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[(1R,2S,3R,5R,6R,7R,8R,9R,13S)-3-acetyloxy-5-hydroxy-3,9,13-trimethyl-12-oxo-6-propan-2-yl-15-oxatricyclo[6.6.1.02,7]pentadecan-9-yl] butanoate

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 09e3ef03-4a49-4633-891c-a1769c237978
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Eunicellane and asbestinane diterpenoids
IUPAC Name [(1R,2S,3R,5R,6R,7R,8R,9R,13S)-3-acetyloxy-5-hydroxy-3,9,13-trimethyl-12-oxo-6-propan-2-yl-15-oxatricyclo[6.6.1.02,7]pentadecan-9-yl] butanoate
SMILES (Canonical) CCCC(=O)OC1(CCC(=O)C(CC2C3C(C1O2)C(C(CC3(C)OC(=O)C)O)C(C)C)C)C
SMILES (Isomeric) CCCC(=O)O[C@@]1(CCC(=O)[C@H](C[C@@H]2[C@@H]3[C@H]([C@H]1O2)[C@H]([C@@H](C[C@@]3(C)OC(=O)C)O)C(C)C)C)C
InChI InChI=1S/C26H42O7/c1-8-9-20(30)33-25(6)11-10-17(28)15(4)12-19-23-22(24(25)31-19)21(14(2)3)18(29)13-26(23,7)32-16(5)27/h14-15,18-19,21-24,29H,8-13H2,1-7H3/t15-,18+,19+,21-,22+,23+,24+,25+,26+/m0/s1
InChI Key UAWCHAMWSBSOGM-SKSSCAPLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H42O7
Molecular Weight 466.60 g/mol
Exact Mass 466.29305367 g/mol
Topological Polar Surface Area (TPSA) 99.10 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.84
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,3R,5R,6R,7R,8R,9R,13S)-3-acetyloxy-5-hydroxy-3,9,13-trimethyl-12-oxo-6-propan-2-yl-15-oxatricyclo[6.6.1.02,7]pentadecan-9-yl] butanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9879 98.79%
Caco-2 - 0.6039 60.39%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6705 67.05%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8445 84.45%
OATP1B3 inhibitior + 0.9194 91.94%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9359 93.59%
P-glycoprotein inhibitior + 0.6474 64.74%
P-glycoprotein substrate + 0.6270 62.70%
CYP3A4 substrate + 0.6688 66.88%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8268 82.68%
CYP3A4 inhibition - 0.5419 54.19%
CYP2C9 inhibition - 0.7916 79.16%
CYP2C19 inhibition - 0.7838 78.38%
CYP2D6 inhibition - 0.9589 95.89%
CYP1A2 inhibition - 0.8677 86.77%
CYP2C8 inhibition - 0.6589 65.89%
CYP inhibitory promiscuity - 0.9662 96.62%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6782 67.82%
Eye corrosion - 0.9848 98.48%
Eye irritation - 0.9390 93.90%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.8646 86.46%
Ames mutagenesis - 0.6954 69.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4337 43.37%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.5177 51.77%
skin sensitisation - 0.8329 83.29%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.5111 51.11%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.6935 69.35%
Acute Oral Toxicity (c) III 0.5128 51.28%
Estrogen receptor binding + 0.8552 85.52%
Androgen receptor binding + 0.5887 58.87%
Thyroid receptor binding + 0.5975 59.75%
Glucocorticoid receptor binding + 0.8128 81.28%
Aromatase binding + 0.6915 69.15%
PPAR gamma + 0.6761 67.61%
Honey bee toxicity - 0.7667 76.67%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5338 53.38%
Fish aquatic toxicity + 0.9699 96.99%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.78% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.76% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.45% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.14% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.14% 91.11%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.88% 96.77%
CHEMBL2581 P07339 Cathepsin D 93.02% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.39% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 90.22% 90.17%
CHEMBL299 P17252 Protein kinase C alpha 89.65% 98.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.36% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.64% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.00% 100.00%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 85.87% 82.50%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.18% 96.61%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.18% 99.23%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.63% 89.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.47% 82.69%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.48% 92.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.06% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 83.06% 97.79%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.85% 95.50%
CHEMBL255 P29275 Adenosine A2b receptor 80.89% 98.59%

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 44243658
LOTUS LTS0231523
wikiData Q105269108