(8S)-2-(2,4-dihydroxyphenyl)-5-hydroxy-8-(2-hydroxypropan-2-yl)-3,6-bis(3-methylbut-2-enyl)-8,9-dihydrofuro[2,3-h]chromen-4-one

Details

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Internal ID 72c1c30f-8c2f-47c5-ae62-d18df0193bbf
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavones > 8-prenylated flavones
IUPAC Name (8S)-2-(2,4-dihydroxyphenyl)-5-hydroxy-8-(2-hydroxypropan-2-yl)-3,6-bis(3-methylbut-2-enyl)-8,9-dihydrofuro[2,3-h]chromen-4-one
SMILES (Canonical) CC(=CCC1=C2C(=C3C(=C1O)C(=O)C(=C(O3)C4=C(C=C(C=C4)O)O)CC=C(C)C)CC(O2)C(C)(C)O)C
SMILES (Isomeric) CC(=CCC1=C2C(=C3C(=C1O)C(=O)C(=C(O3)C4=C(C=C(C=C4)O)O)CC=C(C)C)C[C@H](O2)C(C)(C)O)C
InChI InChI=1S/C30H34O7/c1-15(2)7-10-19-25(33)24-26(34)20(11-8-16(3)4)28-21(14-23(36-28)30(5,6)35)29(24)37-27(19)18-12-9-17(31)13-22(18)32/h7-9,12-13,23,31-32,34-35H,10-11,14H2,1-6H3/t23-/m0/s1
InChI Key KTPLWHVBZCLIKT-QHCPKHFHSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H34O7
Molecular Weight 506.60 g/mol
Exact Mass 506.23045342 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 6.50
Atomic LogP (AlogP) 5.67
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (8S)-2-(2,4-dihydroxyphenyl)-5-hydroxy-8-(2-hydroxypropan-2-yl)-3,6-bis(3-methylbut-2-enyl)-8,9-dihydrofuro[2,3-h]chromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9918 99.18%
Caco-2 - 0.7401 74.01%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7616 76.16%
OATP2B1 inhibitior - 0.7049 70.49%
OATP1B1 inhibitior + 0.7957 79.57%
OATP1B3 inhibitior + 0.9087 90.87%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9525 95.25%
P-glycoprotein inhibitior + 0.7415 74.15%
P-glycoprotein substrate + 0.5711 57.11%
CYP3A4 substrate + 0.6456 64.56%
CYP2C9 substrate - 0.5948 59.48%
CYP2D6 substrate - 0.8240 82.40%
CYP3A4 inhibition - 0.7466 74.66%
CYP2C9 inhibition + 0.7163 71.63%
CYP2C19 inhibition + 0.7063 70.63%
CYP2D6 inhibition - 0.8663 86.63%
CYP1A2 inhibition - 0.6803 68.03%
CYP2C8 inhibition + 0.6196 61.96%
CYP inhibitory promiscuity + 0.7881 78.81%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5829 58.29%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.7128 71.28%
Skin irritation - 0.7395 73.95%
Skin corrosion - 0.9258 92.58%
Ames mutagenesis - 0.5237 52.37%
Human Ether-a-go-go-Related Gene inhibition + 0.6488 64.88%
Micronuclear - 0.5200 52.00%
Hepatotoxicity + 0.5605 56.05%
skin sensitisation - 0.7471 74.71%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.7652 76.52%
Acute Oral Toxicity (c) III 0.4012 40.12%
Estrogen receptor binding + 0.8864 88.64%
Androgen receptor binding + 0.8227 82.27%
Thyroid receptor binding + 0.6597 65.97%
Glucocorticoid receptor binding + 0.8432 84.32%
Aromatase binding + 0.6957 69.57%
PPAR gamma + 0.8538 85.38%
Honey bee toxicity - 0.7415 74.15%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9915 99.15%

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%
CHEMBL1951 P21397 Monoamine oxidase A 98.17% 91.49%
CHEMBL2581 P07339 Cathepsin D 97.67% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 95.19% 94.73%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 93.45% 89.34%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.31% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.78% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.75% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.72% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.09% 95.89%
CHEMBL1929 P47989 Xanthine dehydrogenase 86.32% 96.12%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.05% 94.00%
CHEMBL3194 P02766 Transthyretin 85.10% 90.71%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 84.36% 85.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.01% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.84% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.89% 97.09%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 80.01% 90.93%

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.
Artocarpus elasticus
Artocarpus lanceifolius

Cross-Links

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PubChem 163060471
LOTUS LTS0097317
wikiData Q105145904