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[(1R,2R,3aR,4S,7S,7aR)-3a,4-dimethyl-4'-methylidene-7-[(Z)-3-[(R)-methylsulfinyl]prop-2-enoyl]oxy-2'-oxospiro[3,4,5,6,7,7a-hexahydro-1H-indene-2,3'-oxolane]-1-yl] 3-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 77d2eee4-6f88-4040-b391-81d96498bd0d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name [(1R,2R,3aR,4S,7S,7aR)-3a,4-dimethyl-4'-methylidene-7-[(Z)-3-[(R)-methylsulfinyl]prop-2-enoyl]oxy-2'-oxospiro[3,4,5,6,7,7a-hexahydro-1H-indene-2,3'-oxolane]-1-yl] 3-methylbutanoate
SMILES (Canonical) CC1CCC(C2C1(CC3(C2OC(=O)CC(C)C)C(=C)COC3=O)C)OC(=O)C=CS(=O)C
SMILES (Isomeric) C[C@H]1CC[C@@H]([C@H]2[C@@]1(C[C@]3([C@@H]2OC(=O)CC(C)C)C(=C)COC3=O)C)OC(=O)/C=C\[S@](=O)C
InChI InChI=1S/C24H34O7S/c1-14(2)11-19(26)31-21-20-17(30-18(25)9-10-32(6)28)8-7-15(3)23(20,5)13-24(21)16(4)12-29-22(24)27/h9-10,14-15,17,20-21H,4,7-8,11-13H2,1-3,5-6H3/b10-9-/t15-,17-,20+,21+,23+,24+,32+/m0/s1
InChI Key UHYZSQIOUDNKRC-AZGMCFRUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C24H34O7S
Molecular Weight 466.60 g/mol
Exact Mass 466.20252459 g/mol
Topological Polar Surface Area (TPSA) 115.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 3.30
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 6

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-[(Z)-3-[(R)-methylsulfinyl]prop-2-enoyl]oxy-2'-oxospiro[3,4,5,6,7,7a-hexahydro-1H-indene-2,3'-oxolane]-1-yl] 3-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9880 98.80%
Caco-2 - 0.6531 65.31%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.5175 51.75%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8724 87.24%
OATP1B3 inhibitior + 0.9158 91.58%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior - 0.5517 55.17%
P-glycoprotein inhibitior + 0.7336 73.36%
P-glycoprotein substrate - 0.5266 52.66%
CYP3A4 substrate + 0.6753 67.53%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8849 88.49%
CYP3A4 inhibition - 0.5966 59.66%
CYP2C9 inhibition - 0.7366 73.66%
CYP2C19 inhibition - 0.7059 70.59%
CYP2D6 inhibition - 0.9007 90.07%
CYP1A2 inhibition - 0.6596 65.96%
CYP2C8 inhibition + 0.5157 51.57%
CYP inhibitory promiscuity - 0.8158 81.58%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.6800 68.00%
Carcinogenicity (trinary) Non-required 0.6431 64.31%
Eye corrosion - 0.9734 97.34%
Eye irritation - 0.9345 93.45%
Skin irritation - 0.7545 75.45%
Skin corrosion - 0.9234 92.34%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4426 44.26%
Micronuclear - 0.5100 51.00%
Hepatotoxicity + 0.7098 70.98%
skin sensitisation - 0.8315 83.15%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.6121 61.21%
Acute Oral Toxicity (c) III 0.5585 55.85%
Estrogen receptor binding + 0.7516 75.16%
Androgen receptor binding + 0.6277 62.77%
Thyroid receptor binding + 0.5746 57.46%
Glucocorticoid receptor binding + 0.7718 77.18%
Aromatase binding + 0.6760 67.60%
PPAR gamma + 0.5739 57.39%
Honey bee toxicity - 0.6811 68.11%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9970 99.70%

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
CHEMBL4040 P28482 MAP kinase ERK2 97.74% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.32% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.94% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.12% 98.95%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 92.86% 96.47%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.61% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 90.90% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.35% 95.56%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 87.29% 92.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.11% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.70% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.35% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.97% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.43% 91.07%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 82.38% 95.71%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.66% 95.71%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.29% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.29% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.72% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.40% 97.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.24% 99.17%
CHEMBL5255 O00206 Toll-like receptor 4 80.23% 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 11798430
LOTUS LTS0110475
wikiData Q105273181