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[(1R,2R,3R,4R,5S,8R,9S,10R,12R,14S,15S,16R,18R,19S,20R,22S)-3,8,22-triacetyloxy-19-[(1R)-1-acetyloxy-2-methoxy-2-oxoethyl]-5-(furan-3-yl)-2,16-dihydroxy-12,18,20-trimethyl-7-oxo-6,11,13,21-tetraoxaoctacyclo[10.8.1.14,9.115,18.01,10.04,9.010,14.016,20]tricosan-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 36eb6dc4-b89b-4a4a-bf0a-304f9de4514e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,2R,3R,4R,5S,8R,9S,10R,12R,14S,15S,16R,18R,19S,20R,22S)-3,8,22-triacetyloxy-19-[(1R)-1-acetyloxy-2-methoxy-2-oxoethyl]-5-(furan-3-yl)-2,16-dihydroxy-12,18,20-trimethyl-7-oxo-6,11,13,21-tetraoxaoctacyclo[10.8.1.14,9.115,18.01,10.04,9.010,14.016,20]tricosan-15-yl] 2-methylpropanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C41H48O20/c1-16(2)28(47)58-39-31(56-20(6)45)33(7)14-38(39,50)34(8,23(33)22(29(48)51-10)53-17(3)42)40-24(46)26(54-18(4)43)36-15-37(36,41(40)32(39)59-35(9,60-40)61-41)27(55-19(5)44)30(49)57-25(36)21-11-12-52-13-21/h11-13,16,22-27,31-32,46,50H,14-15H2,1-10H3/t22-,23+,24-,25+,26+,27+,31+,32-,33-,34-,35-,36-,37-,38-,39+,40+,41+/m1/s1
InChI Key WBJPQNKIGXGLGC-ASMLPYPQSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C41H48O20
Molecular Weight 860.80 g/mol
Exact Mass 860.27389392 g/mol
Topological Polar Surface Area (TPSA) 265.00 Ų
XlogP 0.40
Atomic LogP (AlogP) 0.85
H-Bond Acceptor 20
H-Bond Donor 2
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,3R,4R,5S,8R,9S,10R,12R,14S,15S,16R,18R,19S,20R,22S)-3,8,22-triacetyloxy-19-[(1R)-1-acetyloxy-2-methoxy-2-oxoethyl]-5-(furan-3-yl)-2,16-dihydroxy-12,18,20-trimethyl-7-oxo-6,11,13,21-tetraoxaoctacyclo[10.8.1.14,9.115,18.01,10.04,9.010,14.016,20]tricosan-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 + 0.9635 96.35%
Caco-2 - 0.8469 84.69%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6183 61.83%
OATP2B1 inhibitior - 0.5811 58.11%
OATP1B1 inhibitior + 0.7135 71.35%
OATP1B3 inhibitior - 0.2388 23.88%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9650 96.50%
P-glycoprotein inhibitior + 0.7971 79.71%
P-glycoprotein substrate + 0.7564 75.64%
CYP3A4 substrate + 0.7381 73.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8321 83.21%
CYP3A4 inhibition + 0.7274 72.74%
CYP2C9 inhibition - 0.7981 79.81%
CYP2C19 inhibition - 0.8097 80.97%
CYP2D6 inhibition - 0.8883 88.83%
CYP1A2 inhibition - 0.8686 86.86%
CYP2C8 inhibition + 0.7193 71.93%
CYP inhibitory promiscuity - 0.8504 85.04%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4270 42.70%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.8941 89.41%
Skin irritation - 0.7494 74.94%
Skin corrosion - 0.9092 90.92%
Ames mutagenesis + 0.5122 51.22%
Human Ether-a-go-go-Related Gene inhibition + 0.6811 68.11%
Micronuclear - 0.5700 57.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.8453 84.53%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.5524 55.24%
Acute Oral Toxicity (c) I 0.3895 38.95%
Estrogen receptor binding + 0.7807 78.07%
Androgen receptor binding + 0.7761 77.61%
Thyroid receptor binding + 0.6248 62.48%
Glucocorticoid receptor binding + 0.7089 70.89%
Aromatase binding + 0.6602 66.02%
PPAR gamma + 0.7717 77.17%
Honey bee toxicity - 0.6116 61.16%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9458 94.58%

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 99.81% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.63% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.41% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.30% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.15% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 94.90% 83.82%
CHEMBL1951 P21397 Monoamine oxidase A 92.55% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.61% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.65% 94.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.24% 91.24%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 87.05% 92.95%
CHEMBL340 P08684 Cytochrome P450 3A4 86.82% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.87% 99.23%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 85.52% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.22% 97.09%
CHEMBL3038469 P24941 CDK2/Cyclin A 83.47% 91.38%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.44% 92.62%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.95% 95.71%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.62% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.37% 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.
Chukrasia tabularis

Cross-Links

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PubChem 163022327
LOTUS LTS0257555
wikiData Q105300797