1-[3-[[(1S,2R,3aR,8bR)-1,6,8-trihydroxy-2-(hydroxymethyl)-5-(3-methylbutanoyl)-2,8b-dihydro-1H-furo[2,3-b][1]benzofuran-3a-yl]methyl]-2,4,6-trihydroxyphenyl]-3-methylbutan-1-one

Details

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Internal ID bcadd413-6555-4c3c-b6bd-3a26ce19e35d
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
IUPAC Name 1-[3-[[(1S,2R,3aR,8bR)-1,6,8-trihydroxy-2-(hydroxymethyl)-5-(3-methylbutanoyl)-2,8b-dihydro-1H-furo[2,3-b][1]benzofuran-3a-yl]methyl]-2,4,6-trihydroxyphenyl]-3-methylbutan-1-one
SMILES (Canonical) CC(C)CC(=O)C1=C(C=C(C(=C1O)CC23C(C(C(O2)CO)O)C4=C(O3)C(=C(C=C4O)O)C(=O)CC(C)C)O)O
SMILES (Isomeric) CC(C)CC(=O)C1=C(C=C(C(=C1O)C[C@@]23[C@@H]([C@@H]([C@H](O2)CO)O)C4=C(O3)C(=C(C=C4O)O)C(=O)CC(C)C)O)O
InChI InChI=1S/C28H34O11/c1-11(2)5-15(31)21-17(33)7-14(30)13(25(21)36)9-28-24(26(37)20(10-29)38-28)23-19(35)8-18(34)22(27(23)39-28)16(32)6-12(3)4/h7-8,11-12,20,24,26,29-30,33-37H,5-6,9-10H2,1-4H3/t20-,24-,26-,28-/m1/s1
InChI Key NZSUROVHSDPGTJ-VLVNZMPXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H34O11
Molecular Weight 546.60 g/mol
Exact Mass 546.21011190 g/mol
Topological Polar Surface Area (TPSA) 194.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 2.84
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[3-[[(1S,2R,3aR,8bR)-1,6,8-trihydroxy-2-(hydroxymethyl)-5-(3-methylbutanoyl)-2,8b-dihydro-1H-furo[2,3-b][1]benzofuran-3a-yl]methyl]-2,4,6-trihydroxyphenyl]-3-methylbutan-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8192 81.92%
Caco-2 - 0.8428 84.28%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7395 73.95%
OATP2B1 inhibitior - 0.8555 85.55%
OATP1B1 inhibitior + 0.7533 75.33%
OATP1B3 inhibitior + 0.8921 89.21%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.5697 56.97%
P-glycoprotein inhibitior - 0.4291 42.91%
P-glycoprotein substrate - 0.5352 53.52%
CYP3A4 substrate + 0.6133 61.33%
CYP2C9 substrate - 0.6213 62.13%
CYP2D6 substrate - 0.8461 84.61%
CYP3A4 inhibition - 0.8212 82.12%
CYP2C9 inhibition - 0.6508 65.08%
CYP2C19 inhibition - 0.7924 79.24%
CYP2D6 inhibition - 0.9389 93.89%
CYP1A2 inhibition - 0.7144 71.44%
CYP2C8 inhibition - 0.6247 62.47%
CYP inhibitory promiscuity - 0.7621 76.21%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9543 95.43%
Carcinogenicity (trinary) Non-required 0.5751 57.51%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.8556 85.56%
Skin irritation - 0.8140 81.40%
Skin corrosion - 0.9499 94.99%
Ames mutagenesis + 0.5064 50.64%
Human Ether-a-go-go-Related Gene inhibition - 0.5495 54.95%
Micronuclear - 0.5526 55.26%
Hepatotoxicity - 0.6101 61.01%
skin sensitisation - 0.8399 83.99%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.7219 72.19%
Acute Oral Toxicity (c) III 0.5275 52.75%
Estrogen receptor binding + 0.8334 83.34%
Androgen receptor binding + 0.7128 71.28%
Thyroid receptor binding - 0.5529 55.29%
Glucocorticoid receptor binding + 0.7156 71.56%
Aromatase binding + 0.6810 68.10%
PPAR gamma + 0.6397 63.97%
Honey bee toxicity - 0.7749 77.49%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9862 98.62%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.70% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.62% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.28% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.39% 89.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.68% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.12% 94.45%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.62% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 83.33% 94.73%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.29% 90.71%
CHEMBL226 P30542 Adenosine A1 receptor 82.01% 95.93%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.48% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.19% 96.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.90% 93.56%

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.
Lysidice rhodostegia

Cross-Links

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PubChem 46849044
NPASS NPC35407
LOTUS LTS0243280
wikiData Q105188432