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methyl (2S)-2-[(1R,3R,4R,5R,10S,12R,14S,15R,16S,18S,19R,20S,22R)-3,22-diacetyloxy-5-(furan-3-yl)-15,16-dihydroxy-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]-2-hydroxyacetate

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 0df36486-60bd-4d97-a7a9-10831578ccce
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl (2S)-2-[(1R,3R,4R,5R,10S,12R,14S,15R,16S,18S,19R,20S,22R)-3,22-diacetyloxy-5-(furan-3-yl)-15,16-dihydroxy-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]-2-hydroxyacetate
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)O)O)C)C(C(=O)OC)O)C
SMILES (Isomeric) CC(=O)O[C@@H]1C[C@@]23[C@]4([C@@H]([C@@]5(C[C@]4([C@@]([C@@H]5OC(=O)C)([C@H]6[C@]2(C7=CC(=O)O[C@@H]([C@@]17C)C8=COC=C8)O[C@](O6)(O3)C)O)O)C)[C@@H](C(=O)OC)O)C
InChI InChI=1S/C33H38O15/c1-14(34)43-18-11-31-28(5)21(20(37)23(38)41-7)26(3)13-30(28,39)32(40,24(26)44-15(2)35)25-33(31,48-29(6,46-25)47-31)17-10-19(36)45-22(27(17,18)4)16-8-9-42-12-16/h8-10,12,18,20-22,24-25,37,39-40H,11,13H2,1-7H3/t18-,20+,21-,22-,24-,25+,26+,27-,28+,29-,30+,31-,32-,33+/m1/s1
InChI Key FHIHDIOAAUFTAC-YZKZIXDTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H38O15
Molecular Weight 674.60 g/mol
Exact Mass 674.22107050 g/mol
Topological Polar Surface Area (TPSA) 207.00 Ų
XlogP -0.70
Atomic LogP (AlogP) 0.73
H-Bond Acceptor 15
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2S)-2-[(1R,3R,4R,5R,10S,12R,14S,15R,16S,18S,19R,20S,22R)-3,22-diacetyloxy-5-(furan-3-yl)-15,16-dihydroxy-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]-2-hydroxyacetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9828 98.28%
Caco-2 - 0.8263 82.63%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7251 72.51%
OATP2B1 inhibitior - 0.8584 85.84%
OATP1B1 inhibitior + 0.7139 71.39%
OATP1B3 inhibitior + 0.8267 82.67%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9017 90.17%
P-glycoprotein inhibitior + 0.7668 76.68%
P-glycoprotein substrate + 0.6781 67.81%
CYP3A4 substrate + 0.7311 73.11%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8704 87.04%
CYP3A4 inhibition + 0.5000 50.00%
CYP2C9 inhibition - 0.8034 80.34%
CYP2C19 inhibition - 0.8272 82.72%
CYP2D6 inhibition - 0.9145 91.45%
CYP1A2 inhibition - 0.8292 82.92%
CYP2C8 inhibition + 0.7343 73.43%
CYP inhibitory promiscuity - 0.8688 86.88%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Danger 0.4330 43.30%
Eye corrosion - 0.9871 98.71%
Eye irritation - 0.8839 88.39%
Skin irritation - 0.6552 65.52%
Skin corrosion - 0.9238 92.38%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3727 37.27%
Micronuclear - 0.5000 50.00%
Hepatotoxicity + 0.5052 50.52%
skin sensitisation - 0.8410 84.10%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.8230 82.30%
Acute Oral Toxicity (c) I 0.5041 50.41%
Estrogen receptor binding + 0.7842 78.42%
Androgen receptor binding + 0.7772 77.72%
Thyroid receptor binding + 0.6318 63.18%
Glucocorticoid receptor binding + 0.7545 75.45%
Aromatase binding + 0.7162 71.62%
PPAR gamma + 0.7388 73.88%
Honey bee toxicity - 0.6849 68.49%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9889 98.89%

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 99.88% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.10% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.22% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.45% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.05% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.15% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.33% 99.23%
CHEMBL2581 P07339 Cathepsin D 87.84% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.14% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 86.07% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.19% 94.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.65% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.23% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.73% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.07% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.01% 95.56%

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 154497704
LOTUS LTS0233253
wikiData Q104995275