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[(3S,3aR,4S,6S,6aS,8R,9bS)-6-acetyloxy-3,3a-dihydroxy-3,6,9-trimethyl-8-[(Z)-2-methylbut-2-enoyl]oxy-2-oxo-4,5,6a,7,8,9b-hexahydroazuleno[4,5-b]furan-4-yl] 2-methylbutanoate

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 681b1ced-5996-4157-a9c7-758439a0ccc3
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
IUPAC Name [(3S,3aR,4S,6S,6aS,8R,9bS)-6-acetyloxy-3,3a-dihydroxy-3,6,9-trimethyl-8-[(Z)-2-methylbut-2-enoyl]oxy-2-oxo-4,5,6a,7,8,9b-hexahydroazuleno[4,5-b]furan-4-yl] 2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1CC(C2CC(C(=C2C3C1(C(C(=O)O3)(C)O)O)C)OC(=O)C(=CC)C)(C)OC(=O)C
SMILES (Isomeric) CCC(C)C(=O)O[C@H]1C[C@]([C@H]2C[C@H](C(=C2[C@H]3[C@]1([C@](C(=O)O3)(C)O)O)C)OC(=O)/C(=C\C)/C)(C)OC(=O)C
InChI InChI=1S/C27H38O10/c1-9-13(3)22(29)34-18-11-17-20(15(18)5)21-27(33,26(8,32)24(31)36-21)19(35-23(30)14(4)10-2)12-25(17,7)37-16(6)28/h9,14,17-19,21,32-33H,10-12H2,1-8H3/b13-9-/t14?,17-,18+,19-,21-,25-,26+,27+/m0/s1
InChI Key FIAZIVNRHQWTPY-QVTRHZBMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H38O10
Molecular Weight 522.60 g/mol
Exact Mass 522.24649740 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 2.29
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,3aR,4S,6S,6aS,8R,9bS)-6-acetyloxy-3,3a-dihydroxy-3,6,9-trimethyl-8-[(Z)-2-methylbut-2-enoyl]oxy-2-oxo-4,5,6a,7,8,9b-hexahydroazuleno[4,5-b]furan-4-yl] 2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9776 97.76%
Caco-2 - 0.7065 70.65%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6378 63.78%
OATP2B1 inhibitior - 0.7157 71.57%
OATP1B1 inhibitior + 0.8245 82.45%
OATP1B3 inhibitior + 0.9102 91.02%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9397 93.97%
P-glycoprotein inhibitior + 0.7897 78.97%
P-glycoprotein substrate + 0.6652 66.52%
CYP3A4 substrate + 0.6661 66.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9059 90.59%
CYP3A4 inhibition + 0.7927 79.27%
CYP2C9 inhibition + 0.6500 65.00%
CYP2C19 inhibition + 0.6572 65.72%
CYP2D6 inhibition - 0.9312 93.12%
CYP1A2 inhibition + 0.7067 70.67%
CYP2C8 inhibition + 0.4642 46.42%
CYP inhibitory promiscuity - 0.8261 82.61%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4879 48.79%
Eye corrosion - 0.9843 98.43%
Eye irritation - 0.8972 89.72%
Skin irritation - 0.5458 54.58%
Skin corrosion - 0.9129 91.29%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6816 68.16%
Micronuclear - 0.6500 65.00%
Hepatotoxicity + 0.6110 61.10%
skin sensitisation - 0.8208 82.08%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.4863 48.63%
Acute Oral Toxicity (c) III 0.4001 40.01%
Estrogen receptor binding + 0.7930 79.30%
Androgen receptor binding + 0.7088 70.88%
Thyroid receptor binding + 0.5932 59.32%
Glucocorticoid receptor binding + 0.7602 76.02%
Aromatase binding + 0.7450 74.50%
PPAR gamma + 0.6872 68.72%
Honey bee toxicity - 0.6168 61.68%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9895 98.95%

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 97.57% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.46% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.16% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.95% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.88% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.85% 95.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.40% 95.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.42% 95.71%
CHEMBL2996 Q05655 Protein kinase C delta 85.20% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.87% 86.33%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.68% 96.95%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 84.57% 98.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.51% 97.14%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.38% 89.50%
CHEMBL2581 P07339 Cathepsin D 84.11% 98.95%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 84.00% 96.47%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.22% 92.62%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 83.09% 97.47%
CHEMBL340 P08684 Cytochrome P450 3A4 82.76% 91.19%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.62% 93.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.32% 97.28%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.48% 93.56%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 80.32% 80.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 11756506
NPASS NPC82529