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[(1S,2S,3'aR,4'S,6S,9R,9'aS,9'bR,10S,12S,13R)-9-hydroxy-6',9,9',13-tetramethyl-5-methylidene-2',4,7'-trioxospiro[3-oxatetracyclo[8.3.2.01,10.02,6]pentadec-14-ene-12,3'-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan]-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 c7ca016e-f545-4817-9082-e90c6643bf2a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
IUPAC Name [(1S,2S,3'aR,4'S,6S,9R,9'aS,9'bR,10S,12S,13R)-9-hydroxy-6',9,9',13-tetramethyl-5-methylidene-2',4,7'-trioxospiro[3-oxatetracyclo[8.3.2.01,10.02,6]pentadec-14-ene-12,3'-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan]-4'-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H36O8/c1-14-11-20(34)22-15(2)12-21(38-18(5)33)24-25(23(14)22)39-28(36)31(24)13-30-9-10-32(30,17(31)4)26-19(7-8-29(30,6)37)16(3)27(35)40-26/h9-11,17,19,21,23-26,37H,3,7-8,12-13H2,1-2,4-6H3/t17-,19-,21-,23-,24+,25+,26-,29+,30-,31-,32+/m0/s1
InChI Key IWCXOAWJBMSSSA-VGPIAUPBSA-N
Popularity 2 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 [(1S,2S,3'aR,4'S,6S,9R,9'aS,9'bR,10S,12S,13R)-9-hydroxy-6',9,9',13-tetramethyl-5-methylidene-2',4,7'-trioxospiro[3-oxatetracyclo[8.3.2.01,10.02,6]pentadec-14-ene-12,3'-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan]-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 + 0.9884 98.84%
Caco-2 - 0.7091 70.91%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6883 68.83%
OATP2B1 inhibitior - 0.8597 85.97%
OATP1B1 inhibitior + 0.8356 83.56%
OATP1B3 inhibitior + 0.7996 79.96%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7271 72.71%
BSEP inhibitior + 0.7799 77.99%
P-glycoprotein inhibitior + 0.7763 77.63%
P-glycoprotein substrate + 0.6169 61.69%
CYP3A4 substrate + 0.7153 71.53%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9124 91.24%
CYP3A4 inhibition - 0.6051 60.51%
CYP2C9 inhibition - 0.6693 66.93%
CYP2C19 inhibition - 0.8230 82.30%
CYP2D6 inhibition - 0.9506 95.06%
CYP1A2 inhibition + 0.5079 50.79%
CYP2C8 inhibition + 0.7290 72.90%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.4955 49.55%
Eye corrosion - 0.9816 98.16%
Eye irritation - 0.8944 89.44%
Skin irritation + 0.4944 49.44%
Skin corrosion - 0.8929 89.29%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7086 70.86%
Micronuclear - 0.7100 71.00%
Hepatotoxicity + 0.6832 68.32%
skin sensitisation - 0.8115 81.15%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.5998 59.98%
Acute Oral Toxicity (c) II 0.3872 38.72%
Estrogen receptor binding + 0.8552 85.52%
Androgen receptor binding + 0.7702 77.02%
Thyroid receptor binding + 0.6678 66.78%
Glucocorticoid receptor binding + 0.8299 82.99%
Aromatase binding + 0.7312 73.12%
PPAR gamma + 0.6922 69.22%
Honey bee toxicity - 0.6956 69.56%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5150 51.50%
Fish aquatic toxicity + 0.9893 98.93%

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 98.45% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.89% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.30% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 93.23% 90.17%
CHEMBL241 Q14432 Phosphodiesterase 3A 92.44% 92.94%
CHEMBL4072 P07858 Cathepsin B 92.31% 93.67%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 91.49% 93.03%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.04% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.67% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.41% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.61% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.60% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.37% 97.25%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 86.16% 96.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.49% 91.24%
CHEMBL2581 P07339 Cathepsin D 84.61% 98.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.08% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.10% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.97% 97.14%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.93% 97.28%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.63% 93.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.65% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.55% 89.00%

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

Cross-Links

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PubChem 163086867
LOTUS LTS0099636
wikiData Q105121500