inhibition - 0.5906 59.06%
CYP2C19 inhibition - 0.5934 59.34%
CYP2D6 inhibition - 0.9124 91.24%
CYP1A2 inhibition + 0.7083 70.83%
CYP2C8 inhibition + 0.8190 81.90%
CYP inhibitory promiscuity - 0.9233 92.33%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6466 64.66%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9112 91.12%
Skin irritation - 0.6640 66.40%
Skin corrosion - 0.9404 94.04%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7905 79.05%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.6735 67.35%
skin sensitisation - 0.8488 84.88%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.8138 81.38%
Acute Oral Toxicity (c) III 0.4416 44.16%
Estrogen receptor binding + 0.8034 80.34%
Androgen receptor binding + 0.7279 72.79%
Thyroid receptor binding + 0.5355 53.55%
Glucocorticoid receptor binding + 0.7372 73.72%
Aromatase binding + 0.6224 62.24%
PPAR gamma + 0.7628 76.28%
Honey bee toxicity - 0.6153 61.53%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.6200 62.00%
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 98.68% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.49% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.05% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.57% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.56% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.46% 95.89%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 92.36% 89.67%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.00% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.05% 95.56%
CHEMBL3922 P50579 Methionine aminopeptidase 2 88.28% 97.28%
CHEMBL2581 P07339 Cathepsin D 87.81% 98.95%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 87.29% 89.44%
CHEMBL325 Q13547 Histone deacetylase 1 86.86% 95.92%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.17% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 84.11% 90.17%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.03% 97.33%
CHEMBL1937 Q92769 Histone deacetylase 2 83.23% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.95% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.73% 99.17%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.82% 92.94%
CHEMBL3192 Q9BY41 Histone deacetylase 8 80.54% 93.99%

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.
Lycopodiella inundata

Cross-Links

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PubChem 163186950
LOTUS LTS0055397
wikiData Q105248092