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(8R)-8-[2,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-5-hydroxy-2,2-dimethyl-10-(3-methylbut-2-enyl)-7,8-dihydropyrano[3,2-g]chromen-6-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 e06b82f3-72e1-491d-8313-943157bf2456
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
IUPAC Name (8R)-8-[2,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-5-hydroxy-2,2-dimethyl-10-(3-methylbut-2-enyl)-7,8-dihydropyrano[3,2-g]chromen-6-one
SMILES (Canonical) CC(=CCC1=CC(=C(C=C1O)O)C2CC(=O)C3=C(O2)C(=C4C(=C3O)C=CC(O4)(C)C)CC=C(C)C)C
SMILES (Isomeric) CC(=CCC1=CC(=C(C=C1O)O)[C@H]2CC(=O)C3=C(O2)C(=C4C(=C3O)C=CC(O4)(C)C)CC=C(C)C)C
InChI InChI=1S/C30H34O6/c1-16(2)7-9-18-13-21(23(32)14-22(18)31)25-15-24(33)26-27(34)19-11-12-30(5,6)36-28(19)20(29(26)35-25)10-8-17(3)4/h7-8,11-14,25,31-32,34H,9-10,15H2,1-6H3/t25-/m1/s1
InChI Key OIPOSHZATNADRS-RUZDIDTESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H34O6
Molecular Weight 490.60 g/mol
Exact Mass 490.23553880 g/mol
Topological Polar Surface Area (TPSA) 96.20 Ų
XlogP 7.20
Atomic LogP (AlogP) 6.71
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (8R)-8-[2,4-dihydroxy-5-(3-methylbut-2-enyl)phenyl]-5-hydroxy-2,2-dimethyl-10-(3-methylbut-2-enyl)-7,8-dihydropyrano[3,2-g]chromen-6-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9841 98.41%
Caco-2 - 0.6532 65.32%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7617 76.17%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8113 81.13%
OATP1B3 inhibitior + 0.9347 93.47%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9693 96.93%
P-glycoprotein inhibitior + 0.8155 81.55%
P-glycoprotein substrate + 0.5279 52.79%
CYP3A4 substrate + 0.6458 64.58%
CYP2C9 substrate - 0.7981 79.81%
CYP2D6 substrate - 0.8063 80.63%
CYP3A4 inhibition - 0.7463 74.63%
CYP2C9 inhibition + 0.8193 81.93%
CYP2C19 inhibition + 0.8273 82.73%
CYP2D6 inhibition - 0.8386 83.86%
CYP1A2 inhibition - 0.5051 50.51%
CYP2C8 inhibition - 0.6163 61.63%
CYP inhibitory promiscuity + 0.8359 83.59%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6351 63.51%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.7734 77.34%
Skin irritation - 0.7340 73.40%
Skin corrosion - 0.9223 92.23%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8535 85.35%
Micronuclear - 0.5641 56.41%
Hepatotoxicity + 0.6375 63.75%
skin sensitisation - 0.7584 75.84%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.6483 64.83%
Acute Oral Toxicity (c) III 0.4634 46.34%
Estrogen receptor binding + 0.9195 91.95%
Androgen receptor binding + 0.6871 68.71%
Thyroid receptor binding + 0.6706 67.06%
Glucocorticoid receptor binding + 0.8798 87.98%
Aromatase binding + 0.6991 69.91%
PPAR gamma + 0.7844 78.44%
Honey bee toxicity - 0.7528 75.28%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9865 98.65%

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%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.54% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.30% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.22% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.27% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.09% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 88.66% 91.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.66% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.34% 86.33%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 88.18% 89.34%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 87.57% 80.00%
CHEMBL3401 O75469 Pregnane X receptor 87.49% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.79% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.49% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.49% 92.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.21% 91.07%
CHEMBL4208 P20618 Proteasome component C5 84.95% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.41% 99.23%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.97% 95.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.86% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.26% 90.71%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.06% 99.15%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.05% 89.50%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.83% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 81.79% 90.17%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.33% 99.17%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.11% 91.03%

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.
Flemingia prostrata

Cross-Links

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PubChem 12096318
LOTUS LTS0005743
wikiData Q105192659