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(5-acetyloxy-8-hydroperoxy-6-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-4,5,6a,7,8,9b-hexahydro-3aH-azuleno[4,5-b]furan-4-yl) 2-methylpropanoate

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 431c58a1-7257-4ad1-9199-c6891084eec3
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name (5-acetyloxy-8-hydroperoxy-6-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-4,5,6a,7,8,9b-hexahydro-3aH-azuleno[4,5-b]furan-4-yl) 2-methylpropanoate
SMILES (Canonical) CC1=C2C(CC1OO)C(C(C(C3C2OC(=O)C3=C)OC(=O)C(C)C)OC(=O)C)(C)O
SMILES (Isomeric) CC1=C2C(CC1OO)C(C(C(C3C2OC(=O)C3=C)OC(=O)C(C)C)OC(=O)C)(C)O
InChI InChI=1S/C21H28O9/c1-8(2)19(23)29-17-15-10(4)20(24)28-16(15)14-9(3)13(30-26)7-12(14)21(6,25)18(17)27-11(5)22/h8,12-13,15-18,25-26H,4,7H2,1-3,5-6H3
InChI Key OFHMKIYDWRVFAN-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H28O9
Molecular Weight 424.40 g/mol
Exact Mass 424.17333247 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 0.40
Atomic LogP (AlogP) 1.54
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5-acetyloxy-8-hydroperoxy-6-hydroxy-6,9-dimethyl-3-methylidene-2-oxo-4,5,6a,7,8,9b-hexahydro-3aH-azuleno[4,5-b]furan-4-yl) 2-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9693 96.93%
Caco-2 - 0.5999 59.99%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6383 63.83%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8509 85.09%
OATP1B3 inhibitior + 0.8628 86.28%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.8368 83.68%
P-glycoprotein inhibitior - 0.4596 45.96%
P-glycoprotein substrate - 0.6232 62.32%
CYP3A4 substrate + 0.6371 63.71%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8910 89.10%
CYP3A4 inhibition - 0.7285 72.85%
CYP2C9 inhibition - 0.7381 73.81%
CYP2C19 inhibition - 0.7702 77.02%
CYP2D6 inhibition - 0.9172 91.72%
CYP1A2 inhibition - 0.6583 65.83%
CYP2C8 inhibition - 0.6933 69.33%
CYP inhibitory promiscuity - 0.9011 90.11%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8500 85.00%
Carcinogenicity (trinary) Non-required 0.5102 51.02%
Eye corrosion - 0.9690 96.90%
Eye irritation - 0.8301 83.01%
Skin irritation - 0.6555 65.55%
Skin corrosion - 0.8777 87.77%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5768 57.68%
Micronuclear - 0.6000 60.00%
Hepatotoxicity + 0.7658 76.58%
skin sensitisation - 0.7236 72.36%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.5453 54.53%
Acute Oral Toxicity (c) III 0.4499 44.99%
Estrogen receptor binding + 0.8144 81.44%
Androgen receptor binding + 0.6516 65.16%
Thyroid receptor binding + 0.5538 55.38%
Glucocorticoid receptor binding + 0.5834 58.34%
Aromatase binding + 0.5198 51.98%
PPAR gamma + 0.7166 71.66%
Honey bee toxicity - 0.6162 61.62%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9744 97.44%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.56% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.57% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 97.52% 97.79%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.18% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.42% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.99% 98.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 92.19% 95.50%
CHEMBL299 P17252 Protein kinase C alpha 91.83% 98.03%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 91.70% 96.47%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.74% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.60% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.48% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 87.50% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.49% 92.62%
CHEMBL221 P23219 Cyclooxygenase-1 86.05% 90.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.26% 99.23%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.77% 95.71%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 83.05% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.70% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.84% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.70% 91.07%

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.
Anthemis cretica subsp. carpatica

Cross-Links

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PubChem 163038025
LOTUS LTS0039255
wikiData Q105191045