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[(2'S,3aR,5'R,9'S,9aS,9bR,10'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] acetate

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 a7852bf2-e3e4-4199-8ff4-10fd139bd43b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
IUPAC Name [(2'S,3aR,5'R,9'S,9aS,9bR,10'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] acetate
SMILES (Canonical) CC1=C2C(C3C(C(C1)OC(=O)C)C4(CC56C=CC4(C5C7C(CCC6(C)O)C(=C)C(=O)O7)C)C(=O)O3)C(=CC2=O)C
SMILES (Isomeric) CC1=C2[C@@H]([C@@H]3[C@@H](C(C1)OC(=O)C)C4(CC56C=CC4([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
InChI InChI=1S/C32H36O8/c1-14-11-19(34)21-15(2)12-20(38-17(4)33)23-25(22(14)21)40-28(36)32(23)13-31-10-9-29(32,5)26(31)24-18(7-8-30(31,6)37)16(3)27(35)39-24/h9-11,18,20,22-26,37H,3,7-8,12-13H2,1-2,4-6H3/t18-,20?,22+,23-,24+,25-,26+,29?,30+,31?,32?/m1/s1
InChI Key QRRHSLGZWSABSR-AXGUHJTOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H36O8
Molecular Weight 548.60 g/mol
Exact Mass 548.24101810 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 3.54
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2'S,3aR,5'R,9'S,9aS,9bR,10'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] acetate

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 - 0.7103 71.03%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7498 74.98%
OATP2B1 inhibitior - 0.8593 85.93%
OATP1B1 inhibitior + 0.8463 84.63%
OATP1B3 inhibitior + 0.7928 79.28%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7271 72.71%
BSEP inhibitior + 0.8317 83.17%
P-glycoprotein inhibitior + 0.8105 81.05%
P-glycoprotein substrate + 0.6408 64.08%
CYP3A4 substrate + 0.7258 72.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9124 91.24%
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 + 0.7554 75.54%
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 - 0.8973 89.73%
Skin irritation + 0.5422 54.22%
Skin corrosion - 0.8857 88.57%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7366 73.66%
Micronuclear - 0.7300 73.00%
Hepatotoxicity + 0.7515 75.15%
skin sensitisation - 0.8075 80.75%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity + 0.6357 63.57%
Acute Oral Toxicity (c) II 0.3807 38.07%
Estrogen receptor binding + 0.8388 83.88%
Androgen receptor binding + 0.7776 77.76%
Thyroid receptor binding + 0.6657 66.57%
Glucocorticoid receptor binding + 0.8031 80.31%
Aromatase binding + 0.7141 71.41%
PPAR gamma + 0.7047 70.47%
Honey bee toxicity - 0.6999 69.99%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5600 56.00%
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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.98% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.68% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.45% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.54% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.37% 99.23%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.12% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 88.59% 97.79%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.02% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.14% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.97% 94.00%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 84.54% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.47% 97.09%
CHEMBL5028 O14672 ADAM10 84.44% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.36% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.30% 95.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.48% 93.04%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.36% 97.14%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.32% 97.28%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 82.16% 94.80%
CHEMBL5600 P27448 Serine/threonine-protein kinase c-TAK1 81.96% 88.81%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.54% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.89% 91.07%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.72% 92.94%

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 anomala
Artemisia sylvatica

Cross-Links

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PubChem 102005656
LOTUS LTS0166310
wikiData Q105226577