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[(1R,2R,3R,4R,5S,10R,12S,14S,15S,16R,18R,19S,20R,22S)-2,3,22-triacetyloxy-5-(furan-3-yl)-16-hydroxy-19-[(1S)-1-hydroxy-2-methoxy-2-oxoethyl]-4,12,18,20-tetramethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.115,18.01,10.04,9.010,14.016,20]docos-8-en-15-yl] 2-methylpropanoate

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 9bd758f9-adc6-4930-8d3b-6e9aa7b2f74b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,2R,3R,4R,5S,10R,12S,14S,15S,16R,18R,19S,20R,22S)-2,3,22-triacetyloxy-5-(furan-3-yl)-16-hydroxy-19-[(1S)-1-hydroxy-2-methoxy-2-oxoethyl]-4,12,18,20-tetramethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.115,18.01,10.04,9.010,14.016,20]docos-8-en-15-yl] 2-methylpropanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H46O18/c1-16(2)28(45)54-38-30(52-19(5)42)32(6)15-36(38,47)34(8,24(32)23(44)29(46)48-10)39-27(51-18(4)41)26(50-17(3)40)33(7)21(37(39)31(38)55-35(9,56-37)57-39)13-22(43)53-25(33)20-11-12-49-14-20/h11-14,16,23-27,30-31,44,47H,15H2,1-10H3/t23-,24-,25-,26-,27+,30-,31-,32+,33+,34+,35+,36+,37+,38-,39-/m0/s1
InChI Key VZPJJBNBCBEMMI-KKKZJKQGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C39H46O18
Molecular Weight 802.80 g/mol
Exact Mass 802.26841461 g/mol
Topological Polar Surface Area (TPSA) 239.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 1.48
H-Bond Acceptor 18
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,3R,4R,5S,10R,12S,14S,15S,16R,18R,19S,20R,22S)-2,3,22-triacetyloxy-5-(furan-3-yl)-16-hydroxy-19-[(1S)-1-hydroxy-2-methoxy-2-oxoethyl]-4,12,18,20-tetramethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.115,18.01,10.04,9.010,14.016,20]docos-8-en-15-yl] 2-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9884 98.84%
Caco-2 - 0.8430 84.30%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7231 72.31%
OATP2B1 inhibitior - 0.5746 57.46%
OATP1B1 inhibitior + 0.7181 71.81%
OATP1B3 inhibitior + 0.8595 85.95%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9532 95.32%
P-glycoprotein inhibitior + 0.8154 81.54%
P-glycoprotein substrate + 0.7334 73.34%
CYP3A4 substrate + 0.7309 73.09%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8710 87.10%
CYP3A4 inhibition + 0.8061 80.61%
CYP2C9 inhibition - 0.7334 73.34%
CYP2C19 inhibition - 0.7915 79.15%
CYP2D6 inhibition - 0.8760 87.60%
CYP1A2 inhibition - 0.8178 81.78%
CYP2C8 inhibition + 0.7397 73.97%
CYP inhibitory promiscuity - 0.6515 65.15%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Danger 0.5447 54.47%
Eye corrosion - 0.9870 98.70%
Eye irritation - 0.8907 89.07%
Skin irritation - 0.6765 67.65%
Skin corrosion - 0.9190 91.90%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6661 66.61%
Micronuclear - 0.5200 52.00%
Hepatotoxicity + 0.5229 52.29%
skin sensitisation - 0.8105 81.05%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.8074 80.74%
Acute Oral Toxicity (c) I 0.5808 58.08%
Estrogen receptor binding + 0.7848 78.48%
Androgen receptor binding + 0.7794 77.94%
Thyroid receptor binding + 0.6451 64.51%
Glucocorticoid receptor binding + 0.7438 74.38%
Aromatase binding + 0.6565 65.65%
PPAR gamma + 0.7687 76.87%
Honey bee toxicity - 0.6822 68.22%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9827 98.27%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.94% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.58% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.87% 94.45%
CHEMBL2581 P07339 Cathepsin D 97.12% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.86% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 96.05% 91.49%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.06% 99.23%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.61% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.85% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 87.31% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.84% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.84% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.19% 92.62%
CHEMBL2535 P11166 Glucose transporter 84.48% 98.75%
CHEMBL3437 Q16853 Amine oxidase, copper containing 83.30% 94.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.19% 91.24%
CHEMBL221 P23219 Cyclooxygenase-1 82.24% 90.17%
CHEMBL4208 P20618 Proteasome component C5 81.49% 90.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.09% 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.
Chukrasia tabularis

Cross-Links

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PubChem 163193869
LOTUS LTS0158383
wikiData Q105299913