Methyl 2-[3,15,22-triacetyloxy-5-(furan-3-yl)-16-hydroxy-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-19-yl]acetate

Details

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Internal ID 0060ef75-bd76-4f61-9584-290b1ad20ca5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl 2-[3,15,22-triacetyloxy-5-(furan-3-yl)-16-hydroxy-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-19-yl]acetate
SMILES (Canonical) CC(=O)OC1CC23C4(C(C5(CC4(C(C5OC(=O)C)(C6C2(C7=CC(=O)OC(C17C)C8=COC=C8)OC(O6)(O3)C)OC(=O)C)O)C)CC(=O)OC)C
SMILES (Isomeric) CC(=O)OC1CC23C4(C(C5(CC4(C(C5OC(=O)C)(C6C2(C7=CC(=O)OC(C17C)C8=COC=C8)OC(O6)(O3)C)OC(=O)C)O)C)CC(=O)OC)C
InChI InChI=1S/C35H40O15/c1-16(36)44-22-13-33-30(6)20(11-23(39)42-8)28(4)15-32(30,41)35(47-18(3)38,26(28)45-17(2)37)27-34(33,50-31(7,48-27)49-33)21-12-24(40)46-25(29(21,22)5)19-9-10-43-14-19/h9-10,12,14,20,22,25-27,41H,11,13,15H2,1-8H3
InChI Key HTMCMJXLLHUKQL-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H40O15
Molecular Weight 700.70 g/mol
Exact Mass 700.23672056 g/mol
Topological Polar Surface Area (TPSA) 193.00 Ų
XlogP 0.40
Atomic LogP (AlogP) 2.33
H-Bond Acceptor 15
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Methyl 2-[3,15,22-triacetyloxy-5-(furan-3-yl)-16-hydroxy-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-19-yl]acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9898 98.98%
Caco-2 - 0.8222 82.22%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7301 73.01%
OATP2B1 inhibitior - 0.5771 57.71%
OATP1B1 inhibitior - 0.4132 41.32%
OATP1B3 inhibitior - 0.3041 30.41%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9833 98.33%
P-glycoprotein inhibitior + 0.8201 82.01%
P-glycoprotein substrate + 0.7308 73.08%
CYP3A4 substrate + 0.7285 72.85%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8761 87.61%
CYP3A4 inhibition + 0.8043 80.43%
CYP2C9 inhibition - 0.8421 84.21%
CYP2C19 inhibition - 0.8472 84.72%
CYP2D6 inhibition - 0.9217 92.17%
CYP1A2 inhibition - 0.8412 84.12%
CYP2C8 inhibition + 0.7684 76.84%
CYP inhibitory promiscuity - 0.7320 73.20%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Danger 0.4449 44.49%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.8809 88.09%
Skin irritation - 0.6178 61.78%
Skin corrosion - 0.9353 93.53%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7507 75.07%
Micronuclear - 0.5000 50.00%
Hepatotoxicity + 0.5103 51.03%
skin sensitisation - 0.8540 85.40%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.6916 69.16%
Acute Oral Toxicity (c) I 0.6452 64.52%
Estrogen receptor binding + 0.7853 78.53%
Androgen receptor binding + 0.7825 78.25%
Thyroid receptor binding + 0.6447 64.47%
Glucocorticoid receptor binding + 0.7757 77.57%
Aromatase binding + 0.7163 71.63%
PPAR gamma + 0.7594 75.94%
Honey bee toxicity - 0.7265 72.65%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9939 99.39%

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 99.91% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.70% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.26% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.98% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.51% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.16% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.68% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.34% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.26% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.63% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.17% 95.56%
CHEMBL2581 P07339 Cathepsin D 84.16% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 82.73% 83.82%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.61% 100.00%
CHEMBL4208 P20618 Proteasome component C5 81.87% 90.00%
CHEMBL3038469 P24941 CDK2/Cyclin A 81.65% 91.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.29% 95.89%

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.
Xylocarpus granatum

Cross-Links

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PubChem 72774528
LOTUS LTS0261003
wikiData Q105033500