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[(1R,2S,3R,4S,4aS,5R,8aR)-1,5-diacetyloxy-4-[(1S)-1-acetyloxy-2-(5-oxo-2H-furan-3-yl)ethyl]-3-hydroxy-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 068236f6-abd8-4923-bdae-11ca93f67323
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
IUPAC Name [(1R,2S,3R,4S,4aS,5R,8aR)-1,5-diacetyloxy-4-[(1S)-1-acetyloxy-2-(5-oxo-2H-furan-3-yl)ethyl]-3-hydroxy-3,4,8a-trimethyl-8-methylidene-1,2,4a,5,6,7-hexahydronaphthalen-2-yl] butanoate
SMILES (Canonical) CCCC(=O)OC1C(C2(C(C(CCC2=C)OC(=O)C)C(C1(C)O)(C)C(CC3=CC(=O)OC3)OC(=O)C)C)OC(=O)C
SMILES (Isomeric) CCCC(=O)O[C@H]1[C@@H]([C@@]2([C@H]([C@@H](CCC2=C)OC(=O)C)[C@@]([C@@]1(C)O)(C)[C@H](CC3=CC(=O)OC3)OC(=O)C)C)OC(=O)C
InChI InChI=1S/C30H42O11/c1-9-10-23(34)41-27-26(40-19(5)33)28(6)16(2)11-12-21(38-17(3)31)25(28)29(7,30(27,8)36)22(39-18(4)32)13-20-14-24(35)37-15-20/h14,21-22,25-27,36H,2,9-13,15H2,1,3-8H3/t21-,22+,25+,26+,27+,28+,29-,30+/m1/s1
InChI Key DDPYXTKKOSMSKR-UHPOPCDNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H42O11
Molecular Weight 578.60 g/mol
Exact Mass 578.27271215 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 3.11
H-Bond Acceptor 11
H-Bond Donor 1
Rotatable Bonds 9

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)-1,5-diacetyloxy-4-[(1S)-1-acetyloxy-2-(5-oxo-2H-furan-3-yl)ethyl]-3-hydroxy-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 + 0.9833 98.33%
Caco-2 - 0.7588 75.88%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.6681 66.81%
OATP2B1 inhibitior - 0.8621 86.21%
OATP1B1 inhibitior + 0.8513 85.13%
OATP1B3 inhibitior + 0.8928 89.28%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9025 90.25%
P-glycoprotein inhibitior + 0.8091 80.91%
P-glycoprotein substrate + 0.5955 59.55%
CYP3A4 substrate + 0.6915 69.15%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9170 91.70%
CYP3A4 inhibition - 0.5230 52.30%
CYP2C9 inhibition - 0.7186 71.86%
CYP2C19 inhibition - 0.7864 78.64%
CYP2D6 inhibition - 0.9222 92.22%
CYP1A2 inhibition - 0.6657 66.57%
CYP2C8 inhibition + 0.6174 61.74%
CYP inhibitory promiscuity - 0.6175 61.75%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5284 52.84%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9072 90.72%
Skin irritation + 0.6273 62.73%
Skin corrosion - 0.8990 89.90%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5388 53.88%
Micronuclear - 0.7700 77.00%
Hepatotoxicity + 0.5032 50.32%
skin sensitisation - 0.8505 85.05%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.5945 59.45%
Acute Oral Toxicity (c) III 0.7178 71.78%
Estrogen receptor binding + 0.7813 78.13%
Androgen receptor binding + 0.6886 68.86%
Thyroid receptor binding - 0.5110 51.10%
Glucocorticoid receptor binding + 0.7488 74.88%
Aromatase binding + 0.6988 69.88%
PPAR gamma + 0.6787 67.87%
Honey bee toxicity - 0.7304 73.04%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9888 98.88%

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 99.19% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.16% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.15% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.30% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 96.93% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.45% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.09% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.67% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.33% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.63% 92.62%
CHEMBL340 P08684 Cytochrome P450 3A4 88.39% 91.19%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.55% 93.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.35% 99.17%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 84.75% 82.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.24% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.05% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.77% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.38% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.35% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.71% 86.33%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.47% 90.08%
CHEMBL5255 O00206 Toll-like receptor 4 80.19% 92.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 11734553
LOTUS LTS0262206
wikiData Q104976697