1-[3-[[(1R,3aS,8bR)-1,6,8-trihydroxy-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 17901583-b430-4a82-87d4-ff1a02417b0e
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
IUPAC Name 1-[3-[[(1R,3aS,8bR)-1,6,8-trihydroxy-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(CO2)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](CO2)O)C4=C(O3)C(=C(C=C4O)O)C(=O)CC(C)C)O)O
InChI InChI=1S/C27H32O10/c1-11(2)5-15(29)21-17(31)7-14(28)13(25(21)35)9-27-24(20(34)10-36-27)23-19(33)8-18(32)22(26(23)37-27)16(30)6-12(3)4/h7-8,11-12,20,24,28,31-35H,5-6,9-10H2,1-4H3/t20-,24-,27-/m0/s1
InChI Key ZTVUGOZNKOVPKI-PPNCUWOSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H32O10
Molecular Weight 516.50 g/mol
Exact Mass 516.19954721 g/mol
Topological Polar Surface Area (TPSA) 174.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 3.48
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[3-[[(1R,3aS,8bR)-1,6,8-trihydroxy-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 + 0.8942 89.42%
Caco-2 - 0.8201 82.01%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.7437 74.37%
OATP2B1 inhibitior - 0.7168 71.68%
OATP1B1 inhibitior + 0.8046 80.46%
OATP1B3 inhibitior + 0.8993 89.93%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6413 64.13%
P-glycoprotein inhibitior - 0.4408 44.08%
P-glycoprotein substrate + 0.6580 65.80%
CYP3A4 substrate + 0.6118 61.18%
CYP2C9 substrate + 0.5785 57.85%
CYP2D6 substrate - 0.8382 83.82%
CYP3A4 inhibition - 0.6836 68.36%
CYP2C9 inhibition - 0.7467 74.67%
CYP2C19 inhibition - 0.8162 81.62%
CYP2D6 inhibition - 0.9248 92.48%
CYP1A2 inhibition - 0.7552 75.52%
CYP2C8 inhibition - 0.7161 71.61%
CYP inhibitory promiscuity - 0.8569 85.69%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5480 54.80%
Eye corrosion - 0.9923 99.23%
Eye irritation - 0.8354 83.54%
Skin irritation - 0.8001 80.01%
Skin corrosion - 0.9516 95.16%
Ames mutagenesis + 0.5409 54.09%
Human Ether-a-go-go-Related Gene inhibition - 0.5299 52.99%
Micronuclear - 0.5300 53.00%
Hepatotoxicity - 0.6325 63.25%
skin sensitisation - 0.8468 84.68%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.7284 72.84%
Acute Oral Toxicity (c) III 0.5095 50.95%
Estrogen receptor binding + 0.8581 85.81%
Androgen receptor binding + 0.7051 70.51%
Thyroid receptor binding - 0.5130 51.30%
Glucocorticoid receptor binding + 0.7726 77.26%
Aromatase binding + 0.7057 70.57%
PPAR gamma + 0.6850 68.50%
Honey bee toxicity - 0.7990 79.90%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9952 99.52%

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 99.39% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.14% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.75% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.28% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.76% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.09% 90.71%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.45% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 85.61% 94.73%
CHEMBL4208 P20618 Proteasome component C5 84.24% 90.00%
CHEMBL236 P41143 Delta opioid receptor 83.72% 99.35%
CHEMBL226 P30542 Adenosine A1 receptor 83.62% 95.93%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.40% 96.95%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.26% 93.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.89% 97.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.84% 96.38%

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 46849042
NPASS NPC76934
LOTUS LTS0064749
wikiData Q105383275