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

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 d264e335-2468-433a-9c15-458b5d0d1896
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name [(2R,3R,3aR,4S,7S,7aR)-7,7a-dimethyl-3-(3-methylbutanoyloxy)-4'-methylidene-2'-oxospiro[3,3a,4,5,6,7-hexahydro-1H-indene-2,3'-oxolane]-4-yl] (Z)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1CCC(C2(C1C(C3(C2)C(=C)COC3=O)OC(=O)CC(C)C)C)C
SMILES (Isomeric) C/C=C(/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)CC(C)C)C)C
InChI InChI=1S/C25H36O6/c1-8-15(4)22(27)30-18-10-9-16(5)24(7)13-25(17(6)12-29-23(25)28)21(20(18)24)31-19(26)11-14(2)3/h8,14,16,18,20-21H,6,9-13H2,1-5,7H3/b15-8-/t16-,18-,20+,21+,24+,25+/m0/s1
InChI Key BCKMCHMSWVUZES-MIFJXOKWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C25H36O6
Molecular Weight 432.50 g/mol
Exact Mass 432.25118886 g/mol
Topological Polar Surface Area (TPSA) 78.90 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.38
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-3-(3-methylbutanoyloxy)-4'-methylidene-2'-oxospiro[3,3a,4,5,6,7-hexahydro-1H-indene-2,3'-oxolane]-4-yl] (Z)-2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9911 99.11%
Caco-2 + 0.5160 51.60%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7817 78.17%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8648 86.48%
OATP1B3 inhibitior - 0.2345 23.45%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior + 0.5500 55.00%
BSEP inhibitior - 0.5086 50.86%
P-glycoprotein inhibitior + 0.7247 72.47%
P-glycoprotein substrate - 0.5808 58.08%
CYP3A4 substrate + 0.6637 66.37%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9063 90.63%
CYP3A4 inhibition - 0.7191 71.91%
CYP2C9 inhibition - 0.6966 69.66%
CYP2C19 inhibition - 0.7434 74.34%
CYP2D6 inhibition - 0.9433 94.33%
CYP1A2 inhibition - 0.5678 56.78%
CYP2C8 inhibition - 0.6348 63.48%
CYP inhibitory promiscuity - 0.8002 80.02%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5962 59.62%
Eye corrosion - 0.9794 97.94%
Eye irritation - 0.9075 90.75%
Skin irritation - 0.5455 54.55%
Skin corrosion - 0.9290 92.90%
Ames mutagenesis + 0.6022 60.22%
Human Ether-a-go-go-Related Gene inhibition - 0.4300 43.00%
Micronuclear - 0.8100 81.00%
Hepatotoxicity + 0.7247 72.47%
skin sensitisation - 0.7577 75.77%
Respiratory toxicity - 0.6000 60.00%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity + 0.8106 81.06%
Acute Oral Toxicity (c) III 0.6253 62.53%
Estrogen receptor binding + 0.8176 81.76%
Androgen receptor binding + 0.6240 62.40%
Thyroid receptor binding + 0.5805 58.05%
Glucocorticoid receptor binding + 0.7149 71.49%
Aromatase binding + 0.6696 66.96%
PPAR gamma + 0.7002 70.02%
Honey bee toxicity - 0.6285 62.85%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9974 99.74%

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 95.15% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.06% 94.45%
CHEMBL2581 P07339 Cathepsin D 94.99% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.96% 91.11%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 92.46% 96.47%
CHEMBL340 P08684 Cytochrome P450 3A4 88.57% 91.19%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.38% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.87% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.85% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.51% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.24% 100.00%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 83.93% 92.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.79% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.41% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.27% 91.07%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.04% 98.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.88% 97.14%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.83% 89.50%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 81.11% 92.78%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.62% 94.33%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.25% 90.08%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.11% 96.77%

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
Petasites japonicus

Cross-Links

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PubChem 10788866
NPASS NPC177895
LOTUS LTS0179896
wikiData Q104923470