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methyl (1S,2S,4R,6S,7R,8R,9R,10R,11S,12S,14R,15S,16R,18R)-9,12,18-triacetyloxy-6-(furan-3-yl)-14-hydroxy-1,7,11,15-tetramethyl-8-(2-methylpropanoyloxy)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecane-15-carboxylate

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 9d52df36-ab79-4fc2-add7-5f21fc03c951
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl (1S,2S,4R,6S,7R,8R,9R,10R,11S,12S,14R,15S,16R,18R)-9,12,18-triacetyloxy-6-(furan-3-yl)-14-hydroxy-1,7,11,15-tetramethyl-8-(2-methylpropanoyloxy)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecane-15-carboxylate
SMILES (Canonical) CC(C)C(=O)OC1C(C2C3(C(CC(C2(C45C1(C(CC4O5)C6=COC=C6)C)C)OC(=O)C)C(C(CC3OC(=O)C)O)(C)C(=O)OC)C)OC(=O)C
SMILES (Isomeric) CC(C)C(=O)O[C@H]1[C@@H]([C@@H]2[C@@]3([C@@H](C[C@H]([C@]2([C@]45[C@@]1([C@@H](C[C@H]4O5)C6=COC=C6)C)C)OC(=O)C)[C@]([C@@H](C[C@@H]3OC(=O)C)O)(C)C(=O)OC)C)OC(=O)C
InChI InChI=1S/C37H50O13/c1-17(2)31(42)49-30-28(48-20(5)40)29-34(7)23(33(6,32(43)44-10)24(41)15-25(34)46-18(3)38)14-26(47-19(4)39)36(29,9)37-27(50-37)13-22(35(30,37)8)21-11-12-45-16-21/h11-12,16-17,22-30,41H,13-15H2,1-10H3/t22-,23-,24+,25-,26+,27+,28+,29+,30-,33-,34+,35+,36+,37+/m0/s1
InChI Key MSOOSGCQMJGUNN-MVVKBZDKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H50O13
Molecular Weight 702.80 g/mol
Exact Mass 702.32514165 g/mol
Topological Polar Surface Area (TPSA) 177.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 3.88
H-Bond Acceptor 13
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,2S,4R,6S,7R,8R,9R,10R,11S,12S,14R,15S,16R,18R)-9,12,18-triacetyloxy-6-(furan-3-yl)-14-hydroxy-1,7,11,15-tetramethyl-8-(2-methylpropanoyloxy)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecane-15-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9632 96.32%
Caco-2 - 0.8143 81.43%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.6953 69.53%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7115 71.15%
OATP1B3 inhibitior - 0.2987 29.87%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9843 98.43%
P-glycoprotein inhibitior + 0.8252 82.52%
P-glycoprotein substrate + 0.5603 56.03%
CYP3A4 substrate + 0.6953 69.53%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8089 80.89%
CYP3A4 inhibition + 0.8048 80.48%
CYP2C9 inhibition - 0.8109 81.09%
CYP2C19 inhibition - 0.8150 81.50%
CYP2D6 inhibition - 0.9021 90.21%
CYP1A2 inhibition - 0.8911 89.11%
CYP2C8 inhibition + 0.6361 63.61%
CYP inhibitory promiscuity - 0.9146 91.46%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4468 44.68%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.8914 89.14%
Skin irritation - 0.7384 73.84%
Skin corrosion - 0.9140 91.40%
Ames mutagenesis - 0.5737 57.37%
Human Ether-a-go-go-Related Gene inhibition + 0.6743 67.43%
Micronuclear - 0.5300 53.00%
Hepatotoxicity + 0.6375 63.75%
skin sensitisation - 0.8377 83.77%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.4494 44.94%
Acute Oral Toxicity (c) I 0.4435 44.35%
Estrogen receptor binding + 0.7702 77.02%
Androgen receptor binding + 0.7434 74.34%
Thyroid receptor binding + 0.5926 59.26%
Glucocorticoid receptor binding + 0.7585 75.85%
Aromatase binding + 0.6922 69.22%
PPAR gamma + 0.7577 75.77%
Honey bee toxicity - 0.7129 71.29%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9079 90.79%

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 98.72% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.62% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.50% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.91% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 92.59% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.27% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.80% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.64% 94.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.64% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.42% 95.56%
CHEMBL2581 P07339 Cathepsin D 85.45% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 84.87% 94.73%
CHEMBL5028 O14672 ADAM10 84.63% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.34% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.97% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.94% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.81% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.39% 96.77%
CHEMBL2996 Q05655 Protein kinase C delta 81.11% 97.79%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.27% 95.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.14% 91.24%

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.
Turraea heterophylla

Cross-Links

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PubChem 163195261
LOTUS LTS0105199
wikiData Q105171314