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(2R)-7-hydroxy-2-(4-hydroxy-2-methoxyphenyl)-8-[(2S)-5-hydroxy-5-methyl-2-prop-1-en-2-ylhexyl]-5-methoxy-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 18ca2f4d-09e2-4637-a638-b98d4e0db0ef
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
IUPAC Name (2R)-7-hydroxy-2-(4-hydroxy-2-methoxyphenyl)-8-[(2S)-5-hydroxy-5-methyl-2-prop-1-en-2-ylhexyl]-5-methoxy-2,3-dihydrochromen-4-one
SMILES (Canonical) CC(=C)C(CCC(C)(C)O)CC1=C2C(=C(C=C1O)OC)C(=O)CC(O2)C3=C(C=C(C=C3)O)OC
SMILES (Isomeric) CC(=C)[C@@H](CCC(C)(C)O)CC1=C2C(=C(C=C1O)OC)C(=O)C[C@@H](O2)C3=C(C=C(C=C3)O)OC
InChI InChI=1S/C27H34O7/c1-15(2)16(9-10-27(3,4)31)11-19-20(29)13-24(33-6)25-21(30)14-23(34-26(19)25)18-8-7-17(28)12-22(18)32-5/h7-8,12-13,16,23,28-29,31H,1,9-11,14H2,2-6H3/t16-,23+/m0/s1
InChI Key KDADHLPROOOPIC-QMHKHESXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H34O7
Molecular Weight 470.60 g/mol
Exact Mass 470.23045342 g/mol
Topological Polar Surface Area (TPSA) 105.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 5.11
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-7-hydroxy-2-(4-hydroxy-2-methoxyphenyl)-8-[(2S)-5-hydroxy-5-methyl-2-prop-1-en-2-ylhexyl]-5-methoxy-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 + 0.9936 99.36%
Caco-2 - 0.5193 51.93%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7838 78.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8528 85.28%
OATP1B3 inhibitior + 0.8692 86.92%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9372 93.72%
P-glycoprotein inhibitior + 0.7337 73.37%
P-glycoprotein substrate + 0.6269 62.69%
CYP3A4 substrate + 0.6689 66.89%
CYP2C9 substrate - 0.7977 79.77%
CYP2D6 substrate - 0.7688 76.88%
CYP3A4 inhibition + 0.5659 56.59%
CYP2C9 inhibition - 0.5358 53.58%
CYP2C19 inhibition + 0.5120 51.20%
CYP2D6 inhibition - 0.8861 88.61%
CYP1A2 inhibition + 0.5761 57.61%
CYP2C8 inhibition + 0.6520 65.20%
CYP inhibitory promiscuity - 0.5677 56.77%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.7062 70.62%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.8550 85.50%
Skin irritation - 0.7593 75.93%
Skin corrosion - 0.9398 93.98%
Ames mutagenesis - 0.5137 51.37%
Human Ether-a-go-go-Related Gene inhibition + 0.6447 64.47%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.6073 60.73%
skin sensitisation - 0.7925 79.25%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.5253 52.53%
Acute Oral Toxicity (c) III 0.3543 35.43%
Estrogen receptor binding + 0.7914 79.14%
Androgen receptor binding + 0.6592 65.92%
Thyroid receptor binding + 0.6254 62.54%
Glucocorticoid receptor binding + 0.8282 82.82%
Aromatase binding + 0.6517 65.17%
PPAR gamma + 0.6215 62.15%
Honey bee toxicity - 0.7102 71.02%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5051 50.51%
Fish aquatic toxicity + 0.9960 99.60%

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 98.68% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.98% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.95% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.40% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.68% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.22% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.11% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.60% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.24% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.23% 97.09%
CHEMBL2535 P11166 Glucose transporter 89.87% 98.75%
CHEMBL3401 O75469 Pregnane X receptor 89.18% 94.73%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.64% 97.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.53% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.51% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.58% 99.15%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.92% 94.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.73% 89.50%
CHEMBL1907 P15144 Aminopeptidase N 82.62% 93.31%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.29% 93.56%
CHEMBL340 P08684 Cytochrome P450 3A4 81.36% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.66% 99.23%

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 flavescens

Cross-Links

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PubChem 154497079
LOTUS LTS0219352
wikiData Q105139044