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[(1R,2R,3aR,4S,7S,7aR)-3a,4-dimethyl-4'-methylidene-7-(2-methylpropanoyloxy)-2'-oxospiro[3,4,5,6,7,7a-hexahydro-1H-indene-2,3'-oxolane]-1-yl] 3-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 be4c09c4-417b-4fd0-87f9-9a2fd90c9a79
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name [(1R,2R,3aR,4S,7S,7aR)-3a,4-dimethyl-4'-methylidene-7-(2-methylpropanoyloxy)-2'-oxospiro[3,4,5,6,7,7a-hexahydro-1H-indene-2,3'-oxolane]-1-yl] 3-methylbut-2-enoate
SMILES (Canonical) CC1CCC(C2C1(CC3(C2OC(=O)C=C(C)C)C(=C)COC3=O)C)OC(=O)C(C)C
SMILES (Isomeric) C[C@H]1CC[C@@H]([C@H]2[C@@]1(C[C@]3([C@@H]2OC(=O)C=C(C)C)C(=C)COC3=O)C)OC(=O)C(C)C
InChI InChI=1S/C24H34O6/c1-13(2)10-18(25)30-20-19-17(29-21(26)14(3)4)9-8-15(5)23(19,7)12-24(20)16(6)11-28-22(24)27/h10,14-15,17,19-20H,6,8-9,11-12H2,1-5,7H3/t15-,17-,19+,20+,23+,24+/m0/s1
InChI Key ABNWHWPBPCVFDS-ZMLBSWEPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C24H34O6
Molecular Weight 418.50 g/mol
Exact Mass 418.23553880 g/mol
Topological Polar Surface Area (TPSA) 78.90 Ų
XlogP 4.60
Atomic LogP (AlogP) 3.99
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2R,3aR,4S,7S,7aR)-3a,4-dimethyl-4'-methylidene-7-(2-methylpropanoyloxy)-2'-oxospiro[3,4,5,6,7,7a-hexahydro-1H-indene-2,3'-oxolane]-1-yl] 3-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 + 0.9914 99.14%
Caco-2 + 0.6010 60.10%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7794 77.94%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9009 90.09%
OATP1B3 inhibitior - 0.2227 22.27%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior - 0.6537 65.37%
P-glycoprotein inhibitior + 0.6970 69.70%
P-glycoprotein substrate - 0.6364 63.64%
CYP3A4 substrate + 0.6645 66.45%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9063 90.63%
CYP3A4 inhibition - 0.7779 77.79%
CYP2C9 inhibition - 0.7305 73.05%
CYP2C19 inhibition - 0.7556 75.56%
CYP2D6 inhibition - 0.9466 94.66%
CYP1A2 inhibition - 0.5237 52.37%
CYP2C8 inhibition - 0.5859 58.59%
CYP inhibitory promiscuity - 0.8807 88.07%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5832 58.32%
Eye corrosion - 0.9774 97.74%
Eye irritation - 0.9205 92.05%
Skin irritation - 0.5404 54.04%
Skin corrosion - 0.9176 91.76%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5830 58.30%
Micronuclear - 0.7800 78.00%
Hepatotoxicity + 0.7348 73.48%
skin sensitisation - 0.7403 74.03%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity + 0.7343 73.43%
Acute Oral Toxicity (c) III 0.5790 57.90%
Estrogen receptor binding + 0.7913 79.13%
Androgen receptor binding + 0.6483 64.83%
Thyroid receptor binding + 0.6195 61.95%
Glucocorticoid receptor binding + 0.7619 76.19%
Aromatase binding + 0.6285 62.85%
PPAR gamma + 0.7409 74.09%
Honey bee toxicity - 0.5358 53.58%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9972 99.72%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.20% 94.45%
CHEMBL2581 P07339 Cathepsin D 95.72% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.10% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.89% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.40% 97.25%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 91.99% 96.47%
CHEMBL340 P08684 Cytochrome P450 3A4 91.85% 91.19%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 91.06% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.40% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.82% 100.00%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 87.21% 95.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.89% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.73% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.14% 97.14%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 83.63% 92.78%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 83.25% 92.95%
CHEMBL4040 P28482 MAP kinase ERK2 83.23% 83.82%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.16% 91.07%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.73% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.18% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.00% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.93% 95.89%

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 10669715
LOTUS LTS0219707
wikiData Q104908719