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(1'R,3R,3'R,3aR,7'R,8aS,9'R,9aR,11'R)-5,8a,9',13'-tetramethyl-4'-methylidenespiro[3a,4,9,9a-tetrahydrobenzo[f][1]benzofuran-3,15'-6-oxatetracyclo[9.2.2.01,9.03,7]pentadec-12-ene]-2,5',6,10'-tetrone

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 fc442fe2-ed9a-4c2b-b034-fbdc2942f682
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
IUPAC Name (1'R,3R,3'R,3aR,7'R,8aS,9'R,9aR,11'R)-5,8a,9',13'-tetramethyl-4'-methylidenespiro[3a,4,9,9a-tetrahydrobenzo[f][1]benzofuran-3,15'-6-oxatetracyclo[9.2.2.01,9.03,7]pentadec-12-ene]-2,5',6,10'-tetrone
SMILES (Canonical) CC1=CC2C(=O)C3(C1(CC4C(C3)OC(=O)C4=C)CC25C6CC7=C(C(=O)C=CC7(CC6OC5=O)C)C)C
SMILES (Isomeric) CC1=C[C@H]2C(=O)[C@]3([C@]1(C[C@H]4[C@@H](C3)OC(=O)C4=C)C[C@@]25[C@H]6CC7=C(C(=O)C=C[C@@]7(C[C@H]6OC5=O)C)C)C
InChI InChI=1S/C30H32O6/c1-14-8-20-24(32)28(5)12-22-17(15(2)25(33)35-22)10-29(14,28)13-30(20)19-9-18-16(3)21(31)6-7-27(18,4)11-23(19)36-26(30)34/h6-8,17,19-20,22-23H,2,9-13H2,1,3-5H3/t17-,19+,20+,22-,23-,27-,28+,29-,30-/m1/s1
InChI Key DXWSMYLGSLBTTI-HOIPTZANSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H32O6
Molecular Weight 488.60 g/mol
Exact Mass 488.21988874 g/mol
Topological Polar Surface Area (TPSA) 86.70 Ų
XlogP 3.20
Atomic LogP (AlogP) 4.20
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1'R,3R,3'R,3aR,7'R,8aS,9'R,9aR,11'R)-5,8a,9',13'-tetramethyl-4'-methylidenespiro[3a,4,9,9a-tetrahydrobenzo[f][1]benzofuran-3,15'-6-oxatetracyclo[9.2.2.01,9.03,7]pentadec-12-ene]-2,5',6,10'-tetrone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9952 99.52%
Caco-2 - 0.6859 68.59%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.7017 70.17%
OATP2B1 inhibitior - 0.7171 71.71%
OATP1B1 inhibitior + 0.8492 84.92%
OATP1B3 inhibitior + 0.8502 85.02%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9554 95.54%
P-glycoprotein inhibitior + 0.8683 86.83%
P-glycoprotein substrate - 0.5084 50.84%
CYP3A4 substrate + 0.6986 69.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8954 89.54%
CYP3A4 inhibition - 0.5543 55.43%
CYP2C9 inhibition - 0.9133 91.33%
CYP2C19 inhibition - 0.8859 88.59%
CYP2D6 inhibition - 0.9639 96.39%
CYP1A2 inhibition - 0.7232 72.32%
CYP2C8 inhibition + 0.6287 62.87%
CYP inhibitory promiscuity - 0.8804 88.04%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.4837 48.37%
Eye corrosion - 0.9871 98.71%
Eye irritation - 0.9067 90.67%
Skin irritation + 0.5076 50.76%
Skin corrosion - 0.8977 89.77%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5319 53.19%
Micronuclear - 0.6000 60.00%
Hepatotoxicity + 0.8000 80.00%
skin sensitisation - 0.6766 67.66%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.7297 72.97%
Acute Oral Toxicity (c) III 0.6963 69.63%
Estrogen receptor binding + 0.7746 77.46%
Androgen receptor binding + 0.7445 74.45%
Thyroid receptor binding + 0.6634 66.34%
Glucocorticoid receptor binding + 0.7919 79.19%
Aromatase binding + 0.7221 72.21%
PPAR gamma + 0.6795 67.95%
Honey bee toxicity - 0.7397 73.97%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6100 61.00%
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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.76% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.74% 95.56%
CHEMBL2039 P27338 Monoamine oxidase B 90.44% 92.51%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.84% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.03% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.72% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 86.90% 97.79%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 86.71% 93.40%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.98% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.78% 99.23%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 85.74% 96.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.09% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.01% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.36% 94.45%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.22% 95.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.96% 91.24%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.01% 93.03%

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.
Ferreyranthus fruticosus

Cross-Links

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PubChem 162882996
LOTUS LTS0132795
wikiData Q104991236