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[(1S,2R,6R,7R,9R,14R,16R,17R)-6-hydroxy-14-[(2S,3R)-3-(hydroxymethyl)-5-oxooxolan-2-yl]-2,6,14,17-tetramethyl-3,11-dioxo-10-oxatetracyclo[7.7.1.02,7.013,17]heptadeca-4,12-dien-16-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 2a40451c-6633-4969-b999-f5305b3555ed
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
IUPAC Name [(1S,2R,6R,7R,9R,14R,16R,17R)-6-hydroxy-14-[(2S,3R)-3-(hydroxymethyl)-5-oxooxolan-2-yl]-2,6,14,17-tetramethyl-3,11-dioxo-10-oxatetracyclo[7.7.1.02,7.013,17]heptadeca-4,12-dien-16-yl] acetate
SMILES (Canonical) CC(=O)OC1CC(C2=CC(=O)OC3C2(C1C4(C(C3)C(C=CC4=O)(C)O)C)C)(C)C5C(CC(=O)O5)CO
SMILES (Isomeric) CC(=O)O[C@@H]1C[C@@](C2=CC(=O)O[C@H]3[C@@]2([C@H]1[C@@]4([C@@H](C3)[C@](C=CC4=O)(C)O)C)C)(C)[C@@H]5[C@H](CC(=O)O5)CO
InChI InChI=1S/C27H34O9/c1-13(29)34-15-11-24(2,23-14(12-28)8-20(31)36-23)16-10-21(32)35-19-9-17-25(3,33)7-6-18(30)26(17,4)22(15)27(16,19)5/h6-7,10,14-15,17,19,22-23,28,33H,8-9,11-12H2,1-5H3/t14-,15-,17+,19-,22-,23+,24-,25-,26-,27-/m1/s1
InChI Key AROURRYSXPKSSD-QEKCEXMMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H34O9
Molecular Weight 502.60 g/mol
Exact Mass 502.22028266 g/mol
Topological Polar Surface Area (TPSA) 136.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 1.64
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,6R,7R,9R,14R,16R,17R)-6-hydroxy-14-[(2S,3R)-3-(hydroxymethyl)-5-oxooxolan-2-yl]-2,6,14,17-tetramethyl-3,11-dioxo-10-oxatetracyclo[7.7.1.02,7.013,17]heptadeca-4,12-dien-16-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 + 0.9872 98.72%
Caco-2 - 0.7269 72.69%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8397 83.97%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8100 81.00%
OATP1B3 inhibitior - 0.2335 23.35%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7614 76.14%
BSEP inhibitior + 0.9177 91.77%
P-glycoprotein inhibitior + 0.6932 69.32%
P-glycoprotein substrate + 0.6381 63.81%
CYP3A4 substrate + 0.7047 70.47%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9108 91.08%
CYP3A4 inhibition - 0.7663 76.63%
CYP2C9 inhibition - 0.8132 81.32%
CYP2C19 inhibition - 0.9205 92.05%
CYP2D6 inhibition - 0.9652 96.52%
CYP1A2 inhibition - 0.8629 86.29%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.7660 76.60%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5229 52.29%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9312 93.12%
Skin irritation - 0.6225 62.25%
Skin corrosion - 0.9386 93.86%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4565 45.65%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.5459 54.59%
skin sensitisation - 0.8721 87.21%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity + 0.6877 68.77%
Acute Oral Toxicity (c) I 0.6110 61.10%
Estrogen receptor binding + 0.7913 79.13%
Androgen receptor binding + 0.7070 70.70%
Thyroid receptor binding + 0.5303 53.03%
Glucocorticoid receptor binding + 0.8267 82.67%
Aromatase binding + 0.7069 70.69%
PPAR gamma + 0.7239 72.39%
Honey bee toxicity - 0.7677 76.77%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9768 97.68%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.90% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.88% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.58% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.48% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.47% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.55% 97.09%
CHEMBL2581 P07339 Cathepsin D 91.47% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 90.99% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.75% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.77% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.83% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.06% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.26% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 82.53% 91.19%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.18% 95.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.85% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.39% 95.89%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.38% 96.90%
CHEMBL299 P17252 Protein kinase C alpha 80.12% 98.03%

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.
There are no matching plants.

Cross-Links

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PubChem 102120511
LOTUS LTS0088903
wikiData Q104917472