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[(1R,2S,3R,4S,4aS,5R,8aR)-1-acetyloxy-4-[(1S)-1-acetyloxy-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 c69ae601-772e-4b74-8b89-686c7a44b64c
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-acetyloxy-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/C28H40O10/c1-8-9-21(32)38-25-24(37-17(4)30)26(5)15(2)10-11-19(31)23(26)27(6,28(25,7)34)20(36-16(3)29)12-18-13-22(33)35-14-18/h13,19-20,23-25,31,34H,2,8-12,14H2,1,3-7H3/t19-,20+,23+,24+,25+,26+,27-,28+/m1/s1
InChI Key PSBBWFKBWAWSBG-MJTZFLBHSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H40O10
Molecular Weight 536.60 g/mol
Exact Mass 536.26214747 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 2.54
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 8

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-acetyloxy-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 + 0.9870 98.70%
Caco-2 - 0.7449 74.49%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7038 70.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8473 84.73%
OATP1B3 inhibitior + 0.9123 91.23%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.8512 85.12%
P-glycoprotein inhibitior + 0.7350 73.50%
P-glycoprotein substrate + 0.6366 63.66%
CYP3A4 substrate + 0.6958 69.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9109 91.09%
CYP3A4 inhibition + 0.6357 63.57%
CYP2C9 inhibition - 0.7051 70.51%
CYP2C19 inhibition - 0.8308 83.08%
CYP2D6 inhibition - 0.9257 92.57%
CYP1A2 inhibition - 0.8051 80.51%
CYP2C8 inhibition + 0.5807 58.07%
CYP inhibitory promiscuity - 0.6993 69.93%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5315 53.15%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9155 91.55%
Skin irritation + 0.6442 64.42%
Skin corrosion - 0.9062 90.62%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5195 51.95%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.5433 54.33%
skin sensitisation - 0.8788 87.88%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.6028 60.28%
Acute Oral Toxicity (c) III 0.5588 55.88%
Estrogen receptor binding + 0.7618 76.18%
Androgen receptor binding + 0.6859 68.59%
Thyroid receptor binding - 0.5808 58.08%
Glucocorticoid receptor binding + 0.7627 76.27%
Aromatase binding + 0.6983 69.83%
PPAR gamma + 0.6475 64.75%
Honey bee toxicity - 0.7284 72.84%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9863 98.63%

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 99.22% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.90% 85.14%
CHEMBL2581 P07339 Cathepsin D 98.37% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.86% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.47% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 95.29% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.72% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.74% 92.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.23% 99.23%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.47% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 87.55% 91.19%
CHEMBL4040 P28482 MAP kinase ERK2 86.71% 83.82%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.33% 89.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.10% 93.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.06% 97.09%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 84.22% 82.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.76% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.22% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.33% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.29% 97.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.92% 82.69%
CHEMBL2996 Q05655 Protein kinase C delta 81.47% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.26% 86.33%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.03% 90.08%

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 10864450
LOTUS LTS0002556
wikiData Q105214068