PlantaeDB Logo
Login Sign-up

[(1R,2S,7S,8R,9R,10R,11R,12S,16R,17R,18S,19R,20R,22S)-9,18,22-triacetyloxy-12-(furan-3-yl)-8,17,19,20-tetrahydroxy-1,11-dimethyl-4,14-dioxo-5,13-dioxahexacyclo[17.2.1.02,7.07,20.08,17.011,16]docosan-10-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

Top
Internal ID 4abe8485-8ecd-40c2-accb-c0ed0cbb710b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,2S,7S,8R,9R,10R,11R,12S,16R,17R,18S,19R,20R,22S)-9,18,22-triacetyloxy-12-(furan-3-yl)-8,17,19,20-tetrahydroxy-1,11-dimethyl-4,14-dioxo-5,13-dioxahexacyclo[17.2.1.02,7.07,20.08,17.011,16]docosan-10-yl] acetate
SMILES (Canonical) CC(=O)OC1C(C2(C34COC(=O)CC3C5(CC4(C(C5OC(=O)C)(C(C2(C6C1(C(OC(=O)C6)C7=COC=C7)C)O)OC(=O)C)O)O)C)O)OC(=O)C
SMILES (Isomeric) CC(=O)O[C@H]1[C@H]([C@@]2([C@]34COC(=O)C[C@H]3[C@]5(C[C@@]4([C@@]([C@H]5OC(=O)C)([C@H]([C@@]2([C@H]6[C@@]1([C@@H](OC(=O)C6)C7=COC=C7)C)O)OC(=O)C)O)O)C)O)OC(=O)C
InChI InChI=1S/C34H40O17/c1-14(35)47-24-25(48-15(2)36)34(44)30-13-46-21(39)9-19(30)28(5)12-31(30,41)33(43,26(28)49-16(3)37)27(50-17(4)38)32(34,42)20-10-22(40)51-23(29(20,24)6)18-7-8-45-11-18/h7-8,11,19-20,23-27,41-44H,9-10,12-13H2,1-6H3/t19-,20+,23-,24-,25+,26-,27-,28+,29+,30+,31+,32+,33+,34-/m0/s1
InChI Key FLRDRVHXKFQNNT-DQMDLUEPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C34H40O17
Molecular Weight 720.70 g/mol
Exact Mass 720.22654980 g/mol
Topological Polar Surface Area (TPSA) 252.00 Ų
XlogP -2.00
Atomic LogP (AlogP) -0.46
H-Bond Acceptor 17
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1R,2S,7S,8R,9R,10R,11R,12S,16R,17R,18S,19R,20R,22S)-9,18,22-triacetyloxy-12-(furan-3-yl)-8,17,19,20-tetrahydroxy-1,11-dimethyl-4,14-dioxo-5,13-dioxahexacyclo[17.2.1.02,7.07,20.08,17.011,16]docosan-10-yl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8381 83.81%
Caco-2 - 0.8342 83.42%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7442 74.42%
OATP2B1 inhibitior - 0.8588 85.88%
OATP1B1 inhibitior + 0.7239 72.39%
OATP1B3 inhibitior + 0.9324 93.24%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9330 93.30%
P-glycoprotein inhibitior + 0.7745 77.45%
P-glycoprotein substrate + 0.5702 57.02%
CYP3A4 substrate + 0.6788 67.88%
CYP2C9 substrate - 0.8019 80.19%
CYP2D6 substrate - 0.8416 84.16%
CYP3A4 inhibition - 0.7992 79.92%
CYP2C9 inhibition - 0.9290 92.90%
CYP2C19 inhibition - 0.9401 94.01%
CYP2D6 inhibition - 0.9554 95.54%
CYP1A2 inhibition - 0.9230 92.30%
CYP2C8 inhibition + 0.5503 55.03%
CYP inhibitory promiscuity - 0.9586 95.86%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5908 59.08%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.8923 89.23%
Skin irritation - 0.7100 71.00%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis - 0.5764 57.64%
Human Ether-a-go-go-Related Gene inhibition + 0.7603 76.03%
Micronuclear - 0.6100 61.00%
Hepatotoxicity + 0.5699 56.99%
skin sensitisation - 0.9134 91.34%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.6636 66.36%
Acute Oral Toxicity (c) I 0.6141 61.41%
Estrogen receptor binding + 0.7840 78.40%
Androgen receptor binding + 0.7575 75.75%
Thyroid receptor binding + 0.5792 57.92%
Glucocorticoid receptor binding + 0.7169 71.69%
Aromatase binding + 0.6822 68.22%
PPAR gamma + 0.7290 72.90%
Honey bee toxicity - 0.7656 76.56%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6050 60.50%
Fish aquatic toxicity + 0.9837 98.37%

Targets

Top

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.99% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.90% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.77% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 94.85% 97.79%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.45% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.32% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.07% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.83% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.44% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.99% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.18% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.84% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.35% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.10% 94.00%
CHEMBL255 P29275 Adenosine A2b receptor 81.96% 98.59%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.62% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.32% 95.89%

Plants that contains it

Top
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.
Chukrasia tabularis

Cross-Links

Top
PubChem 162865849
LOTUS LTS0104775
wikiData Q104997388