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[(1R,2S,3S,4R,5R,8S,9S,12Z,14S,17S)-5-acetyloxy-2-hydroxy-4,8,12,17-tetramethyl-15,18-dioxatetracyclo[12.4.0.01,17.03,8]octadeca-6,12-dien-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 423a2e04-3bcb-43b2-9fe2-3458e6dbfdaa
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Briarane diterpenoids
IUPAC Name [(1R,2S,3S,4R,5R,8S,9S,12Z,14S,17S)-5-acetyloxy-2-hydroxy-4,8,12,17-tetramethyl-15,18-dioxatetracyclo[12.4.0.01,17.03,8]octadeca-6,12-dien-9-yl] butanoate
SMILES (Canonical) CCCC(=O)OC1CCC(=CC2C3(C(C4C1(C=CC(C4C)OC(=O)C)C)O)C(O3)(CO2)C)C
SMILES (Isomeric) CCCC(=O)O[C@H]1CC/C(=C\[C@H]2[C@]3([C@H]([C@@H]4[C@@]1(C=C[C@H]([C@@H]4C)OC(=O)C)C)O)[C@@](O3)(CO2)C)/C
InChI InChI=1S/C26H38O7/c1-7-8-21(28)32-19-10-9-15(2)13-20-26(25(6,33-26)14-30-20)23(29)22-16(3)18(31-17(4)27)11-12-24(19,22)5/h11-13,16,18-20,22-23,29H,7-10,14H2,1-6H3/b15-13-/t16-,18+,19-,20-,22+,23-,24+,25-,26-/m0/s1
InChI Key LDGUWWVQAPIYFA-OEPHPWEJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H38O7
Molecular Weight 462.60 g/mol
Exact Mass 462.26175355 g/mol
Topological Polar Surface Area (TPSA) 94.60 Ų
XlogP 2.80
Atomic LogP (AlogP) 3.49
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,3S,4R,5R,8S,9S,12Z,14S,17S)-5-acetyloxy-2-hydroxy-4,8,12,17-tetramethyl-15,18-dioxatetracyclo[12.4.0.01,17.03,8]octadeca-6,12-dien-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 + 0.9688 96.88%
Caco-2 - 0.5841 58.41%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7953 79.53%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8040 80.40%
OATP1B3 inhibitior + 0.9161 91.61%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9609 96.09%
P-glycoprotein inhibitior + 0.7370 73.70%
P-glycoprotein substrate + 0.5804 58.04%
CYP3A4 substrate + 0.7083 70.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8535 85.35%
CYP3A4 inhibition - 0.6848 68.48%
CYP2C9 inhibition - 0.8221 82.21%
CYP2C19 inhibition - 0.8736 87.36%
CYP2D6 inhibition - 0.9238 92.38%
CYP1A2 inhibition - 0.7988 79.88%
CYP2C8 inhibition + 0.6341 63.41%
CYP inhibitory promiscuity - 0.7630 76.30%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5330 53.30%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9353 93.53%
Skin irritation + 0.5355 53.55%
Skin corrosion - 0.9151 91.51%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4417 44.17%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.5696 56.96%
skin sensitisation - 0.8634 86.34%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.6583 65.83%
Acute Oral Toxicity (c) I 0.5037 50.37%
Estrogen receptor binding + 0.8990 89.90%
Androgen receptor binding + 0.6503 65.03%
Thyroid receptor binding + 0.6094 60.94%
Glucocorticoid receptor binding + 0.8534 85.34%
Aromatase binding + 0.7924 79.24%
PPAR gamma + 0.6537 65.37%
Honey bee toxicity - 0.7482 74.82%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5445 54.45%
Fish aquatic toxicity + 0.9746 97.46%

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 98.48% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.81% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.17% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.08% 89.00%
CHEMBL230 P35354 Cyclooxygenase-2 93.57% 89.63%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.90% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 91.94% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.68% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.02% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.32% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.93% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.56% 92.94%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.43% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.43% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.03% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.43% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.40% 99.23%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 82.69% 94.80%
CHEMBL5255 O00206 Toll-like receptor 4 82.63% 92.50%
CHEMBL340 P08684 Cytochrome P450 3A4 82.26% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.53% 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.
There are no matching plants.

Cross-Links

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PubChem 101623630
LOTUS LTS0208494
wikiData Q105150209