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[(1R,2S,6S,9R,12R,13R,15R,17S,18R,19R,20R)-19-acetyloxy-17-(furan-3-yl)-6-hydroxy-8,8,12,18-tetramethyl-5,11-dioxo-7,14-dioxahexacyclo[10.8.0.02,6.02,9.013,15.013,18]icosan-20-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 89d628fd-413d-42f2-aec1-3d6f7d15e513
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,2S,6S,9R,12R,13R,15R,17S,18R,19R,20R)-19-acetyloxy-17-(furan-3-yl)-6-hydroxy-8,8,12,18-tetramethyl-5,11-dioxo-7,14-dioxahexacyclo[10.8.0.02,6.02,9.013,15.013,18]icosan-20-yl] acetate
SMILES (Canonical) CC(=O)OC1C2C(C(=O)CC3C24CCC(=O)C4(OC3(C)C)O)(C56C(O5)CC(C6(C1OC(=O)C)C)C7=COC=C7)C
SMILES (Isomeric) CC(=O)O[C@@H]1[C@H]2[C@@](C(=O)C[C@@H]3[C@]24CCC(=O)[C@]4(OC3(C)C)O)([C@]56[C@H](O5)C[C@H]([C@@]6([C@H]1OC(=O)C)C)C7=COC=C7)C
InChI InChI=1S/C30H36O10/c1-14(31)37-22-23-27(6,20(34)12-18-25(3,4)40-30(35)19(33)7-9-28(18,23)30)29-21(39-29)11-17(16-8-10-36-13-16)26(29,5)24(22)38-15(2)32/h8,10,13,17-18,21-24,35H,7,9,11-12H2,1-6H3/t17-,18-,21+,22+,23-,24-,26+,27+,28+,29+,30+/m0/s1
InChI Key NKGOIGRLBWOOGE-LVVDPBHQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H36O10
Molecular Weight 556.60 g/mol
Exact Mass 556.23084734 g/mol
Topological Polar Surface Area (TPSA) 142.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 2.85
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,6S,9R,12R,13R,15R,17S,18R,19R,20R)-19-acetyloxy-17-(furan-3-yl)-6-hydroxy-8,8,12,18-tetramethyl-5,11-dioxo-7,14-dioxahexacyclo[10.8.0.02,6.02,9.013,15.013,18]icosan-20-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 + 0.9599 95.99%
Caco-2 - 0.7491 74.91%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8671 86.71%
OATP2B1 inhibitior - 0.8626 86.26%
OATP1B1 inhibitior + 0.7264 72.64%
OATP1B3 inhibitior - 0.3792 37.92%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8108 81.08%
BSEP inhibitior + 0.9544 95.44%
P-glycoprotein inhibitior + 0.7756 77.56%
P-glycoprotein substrate - 0.5757 57.57%
CYP3A4 substrate + 0.6941 69.41%
CYP2C9 substrate - 0.6060 60.60%
CYP2D6 substrate - 0.8472 84.72%
CYP3A4 inhibition + 0.5339 53.39%
CYP2C9 inhibition - 0.7462 74.62%
CYP2C19 inhibition - 0.7468 74.68%
CYP2D6 inhibition - 0.9382 93.82%
CYP1A2 inhibition - 0.8111 81.11%
CYP2C8 inhibition + 0.6458 64.58%
CYP inhibitory promiscuity - 0.9245 92.45%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5522 55.22%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.8781 87.81%
Skin irritation - 0.7079 70.79%
Skin corrosion - 0.8932 89.32%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6413 64.13%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.5926 59.26%
skin sensitisation - 0.8708 87.08%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.6542 65.42%
Acute Oral Toxicity (c) I 0.4042 40.42%
Estrogen receptor binding + 0.8305 83.05%
Androgen receptor binding + 0.7663 76.63%
Thyroid receptor binding + 0.6026 60.26%
Glucocorticoid receptor binding + 0.7864 78.64%
Aromatase binding + 0.7512 75.12%
PPAR gamma + 0.7236 72.36%
Honey bee toxicity - 0.7662 76.62%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9811 98.11%

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 98.61% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.83% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.16% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.61% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.50% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 90.03% 97.79%
CHEMBL340 P08684 Cytochrome P450 3A4 89.49% 91.19%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.48% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.80% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.64% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.57% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.45% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.73% 100.00%
CHEMBL2581 P07339 Cathepsin D 84.60% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.27% 89.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.20% 100.00%
CHEMBL4040 P28482 MAP kinase ERK2 81.12% 83.82%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.93% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.53% 92.62%

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 wakefieldii

Cross-Links

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PubChem 12116651
LOTUS LTS0000354
wikiData Q105180572