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(2R)-5,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-8-[(E,2S)-5-hydroxy-5-methyl-2-prop-1-en-2-ylhex-3-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 ec8eefc6-5325-4142-9974-de39f6b5f075
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
IUPAC Name (2R)-5,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-8-[(E,2S)-5-hydroxy-5-methyl-2-prop-1-en-2-ylhex-3-enyl]-2,3-dihydrochromen-4-one
SMILES (Canonical) CC(=C)C(CC1=C2C(=C(C=C1O)O)C(=O)CC(O2)C3=C(C=C(C=C3)O)OC)C=CC(C)(C)O
SMILES (Isomeric) CC(=C)[C@@H](CC1=C2C(=C(C=C1O)O)C(=O)C[C@@H](O2)C3=C(C=C(C=C3)O)OC)/C=C/C(C)(C)O
InChI InChI=1S/C26H30O7/c1-14(2)15(8-9-26(3,4)31)10-18-19(28)12-20(29)24-21(30)13-23(33-25(18)24)17-7-6-16(27)11-22(17)32-5/h6-9,11-12,15,23,27-29,31H,1,10,13H2,2-5H3/b9-8+/t15-,23-/m1/s1
InChI Key OUUMDNLSQJEMRV-KEQWNEKCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H30O7
Molecular Weight 454.50 g/mol
Exact Mass 454.19915329 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 4.58
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-5,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-8-[(E,2S)-5-hydroxy-5-methyl-2-prop-1-en-2-ylhex-3-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 + 0.9803 98.03%
Caco-2 - 0.5882 58.82%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7119 71.19%
OATP2B1 inhibitior - 0.8591 85.91%
OATP1B1 inhibitior + 0.8400 84.00%
OATP1B3 inhibitior + 0.8671 86.71%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9428 94.28%
P-glycoprotein inhibitior + 0.6987 69.87%
P-glycoprotein substrate + 0.5272 52.72%
CYP3A4 substrate + 0.6753 67.53%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.8333 83.33%
CYP3A4 inhibition - 0.5502 55.02%
CYP2C9 inhibition + 0.7653 76.53%
CYP2C19 inhibition + 0.8961 89.61%
CYP2D6 inhibition - 0.6583 65.83%
CYP1A2 inhibition + 0.7337 73.37%
CYP2C8 inhibition + 0.7628 76.28%
CYP inhibitory promiscuity + 0.8730 87.30%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6958 69.58%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.7961 79.61%
Skin irritation - 0.7670 76.70%
Skin corrosion - 0.9207 92.07%
Ames mutagenesis - 0.5837 58.37%
Human Ether-a-go-go-Related Gene inhibition + 0.8188 81.88%
Micronuclear - 0.5541 55.41%
Hepatotoxicity + 0.5677 56.77%
skin sensitisation - 0.7989 79.89%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.5960 59.60%
Acute Oral Toxicity (c) III 0.5227 52.27%
Estrogen receptor binding + 0.8305 83.05%
Androgen receptor binding + 0.6566 65.66%
Thyroid receptor binding + 0.6483 64.83%
Glucocorticoid receptor binding + 0.7556 75.56%
Aromatase binding + 0.6155 61.55%
PPAR gamma + 0.7347 73.47%
Honey bee toxicity - 0.6686 66.86%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9909 99.09%

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 98.54% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.01% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.33% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.21% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.98% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.09% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 92.65% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.11% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.69% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.92% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.61% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.81% 95.89%
CHEMBL1951 P21397 Monoamine oxidase A 87.53% 91.49%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.52% 97.14%
CHEMBL2535 P11166 Glucose transporter 87.04% 98.75%
CHEMBL340 P08684 Cytochrome P450 3A4 85.16% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.86% 97.09%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 84.58% 89.62%
CHEMBL1902 P62942 FK506-binding protein 1A 84.38% 97.05%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.62% 91.07%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 81.25% 80.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.13% 96.95%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.98% 93.56%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.40% 97.21%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.30% 89.50%

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.
Sophora leachiana

Cross-Links

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PubChem 163185510
LOTUS LTS0110274
wikiData Q105200444