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methyl 2-[(1R,2S,3Z,6R,7R,10S,12S,14R,15R,16S,17R,18S,19S,20R)-18,20-diacetyloxy-6-(furan-3-yl)-19-hydroxy-3-(1-hydroxy-2-methylpropylidene)-7,12,15,17-tetramethyl-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.114,17.01,10.02,7.010,15.014,19]docosan-16-yl]acetate

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 f9c0473c-9f79-4ae4-9235-2c2e24d82c8b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl 2-[(1R,2S,3Z,6R,7R,10S,12S,14R,15R,16S,17R,18S,19S,20R)-18,20-diacetyloxy-6-(furan-3-yl)-19-hydroxy-3-(1-hydroxy-2-methylpropylidene)-7,12,15,17-tetramethyl-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.114,17.01,10.02,7.010,15.014,19]docosan-16-yl]acetate
SMILES (Canonical) CC(C)C(=C1C2C(CCC34C25C(C6(C(C7(CC6(C3(C7CC(=O)OC)C)OC(O4)(O5)C)C)OC(=O)C)O)OC(=O)C)(C(OC1=O)C8=COC=C8)C)O
SMILES (Isomeric) CC(C)/C(=C/1\[C@@H]2[C@@](CC[C@@]34[C@]25[C@@H]([C@]6([C@H]([C@@]7(C[C@]6([C@]3([C@H]7CC(=O)OC)C)O[C@@](O4)(O5)C)C)OC(=O)C)O)OC(=O)C)([C@@H](OC1=O)C8=COC=C8)C)/O
InChI InChI=1S/C37H46O14/c1-17(2)24(41)23-25-30(5,26(48-27(23)42)20-10-13-45-15-20)11-12-34-32(7)21(14-22(40)44-9)31(6)16-35(32)36(43,28(31)46-18(3)38)29(47-19(4)39)37(25,34)51-33(8,49-34)50-35/h10,13,15,17,21,25-26,28-29,41,43H,11-12,14,16H2,1-9H3/b24-23-/t21-,25+,26-,28-,29+,30+,31+,32-,33+,34-,35+,36-,37+/m0/s1
InChI Key KSKYWUDAKIJEBA-NGJGFOSGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H46O14
Molecular Weight 714.80 g/mol
Exact Mass 714.28875614 g/mol
Topological Polar Surface Area (TPSA) 187.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 3.95
H-Bond Acceptor 14
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 2-[(1R,2S,3Z,6R,7R,10S,12S,14R,15R,16S,17R,18S,19S,20R)-18,20-diacetyloxy-6-(furan-3-yl)-19-hydroxy-3-(1-hydroxy-2-methylpropylidene)-7,12,15,17-tetramethyl-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.114,17.01,10.02,7.010,15.014,19]docosan-16-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 + 0.9813 98.13%
Caco-2 - 0.8195 81.95%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7979 79.79%
OATP2B1 inhibitior - 0.8590 85.90%
OATP1B1 inhibitior - 0.5129 51.29%
OATP1B3 inhibitior - 0.5369 53.69%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9587 95.87%
P-glycoprotein inhibitior + 0.7874 78.74%
P-glycoprotein substrate + 0.6579 65.79%
CYP3A4 substrate + 0.7154 71.54%
CYP2C9 substrate - 0.5862 58.62%
CYP2D6 substrate - 0.8778 87.78%
CYP3A4 inhibition + 0.5240 52.40%
CYP2C9 inhibition - 0.6475 64.75%
CYP2C19 inhibition - 0.7270 72.70%
CYP2D6 inhibition - 0.9135 91.35%
CYP1A2 inhibition - 0.7276 72.76%
CYP2C8 inhibition + 0.7244 72.44%
CYP inhibitory promiscuity - 0.6624 66.24%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5228 52.28%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.8840 88.40%
Skin irritation - 0.6850 68.50%
Skin corrosion - 0.9307 93.07%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6896 68.96%
Micronuclear - 0.6500 65.00%
Hepatotoxicity + 0.5052 50.52%
skin sensitisation - 0.8549 85.49%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.4643 46.43%
Acute Oral Toxicity (c) I 0.6151 61.51%
Estrogen receptor binding + 0.7648 76.48%
Androgen receptor binding + 0.7659 76.59%
Thyroid receptor binding + 0.6060 60.60%
Glucocorticoid receptor binding + 0.7573 75.73%
Aromatase binding + 0.7485 74.85%
PPAR gamma + 0.7680 76.80%
Honey bee toxicity - 0.7469 74.69%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9964 99.64%

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 99.05% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.55% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.34% 94.45%
CHEMBL2581 P07339 Cathepsin D 94.27% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.63% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 89.95% 90.17%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 89.65% 95.71%
CHEMBL5028 O14672 ADAM10 89.02% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.78% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.18% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.16% 95.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.09% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.03% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.26% 86.33%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 85.93% 94.80%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.36% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.21% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 81.98% 91.19%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.65% 97.25%

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.
Neobeguea mahafaliensis

Cross-Links

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PubChem 163186820
LOTUS LTS0220795
wikiData Q105145469