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[(1R,2R,6S,7R,8R,9R,10R,12R,14R,15S,16S,17R,18S,19R,20R)-8,18-diacetyloxy-6-(furan-3-yl)-9,19,20-trihydroxy-16-(2-methoxy-2-oxoethyl)-7,12,17-trimethyl-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.114,17.01,10.02,7.010,15.014,19]docosan-15-yl]methyl propanoate

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 68db0f0b-88f8-40c2-a17e-e2cd3a11075d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,2R,6S,7R,8R,9R,10R,12R,14R,15S,16S,17R,18S,19R,20R)-8,18-diacetyloxy-6-(furan-3-yl)-9,19,20-trihydroxy-16-(2-methoxy-2-oxoethyl)-7,12,17-trimethyl-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.114,17.01,10.02,7.010,15.014,19]docosan-15-yl]methyl propanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H44O17/c1-8-21(39)47-15-32-19(11-22(40)45-7)29(4)14-33(32)34(44,28(29)49-17(3)38)27(43)35-20-12-23(41)50-25(18-9-10-46-13-18)30(20,5)26(48-16(2)37)24(42)36(32,35)53-31(6,51-33)52-35/h9-10,13,19-20,24-28,42-44H,8,11-12,14-15H2,1-7H3/t19-,20+,24+,25-,26-,27+,28-,29+,30+,31+,32+,33+,34+,35+,36-/m0/s1
InChI Key RKPOQZWOUUJNDZ-ZCKIOERKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H44O17
Molecular Weight 748.70 g/mol
Exact Mass 748.25784993 g/mol
Topological Polar Surface Area (TPSA) 233.00 Ų
XlogP -0.90
Atomic LogP (AlogP) 0.74
H-Bond Acceptor 17
H-Bond Donor 3
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,6S,7R,8R,9R,10R,12R,14R,15S,16S,17R,18S,19R,20R)-8,18-diacetyloxy-6-(furan-3-yl)-9,19,20-trihydroxy-16-(2-methoxy-2-oxoethyl)-7,12,17-trimethyl-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.114,17.01,10.02,7.010,15.014,19]docosan-15-yl]methyl propanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9472 94.72%
Caco-2 - 0.8362 83.62%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7546 75.46%
OATP2B1 inhibitior - 0.8586 85.86%
OATP1B1 inhibitior - 0.4072 40.72%
OATP1B3 inhibitior + 0.8144 81.44%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9686 96.86%
P-glycoprotein inhibitior + 0.7716 77.16%
P-glycoprotein substrate + 0.7453 74.53%
CYP3A4 substrate + 0.7279 72.79%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8377 83.77%
CYP3A4 inhibition - 0.6929 69.29%
CYP2C9 inhibition - 0.8120 81.20%
CYP2C19 inhibition - 0.8056 80.56%
CYP2D6 inhibition - 0.9466 94.66%
CYP1A2 inhibition - 0.8476 84.76%
CYP2C8 inhibition + 0.8293 82.93%
CYP inhibitory promiscuity - 0.8414 84.14%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6072 60.72%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.8897 88.97%
Skin irritation - 0.7632 76.32%
Skin corrosion - 0.9409 94.09%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7440 74.40%
Micronuclear - 0.5700 57.00%
Hepatotoxicity - 0.6198 61.98%
skin sensitisation - 0.8959 89.59%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.6350 63.50%
Acute Oral Toxicity (c) III 0.3272 32.72%
Estrogen receptor binding + 0.7746 77.46%
Androgen receptor binding + 0.7679 76.79%
Thyroid receptor binding + 0.5973 59.73%
Glucocorticoid receptor binding + 0.7225 72.25%
Aromatase binding + 0.6943 69.43%
PPAR gamma + 0.7428 74.28%
Honey bee toxicity - 0.7221 72.21%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9922 99.22%

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 99.43% 85.14%
CHEMBL4040 P28482 MAP kinase ERK2 98.91% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.14% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.46% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.08% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 94.42% 97.79%
CHEMBL2581 P07339 Cathepsin D 93.87% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.18% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.08% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.63% 94.00%
CHEMBL1951 P21397 Monoamine oxidase A 89.67% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.89% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 87.43% 90.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.08% 99.23%
CHEMBL5028 O14672 ADAM10 86.59% 97.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.10% 97.25%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 85.64% 94.80%
CHEMBL340 P08684 Cytochrome P450 3A4 85.55% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.37% 92.62%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.12% 95.71%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.50% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.51% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.00% 99.17%
CHEMBL299 P17252 Protein kinase C alpha 81.33% 98.03%

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 162859820
LOTUS LTS0063218
wikiData Q105238684