Isoauriculatin

Details

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Internal ID 8dd990f3-dfd6-4e95-b158-a3380d861d2a
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 6-prenylated isoflavanones
IUPAC Name 5-hydroxy-7-[2-hydroxy-4-(3-methylbut-2-enoxy)phenyl]-2,2-dimethylpyrano[3,2-g]chromen-6-one
SMILES (Canonical) CC(=CCOC1=CC(=C(C=C1)C2=COC3=CC4=C(C=CC(O4)(C)C)C(=C3C2=O)O)O)C
SMILES (Isomeric) CC(=CCOC1=CC(=C(C=C1)C2=COC3=CC4=C(C=CC(O4)(C)C)C(=C3C2=O)O)O)C
InChI InChI=1S/C25H24O6/c1-14(2)8-10-29-15-5-6-16(19(26)11-15)18-13-30-21-12-20-17(7-9-25(3,4)31-20)23(27)22(21)24(18)28/h5-9,11-13,26-27H,10H2,1-4H3
InChI Key JVMXBCHVJJXDDN-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C25H24O6
Molecular Weight 420.50 g/mol
Exact Mass 420.15728848 g/mol
Topological Polar Surface Area (TPSA) 85.20 Ų
XlogP 5.40
Atomic LogP (AlogP) 5.40
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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30431-67-5
CHEMBL4213050
DTXSID40184515
CHEBI:178568
LMPK12050314
5-hydroxy-7-[2-hydroxy-4-(3-methylbut-2-enoxy)phenyl]-2,2-dimethylpyrano[3,2-g]chromen-6-one

2D Structure

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2D Structure of Isoauriculatin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9922 99.22%
Caco-2 - 0.5334 53.34%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8794 87.94%
OATP2B1 inhibitior - 0.7161 71.61%
OATP1B1 inhibitior + 0.9057 90.57%
OATP1B3 inhibitior - 0.2263 22.63%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9671 96.71%
P-glycoprotein inhibitior + 0.8072 80.72%
P-glycoprotein substrate - 0.6458 64.58%
CYP3A4 substrate + 0.6682 66.82%
CYP2C9 substrate - 0.6192 61.92%
CYP2D6 substrate - 0.8382 83.82%
CYP3A4 inhibition - 0.8128 81.28%
CYP2C9 inhibition + 0.8471 84.71%
CYP2C19 inhibition + 0.9464 94.64%
CYP2D6 inhibition - 0.8271 82.71%
CYP1A2 inhibition + 0.7666 76.66%
CYP2C8 inhibition + 0.6787 67.87%
CYP inhibitory promiscuity + 0.8909 89.09%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9413 94.13%
Carcinogenicity (trinary) Non-required 0.7020 70.20%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.6581 65.81%
Skin irritation - 0.7912 79.12%
Skin corrosion - 0.9604 96.04%
Ames mutagenesis + 0.5063 50.63%
Human Ether-a-go-go-Related Gene inhibition + 0.6451 64.51%
Micronuclear - 0.5400 54.00%
Hepatotoxicity + 0.5052 50.52%
skin sensitisation - 0.7677 76.77%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity + 0.5701 57.01%
Acute Oral Toxicity (c) III 0.7314 73.14%
Estrogen receptor binding + 0.9215 92.15%
Androgen receptor binding + 0.8024 80.24%
Thyroid receptor binding + 0.7799 77.99%
Glucocorticoid receptor binding + 0.8874 88.74%
Aromatase binding + 0.7050 70.50%
PPAR gamma + 0.8859 88.59%
Honey bee toxicity - 0.7661 76.61%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9936 99.36%

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 99.82% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.28% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 96.96% 91.49%
CHEMBL4208 P20618 Proteasome component C5 96.46% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.05% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.34% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.27% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.94% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.89% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.56% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 90.76% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.59% 95.56%
CHEMBL3492 P49721 Proteasome Macropain subunit 89.26% 90.24%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.43% 95.71%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 83.74% 94.42%
CHEMBL1937 Q92769 Histone deacetylase 2 83.22% 94.75%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.72% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.42% 95.89%
CHEMBL2535 P11166 Glucose transporter 80.76% 98.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.19% 85.14%

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.
Millettia extensa

Cross-Links

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PubChem 5491650
LOTUS LTS0143260
wikiData Q83055425