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5-methoxy-2-[(3R,8R)-8-methyl-8-(4-methylpent-3-enyl)-3,4-dihydro-2H-pyrano[2,3-f]chromen-3-yl]phenol

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 c7bf7baf-2959-4b0c-9c25-bcbff13008c7
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Pyranoisoflavonoids
IUPAC Name 5-methoxy-2-[(3R,8R)-8-methyl-8-(4-methylpent-3-enyl)-3,4-dihydro-2H-pyrano[2,3-f]chromen-3-yl]phenol
SMILES (Canonical) CC(=CCCC1(C=CC2=C(O1)C=CC3=C2OCC(C3)C4=C(C=C(C=C4)OC)O)C)C
SMILES (Isomeric) CC(=CCC[C@@]1(C=CC2=C(O1)C=CC3=C2OC[C@H](C3)C4=C(C=C(C=C4)OC)O)C)C
InChI InChI=1S/C26H30O4/c1-17(2)6-5-12-26(3)13-11-22-24(30-26)10-7-18-14-19(16-29-25(18)22)21-9-8-20(28-4)15-23(21)27/h6-11,13,15,19,27H,5,12,14,16H2,1-4H3/t19-,26+/m0/s1
InChI Key RUYCHAPZLGACHW-AFMDSPMNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H30O4
Molecular Weight 406.50 g/mol
Exact Mass 406.21440943 g/mol
Topological Polar Surface Area (TPSA) 47.90 Ų
XlogP 6.20
Atomic LogP (AlogP) 6.03
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-methoxy-2-[(3R,8R)-8-methyl-8-(4-methylpent-3-enyl)-3,4-dihydro-2H-pyrano[2,3-f]chromen-3-yl]phenol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9777 97.77%
Caco-2 + 0.6746 67.46%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8278 82.78%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8450 84.50%
OATP1B3 inhibitior + 0.8977 89.77%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9597 95.97%
P-glycoprotein inhibitior + 0.8935 89.35%
P-glycoprotein substrate + 0.7059 70.59%
CYP3A4 substrate + 0.6997 69.97%
CYP2C9 substrate + 0.5918 59.18%
CYP2D6 substrate + 0.3827 38.27%
CYP3A4 inhibition - 0.6741 67.41%
CYP2C9 inhibition - 0.5277 52.77%
CYP2C19 inhibition + 0.5856 58.56%
CYP2D6 inhibition - 0.8820 88.20%
CYP1A2 inhibition + 0.5529 55.29%
CYP2C8 inhibition + 0.6683 66.83%
CYP inhibitory promiscuity + 0.6382 63.82%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.7009 70.09%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.8747 87.47%
Skin irritation - 0.8042 80.42%
Skin corrosion - 0.9555 95.55%
Ames mutagenesis + 0.5163 51.63%
Human Ether-a-go-go-Related Gene inhibition + 0.7882 78.82%
Micronuclear - 0.7400 74.00%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.8412 84.12%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.8553 85.53%
Acute Oral Toxicity (c) III 0.4654 46.54%
Estrogen receptor binding + 0.9217 92.17%
Androgen receptor binding + 0.6483 64.83%
Thyroid receptor binding + 0.7473 74.73%
Glucocorticoid receptor binding + 0.6779 67.79%
Aromatase binding + 0.5836 58.36%
PPAR gamma + 0.7993 79.93%
Honey bee toxicity - 0.7246 72.46%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9840 98.40%

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 99.68% 91.11%
CHEMBL240 Q12809 HERG 99.29% 89.76%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.89% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.40% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.29% 98.95%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 95.85% 93.40%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.48% 99.17%
CHEMBL226 P30542 Adenosine A1 receptor 94.93% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 94.49% 95.89%
CHEMBL233 P35372 Mu opioid receptor 94.24% 97.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.44% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 92.83% 99.15%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 91.75% 92.62%
CHEMBL236 P41143 Delta opioid receptor 91.75% 99.35%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.33% 97.09%
CHEMBL4208 P20618 Proteasome component C5 90.76% 90.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.40% 95.89%
CHEMBL1907 P15144 Aminopeptidase N 89.19% 93.31%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.11% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.92% 85.14%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 86.92% 100.00%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 86.19% 91.79%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 84.70% 96.39%
CHEMBL3401 O75469 Pregnane X receptor 84.19% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.50% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.47% 89.00%
CHEMBL1929 P47989 Xanthine dehydrogenase 83.36% 96.12%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 83.10% 89.05%
CHEMBL2179 P04062 Beta-glucocerebrosidase 81.93% 85.31%
CHEMBL1951 P21397 Monoamine oxidase A 81.82% 91.49%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.74% 95.78%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.85% 91.03%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.68% 85.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.50% 94.80%
CHEMBL340 P08684 Cytochrome P450 3A4 80.32% 91.19%

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.
Dalbergia nitidula

Cross-Links

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PubChem 162916674
LOTUS LTS0076940
wikiData Q105245881