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[(1R,2S,3R,4S,4aS,5R,8aR)-1-acetyloxy-4-[(1S)-1-butanoyloxy-2-(5-oxo-2H-furan-3-yl)ethyl]-3,5-dihydroxy-3,4,8a-trimethyl-8-methylidene-1,2,4a,5,6,7-hexahydronaphthalen-2-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 29b690a3-bdac-4dc1-be20-ec66e5450930
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1R,2S,3R,4S,4aS,5R,8aR)-1-acetyloxy-4-[(1S)-1-butanoyloxy-2-(5-oxo-2H-furan-3-yl)ethyl]-3,5-dihydroxy-3,4,8a-trimethyl-8-methylidene-1,2,4a,5,6,7-hexahydronaphthalen-2-yl] butanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H44O10/c1-8-10-22(33)39-21(14-19-15-24(35)37-16-19)29(6)25-20(32)13-12-17(3)28(25,5)26(38-18(4)31)27(30(29,7)36)40-23(34)11-9-2/h15,20-21,25-27,32,36H,3,8-14,16H2,1-2,4-7H3/t20-,21+,25+,26+,27+,28+,29-,30+/m1/s1
InChI Key HMKSPNGLNXJXOR-OBTVXLROSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H44O10
Molecular Weight 564.70 g/mol
Exact Mass 564.29344760 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 3.32
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,3R,4S,4aS,5R,8aR)-1-acetyloxy-4-[(1S)-1-butanoyloxy-2-(5-oxo-2H-furan-3-yl)ethyl]-3,5-dihydroxy-3,4,8a-trimethyl-8-methylidene-1,2,4a,5,6,7-hexahydronaphthalen-2-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 + 0.9885 98.85%
Caco-2 - 0.7548 75.48%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7370 73.70%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8435 84.35%
OATP1B3 inhibitior + 0.8924 89.24%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7114 71.14%
BSEP inhibitior + 0.8577 85.77%
P-glycoprotein inhibitior + 0.7527 75.27%
P-glycoprotein substrate + 0.6358 63.58%
CYP3A4 substrate + 0.6916 69.16%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9109 91.09%
CYP3A4 inhibition + 0.5986 59.86%
CYP2C9 inhibition - 0.7306 73.06%
CYP2C19 inhibition - 0.8332 83.32%
CYP2D6 inhibition - 0.9317 93.17%
CYP1A2 inhibition - 0.8128 81.28%
CYP2C8 inhibition + 0.5789 57.89%
CYP inhibitory promiscuity - 0.7796 77.96%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5596 55.96%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9194 91.94%
Skin irritation + 0.6756 67.56%
Skin corrosion - 0.9254 92.54%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4412 44.12%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.5058 50.58%
skin sensitisation - 0.9001 90.01%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.6069 60.69%
Acute Oral Toxicity (c) III 0.4649 46.49%
Estrogen receptor binding + 0.7562 75.62%
Androgen receptor binding + 0.6950 69.50%
Thyroid receptor binding - 0.5959 59.59%
Glucocorticoid receptor binding + 0.7456 74.56%
Aromatase binding + 0.6983 69.83%
PPAR gamma + 0.6037 60.37%
Honey bee toxicity - 0.7236 72.36%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9928 99.28%

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 99.14% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.77% 85.14%
CHEMBL2581 P07339 Cathepsin D 98.45% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.19% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 95.96% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.81% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.90% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.74% 92.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.20% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 87.75% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.91% 89.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.10% 93.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.94% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 84.32% 97.79%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.35% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.15% 97.25%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 83.02% 82.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.52% 97.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.48% 99.17%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.44% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.58% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.26% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 80.75% 92.50%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.59% 90.08%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.34% 95.50%

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 10875435
LOTUS LTS0186163
wikiData Q105030554