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methyl (2R)-2-[(1S,2R,4S,5R,9R,10R,13R,14S,15S,17R)-17-acetyloxy-9-(furan-3-yl)-10,14,16,16-tetramethyl-7,18-dioxo-3,8-dioxapentacyclo[12.3.1.02,4.04,13.05,10]octadecan-15-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 d4161e3a-5168-4daf-aa5c-7e045deb6217
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl (2R)-2-[(1S,2R,4S,5R,9R,10R,13R,14S,15S,17R)-17-acetyloxy-9-(furan-3-yl)-10,14,16,16-tetramethyl-7,18-dioxo-3,8-dioxapentacyclo[12.3.1.02,4.04,13.05,10]octadecan-15-yl]-2-hydroxyacetate
SMILES (Canonical) CC(=O)OC1C2C3C4(O3)C(CCC5(C4CC(=O)OC5C6=COC=C6)C)C(C2=O)(C(C1(C)C)C(C(=O)OC)O)C
SMILES (Isomeric) CC(=O)O[C@@H]1[C@H]2[C@@H]3[C@@]4(O3)[C@H](CC[C@@]5([C@H]4CC(=O)O[C@H]5C6=COC=C6)C)[C@@](C2=O)([C@H](C1(C)C)[C@H](C(=O)OC)O)C
InChI InChI=1S/C29H36O10/c1-13(30)37-23-18-21(33)28(5,20(26(23,2)3)19(32)25(34)35-6)15-7-9-27(4)16(29(15)24(18)39-29)11-17(31)38-22(27)14-8-10-36-12-14/h8,10,12,15-16,18-20,22-24,32H,7,9,11H2,1-6H3/t15-,16-,18+,19-,20+,22+,23-,24-,27-,28-,29-/m1/s1
InChI Key QSLFTEVBVIERTR-YZJCLHFZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H36O10
Molecular Weight 544.60 g/mol
Exact Mass 544.23084734 g/mol
Topological Polar Surface Area (TPSA) 142.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 2.76
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2R)-2-[(1S,2R,4S,5R,9R,10R,13R,14S,15S,17R)-17-acetyloxy-9-(furan-3-yl)-10,14,16,16-tetramethyl-7,18-dioxo-3,8-dioxapentacyclo[12.3.1.02,4.04,13.05,10]octadecan-15-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 + 0.9613 96.13%
Caco-2 - 0.7639 76.39%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7765 77.65%
OATP2B1 inhibitior - 0.8599 85.99%
OATP1B1 inhibitior - 0.3423 34.23%
OATP1B3 inhibitior + 0.9305 93.05%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6832 68.32%
P-glycoprotein inhibitior + 0.7545 75.45%
P-glycoprotein substrate + 0.5773 57.73%
CYP3A4 substrate + 0.7197 71.97%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8268 82.68%
CYP3A4 inhibition + 0.7347 73.47%
CYP2C9 inhibition - 0.8040 80.40%
CYP2C19 inhibition - 0.8282 82.82%
CYP2D6 inhibition - 0.9341 93.41%
CYP1A2 inhibition - 0.8515 85.15%
CYP2C8 inhibition + 0.6846 68.46%
CYP inhibitory promiscuity - 0.9586 95.86%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5683 56.83%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.8932 89.32%
Skin irritation - 0.7284 72.84%
Skin corrosion - 0.9023 90.23%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7082 70.82%
Micronuclear - 0.6200 62.00%
Hepatotoxicity - 0.5947 59.47%
skin sensitisation - 0.8694 86.94%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity + 0.7128 71.28%
Acute Oral Toxicity (c) I 0.3439 34.39%
Estrogen receptor binding + 0.8241 82.41%
Androgen receptor binding + 0.7164 71.64%
Thyroid receptor binding + 0.6240 62.40%
Glucocorticoid receptor binding + 0.8223 82.23%
Aromatase binding + 0.7207 72.07%
PPAR gamma + 0.7536 75.36%
Honey bee toxicity - 0.6836 68.36%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9795 97.95%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.73% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.70% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.49% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.84% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 96.12% 90.17%
CHEMBL2581 P07339 Cathepsin D 90.63% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 89.14% 97.79%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.62% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 87.38% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.83% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.00% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.56% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.17% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.57% 89.00%
CHEMBL299 P17252 Protein kinase C alpha 82.86% 98.03%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.63% 97.14%
CHEMBL5028 O14672 ADAM10 81.74% 97.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.74% 100.00%

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.
Swietenia mahagoni

Cross-Links

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PubChem 162915851
LOTUS LTS0140516
wikiData Q105227093