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5,9-Dihydroxy-8-[3-hydroxy-4-(2-hydroxy-3-methylbut-3-enyl)phenyl]-2,2-dimethyl-6-(3-methylbut-2-enyl)-3,4-dihydropyrano[2,3-f]chromen-10-one

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 06c1cfe3-5577-4a0a-9ca5-fd9faff7c153
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavones > 8-prenylated flavones
IUPAC Name 5,9-dihydroxy-8-[3-hydroxy-4-(2-hydroxy-3-methylbut-3-enyl)phenyl]-2,2-dimethyl-6-(3-methylbut-2-enyl)-3,4-dihydropyrano[2,3-f]chromen-10-one
SMILES (Canonical) CC(=CCC1=C2C(=C3C(=C1O)CCC(O3)(C)C)C(=O)C(=C(O2)C4=CC(=C(C=C4)CC(C(=C)C)O)O)O)C
SMILES (Isomeric) CC(=CCC1=C2C(=C3C(=C1O)CCC(O3)(C)C)C(=O)C(=C(O2)C4=CC(=C(C=C4)CC(C(=C)C)O)O)O)C
InChI InChI=1S/C30H34O7/c1-15(2)7-10-19-24(33)20-11-12-30(5,6)37-29(20)23-25(34)26(35)27(36-28(19)23)18-9-8-17(22(32)14-18)13-21(31)16(3)4/h7-9,14,21,31-33,35H,3,10-13H2,1-2,4-6H3
InChI Key RPAGHTUIKDMNCP-UHFFFAOYSA-N
Popularity 0 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 6.10
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 5,9-Dihydroxy-8-[3-hydroxy-4-(2-hydroxy-3-methylbut-3-enyl)phenyl]-2,2-dimethyl-6-(3-methylbut-2-enyl)-3,4-dihydropyrano[2,3-f]chromen-10-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9870 98.70%
Caco-2 - 0.7667 76.67%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.7553 75.53%
OATP2B1 inhibitior - 0.7078 70.78%
OATP1B1 inhibitior + 0.8725 87.25%
OATP1B3 inhibitior + 0.8827 88.27%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9403 94.03%
P-glycoprotein inhibitior + 0.7048 70.48%
P-glycoprotein substrate + 0.5285 52.85%
CYP3A4 substrate + 0.6765 67.65%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7373 73.73%
CYP3A4 inhibition - 0.7524 75.24%
CYP2C9 inhibition - 0.5817 58.17%
CYP2C19 inhibition + 0.5163 51.63%
CYP2D6 inhibition - 0.8816 88.16%
CYP1A2 inhibition - 0.6805 68.05%
CYP2C8 inhibition + 0.7367 73.67%
CYP inhibitory promiscuity - 0.6674 66.74%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6649 66.49%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.8311 83.11%
Skin irritation - 0.7018 70.18%
Skin corrosion - 0.9220 92.20%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7473 74.73%
Micronuclear - 0.7100 71.00%
Hepatotoxicity + 0.5149 51.49%
skin sensitisation - 0.7758 77.58%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.8620 86.20%
Acute Oral Toxicity (c) III 0.3641 36.41%
Estrogen receptor binding + 0.8587 85.87%
Androgen receptor binding + 0.7503 75.03%
Thyroid receptor binding + 0.6611 66.11%
Glucocorticoid receptor binding + 0.7928 79.28%
Aromatase binding + 0.7446 74.46%
PPAR gamma + 0.7417 74.17%
Honey bee toxicity - 0.6583 65.83%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6500 65.00%
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 99.89% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.19% 94.45%
CHEMBL2581 P07339 Cathepsin D 99.00% 98.95%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 98.04% 85.30%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.86% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.57% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 93.11% 91.49%
CHEMBL3401 O75469 Pregnane X receptor 92.68% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.87% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 90.98% 94.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.94% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.38% 100.00%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 87.12% 95.64%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.45% 85.14%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 86.05% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.66% 96.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.51% 90.71%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 84.32% 91.71%
CHEMBL5555 O00767 Acyl-CoA desaturase 82.30% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.23% 95.89%
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 80.79% 98.11%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.69% 99.15%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.49% 96.00%

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.
Dorstenia psilurus

Cross-Links

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PubChem 74400455
LOTUS LTS0168222
wikiData Q105242555