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(2S)-5,7-dihydroxy-2-[4-hydroxy-2-methoxy-5-(3-methylbut-2-enyl)phenyl]-6-methyl-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-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 c336a4ee-882d-457f-b467-85aa90dfe71f
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
IUPAC Name (2S)-5,7-dihydroxy-2-[4-hydroxy-2-methoxy-5-(3-methylbut-2-enyl)phenyl]-6-methyl-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
SMILES (Canonical) CC1=C(C(=C2C(=C1O)C(=O)CC(O2)C3=C(C=C(C(=C3)CC=C(C)C)O)OC)CC=C(C)C)O
SMILES (Isomeric) CC1=C(C(=C2C(=C1O)C(=O)C[C@H](O2)C3=C(C=C(C(=C3)CC=C(C)C)O)OC)CC=C(C)C)O
InChI InChI=1S/C27H32O6/c1-14(2)7-9-17-11-19(22(32-6)12-20(17)28)23-13-21(29)24-26(31)16(5)25(30)18(27(24)33-23)10-8-15(3)4/h7-8,11-12,23,28,30-31H,9-10,13H2,1-6H3/t23-/m0/s1
InChI Key ARVLGMJMXDKNPO-QHCPKHFHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H32O6
Molecular Weight 452.50 g/mol
Exact Mass 452.21988874 g/mol
Topological Polar Surface Area (TPSA) 96.20 Ų
XlogP 6.60
Atomic LogP (AlogP) 5.84
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S)-5,7-dihydroxy-2-[4-hydroxy-2-methoxy-5-(3-methylbut-2-enyl)phenyl]-6-methyl-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-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 + 0.9787 97.87%
Caco-2 + 0.6956 69.56%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.6974 69.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8549 85.49%
OATP1B3 inhibitior + 0.9121 91.21%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8419 84.19%
P-glycoprotein inhibitior + 0.7295 72.95%
P-glycoprotein substrate - 0.6933 69.33%
CYP3A4 substrate + 0.6127 61.27%
CYP2C9 substrate - 0.7977 79.77%
CYP2D6 substrate - 0.7912 79.12%
CYP3A4 inhibition - 0.5876 58.76%
CYP2C9 inhibition + 0.8629 86.29%
CYP2C19 inhibition + 0.8846 88.46%
CYP2D6 inhibition + 0.6197 61.97%
CYP1A2 inhibition + 0.8638 86.38%
CYP2C8 inhibition - 0.5710 57.10%
CYP inhibitory promiscuity + 0.9236 92.36%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6825 68.25%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.7380 73.80%
Skin irritation - 0.7827 78.27%
Skin corrosion - 0.9476 94.76%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3708 37.08%
Micronuclear - 0.5400 54.00%
Hepatotoxicity + 0.6375 63.75%
skin sensitisation - 0.8312 83.12%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.6020 60.20%
Acute Oral Toxicity (c) III 0.5108 51.08%
Estrogen receptor binding + 0.9270 92.70%
Androgen receptor binding + 0.6068 60.68%
Thyroid receptor binding + 0.6457 64.57%
Glucocorticoid receptor binding + 0.8583 85.83%
Aromatase binding + 0.6538 65.38%
PPAR gamma + 0.8314 83.14%
Honey bee toxicity - 0.7493 74.93%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9828 98.28%

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 99.47% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.52% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.26% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.21% 86.33%
CHEMBL2581 P07339 Cathepsin D 91.99% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.68% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.48% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.13% 92.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.62% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 88.35% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.92% 96.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.70% 96.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.54% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.33% 94.00%
CHEMBL2535 P11166 Glucose transporter 84.36% 98.75%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.73% 99.15%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 83.52% 96.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.54% 89.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.21% 97.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 81.89% 93.40%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.70% 100.00%
CHEMBL1163101 O75460 Serine/threonine-protein kinase/endoribonuclease IRE1 80.52% 98.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.27% 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.
Tripterygium wilfordii

Cross-Links

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PubChem 162953736
LOTUS LTS0046508
wikiData Q104917596