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methyl 2-[(1S,3R,4R,5S,7S,8R,10R,11S,12S,13S)-5-acetyloxy-13-(furan-3-yl)-4,11-dihydroxy-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.01,12.03,8]heptadecan-7-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 7a0ecdd7-0bab-41b1-9839-e7f1316edb53
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name methyl 2-[(1S,3R,4R,5S,7S,8R,10R,11S,12S,13S)-5-acetyloxy-13-(furan-3-yl)-4,11-dihydroxy-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.01,12.03,8]heptadecan-7-yl]acetate
SMILES (Canonical) CC(=O)OC1C(C2C(C(C1(C)C)CC(=O)OC)(C(=O)C3C(C4(C(OC(=O)CC4(C3=C)O2)C5=COC=C5)C)O)C)O
SMILES (Isomeric) CC(=O)O[C@@H]1[C@@H]([C@H]2[C@@]([C@H](C1(C)C)CC(=O)OC)(C(=O)[C@H]3[C@@H]([C@]4([C@@H](OC(=O)C[C@@]4(C3=C)O2)C5=COC=C5)C)O)C)O
InChI InChI=1S/C29H36O11/c1-13-19-21(34)27(5)16(10-17(31)36-7)26(3,4)24(38-14(2)30)20(33)25(27)40-29(13)11-18(32)39-23(15-8-9-37-12-15)28(29,6)22(19)35/h8-9,12,16,19-20,22-25,33,35H,1,10-11H2,2-7H3/t16-,19-,20-,22-,23-,24+,25-,27-,28-,29-/m0/s1
InChI Key DTJCGTGRONQQPD-WIBOXGRCSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H36O11
Molecular Weight 560.60 g/mol
Exact Mass 560.22576196 g/mol
Topological Polar Surface Area (TPSA) 159.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 2.05
H-Bond Acceptor 11
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 2-[(1S,3R,4R,5S,7S,8R,10R,11S,12S,13S)-5-acetyloxy-13-(furan-3-yl)-4,11-dihydroxy-6,6,8,12-tetramethyl-17-methylidene-9,15-dioxo-2,14-dioxatetracyclo[8.6.1.01,12.03,8]heptadecan-7-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 + 0.9637 96.37%
Caco-2 - 0.7993 79.93%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7166 71.66%
OATP2B1 inhibitior - 0.8584 85.84%
OATP1B1 inhibitior - 0.5000 50.00%
OATP1B3 inhibitior - 0.3790 37.90%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8413 84.13%
P-glycoprotein inhibitior + 0.7215 72.15%
P-glycoprotein substrate + 0.6246 62.46%
CYP3A4 substrate + 0.6965 69.65%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8384 83.84%
CYP3A4 inhibition + 0.5400 54.00%
CYP2C9 inhibition - 0.7173 71.73%
CYP2C19 inhibition - 0.6429 64.29%
CYP2D6 inhibition - 0.8730 87.30%
CYP1A2 inhibition - 0.8999 89.99%
CYP2C8 inhibition + 0.7318 73.18%
CYP inhibitory promiscuity - 0.5057 50.57%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4384 43.84%
Eye corrosion - 0.9862 98.62%
Eye irritation - 0.8736 87.36%
Skin irritation - 0.7116 71.16%
Skin corrosion - 0.9250 92.50%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4041 40.41%
Micronuclear - 0.5241 52.41%
Hepatotoxicity + 0.5704 57.04%
skin sensitisation - 0.7711 77.11%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.6240 62.40%
Acute Oral Toxicity (c) III 0.3873 38.73%
Estrogen receptor binding + 0.7282 72.82%
Androgen receptor binding + 0.7200 72.00%
Thyroid receptor binding + 0.6323 63.23%
Glucocorticoid receptor binding + 0.7483 74.83%
Aromatase binding + 0.7237 72.37%
PPAR gamma + 0.7465 74.65%
Honey bee toxicity - 0.7097 70.97%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9847 98.47%

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 99.32% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.31% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.92% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.52% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 96.96% 83.82%
CHEMBL221 P23219 Cyclooxygenase-1 90.38% 90.17%
CHEMBL3401 O75469 Pregnane X receptor 87.64% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.73% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.47% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.71% 92.62%
CHEMBL2996 Q05655 Protein kinase C delta 84.11% 97.79%
CHEMBL2581 P07339 Cathepsin D 83.26% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.26% 97.09%
CHEMBL5028 O14672 ADAM10 82.52% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.94% 99.17%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.75% 97.28%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.56% 95.50%
CHEMBL3437 Q16853 Amine oxidase, copper containing 81.14% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.20% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.12% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.02% 95.89%

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.
Cipadessa baccifera

Cross-Links

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PubChem 122179341
LOTUS LTS0189488
wikiData Q104988825