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[(1R,2R,3S,8R,11R,12R,14R,16S,17R,18R,19R)-18,19-diacetyloxy-16-(furan-3-yl)-2,7,7,11,17-pentamethyl-5,10-dioxo-6,13-dioxapentacyclo[9.8.0.02,8.012,14.012,17]nonadecan-3-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 7b3b5c29-b53d-41bf-97ee-1d7ba0987c07
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,2R,3S,8R,11R,12R,14R,16S,17R,18R,19R)-18,19-diacetyloxy-16-(furan-3-yl)-2,7,7,11,17-pentamethyl-5,10-dioxo-6,13-dioxapentacyclo[9.8.0.02,8.012,14.012,17]nonadecan-3-yl] acetate
SMILES (Canonical) CC(=O)OC1CC(=O)OC(C2C1(C3C(C(C4(C(CC5C4(C3(C(=O)C2)C)O5)C6=COC=C6)C)OC(=O)C)OC(=O)C)C)(C)C
SMILES (Isomeric) CC(=O)O[C@H]1CC(=O)OC([C@H]2[C@]1([C@H]3[C@H]([C@@H]([C@]4([C@@H](C[C@@H]5[C@@]4([C@@]3(C(=O)C2)C)O5)C6=COC=C6)C)OC(=O)C)OC(=O)C)C)(C)C
InChI InChI=1S/C32H40O11/c1-15(33)39-22-13-24(37)43-28(4,5)20-12-21(36)31(8)26(29(20,22)6)25(40-16(2)34)27(41-17(3)35)30(7)19(18-9-10-38-14-18)11-23-32(30,31)42-23/h9-10,14,19-20,22-23,25-27H,11-13H2,1-8H3/t19-,20-,22-,23+,25+,26+,27-,29+,30+,31+,32+/m0/s1
InChI Key PJVXBOYDHCOCQI-ULEHYZKJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H40O11
Molecular Weight 600.70 g/mol
Exact Mass 600.25706209 g/mol
Topological Polar Surface Area (TPSA) 148.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 3.66
H-Bond Acceptor 11
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,3S,8R,11R,12R,14R,16S,17R,18R,19R)-18,19-diacetyloxy-16-(furan-3-yl)-2,7,7,11,17-pentamethyl-5,10-dioxo-6,13-dioxapentacyclo[9.8.0.02,8.012,14.012,17]nonadecan-3-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 + 0.9800 98.00%
Caco-2 - 0.7635 76.35%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6875 68.75%
OATP2B1 inhibitior - 0.7200 72.00%
OATP1B1 inhibitior - 0.3165 31.65%
OATP1B3 inhibitior + 0.9020 90.20%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9811 98.11%
P-glycoprotein inhibitior + 0.8601 86.01%
P-glycoprotein substrate - 0.5434 54.34%
CYP3A4 substrate + 0.6783 67.83%
CYP2C9 substrate - 0.6133 61.33%
CYP2D6 substrate - 0.8364 83.64%
CYP3A4 inhibition + 0.7341 73.41%
CYP2C9 inhibition - 0.8187 81.87%
CYP2C19 inhibition - 0.6847 68.47%
CYP2D6 inhibition - 0.9320 93.20%
CYP1A2 inhibition - 0.8987 89.87%
CYP2C8 inhibition + 0.7174 71.74%
CYP inhibitory promiscuity - 0.8421 84.21%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5410 54.10%
Eye corrosion - 0.9856 98.56%
Eye irritation - 0.8461 84.61%
Skin irritation - 0.7594 75.94%
Skin corrosion - 0.8942 89.42%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6563 65.63%
Micronuclear - 0.5500 55.00%
Hepatotoxicity - 0.5449 54.49%
skin sensitisation - 0.7851 78.51%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity + 0.7177 71.77%
Acute Oral Toxicity (c) III 0.4648 46.48%
Estrogen receptor binding + 0.8228 82.28%
Androgen receptor binding + 0.7479 74.79%
Thyroid receptor binding + 0.6450 64.50%
Glucocorticoid receptor binding + 0.8157 81.57%
Aromatase binding + 0.7410 74.10%
PPAR gamma + 0.7606 76.06%
Honey bee toxicity - 0.7818 78.18%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9765 97.65%

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 97.70% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.00% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.88% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.51% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.67% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.76% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.52% 94.00%
CHEMBL2581 P07339 Cathepsin D 89.84% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 88.88% 97.79%
CHEMBL340 P08684 Cytochrome P450 3A4 87.70% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.41% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.58% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.09% 89.00%
CHEMBL4040 P28482 MAP kinase ERK2 82.43% 83.82%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.50% 82.69%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.86% 100.00%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 80.65% 96.39%

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.
Munronia pinnata

Cross-Links

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PubChem 122178839
LOTUS LTS0099883
wikiData Q105210176