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[(1'R,2'R,3S,3aR,4S,5'S,9'S,9aS,9bR,10'S,11'S)-2'-hydroxy-2',6,9,11'-tetramethyl-6'-methylidene-2,7,7'-trioxospiro[4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-3,15'-8-oxatetracyclo[9.2.2.01,10.05,9]pentadec-12-ene]-4-yl] (E)-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 4495a141-aae6-42f1-939e-77c2474cda71
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
IUPAC Name [(1'R,2'R,3S,3aR,4S,5'S,9'S,9aS,9bR,10'S,11'S)-2'-hydroxy-2',6,9,11'-tetramethyl-6'-methylidene-2,7,7'-trioxospiro[4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-3,15'-8-oxatetracyclo[9.2.2.01,10.05,9]pentadec-12-ene]-4-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1CC(=C2C(C3C1C4(CC56C=CC4(C5C7C(CCC6(C)O)C(=C)C(=O)O7)C)C(=O)O3)C(=CC2=O)C)C
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@H]1CC(=C2[C@@H]([C@@H]3[C@@H]1[C@]4(C[C@@]56C=C[C@]4([C@@H]5[C@@H]7[C@@H](CC[C@@]6(C)O)C(=C)C(=O)O7)C)C(=O)O3)C(=CC2=O)C)C
InChI InChI=1S/C35H40O8/c1-8-16(2)29(37)41-22-14-18(4)23-21(36)13-17(3)24(23)27-25(22)35(31(39)43-27)15-34-12-11-32(35,6)28(34)26-20(9-10-33(34,7)40)19(5)30(38)42-26/h8,11-13,20,22,24-28,40H,5,9-10,14-15H2,1-4,6-7H3/b16-8+/t20-,22-,24-,25+,26-,27+,28-,32-,33+,34-,35+/m0/s1
InChI Key LUINMJXRHOGJPY-JXDPUYADSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H40O8
Molecular Weight 588.70 g/mol
Exact Mass 588.27231823 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 4.48
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1'R,2'R,3S,3aR,4S,5'S,9'S,9aS,9bR,10'S,11'S)-2'-hydroxy-2',6,9,11'-tetramethyl-6'-methylidene-2,7,7'-trioxospiro[4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-3,15'-8-oxatetracyclo[9.2.2.01,10.05,9]pentadec-12-ene]-4-yl] (E)-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 + 0.9919 99.19%
Caco-2 - 0.7566 75.66%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7498 74.98%
OATP2B1 inhibitior - 0.7198 71.98%
OATP1B1 inhibitior + 0.8268 82.68%
OATP1B3 inhibitior + 0.7928 79.28%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7271 72.71%
BSEP inhibitior + 0.9554 95.54%
P-glycoprotein inhibitior + 0.8525 85.25%
P-glycoprotein substrate + 0.6768 67.68%
CYP3A4 substrate + 0.7291 72.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9103 91.03%
CYP3A4 inhibition - 0.5930 59.30%
CYP2C9 inhibition - 0.7220 72.20%
CYP2C19 inhibition - 0.8842 88.42%
CYP2D6 inhibition - 0.9610 96.10%
CYP1A2 inhibition - 0.5964 59.64%
CYP2C8 inhibition + 0.7652 76.52%
CYP inhibitory promiscuity - 0.9669 96.69%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5416 54.16%
Eye corrosion - 0.9855 98.55%
Eye irritation - 0.9029 90.29%
Skin irritation + 0.5422 54.22%
Skin corrosion - 0.8857 88.57%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7740 77.40%
Micronuclear - 0.7300 73.00%
Hepatotoxicity + 0.7640 76.40%
skin sensitisation - 0.8075 80.75%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity + 0.6887 68.87%
Acute Oral Toxicity (c) II 0.3807 38.07%
Estrogen receptor binding + 0.8273 82.73%
Androgen receptor binding + 0.7746 77.46%
Thyroid receptor binding + 0.6721 67.21%
Glucocorticoid receptor binding + 0.8045 80.45%
Aromatase binding + 0.7413 74.13%
PPAR gamma + 0.7323 73.23%
Honey bee toxicity - 0.6442 64.42%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9936 99.36%

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 97.53% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.48% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.45% 99.23%
CHEMBL2581 P07339 Cathepsin D 93.03% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.09% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.80% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.55% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.00% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.57% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.31% 93.00%
CHEMBL221 P23219 Cyclooxygenase-1 86.20% 90.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.62% 91.07%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 85.25% 85.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.40% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.55% 86.33%
CHEMBL5028 O14672 ADAM10 83.35% 97.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.93% 85.14%
CHEMBL2996 Q05655 Protein kinase C delta 82.73% 97.79%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.72% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.63% 97.14%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.61% 92.94%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 82.19% 96.00%
CHEMBL5600 P27448 Serine/threonine-protein kinase c-TAK1 81.20% 88.81%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.33% 91.24%

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.
Artemisia argyi

Cross-Links

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PubChem 24941966
LOTUS LTS0265993
wikiData Q104399553