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[(1R,2R,3R,4R,5S,8R,9S,10R,12R,14S,15S,16R,18R,19S,20R,22S)-3,22-diacetyloxy-5-(furan-3-yl)-2,8,16-trihydroxy-19-(2-methoxy-2-oxoethyl)-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 ad8040dd-1336-420d-99b7-9f352268c381
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)-3,22-diacetyloxy-5-(furan-3-yl)-2,8,16-trihydroxy-19-(2-methoxy-2-oxoethyl)-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/C37H44O17/c1-15(2)25(43)51-35-27(49-17(4)39)29(5)13-34(35,45)30(6,19(29)11-20(40)46-8)36-21(41)24(48-16(3)38)32-14-33(32,37(36)28(35)52-31(7,53-36)54-37)22(42)26(44)50-23(32)18-9-10-47-12-18/h9-10,12,15,19,21-24,27-28,41-42,45H,11,13-14H2,1-8H3/t19-,21+,22-,23-,24-,27-,28+,29+,30+,31+,32+,33+,34+,35-,36-,37-/m0/s1
InChI Key JLSMPHIRZVGAOG-WMRRLDJDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C37H44O17
Molecular Weight 760.70 g/mol
Exact Mass 760.25784993 g/mol
Topological Polar Surface Area (TPSA) 233.00 Ų
XlogP -0.20
Atomic LogP (AlogP) 0.74
H-Bond Acceptor 17
H-Bond Donor 3
Rotatable Bonds 7

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)-3,22-diacetyloxy-5-(furan-3-yl)-2,8,16-trihydroxy-19-(2-methoxy-2-oxoethyl)-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 + 0.9719 97.19%
Caco-2 - 0.8415 84.15%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7100 71.00%
OATP2B1 inhibitior - 0.8609 86.09%
OATP1B1 inhibitior - 0.3709 37.09%
OATP1B3 inhibitior - 0.4454 44.54%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9555 95.55%
P-glycoprotein inhibitior + 0.7861 78.61%
P-glycoprotein substrate + 0.7670 76.70%
CYP3A4 substrate + 0.7280 72.80%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8321 83.21%
CYP3A4 inhibition + 0.7123 71.23%
CYP2C9 inhibition - 0.7495 74.95%
CYP2C19 inhibition - 0.7852 78.52%
CYP2D6 inhibition - 0.9175 91.75%
CYP1A2 inhibition - 0.8525 85.25%
CYP2C8 inhibition + 0.7283 72.83%
CYP inhibitory promiscuity - 0.8593 85.93%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5415 54.15%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.8930 89.30%
Skin irritation - 0.7431 74.31%
Skin corrosion - 0.9324 93.24%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7338 73.38%
Micronuclear - 0.5600 56.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.8647 86.47%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.6415 64.15%
Acute Oral Toxicity (c) I 0.4915 49.15%
Estrogen receptor binding + 0.7833 78.33%
Androgen receptor binding + 0.7808 78.08%
Thyroid receptor binding + 0.6220 62.20%
Glucocorticoid receptor binding + 0.7079 70.79%
Aromatase binding + 0.6837 68.37%
PPAR gamma + 0.7642 76.42%
Honey bee toxicity - 0.6583 65.83%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9886 98.86%

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 99.85% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.49% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.02% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 98.87% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.29% 94.45%
CHEMBL2581 P07339 Cathepsin D 94.96% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 92.89% 91.49%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.81% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.61% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.90% 89.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.48% 95.71%
CHEMBL3437 Q16853 Amine oxidase, copper containing 85.36% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.31% 92.62%
CHEMBL221 P23219 Cyclooxygenase-1 84.88% 90.17%
CHEMBL2996 Q05655 Protein kinase C delta 84.73% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.57% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.12% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 83.95% 91.19%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.70% 95.50%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.50% 100.00%
CHEMBL5028 O14672 ADAM10 81.46% 97.50%
CHEMBL3401 O75469 Pregnane X receptor 80.56% 94.73%

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 162969737
LOTUS LTS0011329
wikiData Q105131037