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[(2R,3R,3aR,4S,7S,7aR)-7,7a-dimethyl-4'-methylidene-3-(2-methylpropanoyloxy)-2'-oxospiro[3,3a,4,5,6,7-hexahydro-1H-indene-2,3'-oxolane]-4-yl] 2-methylbutanoate

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 fc39a833-c550-417c-92c2-0a994c488d7f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name [(2R,3R,3aR,4S,7S,7aR)-7,7a-dimethyl-4'-methylidene-3-(2-methylpropanoyloxy)-2'-oxospiro[3,3a,4,5,6,7-hexahydro-1H-indene-2,3'-oxolane]-4-yl] 2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1CCC(C2(C1C(C3(C2)C(=C)COC3=O)OC(=O)C(C)C)C)C
SMILES (Isomeric) CCC(C)C(=O)O[C@H]1CC[C@@H]([C@@]2([C@H]1[C@H]([C@@]3(C2)C(=C)COC3=O)OC(=O)C(C)C)C)C
InChI InChI=1S/C24H36O6/c1-8-14(4)21(26)29-17-10-9-15(5)23(7)12-24(16(6)11-28-22(24)27)19(18(17)23)30-20(25)13(2)3/h13-15,17-19H,6,8-12H2,1-5,7H3/t14?,15-,17-,18+,19+,23+,24+/m0/s1
InChI Key QDFSKIHAXHAIPO-LGIUFQGVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H36O6
Molecular Weight 420.50 g/mol
Exact Mass 420.25118886 g/mol
Topological Polar Surface Area (TPSA) 78.90 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.07
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,3aR,4S,7S,7aR)-7,7a-dimethyl-4'-methylidene-3-(2-methylpropanoyloxy)-2'-oxospiro[3,3a,4,5,6,7-hexahydro-1H-indene-2,3'-oxolane]-4-yl] 2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9947 99.47%
Caco-2 + 0.5510 55.10%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7311 73.11%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8806 88.06%
OATP1B3 inhibitior + 0.8858 88.58%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior + 0.5250 52.50%
BSEP inhibitior - 0.6029 60.29%
P-glycoprotein inhibitior + 0.5863 58.63%
P-glycoprotein substrate - 0.6920 69.20%
CYP3A4 substrate + 0.6387 63.87%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8583 85.83%
CYP3A4 inhibition - 0.6366 63.66%
CYP2C9 inhibition - 0.6652 66.52%
CYP2C19 inhibition - 0.6387 63.87%
CYP2D6 inhibition - 0.9295 92.95%
CYP1A2 inhibition - 0.6160 61.60%
CYP2C8 inhibition - 0.5783 57.83%
CYP inhibitory promiscuity - 0.6952 69.52%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5878 58.78%
Eye corrosion - 0.9810 98.10%
Eye irritation - 0.9151 91.51%
Skin irritation - 0.5539 55.39%
Skin corrosion - 0.9344 93.44%
Ames mutagenesis + 0.5099 50.99%
Human Ether-a-go-go-Related Gene inhibition - 0.6186 61.86%
Micronuclear - 0.8200 82.00%
Hepatotoxicity + 0.7247 72.47%
skin sensitisation - 0.7762 77.62%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity + 0.5623 56.23%
Acute Oral Toxicity (c) III 0.6630 66.30%
Estrogen receptor binding + 0.8201 82.01%
Androgen receptor binding + 0.6542 65.42%
Thyroid receptor binding + 0.5502 55.02%
Glucocorticoid receptor binding + 0.6874 68.74%
Aromatase binding + 0.6013 60.13%
PPAR gamma + 0.6447 64.47%
Honey bee toxicity - 0.7271 72.71%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.68% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.05% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.96% 98.95%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 93.66% 96.47%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.73% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.36% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.81% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.81% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 86.47% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.21% 92.62%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.96% 96.21%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 84.77% 92.78%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.56% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.48% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.43% 95.89%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.25% 98.75%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.16% 96.38%
CHEMBL2996 Q05655 Protein kinase C delta 81.92% 97.79%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.43% 94.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.32% 95.56%
CHEMBL5255 O00206 Toll-like receptor 4 80.38% 92.50%

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.
Petasites formosanus

Cross-Links

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PubChem 10526164
LOTUS LTS0187449
wikiData Q105218810